We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in Chatham, MA

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
loading...
Sort by
From
€491
Per Night
View Details
1 / 14
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Details Reviews (2) Make Enquiry
From
€213
Per Night
View Details
1 / 20
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (4) Make Enquiry
From
€818
Per Night
View Details
1 / 12
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (2) Make Enquiry
From
€164
Per Night
View Details
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village. View all property information
Make Enquiry
4 of 5 stars Reviewed 1 October 2014
We enjoyed our stay at the condo in Chatham. It was comfortable for 3 people. It was clean and the kitchen was well stocked. Kris gave us excellent directions and suggestions.
5 of 5 stars Reviewed 15 August 2014
Having coffee each morning on the deck of this adorable cottage was one the highlights of my stay in Chatham. The view is terrific - of a lovely harbor that is called Mill Pond...
See all reviews
From
€123
Per Night
View Details
1 / 6
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
NEW: We have WiFi! Our lovely rustic Barn cottage ('The Barn'), in Chatham, MA is located in town, an easy walk to playgrounds, kid-friendly beaches, shops, baseball field (home of the Chatham Anglers), restaurants, golf course, tennis courts, bike trail, and more. Sleeps five (twin bed & trundle... View all property information
Make Enquiry
4 of 5 stars Reviewed 26 September 2013
We enjoyed our stay at the barn very much! It is great for families with children, and a nice get away for a couple. It was private with a nice yard. Lisa, the owner was very...
3 of 5 stars Reviewed 26 July 2013
This was a good experience overall. The cottage was clean and spacious. The best part however was the location. It was walking distance from Main Street and Oyster Pond. The only...
See all reviews
From
€6,380
Per Week
View Details
1 / 18
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
$7,800/week Peak Season (June 27 - September 5) $5,800/wk for the weeks of (6/20 and 9/5) $5,200/week Shoulder Season (6/13 and 9/12) $5,000/week Shoulder Season (6/6 and 9/19) $4,000/wk (before June 6 and after September 26) Spoil yourself in this beautiful 4 bedroom 3 bathroom Cape style custom... View all property information
Make Enquiry
From
€491
Per Night
View Details
1 / 13
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 October 2014
I can't say enough good things about our stay!!!! The accomodations were prestine. Amenities were off the charts, everything you could possible want. One of the best trips...
5 of 5 stars Reviewed 17 October 2014
Wow... It was my first time visiting Cape Code, and the highlight was Oyster Pond! I love architecture and design, and It was truly a pleasure to enjoy the view from the...
See all reviews
From
€257
Per Night
View Details
1 / 22
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy this spacious home on the Monomoy River with glimpses of Pleasant Bay. Recently renovated, our home boasts a gourmet kitchen with granite counters, 6 burner Wolf cooktop and Sub Zero refrigerator and wine frig . The kitchen opens to a deck perfect for al fresco dinners watching the sunset.... View all property information
Make Enquiry
5 of 5 stars Reviewed 2 August 2014
I had never used "Flip Key" before and was a bit unsure of results. I have to say that this house was perfection! From my first contact with the owner to the day we walked out the...
See all reviews
From
€210
Per Night
View Details
1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Private, Family Ranch Style Riverbay home in Chatham for your Cape Cod Vacation located on a dead end road. As you enter the through the front door you will find comfortable seating in the living room with a flat screen TV. There is a hallway leading you to the bedrooms on the left. Straight ahead... View all property information
Make Enquiry
From
€175
Per Night
View Details
1 / 9
Payment Protection
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Freshly painted Cape Cod home tucked just off of Route 28 near the Chatham/Harwich line. Very convenient location with a quick walk to two great restaurants, Forest Beach, and Pleasant Street Beach. House includes and ppen living/dining area, a first floor bedroom and sunroom, two upstairs... View all property information
Make Enquiry
4 of 5 stars Reviewed 27 August 2014
Adorable, comfortable home. Rooms and closets very spacious. Clean, well maintained. Children, 13, 13 & 10 loved it! Would def' return! Paula
4 of 5 stars Reviewed 16 September 2013
Very clean, smaller home about a 5 minute drive from quaint Chatham's main restaurant and shopping area. Kitchen and bathrooms are dated but the full interior has a fresh coat of...
See all reviews
Get the List
From
€164
Per Night
View Details
1 / 19
Payment Protection
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
***OCT/NOV/DEC WEEKEND SPECIAL*** Early check in Friday. Late check out Sunday. $475 Welcome to our entirely renovated 'old Cape' cottage, with a sunny, open floor plan, brand new appliances and furnishings, washer/dryer and central air. After the beach, rinse off in the private outdoor shower... View all property information
Make Enquiry
From
€204
Per Night
View Details
1 / 33
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
Make Enquiry
5 of 5 stars Reviewed 22 August 2014
Exceptional accommodations complete with high end cookware , grill, 22 ft cu refer, and all other needed appointments . Well located for excursions to the Fish Pier; shops...
5 of 5 stars Reviewed 21 August 2014
Planning a visit to Cape Cod from the UK was always going to be tough when you weren't sure how best you might get around or where was best to stay. We couldn't have got it more...
See all reviews
From
€429
Per Night
View Details
1 / 15
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 12
Booking
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This lovingly restored Greek Victorian former bed and breakfast has 6 bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over from Nantucket many years ago to its present site. Amenities include a Wolf range, granite counter tops, dishwasher, 2 cable TVs... View all property information
Make Enquiry
3 of 5 stars Reviewed 31 August 2013
Pros:1-Location few miles from the center of town, 2-Walking distance from forest beach (not good for swimming). 3-Accomedate large groups. Cons:1-It is an old...
See all reviews
From
€556
Per Night
View Details
1 / 34
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for... View all property information
Make Enquiry
5 of 5 stars Reviewed 24 September 2014
Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the location...
See all reviews
From
€982
Per Week
View Details
1 / 16
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
NEWER UPDATED HOME WITH LOVELY VIEWS OF STETSON COVE! Central air conditioning, wireless internet, family room with queen futon and cable televison! Alcove off the living room has a second television. First floor laundry room. House has lots of living space. Spacious, immaculate home with large... View all property information
Make Enquiry
From
€900
Per Night
View Details
1 / 28
Payment Protection
4 Bedrooms, 6 Bathrooms, Sleeps 12
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented... View all property information
Make Enquiry
5 of 5 stars Reviewed 17 October 2014
The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4. Details...
5 of 5 stars Reviewed 17 July 2014
The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable furniture...
See all reviews
From
€192
Per Night
View Details
1 / 20
Payment Protection
5 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
* * We are NOT accepting / booking / nor taking names for any 2015 summer weeks until maybe the end of MARCH, 2015. (we use the home for ourselves majority of the year) Thank you Available now thru January 4th... View all property information
Make Enquiry
5 of 5 stars Reviewed 23 March 2013
A group of friends stayed for a weekend reteat - and were so pleased with all the amenities of a fully equipped house and all the comforts of home, while staying on the cape...
See all reviews
From
€245
Per Night
View Details
1 / 10
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful, Spacious, and Very Clean 3 bedroom 2 full bath home. Sleeps 8! Master suite with king size bed and private full bath. Large family room with entertainment system. Fully equipped kitchen with walk out deck. Private backyard with outdoor shower. One mile to ocean. Private pond... View all property information
Make Enquiry
2 of 5 stars Reviewed 3 July 2014
* We have used Trip Advisor for several rentals and this one is best described as below average. Our extended family of 6 (4 adults, two kids) stayed in Beach Plum for 5 nights...
See all reviews
From
€257
Per Night
View Details
1 / 11
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Light and bright home with pretty marsh views from your back deck! Great, central location, close to Hardings Beach and a quick drive into downtown Chatham! You will love the screened porch or back deck for relaxing. AC units in every bedroom for the hot days, if you aren't at the beach! One... View all property information
Make Enquiry
From
€654
Per Week
View Details
1 / 11
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
196 Joshua Jethro Road This great new listing in Riverbay has been freshly rejuvenated with a new granite ktichen, hardwood floors, fresh baths and central a/c. This ranch has a master bedroom with a lovely ensuite bath with a new tile step-in shower. The other 2 bedrooms share a hall bath with... View all property information
Make Enquiry
From
€188
Per Night
View Details
1 / 8
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Lovely, renovated and very clean. Two-full bath condo near Ridgevale Beach. Full kitchen and dining; private patio, air conditioning for bedrooms, comfortable furnishings, and child friendly. two full baths and washer and dryer. 3 HDTVs View all property information
Make Enquiry
From
€258
Per Night
View Details
1 / 14
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
4 bedroom house with 2 master suites. Perfect for extended family and friends. Close to town and beaches. View all property information
Make Enquiry
From
€409
Per Night
View Details
1 / 7
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This stunning 2 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave, coffee... View all property information
Make Enquiry
From
€2,454
Per Week
View Details
1 / 20
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our Five bedroom Chatham vacation home is located on a quiet side street, yet near town. The five large bedrooms are added to by a den with double pull-out and a basement/play area with 2nd pull-out making it perfect for family groups, weddings, or reunions. We have 1 king bed, two queen beds, one... View all property information
Make Enquiry
From
€982
Per Week
View Details
1 / 20
North Chatham
3 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 mile to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 2 miles to Main St., Chatham for shopping,... View all property information
Make Enquiry
From
€532
Per Night
View Details
1 / 9
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Sit on the porch in one of the rockers and enjoy your morning coffee or afternoon beverage of choice and watch the world go by. As soon as you drive in the driveway and smell the salt air, you start to relax and feel the welcoming embrace of this historical in town main house and cottage. With five... View all property information
Make Enquiry
From
€199
Per Night
View Details
1 / 11
Payment Protection
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
Make Enquiry
From
€106
Per Night
View Details
1 / 20
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 3
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Charming and romantic. It offers a bright second story loft bedroom, fitted with a queen bed with new orthopedic mattress. The ground floor features a large open living area with sunny full kitchen, dining space, comfortable sitting area with settee and club chair, and a simple cozy bathroom with... View all property information
Make Enquiry
From
€286
Per Night
View Details
1 / 47
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
RATES: APRIL-JUNE 14th 3 nts. minimum 350.00/nt., 2200.00/week JUNE 14 - SEPT. 15th: 1 wk min. 2900.00/wk (Saturday -Saturday) Cleaning Fee: 150.00 ON THE WATER ... * Beautiful water views! * Back decks open up to mesmerizing views of Emery Pond featuring a new hammock and patio... View all property information
Make Enquiry
From
€1,022
Per Week
View Details
1 / 14
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
15 Bobbies Lane CHATHAM Cottage is charming and updated. Located in South Chatham. Central A/C, convenient to shopping, beaches, and golf. Only 1/2 mile to Nantucket Sound. Screened in Porch, WiFi, 1 Queen, 2 singles and 2 Queen Sofa beds. Sleeps 6. Email Dawn.Monkiewicz@raveis.com or call... View all property information
Make Enquiry
From
€93
Per Night
View Details
1 / 21
Payment Protection
South Chatham
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children’s books and videos,... View all property information
Make Enquiry
From
€210
Per Night
View Details
1 / 12
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Enjoy in-town living. This bright two bedroom, two bath condo is a short walk to town, golfing, tennis, beaches and Chatham A's baseball games. This second level corner unit features a bright living room with eat-in dining room, kitchen and sliding doors to a walk-out balcony. All new furnishings... View all property information
Make Enquiry
From
€348
Per Night
View Details
1 / 10
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 11
Booking
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath. Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or take extra bikes to ride to Lighthouse Beach/ Oyster Pond. Kitchen table has room for... View all property information
Make Enquiry
From
€210
Per Night
View Details
1 / 15
Payment Protection
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
0.1 mile from popular summer Nantucket Sound beach can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
Make Enquiry
Enquire for rates
1 / 17
South Chatham
5 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Avenues;, a very desirable, popular summer area with a private association beach area on a tidal salt water inlet. The house has recently had renovations. Freshly painted, floors refinished, nicely appointed and furnished. Very large lot, large front porch, a.c. units in some rooms. 1 Queen... View all property information
Make Enquiry
From
€70
Per Night
View Details
1 / 9
Payment Protection
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place... View all property information
Make Enquiry
From
€613
Per Night
View Details
1 / 13
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Easy, breezy Highwood Cottage is tucked away in N. Chatham's prettiest estate neighborhood, offering a fabulous, private location. A prvt. beach is just a short stroll away, shared w/2 families. No cleaning fee. 3 bdrms include a queen master w/bath, walk-in closet and TV, 2 twin bdrms, all... View all property information
Make Enquiry
From
€204
Per Night
View Details
1 / 10
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Cute two bedroom, one full bath cottage with Central AC located just a 5 minute walk to Ridgevale Beach located on Nantucket Sound. Best for 4 people, but can sleep up to 5. Our cottage comes with all the amenities you might need. Open living/kitchen/dining area complete with Cable/TV/DVD.... View all property information
Make Enquiry
From
€286
Per Night
View Details
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Located just steps from Ridgevale Beach (a fabulous family beach) and with additional access to a private beach, this delightful quintessential Chatham summer cottage is perfect for families. Located in a quiet residential neighborhood the cottage is completely furnished with all the amenities you... View all property information
Make Enquiry
From
€2,618
Per Week
View Details
1 / 21
South Chatham
5 Bedrooms, 5 Bathrooms, Sleeps 11
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
148 Stage Coach Drive, South Chatham -Property #79285 Beautiful spacious 5BR/4.5BA located in South Chatham. Convenient to shopping, golf and movies. Close to beach, 1.3 miles. Main level has large open kitchen and dining area, office, sunroom, seating area with fireplace and master bedroom with... View all property information
Make Enquiry
From
€286
Per Night
View Details
1 / 17
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This charming newer Cape Cod home offers newer central air (06), professionally landscaped property, hardwood(wide plank)floors, newer kitchen and appliances including washer, dryer, refrigerator, and microwave. Living room with fireplace, dining area with sliders to large deck (gas grill)and new... View all property information
Make Enquiry
From
€613
Per Night
View Details
1 / 34
Payment Protection
North Chatham
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is... View all property information
Make Enquiry
From
€532
Per Night
View Details
1 / 28
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Newly constructed luxury condominium, less than one mile from downtown chatham. Offering all the amenities of luxury living. Gas fireplaces, granite counter tops, central air, and hardwood floors. Over 2,000 sq.Ft on three levels with spectacular views of perch pond. Short walk to shopping,... View all property information
Make Enquiry
From
€532
Per Night
View Details
1 / 6
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This stunning 3 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps away from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave,... View all property information
Make Enquiry
From
€2,761
Per Week
View Details
1 / 17
North Chatham
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Be one of the lucky ones to enjoy the picturesque waterviews and great location of this North Chatham rental property. Located on a quiet cul-de-sac with a path that leads down to the water (sorry no beach area!) with a lovely spacious yard and a picket fence covered with roses...a true Cape Cod... View all property information
Make Enquiry
From
€127
Per Night
View Details
1 / 18
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Ping Pong Table
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The simple entrance path leads past rosa rugosa, wild roses, blooming yarrow, and other native flower beds to arrive to a spacious skylit great room, featuring vaulted ceilings and a wood-burning fireplace. The well-equipped kitchen, dining, and indoor living area has a bright indoor-outdoor... View all property information
Make Enquiry
From
€78
Per Night
View Details
1 / 14
Payment Protection
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place... View all property information
Make Enquiry
From
€286
Per Night
View Details
1 / 6
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Booking
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This stunning 1 bedroom cottage is located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this cottage is steps from the sand, and is ready for your vacation! Amenities: Television, Cable, Wireless Internet, Full Kitchen with dishwasher, microwave, coffee... View all property information
Make Enquiry
From
€48
Per Night
View Details
1 / 17
Payment Protection
South Chatham
1 Bedroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Yes, the price is low but that's why so many customers have come for decades! So wanting for a nice clean quiet apartment unit close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the... View all property information
Make Enquiry
From
€590
Per Night
View Details
1 / 25
5 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
$5,900 PRIME SUMMER WEEKLY RATE This 5 bedroom home offers impressive views of the Atlantic Ocean and a short walk across the street to Lighthouse Beach.This updated home has been renovated with the goal of maintaining much of the original charm of the colonial era. However, you have all the modern... View all property information
Make Enquiry
Go to map view
Most popular
Islands
Popular cities
Popular cities
Popular cities
Book Online(42)
Use filters to find the best results!

Suitability

  • Wheelchair access (7)
  • Elder access (32)
  • Suitable for children (3)
  • Pet friendly (35)
  • Smoking allowed (1)

Amenities

  • Grill (255)
  • Air Conditioning (207)
  • Other outdoor space (198)
  • Internet (178)
  • Washer/Dryer (178)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List