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 Rentals in Chatham, MA

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    €0
    €336 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Chatham are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    1 / 37
    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    ​Pet Friendly! Updated 4 Bedroom home sleeps 10-walk to Harding's Beach with Deck-Outdoor shower- A/C units. Wifi too. Peak Summer Weekly Rates: (last week of June until the first week in September) $2,000-$2,500 Walk to Harding's Beach from this Cape Style home! Enter into the open dining room... View all property information
    Location Information
    West Chatham, Chatham 02669
    1 / 11
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: Pre-season (May 28-June 18) $1,200 per week ~~~IN SEASON: $1800 per week (June 18-Sept 10) ~~~Post-season (Sept 10-Oct 15th) $1,200 per week Off-season (subject to Owner's prior approval) $800 week $175 MANDATORY cleaning fee per lease Weekly rentals from mid-JUNE to mid-SEPT... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 12
    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rate: $1675 per week, including the cleaning fee Off-Season: $775 per week, including the cleaning fee Light and bright 4 bedroom home on quiet cul-de-sac in South Chatham. Comfortable furnishings throughout. Large upstairs bedrooms offer extra seating space too! Nice back deck off the... View all property information
    Location Information
    South Chatham, Chatham
    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the spectacular location and panoramic waterviews from this 4 bedroom, 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few cottages where you can step out your door and take only a few steps to the water's edge. This property has... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Waterfront
    • Satellite TV
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $1525 per week including the cleaning fee ~~ Off-Season: $925 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Light and bright two bedroom condo near Lighthouse Beach. New carpeting, new furniture, and new hardwood floors really brighten up the decor.... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 15
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $2025 per week, including the cleaning fee June weeks: $1650 per week, including the cleaning fee Off-Season: $1475 per week, including the cleaning fee Nice, comfortable rental located in quiet South Chatham neighborhood near Forest Beach. Recently painted and updated,it is a... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Internet Access
    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rates: $3975 per week, including the cleaning fee Weekly rentals only from late JUNE to SEPT Location, location, location! View the Lighthouse from this newly renovated 3 bedroom, 2 bath home. Steps to Lighthouse Beach, yet set back off Main Street with a private yard and parking. Three... View all property information
    Location Information
    Chatham, Cape Cod 02633
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 13
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 FRIDAY TO FRIDAY Rental: In Season $3950 per week with the cleaning fee ~~~ Off Season $2650 per week with the cleaning fee included Weekly rentals from mid-JUNE to mid-SEPT You cannot beat the fabulous views from the decks of this sprawling Cape Cod retreat! There is a lot of space for two... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 11
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate:INDEPENDENCE WEEK! $200/night July 1 to July 9 - minimum stay 4 nights. ALSO: July 9 to 23: $1700, per week. $2275 per week including the cleaning fee SPECIAL RATES FOR: Aug 27th weeks!! $2075 per week with cleaning included Off-Season: $1575 per week including the cleaning fee... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Location - Location - Location! Run, walk or skip the loop in Chatham from this Family Cape Cod Vacation Rental home. Peak Summer Weekly Rates: last week of June until the first week in September: $2,600 - $3,200/week. SPECIAL - AUG 27-Sept 3 only $1425!! GREAT DEAL and beautiful time to be in... View all property information
    Location Information
    Chatham, Cape Cod 02633
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    RENOVATED very bright, beachy condo, 2bdrms/2bths. This unit comes equipped with AC, fully stocked kitchen and 2 decks to enjoy your wine/coffee. The decks overlook Little Mill Pound. This condo is located in town and the famed, kid friendly Oyster Beach & Lighthouse Beach are a 10 minute... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 1
    South Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate ~ $2000 per week, including the cleaning fee Off-Season: $1700 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious 4 BR home on quiet street near Cockle Cove Beach. Lots of living space in this private and centrally located home. Minutes from bike... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 18
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Washer
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Classic Morris Island Home with Private Heated Pool $5,500 Prime Summer Weekly Rate Located in a premier Chatham neighborhood on your way out to Morris Island, this classic Cape is in a unique location to access the best of Chatham. Relax by the heated in-ground pool or hot tub. Head to Lighthouse... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $2125 per week including the cleaning fee Off-Season: $1575 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Lovely home, on 1/2 acre wooded lot, only 1/2 mile to the warm waters of kid-friendly Ridgevale Beach! This comfy, spacious home features high... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 18
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • Grill
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rate: $5850 per week, including the cleaning fee Off Season, $4350 per week, with the cleaning fee MANDATORY $1000 SECURITY DEPOSIT REQUIRED Gorgeous custom built home in prestigious North Chatham! Tons of living space, 5800 sq. feet. Maple hardwood floors gleam throughout, the kitchen... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 12
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $5050 per week, including the cleaning fee Off-Season $3750 per week, with the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Beautiful North Chatham home with peeks of Crows Pond and three decks! This year-round home is filled with upscale furnishings and decor. It offers... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 11
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    16 SEA STRAND LANE (ID#109551) CHATHAM The home is charming and comfortable located in a quiet area within a short driving distance to one of Chathams many popular beaches, Harding s Beach and Ridgevale. Air conditioning cools the home with units in every bedroom, including first floor master... View all property information
    Location Information
    West Chatham, Chatham 02669
    Get the List
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $2100 per week including the cleaning fee ~~ Off-Season: $1575 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Great four bedroom home located close to Chatham's Bike Trail, and near a fresh water pond. Located at the end of a cul-de-sac with a nice... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 14
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Grill
    • Internet Access
    • Porch
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Lovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated kitchen and an awesome location! The beach is just a walk across the street from this beautifully landscaped Shore Road home. This home is located on the first fairway of... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 18
    6 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Waterfront cottage on Nantucket Sound. Enjoy the spectacular location and panoramic waterviews from this 6 bedroom, 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few cottages where you can step out your door and take only a few steps to... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Patio
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rate: $2000 per week, including the cleaning fee Off-Season: $1425 per week, including the cleaning fee Wonderful two bedroom summer rental, just steps to the center of Chatham! Filled with comfortable upscale furnishings, it offers plenty of living space and a great location near the... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 20
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Step back in time in this beautiful 4 bedroom, 2 full bath traditional Cape beach house. There are panoramic views of Nantucket Sound from most rooms in the house as well as from the furnished deck. There is a stairway at the corner of the property leading to the private beach. Amenities include... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • Washer
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $1225 per week, including the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT Nicely decorated house on a quiet street near town and the Cape Cod Rail Trail. This is a very well maintained and comfortable home with the owner's artwork throughout. Small yard in front and... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 36
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Pet Friendly! Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court. Peak Summer Weekly Rates: last week of June until the first week in September: $4,800 - $5,200/week Steps onto the large deck lead you to the entryway of this Cape home. Welcome back in time to... View all property information
    Location Information
    North Chatham, Chatham 02650
    1 / 28
    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Porch
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Newer Custom Cape Cod Vacation Rental home that is walk to beach in Chatham sleeping 9. Peak Summer Weekly Rates: (last week of June until the first week in September) $2,500-$3,400 A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (.6 mile)! Central air, WIFI, a... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    key #39 Additional amenities include: outdoor shower: enclosed, dist. to downtown: 2 miles, fans: 3, area: north chatham, a/c units: 3 - 1 in each br, priceclass: under $3000, year built: 1980, lobster pot, distance to beach: 1 mile or under, name of beach: jackknife beach/pleasant bay,... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $1775 per week with the cleaning fee ~~ Off Season Rate: $1250 per week with the cleaning fee. Weekly rentals from mid-JUNE to mid-SEPT This three bedroom home is a stones throw from Chatham's bike trail, so you can ride from your home all over the Cape. The Regional Middle School... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 18
    South Chatham
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Internet Access
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Address: 50 Cockle Cove Ridge, South Chatham -Property ID: 95538 This nicely kept South Chatham Condo is located in the Cockle Cove Ridge complex---right off of Route 28 and just under a mile to Cockle Cove Beach on Nantucket Sound. The first floor offers a living room and an eat-in kitchen. Slider... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 9
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Porch
    • Grill
    • DVD Player
    • Satellite TV
    • Patio
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This newly renovated house overlooks White Pond in Chatham and consists of 4 bedrooms and two full bathrooms. Located on the first floor is the master bedroom with king size bed, bathroom with washer/dryer, full kitchen, living room with cable television, enclosed sun porch, and screened porch. The... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 12
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $4270 per week including the cleaning fee. This is a FRIDAY TO FRIDAY RENTAL only. Off-Season: $3270 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming Cape-style home on Main Street in Chatham's Old Village. Located just blocks from the shops... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 46
    5 of 5 stars (1) Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    South Chatham, Chatham 02659
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Waterfront
    • Patio
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $3925 per week including the cleaning fee ~~ Off-Season: $2260 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Spacious home with fabulous views of Little Mill Pond, next to Chase Park, and just a few blocks from Chatham Village! This rental has... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This traditional 2 bedroom 1 bathroom Chatham cottage is located in a quaint neighborhood and is just 4/10ths of a mile to Pleasant Street Beach. Amenities include a window AC unit in each bedroom, cable TV (with basic cable only), microwave, outside dining table with gas grill and an enclosed... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 1
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $5000 including cleaning fee FRIDAY TO FRIDAY ~~ Off Season: $3700 including the cleaning fee FRIDAY TO FRIDAY RENTAL Beautiful, new home centrally located in Chatham with upscale and lavish furnishings throughout. Simple elegance defines the home with Custom Hardwood, stone and... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 23
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This ideally situated, spacious 5 bedroom, 3 bathroom classic antique home is just steps away from gorgeous Lighthouse Beach and just a short distance to downtown Chatham as well as the famous Mitchell River bridge where fishing is bountiful. Outside, you can enjoy the deck overlooking your own... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 20
    North Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    North Chatham, Chatham 02650
    1 / 47
    5 of 5 stars (1) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Grill
    • DVD Player
    • Satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home offering 6 bedroom 6.5 bathrooms. Peak Summer Weekly Rates: last week of June until the first week in September: $16,525/week. This luxury home is pet friendly with a private pool, central a/c, linens, wifi and more. In... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 7
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rate: $2300 per week, including the cleaning fee ~Off-Season: $1200 per week, including the cleaning Weekly rentals from mid-JUNE to mid-SEPT Light and bright 4 BR home, in a great central location! This recently updated home is across from the school tennis courts and playing fields,... View all property information
    Location Information
    Chatham, Cape Cod 02650
    1 / 29
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Tucked in the private Cannon Hill setting, this enchanting 4 bedroom, 3 full and 1 half bathroom home with a large 40 x 20 heated salt-water pool offers tons of comfort and is perfect for your summer getaway. Just a short 3 minute stroll away, on the calm waters of Pleasant Bay, a private... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 23
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Internet Access
    • Hot Tub
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This waterfront vacation home has a heated pool and magnificent views from every angle, with four bedrooms this sophisticated contemporary home is perfectly appointed and close to the charming town center and glorious beaches. A fabulous master bedroom has a dramatic all marble en suite bathroom.... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This cute 2 bedroom, 1 bath cottage is just under 1/10th of a mile from Pleasant Street Beach. Amenities include a window AC unit in the living room, cable TV (includes sports and weather), DVD player, Wi-Fi, furnished deck, gas grill and an enclosed outdoor shower. This property has a $75... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rate: $6250 per week, including the cleaning fee Off-Season $4450 per week, including the cleaning fee The perfect place for a most memorable and rewarding vacation. New owners of this original Morris Island home have brought in all new furnishings and bed sets. The spacious open floor... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This Cape Cod Vacation Rental home is just .2 miles from Pleasant Street Beach in Chatham. Peak Summer Weekly Rates: last week of June until the first week in September: $2600- $2,900/week. Warm water, sunsets, and miles of beach on Nantucket Sound awaits you just around the corner. This family... View all property information
    Location Information
    Chatham, Cape Cod 02659
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful new condominium nestled on tranquil Perch Pond, located just a half mile from down town Chatham. This unit boast all the amenities of luxury living. Central A/C, gas fireplaces and granite tops to name a few. Spend your afternoons relaxing on the back deck overlooking the pond after a... View all property information
    Location Information
    South Chatham, Chatham 02633
    1 / 8
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Parking
    • Patio
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    19 Glendon Way, S. Chatham Casual knotty pine summer cottage just 1/2 mile to Pleasant Street Beach. This 3BR/1BA single level cottage is located in a nice quiet neighborhood of South Chatham. Convenient to shopping - just a 10 minute drive into town. $1150 per week in season. Please contact... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 3
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This brand new Chatham home is conveniently located only 6/10ths of a mile from Forest Beach. The gleaming hardwood floors and open floor plan give this home a light and airy feel and the dining area opens to a spacious furnished deck for relaxing afternoons or an alfresco dinner after a long day... View all property information
    Location Information
    Chatham, Cape Cod 02659
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Garden
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds... View all property information
    Location Information
    West Chatham, Chatham 02633