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Chatham House Rentals

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    1 / 8
    South Chatham
    9 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 24
    South Chatham
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Porch
    • Air Conditioning
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    • DVD Player
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    About this property
    This gorgeous sprawling home on 3 acres is surrounded by 50 acres of conservation land. It is extremely private, very quiet, has its own pond, and plenty of space for sunbathing and outside play, large, expansive decks, lots of room for entertainment inside and out. It is completely equipped with... View all property information
    Location Information
    South Chatham, Chatham 02659
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    2017 Rental Rate: $1775 per week with the cleaning fee ~~ Off Season Rate: $1050 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 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Porch
    • Grill
    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    • Parking
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Light and bright home with pretty marsh views! 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 bedroom on the first level... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    You'll be only 5/10th's of a mile to popular Cockle Cove Beach at this 4 bedroom, 1.5 bathroom Chatham house. Amenities include washer, dryer, dishwasher, window a/c units in each bedroom and one in the living room, cable TV (includes sports and weather),DVD player, Wi-Fi, gas grill, deck with... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 40
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    A traditional Cape Cod pond-front compound set on a beautifully landscaped 2-acre lot with lovely views of Black Pond. Enjoy summer breezes while relaxing on one of the many patios in this very private yard perfect for lawn games, barbeques or simply stargazing. The main home has 4 bedrooms and 2.5... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Chatham Vacation Rental Cottage at the beach! Peak Summer Weekly Rates:last week of June until the first week in September: $2,000/week. Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod-Sleeps 4. Perfect for a relaxing, romantic getaway, this... View all property information
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    Chatham, Cape Cod 02633
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This recently renovated 3 bedroom, 2 bathroom property in the Ridgevale Beach area is well equipped to make your vacation stay comfortable. The home features gleaming hardwood floors on the first floor, new carpeting on the second floor, updated bathrooms and a fully equipped kitchen. New for 2017... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 15
    4 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
    About this property
    Our Pleasant Street home is a charming 3 bedroom, 2 bath year-round home which is located at 320 Pleasant Street in South Chatham and it can comfortably accommodate up to 8 people. It is only a 2 minute walk to Nantucket Sound, the warm water side of Cape Cod! There is no beach sticker required... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 12
    West Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Enjoy this updated 2 bedroom, 1 bath Chatham vacation cottage with views of Oyster River. The open kitchen, dining and living room has a slider leading out to a large deck with chaise lounges, dining table with umbrella, gas grill and enclosed outside shower. Amenities include window AC units in... View all property information
    Location Information
    West Chatham, Chatham 02669
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    2017 Rental Rates: $4425 per week, including cleaning Off-Season: $3125 per week cleaning Weekly rentals from mid-JUNE to mid-SEPT Stunning, new home located on Oyster River with breathtaking views of the river and marsh. Enjoy your afternoons after the beach watching the birds and wildlife from... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Views galore from this two bedroom one bath cottage nestled along a saltmarsh only 500 feet from the semi private association beach on Nantucket Sound. A perfect getaway for nature lovers and bird watchers. Newly renovated kitchen and interior includes granite countertops, stainless steel... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 19
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    About this property
    Spend the summer on one of Chatham's most exclusive streets in this beautiful home. Located close to the beach, and to Main Street Chatham, the property at 61 Shore Road will please any discerning traveler. Graciously appointed with six bedroom and five full bathrooms, this home is well suited to... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 11
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Air Conditioning
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    • Pet-friendly
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    • ?
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    • Smoking allowed
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    About this property
    2017 Rental Rate: $3275 per week, including the cleaning fee Off Season: $1475 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT You will be sure to enjoy your time in the idyllic town of Chatham, MA in Cape Cod. This home is 1/2 mile from the quaint town center and... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 25
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • x
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    • Smoking allowed
    • x
    About this property
    This recently updated 4 bedroom, 2 bathroom home is located in the desirable Stage Harbor area of Chatham. On the ?loop,' this home is just a short walk to Battlefield Landing on Stage Harbor and only 1 mile to the shops and restaurants in downtown Chatham or to the warm waters of Oyster Pond. This... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Pet Friendly! Located in a prime in-town location. Peak Summer Weekly Rates:last week of June until the first week in September: $2,300/week. This Cape Cod Vacation Rental Cottage complex offers deeded access to the Mill Pond (a saltwater inlet of Nantucket Sound) and is just a few blocks to the... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • x
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    • Smoking allowed
    • x
    About this property
    190 Countryside Drive - ID# 104736. Lovely 4 bedroom home in Chatham Charming 4 bedroom home in a peaceful area with a lovely fenced in yard. Just a short drive to Jackknife Cove beach on Pleasant Bay and a short distance to Monomoy River for kayaking and canoeing. School Houe Pond is a half mile... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
    • Grill
    • Satellite TV
    • Parking
    • Washer
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located SALT WATERFRONT on the Oyster Pond River, a salt water Nantucket Sound inlet, this charming, beautifully updated home, has views of both Nantucket Sound and the Village of Chatham. The private neighborhood is ideal for biking, morning walks and evening strolls. Swimming, boating and... View all property information
    Location Information
    Chatham, Cape Cod 02633
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    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Waterfront
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    • Pet-friendly
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    • ?
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    About this property
    2017 Rental Rate: $12,000 per week, INCLUDING CLEANING & LINENS Off Season: $9125, including cleaning/linens Stunning BRAND NEW home on Holway Street, with fabulous water views from almost every room in the house! Filled with gorgeous upscale furnishings and brand new appliances throughout. Enjoy... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $2100 per week, with the cleaning fee ~~No Off-Season~~ Welcome!! This roomy Cape sits up on a hill located just off of Cockle Cove Road on a quiet one way drive. Just .4 mi to Cockle Cove Beach. There are three bedrooms and 2 full and one half baths. The master BR is en-suite... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Stay in the heart of Chatham Village in this well-maintained 3 bedroom 1.5 bathroom home. Situated in a quiet neighborhood only 4/10ths of a mile from the shops and restaurants on Main Street, baseball field, playground and the Fish Pier. This traditional Cape home features a queen bedroom on the... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 25
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Spectacular seaside views from almost every room in this beautiful 4 bedroom, 3 bathroom Chatham rental home which rests below the watchful gaze of Chatham Light. This Chatham rental home is ideally situated between scenic Lighthouse Beach and the edge of Monomoy National Wild Life Refuge, a beach... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 29
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    This 5 bedroom, 3 bath Chatham rental home has incredible water views of Taylor's Pond and is only 6/10ths of a mile to Cockle Cove beach by path. It is surrounded by oak trees creating a very private setting. There is a wonderful deck to lounge on, bbq on the gas grill or just take in the... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 9
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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 / 17
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rate: $8600 per week including the cleaning fee Off Season: $6650 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This gorgeous home offers over 5000 square feet of living space spanning three levels, and manages to be both elegant and comfortable. It... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Enjoy this adorable, 2 bedroom, 1 full bath Cape beach cottage only 4/10ths of a mile to Nantucket Sound beaches. Amenities include one window AC unit in the living room, washer, dryer, dishwasher, cable TV (with basic cable only) with DVD, microwave, furnished deck, hammock, both gas and charcoal... View all property information
    Location Information
    Chatham, Cape Cod 02659
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • 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: $2,900/week. Warm water, sunsets, and miles of beach on Nantucket Sound awaits you just around the corner. This family friendly... View all property information
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    Chatham, Cape Cod 02659
    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    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 homes 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
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    Chatham, Cape Cod 02659
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Enjoy fantastic, unobstructed views of Red River Beach and Nantucket Sound from this 3 bedroom, 2 full bath traditional Chatham vacation rental only 1/10th of a mile to a semi-private beach. The property comfortably accommodates 8 people however can take up to 10 with the use of the full-size sleep... View all property information
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    Chatham, Cape Cod 02659
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • 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: $2,700 - $3,250/week. It’s just a 5 minute stroll to the town landing to put your kayak or canoe in and... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    04/01/17 - 06/24/17 $1,700 06/24/17 - 07/01/17 $2,100 07/01/17 - 08/26/17 $2,900 08/26/17 - 09/02/17 $2,000 09/02/17 - 10/28/17 $1,700 Enjoy the convenient location of this 3 bedroom, 2 full bathroom classic Cape style Chatham rental home close to downtown Chatham, Oyster Pond, and Clafflin... View all property information
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    Chatham, Cape Cod 02633
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Pet Friendly. Come have some fun in the sun at this Cape Cod Vacation cottage in Chatham! You will enjoy deeded access to the 'Little Beach flats'. A Complete Renovation is taking place over the Winter-Everything will be 'all new'! Peak Summer Weekly Rates:last week of June until the first week in... View all property information
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    Chatham, Cape Cod 02633
    1 / 41
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Beachfront condo! Sleeps 6! Enjoy water views from both upstairs and main level decks. Walk down the path to the Outer Most Harbor Little Beach-bike to town or Monomoy Wildlife Refuge.​ CENTRALA/C and WIFI too. Peak Summer Weekly Rates:last week of June until the first week in September:... View all property information
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    Chatham, Cape Cod 02633
    1 / 23
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Located on the Stage Harbor ?loop', this very private, quintessential Chatham 4-acre retreat has been recently renovated and has all new furnishings and amenities. The home is surrounded by mature plantings and conservation land and has views of Stage Harbor from the second floor master bedroom.... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
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    About this property
    Large home sleeps 12 in Chatham Wonderful vacation home on one acre of land. Very private backyard in Charming Chatham. Boasts all of the amenities, newly rennovated kitchen and bathrooms, air conditioning units in all bedrooms and living areas. Close to town, School House Lake, Beaches, and Cape... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Luxury 4 bedroom, 3.5 bath Cape Cod Vacation Rental home tucked up off of Bridge Street, in Chatham. Peak Summer Weekly Rates:last week of June until the first week in September: $6,400/week Privately placed on just over a half acre of land in a peaceful setting, yet just a hop, skip and a jump... View all property information
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    Chatham, Cape Cod 02633
    1 / 31
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Views- Views- Views from every room! Updated Waterfront Cape Cod Vacation Rental Home In Chatham, offering over 3100 square feet of living space. Peak Summer Weekly Rates:last week of June until the first week in September: $4,900/week. This home has a private bonus room to sleep 7! 3 Full Baths!... View all property information
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    Chatham, Cape Cod 02633
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
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    2017 Rental Rate: $2450 per week including the cleaning fee No off-season rentals Comfortable and airy post & beam home located in a quiet neighborhood near Harding's Beach. Tons of windows and skylights throughout bring in the sunlight! The eat-in kitchen overlooks the backyard gardens and walks... View all property information
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    Chatham, Cape Cod 02633
    1 / 22
    South Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This 4 bedroom, 2.5 bathroom home in South Chatham has plenty of space inside and out. There is a sunken dining room off the main living room that opens to a furnished patio with gas grill. A second living space on the lower level has a TV, foosball table, half-bath, wet-bar area, two sleep-sofas... View all property information
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    South Chatham, Chatham 02695
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $2450 per week including the cleaning fee Off Season Rate: $1950 a week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Take advantage of an easy walk to Hardings Beach from this light and bright updated ranch. The kitchen has been opened up with new... View all property information
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    Chatham, Cape Cod 02633
    1 / 14
    4 of 5 bubbles (2) Very good
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Enjoy your Chatham vacation in this 3 bedroom, 2 bathroom house that is only 2/10th of a mile from Pleasant Street Beach on Nantucket Sound. This traditional Cape home features two bedrooms on the first floor and 2 bedrooms on the 2nd floor. The living room and kitchen lead to a second light and... View all property information
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    South Chatham, Chatham 02659
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This charming Cape Cod style home is an attractively-furnished 6 room, 3 bedroom, 2 bath home that is only a 2 minute walk from the Pleasant Street Beach, for which a sticker is not required. It has a rooftop deck with a lovely view of Nantucket Sound and is only 3 miles from downtown Chatham with... View all property information
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    Chatham, Cape Cod 02659
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy this 3 bedroom, 2 bath Chatham home just minutes from the Cape Cod Rail Trail. The first level of the home features a kitchen with beautiful granite counter tops, separate dining area, living room and a Suite with a full sized bed and full bathroom. The second level has two additional... View all property information
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    Chatham, Cape Cod
    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. Peak Summer Weekly Rates:last week of June until the first week in September:$2,000- $2,100/week Located in a residential area and convenient to the Cape Cod Bike trail, and the Chatham... View all property information
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    Chatham, Cape Cod 02633
    1 / 29
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    WATERFRONT! This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on Mill Pond. Peak Summer Weekly Rates:last week of June until the first week in September: $2,500 - $3,900/week. The Old Village is popular for its historic nature and architectural beauty. Witness beautiful... View all property information
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    Chatham, Cape Cod 02633
    1 / 47
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    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,wifiand more. In historic... View all property information
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    Chatham, Cape Cod 02633
    1 / 20
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    2017 Rental Rate: $9350 per week, including the cleaning fee Call about Off-Season! The entire family will enjoy this gorgeous, newly built 4+ BR home with a private association path down to Ridgevale Beach! The beach is close, there is a path across the street that takes you to a bridge to the... View all property information
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    Chatham, Cape Cod 02633
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • x
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    Schoolhouse Pond just 1/10 mile! Charming custom remodeled Cape Cod home, 1/10 mile to Schoolhouse Pond Beach--perfect for freshwater beach lovers. First floor offers open kitchen / living area with AC unit and one first floor queen bedroom with a ceiling fan. Second floor has three bedrooms all... View all property information
    Location Information
    Chatham, Cape Cod 02633