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Holiday Homes in North Chatham

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    Travellers to North Chatham are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 31 Rentals in North Chatham
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    2 Bedrooms, Sleeps 4 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $1325 per week Off-Season: $1075 per week Click for More Photos, Map, and Availability Calendar Weekly rentals from mid-JUNE to mid-SEPT Quaint two bedroom cottage surrounded by beautiful gardens! Located in lovely North Chatham, this little...
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    North Chatham, Chatham 02650
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Come stay at: Misty Meadow! Enjoy this lovely condo with all amenities including Central AC mini splits and free WiFi Conveniently located too. Situated in a very quiet area of North Chatham offering private conservation views from this charming one bedroom, first floor, end unit condo. An open...
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    North Chatham, Chatham 02650
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Come stay at: Donnadune. Pet Friendly! (for dogs only) Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court.   Steps onto the large deck lead you to the entryway of this Cape home. Welcome back in time to when life was more simple-take the time to stare straight...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Beautiful Home in North Chatham! This light filled, spacious and comfortable home in North Chatham is a perfect spot for your Cape Cod vacation! Located on a large lot with a fantastic patio, you will enjoy outdoor living as well as the beautiful interior. Close to Cotchpinicut and Scatteree,...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Welcome to 'Keepin' it Reel' on Landing Lane in Chatham a 4 bedroom, 3 bath family friendly Cape Cod Vacation Rental Home that sleeps 9 and is Budget Friendly too!  Enjoy this 4 bedroom, 3 bath Cape Cod vacation rental with central AC in Chatham. Sleeps 9. It is located in Ryder's Cove Landing...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, Sleeps 6 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $1,750 per week Off-Season: $1,275 per week Click for More Photos, Map, and Availability Calendar Recently remodeled cottage with central air is close to shopping and restaurants in downtown Chatham, baseball games at Veteran's Field, and...
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    North Chatham, Chatham 02650
    Holiday Rental House - 2 Bedrooms, Sleeps 6
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    7 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    Historic North Chatham Estate. Sleeps 20, private beach! Linens included and new beds/furniture for 2018 Peak Summer Weekly Rates: $9,900 - $15,900 Rents Saturday to Saturday during peak season Two-night rentals available in the offseason   Please click on the 'Virtual Tour' to see a 3D tour of the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 24
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Light & Bright Chatham Home, Walking Distance to Beach Linens Included, Pets Considered Peak Weeks - $2,000 Rents Saturday - Saturday during peak season Please note:  This property is part of a larger estate, and is only available to rent individually in the months outside of July and August...
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    North Chatham, Chatham 02650
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 8 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $6,525 per week Off-Season: $3,325 per week Click for More Photos, Map, and Availability Calendar Gorgeous home near picturesque Scatteree Beach in N. Chatham! The 'upside-down' floor plan features the kitchen and master bedroom on the second...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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 miles to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 1 mile to Main St., Chatham for shopping,...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 10 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $2825 per week Off-Season: $2025 per week Click for More Photos, Map, and Availability Calendar Charming, antique home located in North Chatham with a pretty, private yard and distant views of the ocean from large deck. Short walk to Cow Yard...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    6 Bedrooms, Sleeps 14 Quick View
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    SPECIAL FOR OPEN JULY WEEKS! $6350 per week, including the cleaning fee 2018 Rental Rates (Cleaning Fee Included): $7850 per week, including the cleaning fee Off-Season: $3,900 per week Click for More Photos, Map, and Availability Calendar A large recently renovated 6 bedroom home located in the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 6 Bedrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Chatham Family Compound Sleeps 16   August 11 - 18 Reduced to $9,300! Walk to Beach – Linens Included Peak Summer Weekly Rates: $13,500 - $13,900  Rents Saturday - Saturday during peak season   Please click on the 'Virtual Tour' to see a 3D tour of the home Welcome to sublime summer living at the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, Sleeps 11 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $5350 per week (linens included) Off-Season: $4400 per week (6/23 to 6/30 & 8/25 to 9/1) (linens included) Click for More Photos, Map, and Availability Calendar Gorgeous home in secluded North Chatham neighborhood. The home features hardwood...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, Sleeps 11
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    3 Bedrooms, Sleeps 6 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $4200 per week Off-Season: $3200 per week Click for More Photos, Map, and Availability Calendar Charming beach rental located in North Chatham, just a quick walk to 2 of Chatham's sandy beaches! Plenty of room for your family to enjoy vacation,...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Luxury Chatham Home, Water Views, Private Beach Peak Summer Weekly Rates: $5,150-$5,950 Rents Saturday to Saturday during peak season Linens included The home is set in a private neighborhood with tranquil views of Pleasant Bay and a one minute walk to a private association beach. Inside, the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10 Quick View
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    2018 Rental Rates (Cleaning Fee Included): In-Season: $3725 per week Off-Season: $3225 per week Click for More Photos, Map, and Availability Calendar Spacious 5 bedroom on quiet cul-de-sac in prestigious North Chatham. Walk to beach, Band concerts, baseball games, Movies, and fish pier. Total of 5...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
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    • Private Outdoor Pool (Heated)
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    Charming Guest House Able to be Rented in Conjunction with Main House in North Chatham! Providing an additional private living space to the main house, this charming guest cottage sleeps up to six additional people. Cozy and comfortable with an open floor plan living area, lower level and loft....
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    North Chatham, Chatham 02650
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    105 Fox Hill Road (#133951) - Beautiful Home with Fairway Views! Beautiful Home with Fairway Views of Eastward Ho! This lovely home masterfully combines the charm and grace of an antique with the updates and amenities of a newer home. Set on a parcel of land overlooking the Eastward Ho Golf...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Welcome to The Baxter House! Pet Friendly! Come and experience one of Chatham's premier vacation rental homes with views of Pleasant Bay and the Atlantic Ocean. This beautiful home has been lovingly restored with all modern amenities while embracing the history. Updated chef's kitchen, Central air...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    2018 Rental Rate (Cleaning Fee Included): In-Season: $3225 per week Click for More Photos, Map, and Availability Calendar Beautiful Cape Cod home located in a private neighborhood in North Chatham. Light, and bright throughout, it offers plenty of comfortable living space with upscale furnishings....
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    North Chatham, Chatham 2650
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    1 Bedroom, 6 Bathrooms, Sleeps 18 Quick View
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    Stunning New Construction with Pool in North Chatham! This beautiful home leaves nothing to want for. Built in 2017, the main house features 6000 square feet of fantastic living space including an in home cinema, game room, sleeping space for 18 and en suite bathrooms for each bedroom. The...
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    North Chatham, Chatham 02650
    Holiday Rental House - 1 Bedroom, 6 Bathrooms, Sleeps 18
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    When only the best will do, head straight to this indulgent 2BR/2BA vacation rental in North Chatham, where high-end furnishings and an inviting outdoor haven offer a vacation experience that’s second to none. Inside, find granite countertops and stainless steel appliances in the kitchen and...
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    North Chatham, Chatham 02650
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 4 Bathrooms, Sleeps 8 Quick View
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    Beautiful, Spacious and Bright Home in North Chatham! This lovely home is located in the Canon Hill Association area of North Chatham and has a private association beach on Pleasant Bay just a short ways down the road! With 4 bedrooms, 3 full baths, 2 half baths and many different living spaces,...
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    North Chatham, Chatham 02650
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
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    This comfortable and spacious classic Cape Cod-style house is custom-designed and offers bright, open rooms in a secluded, natural setting. Its location is superb: a family-friendly Pleasant Bay beach is minutes away and in the other direction, a large shopping area provides convenient...
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    North Chatham, Chatham 02645
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Terrace
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    Come enjoy easy, breezy Highwood Cottage, tucked away off of N. Chatham's prettiest street. Enjoy the quiet calm and fresh air after a busy day of shopping downtown, away from the noise and crowds (but not too far). Sit on your beach and read while the boats glide by or play games with the kids...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    Beautiful Views and Fantastic Location! This is truly a special and one of a kind property, located in lovely North Chatham. Overlooking Pleasant Bay to North Beach, you will never tire of soaking in the views at this relaxing and tranquil spot. With four bedrooms and four and a half bathrooms...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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