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Holiday Rentals in North Chatham

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    North Chatham is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 29 Rentals in North Chatham
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Come stay at: Misty Meadow! Completely renovated vacation condo on Cape Cod in North Chatham. Enjoy this lovely condo with all amenities including Central A/C mini splits, wifi, and everything new. Peak Summer Weekly Rates:  last week of June until the first week in September: $1,275/week....
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    North Chatham, Chatham 02650
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Completely renovated condo in North Chatham. Enjoy this lovely condo with all amenities including Central AC mini split, WiFi, and new furnishings. Sleeps 4. Read on to learn more about our Chatham Mass Vacation Rentals Peak Summer Weekly Rates:  last week of June until the first week in September:...
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    North Chatham, Chatham 02650
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sunny and Bright Condominium in North Chatham! What a great spot to base yourself from while visiting Chatham! Large windows let in lots of sun to the open floor plan second level condo in Nickerson Corners. Convenient to restaurants, town, shopping, beaches and the bike trail, you will easily...
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    North Chatham, Chatham 02650
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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) 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 home is clean and...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2017 Rental Rate: $3625 per week, including the cleaning fee ~~~~~Off-Season: $2525 with cleaning fee included ~~~~~ Fabulous updated home located in North Chatham, convenient to town and many of Chatham's beaches! High ceilings & hardwood floors throughout and a screened in porch off of the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Chatham Family Compound Sleeps 16 Walk to Beach – Linens Included Peak Summer Weekly Rates: $13,500 - $13,900 (Rents Saturday - Saturday during peak season) Located just 0.2 miles from the beach, this is an ideal estate for multi-generational families or other large groups to spend time together...
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    North Chatham, Chatham 02650
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    2017 Rental Rate: $5350 per week, INCLUDING linens & cleaning! ~~ Off-Season: $4900 per week including linens & cleaning! Weekly rentals from mid-JUNE to mid-SEPT Gorgeous home in secluded North Chatham neighborhood. The home features hardwood floors, WiFi and central air conditioning with upscale...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    2017 rental Rate: $7850 including the cleaning fee~~ Off-Season: $3900 per week, including the cleaning fee ~ For 10 people only, lower level not available for Off-Season rentals~~ A large recently renovated 6 bedroom home located in the exclusive Cannon Hill Estates of North Chatham. This location...
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    North Chatham, Chatham 02650
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    2017 Rental Rate: $2825 per week including the cleaning fee ~~~ Off-Season: $2225 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming, antique home located in North Chatham with a pretty, private yard and distant views of the ocean from large deck. Short walk to...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet Friendly! Quintessential Cape Cod 5 Bedroom Chatham Vacation Rental home with beach access.  A/C units in bedrooms and main living area.  Wifi too. Peak Summer Weekly Rates:  last week of June until the first week in September: $3500- $4,600/week. Welcome to North Chatham- Here you will find a...
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    North Chatham, Chatham 02650
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2017 Rental Rate: $1725 per week, including the cleaning fee ~~ Off Season: $1125 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Recently remodeled cottage with central air is close to shopping and restaurants in downtown Chatham, baseball games at Veteran's Field,...
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    North Chatham, Chatham 02650
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    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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    7 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    Historic North Chatham Estate. Sleeps 20, private beach! (linens included) NEW Listing for 2017! Peak Summer Weekly Rates: $13,900 - $16,900 JUST REDUCED -- Remaining Peak Week reduced $2,000/week! Click on the rates tab for updated rates. (Rents Saturday to Saturday during peak season) "Shore...
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    North Chatham, Chatham 02650
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 24
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Ocean Views
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    • Waterfront
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    Pet friendly
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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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    10 Cove Hill Chatham Cape Cod - The Salty Dog1 / 52
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
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    Pet friendly
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    Reviewed 29 April 2017
    We were looking for a pet friendly place to get away for a long overdue vacation and the Salty Dog fit the bill quite nicely. The pictures cannot capture the beauty of the...
    Reviewed 3 April 2017
    This beautifully furnished, casually comfortable rental feels like home! In an idyllic setting on the water, close to beaches and town, we are in love with the property! Plenty...
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    Experience "The Salty Dog". Luxury at its finest. This 4,000 square foot, pet friendly, waterfront 4 bedroom/4 bath home sleeps 10. You will find Central Air, WiFi, linens, and all amenities at this Chatham Vacation Rental Home, everything for a great Cape Cod Vacation! Peak Summer Weekly...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
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    Stay in the heart of Chatham, close to all of the activities and attractions. This two-story 4BR/2BA classic Cape-style home is just one mile from Oyster Pond Beach. You’re also 1.5 miles from downtown Chatham, bustling with shops, bars, and restaurants. Spend time enjoying Mother Nature—nearby...
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    North Chatham, Chatham 02633
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2017 Rental Rate: $6425 per week, including the cleaning fee Off-Season: $3225 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Gorgeous home near picturesque Scatteree Beach in N. Chatham! The "upside-down" floor plan features the kitchen and master bedroom on the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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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! Peak Summer Weekly Rates:  last week of June until the first week in September: $3,500/week. Enjoy this 4 bedroom, 3 bath Cape Cod...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Adorable, Sunny and Bright Vacation Home! This sweet home has been lovingly redone and is waiting for you to come and visit! Three bedrooms, an open and welcoming living space, redone kitchen, brand new deck and convenient location make this a great spot for your vacation to the Cape. CENTRAL A/C...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Captains Walk. This traditional Cape Cod Vacation Rental just 1 mile to downtown Chatham Peak Summer Weekly Rates:  last week of June until the first week in September: $3,000/week. Private setting on quiet street perfect for kids to ride bikes. AC Units in the Master bedroom and the...
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    North Chatham, Chatham 02650
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    2017 rental Rate: $6850 per week, including the cleaning fee Off-Season: $4900, including the cleaning fee This beautifully designed home is impeccably maintained, and is located on a tranquil private lane in North Chatham. Spanning 4,000 square feet, the meticulously designed floor plan, caters to...
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    North Chatham, Chatham 02650
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    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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    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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