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Vacation Rentals near Chatham Lighthouse

37 Main St, Chatham, Massachusetts 02633-2419
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    Travelers to Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 352 Rentals in Chatham
    Chatham Cape Cod Vacation Rental (8233)1 / 20
    (1)Excellent
    0.8 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Chatham Cape Cod Vacation Rental (4385)1 / 19
    (1)Very good
    1.2 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chatham Cape Cod Waterfront Vacation Rental (2172)1 / 36
    (2)Excellent
    0.1 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    0.4 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Beautiful Home on Main Street in Downtown Chatham! This gracious and comfortable home has all you could ask for and more in a summer vacation home! Located on Main Street in downtown Chatham, this house is ideally situated for enjoying town and beaches and all the rest this area has to offer....
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    Chatham, Cape Cod
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Chatham Cape Cod Vacation Rental (11507)1 / 15
    (4)Excellent
    0.0 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed July 21, 2021
    After a long taxing covid year, this is just the spot to replenish, rejuvenate, revive in spirit and function! The deck is a delightful spot to watch changing tides, the pull of...
    Reviewed August 12, 2020
    Fabulous retreat, ocean view, beach within steps. A spot you won't want to leave. Unless you'd like a quick walk into the center of town and lovely shops to browse, morning...
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    About this property
    Charming, waterview condo in Old Chatham Village directly across from Lighthouse Beach and just a short distance to downtown Chatham. This two bedroom, one bathroom, 2nd floor condo has expansive views of Chatham Harbor, South Beach and the Atlantic Ocean. Recently renovated, this condo has new...
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    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Chatham Cape Cod Vacation Rental (12117)1 / 21
    (1)Excellent
    0.6 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Reviewed October 21, 2019
    This home had everything we needed to enjoy a 10 day stay on Cape Cod. Walking distance to Chatham restaurants and shops, access to trails and main Cape roads allowed us to...
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    About this property
    Friday - Friday Rentals This 4 bedroom, 2 bathroom home is nestled in a charming, natural setting in the heart of Chatham's downtown village yet private location at the end of a cul-de-sac. This home is only 1/2 mile to the sparkling blue ocean waters of Andrew Hardings Beach. There is an open...
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    1.2 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Charming cape-style pet friendly home close to all that the village has to offer. PET FRIENDLY charming cape-style home close to all that the village has to offer. Close to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. Enclosed outdoor shower and patio with outdoor dining- 4...
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Beautiful Home on Morris Island! This exquisite property is set facing Monomoy on Morris Island in Chatham. Beautiful water views from every room set the tone for a relaxing and peaceful retreat. The interior is bathed in natural light and with 4 bedrooms and 3 1/2 bathrooms has plenty of space...
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Chatham, Cape Cod
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    0.6 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** 16620 A Step Above: FULL RENOVATION - Amazing Location on Main St, Central A/C, Deck w/ Views! Our completely renovated and newly furnished condo, located directly in...
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    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.2 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lovely 2 bedroom home located in a prime location between Lighthouse Beach and Chatham Village. Charming, well maintained home in a fabulous location in Chatham s Old Village. The home is less than 1/2 mile to both Lighthouse Beach and the quaint village of Chatham with shops and restaurants....
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    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.1 miles from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3.0 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    North Chatham, Chatham
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Walk to School House Pond in Chatham.1 / 22
    (3)Very good
    3.1 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Charming Chatham Beach House; Walk to Hardings Beach1 / 42
    (27)Very good
    2.2 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Perfectly located, with central AC. 3BR, sleeps 61 / 50
    (27)Excellent
    3.4 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Water Views in Chatham!1 / 31
    (2)Very good
    4.2 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    South Chatham, Chatham
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.2 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    LOCATION, LOCATION, 200 YDS TO CHATHAM VILLAGE & BEACH, OVERLOOKS OYSTER POND1 / 34
    (13)Excellent
    1.0 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Chatham, Cape Cod
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 13
    2.7 miles from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    North Chatham, Chatham
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Outermost Waterfront Chatham Home w/ Wraparound Views1 / 22
    (21)Excellent
    0.5 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lovely Stage Harbor Estate Guest House W/Private Beach to Use1 / 22
    (44)Excellent
    1.4 miles from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Walk to Beach - Central AC, WiFi- Welcome to Good Times1 / 50
    (2)Excellent
    2.3 miles from Chatham Lighthouse
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    3.4 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    2.3 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Secluded Home with everything you need, Pool & Spa1 / 32
    (7)Excellent
    1.3 miles from Chatham Lighthouse
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 14
    Shore Road location - wonderful family home1 / 47
    (6)Very good
    0.5 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    0.6 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Chatham Family Estate. Heated Pool. Sleeps 16+, AC, walk to town and beach.1 / 50
    (9)Excellent
    1.5 miles from Chatham Lighthouse
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Chatham, Cape Cod
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 18
    New Waterfront Townhome1 / 18
    (8)Excellent
    1.7 miles from Chatham Lighthouse
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Charming  3 bedroom, 2.5 bath Cottage with all amenities. Walk to Town & Beach1 / 39
    (14)Excellent
    0.8 miles from Chatham Lighthouse
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    3.1 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Immaculate; sleeps 6-8/9; walk to Ridgevale Beach; Cul-de-sac Location,1 / 24
    (3)Very good
    3.0 miles from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3.4 miles from Chatham Lighthouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New1 / 30
    (5)Excellent
    3.6 miles from Chatham Lighthouse
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    South Chatham, Chatham
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Beautiful Cape Cod Gem1 / 32
    (23)Very good
    1.2 miles from Chatham Lighthouse
    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Chatham, Cape Cod
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 11
    Near Beach-A/C- WiFi-Pet friendly,Fully fenced yard- Welcome to Sweet Serenity1 / 37
    (13)Excellent
    2.6 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.8 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    West Chatham, Chatham
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    0.5 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    New Listing in Downtown Chatham. Built in 1942 this 2 bedroom, 1 bathroom home has been fully restored and furnished with a mid-century modern style to make you feel like you are back in the 1942 time period (with modern amenities of course). Located on a small side street off of Chatham's downtown...
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    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    5BR-Beautiful Chatham-Year Round-Sleeps up to ten (10) & 1 Mile to Town!1 / 25
    (88)Excellent
    1.7 miles from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Chatham, Cape Cod
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.1 / 15
    (20)Excellent
    0.5 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    #625: Gorgeous Waterfront Dog-Friendly w/ Stunning Views & Private Dock Access!1 / 50
    (14)Excellent
    1.6 miles from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Location Information
    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    #626: Beautifully Renovated w/ Deeded Access to Private Sandy Association Beach!1 / 50
    (12)Excellent
    2.2 miles from Chatham Lighthouse
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    North Chatham, Chatham
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Charming Downtown Chatham1 / 10
    (14)Excellent
    0.5 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Wonderful cottage located in the heart of downtown Chatham......steps to everyth1 / 14
    (5)Very good
    0.7 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!1 / 26
    (34)Excellent
    3.8 miles from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Location Information
    South Chatham, Chatham
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 miles from Chatham Lighthouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    This adorable 3 bedroom, 1 bathroom beach house is only .2 miles to Outermost Marina and .5 miles to Chatham Lighthouse Beach. Monomoy National Wildlife Refuge is also just under a mile down the road from this cottage. Quietly situated, the brick patio is a great spot for entertaining with it's...
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    Location Information
    Chatham, Cape Cod
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    0.5 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    Water View, Steps to Beach, Pet welcome with prior approval. A/C1 / 11
    (9)Excellent
    3.0 miles from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
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    Location Information
    Chatham, Cape Cod
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Waterfront in North Chatham1 / 39
    (5)Excellent
    2.7 miles from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Housekeeping Included
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    Pet friendly
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    Location Information
    Chatham, Cape Cod
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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