
House vacation rentals in Chatham
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Top-rated house rentals in Chatham
Guests agree: these houses are highly rated for location, cleanliness, and more.

Spacious Modern Cottage, beach& Wychmere <1.4mile
Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

Cute cottage - walking distance to Ridgevale Beach
Retreat to this very quiet and peaceful residential shore neighbored on a dead end street. If LOCATION is what you're looking for, look no further! This year round cottage will serve as a comfortable and relaxing home away from home for your vacation, with walking rights to Ridgevale Beach about 300 yards from the front door. Provided in your home away from home vacation house are linens, towels, fully equipped kitchen, spacious out door shower, 2 roomy bedrooms, & 4 season porch to relax on.

Relaxing Retreat | King Beds * Sauna * Bar Shed
Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Slate House - a modern waterfront getaway
Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Lakefront House/Private Dock/Year Round Hot Tub/AC
Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Cape Cod Cotuit Cottage, 3 Bed Near Beaches
5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

Pebbles-romantic cottage for two!
Pebbles, our sun drenched romantic cottage, is on nearly an acre of complete privacy with convenient parking. One adorable king BR, queen pull-out sleeper sofa in the living room, gas fireplace heats entire cottage, cable TV, full internet. Full indoor bath and outside shower and tub--complete privacy. Full kitchen and eating area.

Quaint Downtown Chatham Home
This charming and totally renovated Chatham home is on a private road in a downtown neighborhood of exclusive homes. Its ideal location enables you to walk to Lighthouse Beach about (1/2 mile) and 1 block from downtown Chatham. Also, the house is a quick walk to Children's Beach (Oyster Pond).

Beautiful North Truro cottage with screen porch
This beautiful and restful four season cottage is a newly renovated barn over one hundred years old. It has two stories, fifteen by twenty feet, with a full bathroom and delightful screen porch surrounded by gardens. A sun filled retreat for 2 or 3 people.

Close to everything in Chatham
4 bedrooms ( 1 King bed, 3 Queen beds, 2 Twin beds and a Queen sofa sleeper), 2 1/2 baths, sleeps 10, 3 levels of living space, yard and patio, deck bbq, lounge chairs, large patio table with umbrella, outdoor shower and washer and dryer.
Popular amenities for Chatham house rentals
House rentals with a pool

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl

Stunning Cape Home - Inground Pool, 5 Min To Beach

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

Cape Cod Lakefront Home

Spectacular beach & pool combo; beautiful sunsets!

Ocean Side, Amazing View, close to town/beach, Spa

Seaview Summit | Ocean Views, Indoor Pool, Beach
Weekly house rentals

Beautifully renovated home, outdoor space, pets ok

Gorgeous Home 1 mi to Beach, by Cape Cod Bikepath

Charming Chatham Home! Less than Mile To Beach !

Oceanfront Home on Cape Cod Bay with Beach Access

The Corner Place

Modern Beachfront Escape - Steps from Ferry - Deck

Chatham Beach Cottage

Nauti Pine Cottage (Nautical/Knotty) | Dennisport
Private house rentals

Modern Chatham Beach House

Modern, Newly Renovated, 3-bed Peach Tree House

Chatham House Close to Beaches and Bike Path.

The Roost with path to beach

Chatham Vibes

Bird Watcher's Paradise! Renovated Chatham home

Chatham Family Vacation

Chatham, MA - 6 Sabins Lane 5BR + Outdoor Shower
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,348 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,219 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,469 | ﺩ.ﺇ1,822 | ﺩ.ﺇ2,204 | ﺩ.ﺇ2,222 | ﺩ.ﺇ1,480 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,418 | ﺩ.ﺇ1,462 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about house rentals in Chatham

Total vacation rentals
Explore 450 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 12,110 verified reviews to help you choose

Family-friendly vacation rentals
430 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
440 of Chatham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chatham rentals

4.9 Average rating
Chatham stays are highly rated by guests—averaging 4.9 out of 5!
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- Cape Cod
- West Dennis Beach
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