
House vacation rentals in Chatham
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Quick stats about house rentals in Chatham

Total vacation rentals
Explore 460 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

Verified guest reviews
Over 12,540 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
450 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!
Top-rated house rentals in Chatham
Guests agree: these houses are highly rated for location, cleanliness, and more.

Walk to Ridgevale Beach
We have done extensive renovation and remodeling to the home with attention to detail. We believe we have created a warm and inviting atomosphere. The home is decorated in a coastal style with carefully chosen accents from the edison bulbs in the dining area to the custom barn/boathouse style door and repurposed hand hewn 18th century beam that anchors the staircase. The Kitchen is equipped with the same attention to detail for those who enjoy preparing their own meals. Summerfell is an entire home rental. Both hosts live nearby, Patty and Bill will be accessible via cell, text and email. The property is in a peaceful neighborhood with a good mix of seasonal homes and full time residences. The area has a number of quiet roads perfect for evening strolls. Of course, the beach is a short 5 minute walk away. The kitchen is equipped for the guest who enjoys cooking. From small appliances (Crockpot, waffle iron, blender, hand mixer etc) to small gadgets (citrus press, microplane, garlic press, potato ricer etc) A three burner weber gas grill is on the deck.

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 vacation house are linens, towels, a fully equipped kitchen, spacious out door shower, 2 roomy bedrooms, backyard patio & 4 season porch to relax on.

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.

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Close to Beach, Dog Friendly, Chatham Cottage
Welcome to our enchanting Cape Cottage in the heart of Chatham, where timeless charm meets modern comfort. 4 minutes from the beach and nestled on a spacious half acre, this newly revitalized and renovated home provides an authentic Cape Cod vacation experience. As you step into our home, you'll immediately sense the true heart and soul of a Cape Cod getaway. Our cottage boasts a warm and inviting atmosphere, perfect for families, couples, or friends seeking a luxurious escape to Chatham.

Walk to Ridgevale Beach | Chatham Escape
Walk to Ridgevale Beach from this bright, designer-renovated Chatham retreat—perfect for easy beach days and relaxed family evenings. Soaring ceilings and coastal style create a welcoming space to unwind. Enjoy 3 TVs, 2 full baths, outdoor shower, game room, central A/C plus supplemental A/C in the lower level, fully stocked kitchen, workspace, flexible sleeping, fresh hotel-quality linens and bath towels (4 nights +). Close to downtown Chatham shops, dining, bike trails, and family fun.

Beachfront Charmer! Newly Renovated.
Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

Spacious cottage beach Wychmere < 4 min Central AC
Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

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.

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).

Fabulous Waterfront with Spectacular Sunset Views!
**Waterfront on salt water Follins Bay which is the headwaters of the Bass River. Sit and watch the boat activity from the deck or patio. Swim, fish or kayak (2 provided) right from your the backyard on your own private dock. Bright & airy décor with beautiful water views.
Popular amenities for Chatham house rentals
House rentals with a pool

Spectacular beach & pool combo; beautiful sunsets!

Seaview Summit | Ocean Views, Indoor Pool, Beach

"Cape Escape" luxury home w/pool & beach access.

Private Pool, near beaches, 3 BR/3 BA, Central Air

ShoestringBayHouse, waterfront & pool in Cotuit

Lovely villa w pool/hottub, central AC, near beach

Jolly Captain Lighthouse

Beach Pass Included! Brand New Spa! Central AC!
Weekly house rentals

The Chatham Bars White Foam House Steps From Beach

Luxury Home- Chatham Center- Walk to Town + Beach

Chatham Beach Cottage

Meadow + Main

Walk to Main St and Oyster Pond in Chatham!

Dreamcatcher | Luxury Chatham Retreat

Chatham Home overlooking Cranberry Bog

Downtown Chatham Home w/ Patio - Near Oyster Pond
Private house rentals

In-Town Newly Renovated Cape with Central AC

New! Chatham Cozy Cottage on White Pond

Walkable to Downtown Chatham Home with Bikes

Chatham House Near Town and Beach

10 min walk to Beach - Amazing View & Huge Deck

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

Downtown Chatham Walk to Everything: 4 Bedroom+

Charming Cape ~ close to Downtown/Pier/Beach
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,385 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,469 | ﺩ.ﺇ 1,822 | ﺩ.ﺇ 2,321 | ﺩ.ﺇ 2,240 | ﺩ.ﺇ 1,572 | ﺩ.ﺇ 1,458 | ﺩ.ﺇ 1,465 | ﺩ.ﺇ 1,469 |
| 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 |
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- Rentals with a patio Chatham
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- Pet-friendly rentals Chatham
- Rentals with beach access Chatham
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- Rentals with a fireplace Chatham
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- Rentals with pools Chatham
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- New Silver Beach
- Saquish Beach
- Pinehills Golf Club
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- Cape Cod Canal
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Nickerson State Park
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- Marconi Beach





