
House holiday 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

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.

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd
✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✅ Direct lake access = natural cold plunge Follow with hot tub recovery! ✅Waterfront hot tub for 6 -Open year round ✅Fully kitchen w/Carrera marble counters ✅Large waterfront dining rm ✅Gas Fireplace in living rm ✅Level backyard to lake ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs / beach chairs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Pet fee $30/day ✅W/D Locally managed

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.

Central Location Near Beach 3 Bed 2 Bath Huge Yard
This property is in a perfect location, providing easy access to both the upper & lower Cape, near numerous restaurants & activities, in a quiet neighborhood & within a short walking distance to some of the Cape's best Nantucket Sound beaches. With Bass River Beach nearby & Windmill Beach even closer, you can enjoy a short walk or take your bike. The kitchen and living room were fully renovated in Spring 2022 and both full bathrooms were gut-renovated in January 2020.

Relax in Comfort w/ King Beds, Sauna, Coffee Bar
Cape Away is a cozy, family & pet friendly retreat in the charming Mid-Cape region. Start your mornings with coffee in the fully stocked kitchen, hit up nearby beaches, then unwind in the sauna, outdoor shower, or by the fire. With games, private fenced backyard, shed bar and fast WiFi, you’re 5–10 minutes from top restaurants and beaches. Book now and make your Cape Cod memories here.

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!

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.

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.
Popular amenities for Chatham house rentals
House rentals with a pool

Harwich Haven: Pool & Fire Pit

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

Stunning Cape Home - Inground Pool, 5 Min To Beach

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

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

Modern Cape, Private Heated Pool, Beach, Golf

Cape Cod Lakefront Home

Historic 1 Bed/In Town/Best Location/Hot tub/deck
Weekly house rentals

Downtown Chatham Home w/ Patio - Near Oyster Pond

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Luxury Home- Chatham Center- Walk to Town + Beach

LOCATION! Sea Captain's House, Walk to Beach/Town

Hot Tub & Fireplace Winter Cottage – Pets Welcome

Ocean view home on Cape Cod Bay

Spacious Pet Friendly Cape, Large Yard

Lovely Cape Cottage Home < 1 mile to the beach!
Private house rentals

Spacious Cape Escape Near Rail Trail & Downtown

Chatham House Close to Beaches and Bike Path.

Relax and unwind from holidays at Red Door Retreat

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

Lake Shore Cottage - Waterfront with Beach Access

The Corner Place

Bird Watcher's Paradise! Renovated Chatham home

Chatham Family Vacation
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $638 NZD | $625 NZD | $577 NZD | $625 NZD | $695 NZD | $862 NZD | $1,098 NZD | $1,060 NZD | $744 NZD | $625 NZD | $671 NZD | $691 NZD |
| 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 holiday rentals
Explore 450 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $139 NZD per night before taxes and fees

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

Family-friendly holiday rentals
430 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 170 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
440 of Chatham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
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- Linnell Landing Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
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