
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 cottage beach Wychmere < 4 min Central AC
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

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes
✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed

Stunning Home in Harwich Port
Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

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.

Antique Cape Home With Modern Conveniences
The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

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!

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.

* Game Room, Linens, Quiet St, Central AC/Heat
Cape Cod - Harwich/Dennis Line - Entire Home, 7 Beds (4 Bd/2 Ba), Seasonal Outdoor Shower, Linens Included! Central A/C, Game Room, Cable, Wifi, Pet-Friendly, Near Beaches, Golf, Shopping & Attractions. Great Central Location at CapeVaca. Nearby Beaches: Mayflower, Earle, Pleasant Road, Corporation, West Dennis, Crowe's Pasture, Paines Creek, Harwich, Dennis, Brewster. Message us for early check-in options during the off-seasons. We would love to host you at CapeVaca.

Charming Chatham Cottage
Prepare to be charmed by this quintessential Cape Cod beach cottage, tucked into a quiet residential neighborhood equidistant from both Harwich Port and central Chatham, with tons of entertainment, dining, and shopping opportunities. Explore on two wheels via the Old Colony Rail Trail bike path, just up the street, or hop in your car to explore the rest of the Cape’s charms, all an easy drive away.

Violet’s Place- king bed- pet friendly- hot tub!
Fully renovated Cape Cod bungalow, less than a mile to West Dennis beach, bass river, restaurants and convenience store! The interior is chic with all new walk-in shower, soaking tub, boho butchers block kitchen and a warm living space with king bed and flat screen TV. Enjoy the pedicured yard with grill, fire pit, and private open roof hot tub! Pet friendly!

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).

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

Harwich Haven: Pool & Fire Pit

Heated Pool Oasis | 5 Min to Cape Cod Beaches!

Harwich House: Private Pool, Game Room & Putt-Putt

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

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

4 BD slice of Harwich Heaven

Cape Cod Lakefront Home

Walk to the beach or sit poolside! Updated studio!
Weekly house rentals

Camp Cape | Bright 2-Bedroom Cape Cod Getaway

Beautiful, Calm, and Quiet Retreat in Chatham

2 Mi to Wychmere, Wide King Pine Floors, Fenced-in

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

* Top Rated - Free Cleaning & Linens - SuperHost!

Sauna I Walk2Beach I Pet Friendly I Fire Pit

Close to Beach Renovated Dog Friendly Cape Cottage

Cheerful 2 bedroom home walk to town location.
Private house rentals

Charming Cape Cod Retreat–Walk to Long Pond Beach!

The Sunshine Cottage - cozy cape house!

Modern, Newly Renovated, 3-bed Peach Tree House

Chatham House Close to Beaches and Bike Path.

3-min walk to BEACH! Private luxury Backyard!

Cape Cod Cottage - Walk to the beach

Chatham Cape <5 min to downtown + beach, game room

Spacious studio on lovely pond in Chatham
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$76,762 GYD | G$75,298 GYD | G$69,442 GYD | G$75,298 GYD | G$83,665 GYD | G$103,744 GYD | G$132,190 GYD | G$127,589 GYD | G$89,521 GYD | G$75,298 GYD | G$80,736 GYD | G$83,246 GYD |
| 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 G$18,825 GYD per night before taxes and fees

Verified guest reviews
Over 12,220 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
260 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
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Lighthouse Beach
- Sandy Neck Beach
- Nickerson State Park
- Cahoon Hollow Beach
- Cape Cod Inflatable Park
- Sea Gull Beach
- Popponesset Peninsula
- Scusset Beach State Reservation
- Race Point Beach
- Skaket Beach
- Saquish Beach
- Sandwich Glass Museum
- Bass River Beach
- Nauset Beach




