A cozy, rustic shop interior with wooden beams, patterned rugs, and various items on display including bags, jars, and greeting cards.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for West Chatham vacation homes

A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

1. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.8 out of 10, Exceptional, (106 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is ￥15,010
￥80,755 total
includes taxes & fees
Oct 13 - Oct 14
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A sandy beach with a grassy path leading to the water.

2. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (92 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is ￥42,660
￥97,107 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful home near Jacknife Beach and bike trail
A lighthouse with a cylindrical tower and a white building with a red roof.

3. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (128 reviews)
"Amazing stay so close to town and CBI."
United States
Joanne B.
The price is ￥35,528
￥87,108 total
includes taxes & fees
Nov 2 - Nov 3
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
A two-story house with a front porch, a chimney, and a well-maintained lawn.

4. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (83 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is ￥49,739
￥129,033 total
includes taxes & fees
Oct 22 - Oct 23
Family Cottage Close to Beach!!
A two-story house with a covered porch and a stone staircase leading to the entrance.

5. Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Chatham
10.0 out of 10, Exceptional, (23 reviews)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
The price is ￥172,773
￥225,948 total
includes taxes & fees
Nov 2 - Nov 3
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

6. Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard

Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
Harwich
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location "
United States
Norman Y.
The price is ￥35,528
￥108,432 total
includes taxes & fees
Oct 12 - Oct 13
Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
A resort with a large pool, sun loungers, and a pier extending into the water.

7. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is ￥22,120
￥78,573 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Large Home in Harwich with Patio near Wequassett Resort
A beach with a rocky shoreline, clear blue sky, and houses in the background.

8. Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8

Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8
Chatham
10.0 out of 10, Exceptional, (4 reviews)
"Great house in a wonderful location! Would definitely stay again!"
United States
Kelly M.
The price is ￥75,682
￥160,939 total
includes taxes & fees
Nov 7 - Nov 8
Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8
A bedroom with a bed, a desk, a chair, a TV, and a window.

9. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
9.8 out of 10, Exceptional, (7 reviews)
The price is ￥56,844
￥83,131 total
includes taxes & fees
Oct 18 - Oct 19
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
A beach with a wooden walkway leading to the shore, a rocky breakwater, and a clear sky at sunset.

10. Seaside Getaway - Harwichport Beachhouse

Seaside Getaway - Harwichport Beachhouse
Harwich
9.2 out of 10, Wonderful, (17 reviews)
"Great stay! Clean and comfortable and close to town."
United States
Meredith R.
The price is ￥35,408
￥76,872 total
includes taxes & fees
Oct 13 - Oct 14
Seaside Getaway - Harwichport Beachhouse
A beach with footprints, a large rock, and a clear sky.

11. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is ￥37,896
￥110,779 total
includes taxes & fees
Oct 22 - Oct 23
The Brewster Pearl
An outdoor seating area with wicker furniture and a fire pit, overlooking a calm lake and trees.

12. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (31 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
A modern kitchen with white cabinets, a central island, and a dining area with a table set for four.

13. Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
9.8 out of 10, Exceptional, (18 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is ￥284,220
￥495,345 total
includes taxes & fees
Oct 19 - Oct 20
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

14. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (37 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is ￥32,548
￥125,316 total
includes taxes & fees
Oct 26 - Oct 27
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

15. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay with your family "
United States
Mary H.
The price is ￥225,008
￥383,301 total
includes taxes & fees
Oct 22 - Oct 23
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

16. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (206 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

17. Beach Bungalow: Steps to Beach, Luxury Family Fun

Beach Bungalow: Steps to Beach, Luxury Family Fun
Harwich
10.0 out of 10, Exceptional, (9 reviews)
"We had an excellent stay on the cape at this beautiful home that was walking distance to the beach. The location was perfect and neighborhood was exactly what we dreamed of for an offseason getaway."
United States
Christopher R.
The price is ￥35,977
￥98,499 total
includes taxes & fees
Nov 1 - Nov 2
Beach Bungalow: Steps to Beach, Luxury Family Fun
A sandy beach path leading to the ocean with a clear sky.

18. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is ￥38,384
￥101,219 total
includes taxes & fees
Oct 22 - Oct 23
Beach Walks, Books & Bay Sunsets
A house with a well-maintained garden, a white picket fence, and a garage door.

19. Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC

Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home. Comfortable plenty of room for my family and very clean. The location was fantastic. Host was great to deal with."
United States
Christine H.
The price is ￥35,528
￥91,807 total
includes taxes & fees
Nov 9 - Nov 10
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

20. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is ￥13,422
￥72,598 total
includes taxes & fees
Oct 12 - Oct 13
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Chatham Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Wonderful place to stay and very convenient to the ferry and nearby restaurants/bars! Loved it."
Susan 1-night trip
Posted 3 hours ago
Hyannis Harbor Hotel

Find out more about West Chatham

West Chatham Vacation Homes information

Number of reviews
Accommodation
2513 Vacation Homes
Lowest Price
￥84,006
Highest Price
￥166,380