Holiday Homes in West Dennis

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Featured Holiday Homes in West Dennis

Fridge, microwave, oven, stovetop
Coastal Haven in West Dennis

Coastal Haven in West Dennis

2.0 star property
Dennis
10.0 out of 10, Exceptional, (3)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is AU$994
includes taxes & fees
16 Dec - 17 Dec
Coastal Haven in West Dennis
Outdoor dining
The America House at West Dennis

The America House at West Dennis

Dennis
9.8 out of 10, Exceptional, (21)
"Location was perfect. We had a great stay!"
United States
Margaret R.
The price is AU$1,011
includes taxes & fees
30 Dec - 31 Dec
The America House at West Dennis
House
Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

2.0 star property
West Dennis
The price is AU$1,199
includes taxes & fees
7 Dec - 8 Dec
Coastal Haven in West Dennis -15
TV
West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!

West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!

Dennis
9.4 out of 10, Exceptional, (20)
"The property was as advertised and it exceeded our expectations. It was comfortable and charming. And, it was a shirt ride to Hyannis and our fishing charter."
United States
James M.
The price is AU$1,443
includes taxes & fees
4 Jan - 5 Jan 2026
West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

2.0 star property
West Brewster
10.0 out of 10, Exceptional, (25)
"Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue."
United States
Art T.
The price is AU$1,053
includes taxes & fees
7 Dec - 8 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Microwave, oven, stovetop, dishwasher
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
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AU$632
includes taxes & fees
8 Dec - 9 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is AU$517
includes taxes & fees
10 Dec - 11 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AU$653
includes taxes & fees
14 Dec - 15 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Outdoor dining
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, (176)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is AU$476
includes taxes & fees
18 Dec - 19 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Exterior
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, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AU$776
includes taxes & fees
7 Dec - 8 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AU$788
includes taxes & fees
7 Dec - 8 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Beach nearby, sun-loungers
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, (115)
"Comfortable and terrific location"
United States
Barry L.
The price is AU$751
includes taxes & fees
7 Dec - 8 Dec
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Interior
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Eastham
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is AU$776
includes taxes & fees
7 Dec - 8 Dec
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Smart TV, fireplace, books
Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod

South Yarmouth
10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
The price is AU$826
includes taxes & fees
10 Dec - 11 Dec
Modern Beach & Pond Getaway; Heart of Cape Cod
Marina
Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage

Eastham
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AU$743
includes taxes & fees
5 Jan - 6 Jan 2026
Lovely House 5 Min to Beach with Deck, Grill, Garage
Beach nearby
Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit

Bass River
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is AU$805
includes taxes & fees
7 Dec - 8 Dec
Charming House by the Beach with Patio, Grill, FirePit
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Eastham
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is AU$771
includes taxes & fees
7 Dec - 8 Dec
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is AU$759
includes taxes & fees
16 Dec - 17 Dec
The Pet-Friendly Surf Shack Hideaway on the Cove
Fridge, microwave, oven, stovetop
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Yarmouth
10.0 out of 10, Exceptional, (12)
"We rented this house for a family vacation and would without a doubt rent it again! Everything you can possibly need was at the house. If you needed anything additional the host was very responsive and there to assist. We loved the time we got to spend here together. "
United States
Cara B.
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
Beach
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

2.0 star property
Dennis Port
The price is AU$659
includes taxes & fees
7 Dec - 8 Dec
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Dennis Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Loved it. Will be back. "
Robert 1-night trip
Posted 3 days ago
Chatham Wayside Inn

Find out more about West Dennis

West Dennis Holiday Homes information

Number of reviews
576
Accommodation
2835 Holiday Homes
Lowest Price
AU$476
Highest Price
AU$1,443

Explore a world of travel with Expedia