Book Holiday Homes in West Dennis

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Featured Holiday Homes in West Dennis

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 MA
The price is NZ$538 per night from 28 Dec to 29 Dec
NZ$538
28 Dec - 29 Dec
includes taxes & fees
Stay at this holiday home in Dennis Port. Enjoy free Wi-Fi, a water park and laundry facilities. Popular attractions Cape Cod Theatre Company – Home of the Harwich ...
Opens in a new window2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Moon Compass Escape – Spacious Cape Cod Retreat

Moon Compass Escape – Spacious Cape Cod Retreat

Sandwich MA
Stay at this holiday home in Sandwich. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lowell Holly and Mashpee Wampanoag Indian Museum ...
Opens in a new windowMoon Compass Escape – Spacious Cape Cod Retreat
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Eastham MA
Stay at this family-friendly holiday home in Eastham. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Campground Beach and Cooks Brook ...
Opens in a new windowLovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts
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Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach

Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach

Dennis MA
Stay at this beach holiday home in Dennis Port. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Sea Street Beach and Haigis Beach are located ...
Opens in a new windowCompletely Renovated Cottage Overlooking Nantucket Sound with Private Beach
WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

Yarmouth MA
Stay at this beach holiday home in South Yarmouth. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions Captain Bangs Hallett House and Bass ...
Opens in a new windowWATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Dennis MA
The price is NZ$1,240 per night from 18 Dec to 19 Dec
NZ$1,240
18 Dec - 19 Dec
includes taxes & fees
Stay at this holiday home in Dennis. Enjoy a garden, laundry facilities and patios. Popular attractions Josiah Dennis Manse and Old West Schoolhouse and Cape ...
Opens in a new windowComfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham MA
Stay at this beach holiday home in Chatham. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Hardings Beach and Ridgevale ...
Opens in a new windowBreathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

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

Chatham MA
The price is NZ$849 per night from 26 Dec to 27 Dec
NZ$849
26 Dec - 27 Dec
includes taxes & fees
Stay at this holiday home in Chatham. Enjoy a garden, laundry facilities and balconies or patios. Popular attractions Chatham Windmill and Mayo House are located ...
Opens in a new windowQuaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Mashpee MA
Stay at this beach holiday home in Mashpee. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Old Indian Meetinghouse and Mashpee Commons ...
Opens in a new windowBeachfront On John's Pond, Indoor HEATED Pool, and Dock!
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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.

West Dennis Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our West Dennis vacation homes are the perfect way for you to wing it.

Holiday houses in West Dennis let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of West Dennis in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local West Dennis adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in West Dennis with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of West Dennis vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

West Dennis Holiday Homes essential information

Accommodation
2974 Holiday Homes
Lowest Price
NZ$147
Highest Price
NZ$1,240
Popular accommodation
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Moon Compass Escape – Spacious Cape Cod Retreat, Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts, Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach, WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed, Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown , Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK, Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches, Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Top trending hotels in West Dennis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road Hyannis MA
The price is NZ$191 per night from 11 Jan to 12 Jan
NZ$191
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowFairfield Inn & Suites by Marriott Cape Cod Hyannis
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is NZ$648 per night from 24 Dec to 25 Dec
NZ$648
24 Dec - 25 Dec
includes taxes & fees
Stay at this spa resort in Hyannis. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the clean rooms in their reviews. Popular attractions ...
Opens in a new windowMargaritaville Resort Cape Cod
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is NZ$147 per night from 16 Dec to 17 Dec
NZ$147
16 Dec - 17 Dec
includes taxes & fees
Stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool and a sauna. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowCape Sands Inn
Save an average of 15% on thousands of hotels when you're signed in
Red Jacket Beach Resort

Red Jacket Beach Resort

3.5 out of 5
1 South Shore Drive South Yarmouth MA
Stay at this beach hotel in South Yarmouth. Enjoy free Wi-Fi, an outdoor pool and 2 restaurants. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowRed Jacket Beach Resort
Don't see what you're looking for?
See all available properties in West Dennis
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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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^Subject to availability and chosen travel dates.