Book Holiday Homes in East Dennis

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Featured Holiday Homes in East Dennis

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
Stay at this vacation home in Chatham. Enjoy a water park, a garden, and patios. Popular attractions Hardings Beach and Ridgevale Beach are located nearby.
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

Yarmouth
Book a stay at this beach vacation home in South Yarmouth. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hyannis Harbor and Cape Cod ...
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
The price is NZ$1,077 per night from 28 Apr to 29 Apr
NZ$1,077
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this beach vacation home in Eastham. Enjoy free WiFi, a beach locale, and patios. Popular attractions Cape Cod National Seashore and Cooks Brook ...
Sand Bar-Dog Friendly on Cooks Brook Beach
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Cape Cod cottage

Cape Cod cottage

Mashpee
Stay at this vacation home in Mashpee. Enjoy free WiFi, a garden, and patios. Popular attractions Mashpee Wampanoag Indian Museum and Cahoon Museum of American ...
Cape Cod cottage
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Eastham
Stay at this vacation home in Eastham. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Herring Brook Beach and Thumpertown Beach are ...
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

west yarmouth, Cape Cod
Book a stay at this beach vacation home in South Yarmouth. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hyannis Harbor and Cape Cod ...
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Secluded home with firepit, & scenic yard - near Nauset Beach & shops

Secluded home with firepit, & scenic yard - near Nauset Beach & shops

Eastham
Stay at this vacation home in Eastham. Enjoy a garden, laundry facilities, and patios. Popular attractions Cape Cod National Seashore and Poit's Lighthouse Mini ...
Secluded home with firepit, & scenic yard - near Nauset Beach & shops
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
The price is NZ$530 per night from 11 May to 12 May
NZ$530
includes taxes & fees
11 May - 12 May
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and balconies or patios. Popular attractions Cape Cod Theatre Company – Home of the ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach

6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach

Sandwich
Stay at this vacation home in East Sandwich. Enjoy free WiFi, a water park, and patios. Popular attractions Cape Cod Massage Therapy and East Sandwich Beach ...
6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach
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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.

East 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 East Dennis vacation homes are the perfect way for you to wing it.

Holiday houses in East 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 East 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 East Dennis adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in East 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 East 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.

East Dennis Holiday Homes essential information

Accommodation
2941 Holiday Homes
Lowest Price
NZ$232
Highest Price
NZ$1,077
Popular accommodation
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK, WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio , Sand Bar-Dog Friendly on Cooks Brook Beach, Cape Cod cottage, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR, Secluded home with firepit, & scenic yard - near Nauset Beach & shops, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, 6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach

Top trending hotels in East Dennis

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$441 per night from 27 Apr to 28 Apr
NZ$441
includes taxes & fees
27 Apr - 28 Apr
Stay at this 4-star family-friendly resort in Hyannis. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the clean rooms in our reviews. Popular ...
Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
The price is NZ$232 per night from 1 May to 2 May
NZ$232
includes taxes & fees
1 May - 2 May
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Bayside Resort Hotel
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 out of 5
99 Main Street, Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is NZ$234 per night from 29 Apr to 30 Apr
NZ$234
includes taxes & fees
29 Apr - 30 Apr
Book a stay at this family-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Cape Cod-West Yarmouth
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Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is NZ$774 per night from 21 Apr to 22 Apr
NZ$774
includes taxes & fees
21 Apr - 22 Apr
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Chatham Bars Inn
Don't see what you're looking for?
See all available properties in East 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.