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
The price is AU$703 per night from 11 May to 12 May
AU$703
includes taxes & fees
11 May - 12 May
With a stay at this vacation home in Chatham, you'll be by the sea, within a 5-minute drive of Cape Cod Beaches and Hardings Beach.
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
The price is AU$1,068 per night from 22 May to 23 May
AU$1,068
includes taxes & fees
22 May - 23 May
Located in South Yarmouth (Bass River), this vacation home is within a 10-minute drive of Cape Cod Beaches and Hyannis Harbor.
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 AU$871 per night from 14 May to 15 May
AU$871
includes taxes & fees
14 May - 15 May
When you stay at this vacation home in Eastham, you'll be on the beach, a 1-minute drive from Cape Cod Beaches and 6 minutes from Cape Cod National ...
Sand Bar-Dog Friendly on Cooks Brook Beach
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Cape Cod cottage

Cape Cod cottage

Mashpee
With a stay at this vacation home in Mashpee, you'll be within a 15-minute drive of Cape Cod Beaches and Santuit Pond.
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
When you stay at this vacation home in Eastham, you'll be by the sea, within a 5-minute drive of Cape Cod Beaches and Cape Cod National Seashore.
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
With a stay at this vacation home in South Yarmouth (Bass River), you'll be a 1-minute drive from Cape Cod Beaches and 8 minutes from Hyannis Harbor.
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
When you stay at this vacation home in Eastham, you'll be by the sea, a 4-minute drive from Cape Cod National Seashore and 8 minutes from Cape Cod Beaches.
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 AU$495 per night from 11 May to 12 May
AU$495
includes taxes & fees
11 May - 12 May
When you stay at this vacation home in Dennis Port, you'll be by the sea, a 2-minute drive from Cape Cod Beaches and 5 minutes from West Dennis Beach.
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
With a stay at this vacation home in East Sandwich, you'll be near the beach, within a 5-minute drive of Cape Cod Beaches 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
AU$176
Highest Price
AU$1,068
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

Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 11 May to 12 May
AU$285
includes taxes & fees
11 May - 12 May
When you stay at Bayside Resort Hotel in West Yarmouth, you'll be near the bay, within a 5-minute drive of Cape Cod Beaches and Hyannis Harbor.
Bayside Resort Hotel
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 AU$408 per night from 11 May to 12 May
AU$408
includes taxes & fees
11 May - 12 May
Located in Hyannis, Margaritaville Resort Cape Cod is in a shopping district, a 4-minute drive from Cape Cod Melody Tent and 5 minutes from Hyannis Harbor.
Margaritaville Resort Cape Cod
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 14 May to 15 May
AU$176
includes taxes & fees
14 May - 15 May
With a stay at Hyannis Travel Inn, you'll be centrally located in Hyannis, within a 5-minute drive of Hyannis Harbor and Cape Cod Beaches.
Hyannis Travel Inn
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Colonial Acres Resort

Colonial Acres Resort

3 out of 5
114 Standish Way, West Yarmouth, MA
A stay at Colonial Acres Resort places you in the heart of West Yarmouth, just a 2-minute walk from Cape Cod Beaches and within a 5-minute drive of Hyannis ...
Colonial Acres Resort
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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.