Book Holiday Homes in East Dennis

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Featured Holiday Homes in East Dennis

Renovated cottage 1 mile to beach in Chatham!

Renovated cottage 1 mile to beach in Chatham!

Chatham
With a stay at this vacation home in Chatham, you'll be within a 5-minute drive of Cape Cod Beaches and Chatham Chamber of Commerce.
Renovated cottage 1 mile to beach in Chatham!
Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod

Barnstable
The price is AU$956 per night from 7 Sept to 8 Sept
AU$956
7 Sept - 8 Sept
includes taxes & fees
With a stay at this vacation home in Hyannis, you'll be a 4-minute drive from Hyannis Harbor and 8 minutes from Cape Cod Beaches.
Hyannis Hideaway in Cape Cod
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$485 per night from 14 Sept to 15 Sept
AU$485
14 Sept - 15 Sept
includes taxes & fees
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute drive of Cape Cod Beaches and Mayflower Beach.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Barnstable
With a stay at this vacation home in Hyannis, you'll be within a 5-minute drive of Hyannis Harbor and Cape Cod Beaches.
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
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 out of 5
Brewster
The price is AU$1,213 per night from 8 Sept to 9 Sept
AU$1,213
8 Sept - 9 Sept
includes taxes & fees
With a stay at this vacation home in Brewster (West Brewster), you'll be within a 15-minute drive of Cape Cod Beaches and Sheep Pond.
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, a 3-minute drive from Cape Cod National Seashore and 6 minutes from Cape Cod Beaches.
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

Harwich
With a stay at this vacation home in Harwich, you'll be within a 10-minute drive of Cape Cod Beaches and Cape Cod Lavender Farm.
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

HARWICH PORT SPECIAL PLACE inquire about long-term

HARWICH PORT SPECIAL PLACE inquire about long-term

Harwichport
With a stay at this vacation home, you'll be centrally located in Harwich Port, within a 5-minute drive of Cape Cod Beaches and Harwich Port.
HARWICH PORT SPECIAL PLACE inquire about long-term
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Mashpee
The price is AU$1,165 per night from 15 Sept to 16 Sept
AU$1,165
15 Sept - 16 Sept
includes taxes & fees
With a stay at this vacation home in Mashpee (Popponesset), you'll be a 2-minute drive from Popponesset Beach and 5 minutes from Cape Cod Children's Museum.
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
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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
3210 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$1,213
Popular accommodation
Renovated cottage 1 mile to beach in Chatham!, Hyannis Hideaway in Cape Cod, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12, Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail, Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich, HARWICH PORT SPECIAL PLACE inquire about long-term , Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Top trending hotels in East Dennis

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street, Dennis, MA
Fully refundableReserve now, pay when you stay
The price is AU$493 per night from 7 Sept to 8 Sept
AU$493
7 Sept - 8 Sept
includes taxes & fees
When you stay at Sesuit Harbor House in Dennis, you'll be near the beach, within a 5-minute drive of Corporation Beach and Cape Cod Museum of Art.
Sesuit Harbor House
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$337 per night from 21 Sept to 22 Sept
AU$337
21 Sept - 22 Sept
includes taxes & fees
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
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
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
Save an average of 15% on thousands of hotels when you're signed in
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 AU$137 per night from 14 Sept to 15 Sept
AU$137
14 Sept - 15 Sept
includes taxes & fees
Located in West Yarmouth, Cape Sands Inn is near the bay, within a 5-minute drive of John F. Kennedy Hyannis Museum and Cape Cod Inflatable Park.
Cape Sands 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.