Book Holiday Homes in Dennis Port

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Dennis Port

Family-Friendly Beach House

Family-Friendly Beach House

Dennis
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Cape Cod Theatre Company – Home of ...
Family-Friendly Beach House
Quaint cottage 100 steps from the Beach

Quaint cottage 100 steps from the Beach

Dennis
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 Hyannis Harbor.
Quaint cottage 100 steps from the Beach
Coastal Family Retreat

Coastal Family Retreat

Dennis
When you stay at Coastal Family Retreat in Dennis Port, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Cape Cod Theatre Company – Home ...
Coastal Family Retreat
Save an average of 15% on thousands of hotels when you're signed in
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Dennis
The price is AU$1,682 per night from 9 Mar to 10 Mar
AU$1,682
includes taxes & fees
9 Mar - 10 Mar
When you stay at this vacation home in Dennis Port, you'll be on the beach, within a 15-minute drive of Cape Cod Beaches and Hyannis Harbor.
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Steps to Beach 4-5 Bedrooms w/Central A/C

Steps to Beach 4-5 Bedrooms w/Central A/C

Dennisport
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 Hyannis Harbor.
Steps to Beach 4-5 Bedrooms w/Central A/C
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Dennis
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 Hyannis Harbor.
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach

Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach

Dennis Port
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Cape Cod Theatre Company – Home of ...
Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach
Pet-Friendly Cape Cod Getaway < 1 Mi to Beach

Pet-Friendly Cape Cod Getaway < 1 Mi to Beach

Dennis Port
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Sea Street Beach.
Pet-Friendly Cape Cod Getaway < 1 Mi to Beach
Big House + Yard Near Sundae Sch + Sea St Beach

Big House + Yard Near Sundae Sch + Sea St Beach

Dennis Port
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute walk of Cape Cod Beaches and Sea Street Beach.
Big House + Yard Near Sundae Sch + Sea St Beach
Don't see what you're looking for?
See all available properties in Dennis Port
View all properties
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.

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

Holiday houses in Dennis Port 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 Dennis Port 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 Dennis Port adventures, obvs.

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

Dennis Port Holiday Homes essential information

Accommodation
200 Holiday Homes
Lowest Price
AU$358
Highest Price
AU$1,682
Popular accommodation
Family-Friendly Beach House, Quaint cottage 100 steps from the Beach, Coastal Family Retreat, Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista, Steps to Beach 4-5 Bedrooms w/Central A/C, Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach, Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach, Pet-Friendly Cape Cod Getaway < 1 Mi to Beach, Big House + Yard Near Sundae Sch + Sea St Beach

Top trending hotels in Dennis Port

Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

3.5 out of 5
95 Chase Avenue, Dennis Port, MA
The price is AU$358 per night from 24 Feb to 25 Feb
AU$358
includes taxes & fees
24 Feb - 25 Feb
With a stay at Edgewater Beach Resort, a VRI resort in Dennis Port, you'll be a 3-minute walk from Cape Cod Beaches and 11 minutes by foot from Sea Street ...
Edgewater Beach Resort, a VRI resort
Bluegreen Vacations The Breakers, an Ascend Resort

Bluegreen Vacations The Breakers, an Ascend Resort

3.5 out of 5
61 Chase Ave, Dennis Port, MA
When you stay at Bluegreen Vacations The Breakers, an Ascend Resort in Dennis Port, you'll be on the waterfront, just steps from Cape Cod Beaches and 10 minutes ...
Bluegreen Vacations The Breakers, an Ascend Resort
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

Dennis Port
The price is AU$677 per night from 24 Feb to 25 Feb
AU$677
includes taxes & fees
24 Feb - 25 Feb
When you stay at this condo in Dennis Port, you'll be on the beach, within a 5-minute walk of Cape Cod Beaches and Sea Street Beach.
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Save an average of 15% on thousands of hotels when you're signed in
Bluegreen Vacations The Soundings, Ascend Resort Collection

Bluegreen Vacations The Soundings, Ascend Resort Collection

3 out of 5
79 Chase Avenue, Dennis Port, MA
When you stay at Bluegreen Vacations The Soundings, Ascend Resort Collection in Dennis Port, you'll be on the beach, just steps from Cape Cod Beaches and 10 ...
Bluegreen Vacations The Soundings, Ascend Resort Collection
Don't see what you're looking for?
See all available properties in Dennis Port
View all properties
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.