Dennis holiday rentals

We found 4,265 holiday rentals — enter your dates for availability
Select from 112 homes, 10 cottages and other holiday rentals in Dennis to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Dennis

Showing deals for:8 Jan - 15 Jan

Garage Entrance_Driveway
Cozy Living Room
Pool
Living Room
Exceptional
(11 reviews)

Beachside family POOLSPAOPEN20thAPril

Centerville

11% off
S$12,147
for 7 nights, 1 home
S$1,735 per night
includes taxes & fees
Beachside family POOLSPAOPEN20thAPril
Interior
Outdoor dining
Exterior
Pool
Exceptional
(14 reviews)

Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!

Barnstable

7% off
S$12,204
for 7 nights, 1 home
S$1,743 per night
includes taxes & fees
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Private kitchen
Exterior
Living area
Room
Exceptional
(11 reviews)

Newly renovated Cottage Across the street from Craigville Beach.

Centerville

19% off
S$2,757
for 7 nights, 1 cottage
S$394 per night
includes taxes & fees
Newly renovated Cottage Across the street from Craigville Beach.
Private kitchen
Living area
Living area
Exterior
Exceptional
(20 reviews)

Sunset Views - Cape Cod Bay.

Eastham

8% off
S$7,893
for 7 nights, 1 home
S$1,128 per night
includes taxes & fees
Sunset Views - Cape Cod Bay.
Interior
Exterior
entrance to mallardview
rear view of house
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,405
for 7 nights, 1 home
S$1,486 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Hot Tub has lights, waterfall, massage jets and Bluetooth stereo to stream.
Exterior detail
Kids love the slides and swingset
Carriage house recreation with 82inch 4K TV. Ping pong, billiards and pinball!!
Exceptional
(54 reviews)

Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl

South Yarmouth

7% off
S$5,669
for 7 nights, 1 home
S$810 per night
includes taxes & fees
Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl
Exterior
Interior
Living area
Dining
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

7% off
S$5,678
for 7 nights, 1 home
S$811 per night
includes taxes & fees
Charming 4-bedroom house in enchanting Yarmouth
Light & bright second floor great room
Deeded access to nearby Mill Pond to launch your Kayak
Fabulous family room, a magnet for family gatherings
Large island, comfortable seating area
Exceptional
(123 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

30% off
S$6,227
for 7 nights, 1 home
S$890 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Sunny living space with large balcony, and spectacular views to the ocean.
Elegant and bright living room with views from every window.
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Exceptional
(65 reviews)

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham

8% off
S$12,103
for 7 nights, 1 home
S$1,729 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Kids nook & Back Stairs
Living Room & Screen Porch
Kitchen Area
Screen Porch
Exceptional
(52 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

8% off
S$19,519
for 7 nights, 1 home
S$2,788 per night
includes taxes & fees
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Interior
Room
Living area
Exterior
Exceptional
(99 reviews)

Unique oceanfront windmill with breathtaking views of Nantucket Sound.

Centerville

7% off
S$8,312
for 7 nights, 1 home
S$1,187 per night
includes taxes & fees
Unique oceanfront windmill with breathtaking views of Nantucket Sound.
Living area
Interior
Outdoor dining
Private kitchen
Exceptional
(13 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

7% off
S$4,122
for 7 nights, 1 home
S$589 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
The Woolrych House sits above a private Brewster beach.
Outdoor dining
Upstairs queen in View Room
Dinner with a view.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$10,731
for 7 nights, 1 home
S$1,533 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Comfortable living room with hardwood floors.
The Private Beach is just steps away!
Warm fireplace for cold nights
Master Bedroom tastefully decorated for you.
Exceptional
(124 reviews)

Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging

Hyannis

7% off
S$5,839
for 7 nights, 1 home
S$834 per night
includes taxes & fees
Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(138 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

5% off
S$2,596
for 7 nights, 1 home
S$371 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Living area
Exterior
Living area
Interior
Wonderful
(23 reviews)

Charming antique Cape house

Harwich

8% off
S$3,268
for 7 nights, 1 home
S$467 per night
includes taxes & fees
Charming antique Cape house
Living room with cathedral ceiling - open floor plan
Deck with teak table and chairs
Interior
Flowering plantings including blue hydrangea, lilac and magnolia
Exceptional
(96 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

7% off
S$4,826
for 7 nights, 1 home
S$689 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Living area
Exterior
Private kitchen
Interior
Exceptional
(7 reviews)

Newly Renovated Chatham Home overlooking Cranberry Bog.

West Chatham

7% off
S$6,628
for 7 nights, 1 home
S$947 per night
includes taxes & fees
Newly Renovated Chatham Home overlooking Cranberry Bog.
Partial kitchen view to dining / living rooms
Dining Patio (other side of house)
Master (View 2)
Family room - access to backyard
Exceptional
(16 reviews)

Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!

South Yarmouth

7% off
S$4,451
for 7 nights, 1 home
S$636 per night
includes taxes & fees
Charming 3-bedroom + 3-full bath house in S. Yarmouth with AC - walk to beach!
#1 Queen bedroom -View from queen bed
sand dune looking down the beach
kitchen sink winter view
From the beach
Exceptional
(102 reviews)

Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach

East Sandwich

7% off
S$3,606
for 7 nights, 1 cottage
S$515 per night
includes taxes & fees
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
Bathroom
Front Entrance
Private kitchen
Private kitchen
Exceptional
(10 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

7% off
S$3,331
for 7 nights, 1 cottage
S$476 per night
includes taxes & fees
Cozy, vacation home in a charming duplex cottage
newly renovated bathroom with private access from master bedroom
large sunroom overviewing the backyard
Room
Living area
Exceptional
(31 reviews)

Cape Cod Family Retreat – Spacious Home with Fenced Yard, Near Beaches

South Yarmouth

6% off
S$1,852
for 7 nights, 1 home
S$265 per night
includes taxes & fees
Cape Cod Family Retreat – Spacious Home with Fenced Yard, Near Beaches
Challenge - bought in 1976. Now: new roof, windows, shingles, porch and deck!
Enjoy bug-free dining on brand new floor-to-ceiling screen porch & ceiling fan
Living room off kitchen sports two big picture glass window, great bird watching
Outdoor cedar shower - with detachable hand shower sprayer.
Exceptional
(11 reviews)

Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.

Brewster

8% off
S$5,894
for 7 nights, 1 home
S$842 per night
includes taxes & fees
Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.
Seating for 3 at kitchen counter
Outdoor dining
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Dining
Exceptional
(58 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

11% off
S$5,006
for 7 nights, 1 home
S$715 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
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    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the beachside setting in Dennis

Enjoy the culture and other features of Dennis. Travellers to this scenic city praise the seafood restaurants, beaches and fishing. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Dennis

Do you want to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Dennis a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Inflatable Park (6.2 mi / 10 km)
  • Cape Cod Lavender Farm (6.6 mi / 10.6 km)
  • Cape Cod Baseball & Bumper Boats (6.8 mi / 10.9 km)
  • Cranberry Valley Golf Course (7.2 mi / 11.6 km)
  • Cape Codder Water Park (7.4 mi / 11.9 km)
  • Ocean Edge Golf Club (7.4 mi / 11.9 km)

Exploring the natural landscape of Dennis

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Dennis is a great place to get outside. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Bayview Beach (1.3 mi / 2.1 km)
  • Corporation Beach (1.3 mi / 2.1 km)
  • Mayflower Beach (1.4 mi / 2.3 km)
  • Grays Beach (2.3 mi / 3.7 km)
  • Cape Cod Rail Trail (3.8 mi / 6.2 km)
  • Paine's Creek Beach (4.5 mi / 7.2 km)

Transport to and around Dennis

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 6.7 mi (10.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Provincetown, MA (PVC-Provincetown Municipal), which is 23.6 mi (38 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Dennis?
The most popular types of holiday rentals in Dennis are houses. Prefer something different? Vrbo has many options to match our guests' requirements, so you'll see holiday properties in lots of shapes and sizes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a holiday rental in Dennis?
The average price for a holiday home in Dennis can vary based on factors such as season, length of stay and property type. Whether you're looking for a sprawling villa with space for the whole family or a cosy cottage for just you and your sweetheart, just add your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Dennis?
Prices for beach houses in Dennis may differ depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to see your rental options and prices. From there you can use the filters to tailor your search results by ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Dennis?
Pack a travel bag for your puppy dog because Dennis has 777 stays that throw out the welcome mat to pets. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Dennis?
Add a new level of fun to your trip by booking your family into one of the 78 houses with a private pool in Dennis. Use our handy search filter to find the kind of property you want on Vrbo, and then spend carefree days splish-splashing around in a swimming pool that's for your use only.
What are popular rental amenities in Dennis?
When it comes to rental amenities that guests are looking for in Dennis, a barbecue grill, a chef and a nearby waterfront rank highest. With Vrbo holiday rentals, there are options to suit your style and taste, whether you're on a trip with friends, relatives or even pets.
Are there large group holiday rentals in Dennis?
Dennis has 119 holiday properties that can cater to 10 or more people. These stays come with all the space you need to share good times with friends and family.
Are there holiday rentals in Dennis that welcome kids?
Gather the whole crew for a memorable adventure in Dennis at one of our 776 family-friendly holiday properties. These stays come with conveniences that are ideal for trips with the little ones, like dining rooms, living rooms and pools. Simply click on the "Properties good for families" filter and pick your favourite option.
What are the top attractions for families in Dennis?
Keep the kids amused at these awesome family-friendly attractions in Dennis:
  • Cape Codder Water Park
  • Mayflower Beach
  • West Dennis Beach
Are there one-bedroom holiday rentals in Dennis?
Take your pick from 85 one-bedroom rentals in Dennis. Whether you're on the lookout for a comfy cottage or an upmarket condo, our one-bedroom rentals are perfect if you don't need lots of room. One of the main perks of having your own digs? You'll never need to share your getaway with strangers.
Can I find two-bedroom holiday rentals in Dennis?
You can pick from 185 two-bedroom homes in Dennis. Put your little ones in the second room or maybe fill it with a couple of your favourite people. There's enough space for whoever's lucky enough to be joining your adventure.
Are there holiday rentals with WiFi in Dennis?
Whether you'd like to keep up with the headlines, send a few emails or surf your social networks, there are 284 holiday homes with WiFi in Dennis. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Dennis?
Pick your dates and then use our filter tool to locate holiday rentals with ac in Dennis on Vrbo. With 708 air-conditioned properties available here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a holiday rental in Dennis?
You'll need to check with the Dennis holiday rental you'd like on Vrbo as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Dennis for?
The amount of time you can rent a Dennis holiday home for is up to the property. Simply put in your dates of travel to view options offering extended stays. They feature everything you need to make your extended holiday more convenient and enjoyable, such as kitchens and yards. Some properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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