Dennis holiday rentals

We found 4,287 holiday rentals — enter your dates for availability
Select from 110 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:18 Dec - 25 Dec

Outdoor dining
Exterior
Living area
Private kitchen
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,025
for 7 nights, 1 cottage
S$146 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Dining room, looking into home office
Backyard view of house
Full view of backyard with in ground pool
Pool house: a quiet hideaway or remote office
Exceptional
(32 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,309
for 7 nights, 1 home
S$1,044 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Garage Entrance_Driveway
Cozy Living Room
Living Room
Pool
Exceptional
(11 reviews)

Beachside family POOLSPAOPEN20thAPril

Centerville

12% off
S$10,999
for 7 nights, 1 home
S$1,571 per night
includes taxes & fees
Beachside family POOLSPAOPEN20thAPril
Well equipped chef's kitchen w. stainless steel appliances
Deeded access to nearby Mill Pond to launch your Kayak
Light & bright second floor great room
Large island, comfortable seating area
Exceptional
(121 reviews)

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

Chatham

19% off
S$7,811
for 7 nights, 1 home
S$1,116 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
Private kitchen
Exterior
entrance to mallardview
Interior
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$9,857
for 7 nights, 1 home
S$1,408 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
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$3,247
for 7 nights, 1 home
S$464 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Open concept dining room with spectacular views to the ocean.
Sunny living space with large balcony, and spectacular views to the ocean.
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Exceptional
(64 reviews)

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

Chatham

8% off
S$11,685
for 7 nights, 1 home
S$1,669 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Flowering plantings including blue hydrangea, lilac and magnolia
Deck with teak table and chairs
Living room with cathedral ceiling - open floor plan
Kitchen with island
Exceptional
(93 reviews)

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

Chatham

7% off
S$4,769
for 7 nights, 1 home
S$681 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Living area
Exterior
Beach
Private kitchen
Exceptional
(11 reviews)

Newly renovated Cottage Across the street from Craigville Beach.

Centerville

19% off
S$2,718
for 7 nights, 1 cottage
S$388 per night
includes taxes & fees
Newly renovated Cottage Across the street from Craigville Beach.
#1 Queen bedroom -View from queen bed
sand dune looking down the beach
From the beach
kitchen sink winter view
Exceptional
(102 reviews)

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

East Sandwich

7% off
S$5,006
for 7 nights, 1 cottage
S$715 per night
includes taxes & fees
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
Lower level living space
Outdoor seating area along the side of the house
Welcome!
Fully stocked kitchen.
Wonderful
(73 reviews)

Dog Friendly | AC | Near Sea St Beach

Hyannis

20% off
S$7,571
for 7 nights, 1 home
S$1,082 per night
includes taxes & fees
Dog Friendly | AC | Near Sea St Beach
Pool
Outdoor dining
Spacious Kitchen with everything you can imagine for your vacation needs!
Interior
Exceptional
(14 reviews)

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

Barnstable

8% off
S$12,699
for 7 nights, 1 home
S$1,814 per night
includes taxes & fees
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Upstairs queen in View Room
Outdoor dining
View from second floor.
The Woolrych House sits above a private Brewster beach.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$6,150
for 7 nights, 1 home
S$879 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Game room with beautiful pool table and wet bar.
Wet bar in the pool room
Sun filled porch with dining for 10.
two-story entrance Foyer
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

7% off
S$9,130
for 7 nights, 1 home
S$1,304 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Living room looking toward front
Living room looking toward front / first floor front bedroom door
Outdoor dining set overlooking the bay on deck
Second floor front bedroom with view of Cape Cod Bay
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

6% off
S$4,503
for 7 nights, 1 home
S$643 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Living area
Exterior
Living area
Room
Wonderful
(22 reviews)

Charming antique Cape house

Harwich

8% off
S$3,263
for 7 nights, 1 home
S$466 per night
includes taxes & fees
Charming antique Cape house
Dining
Exterior
Interior
Living area
Wonderful
(5 reviews)

Newly Renovated Chatham Home overlooking Cranberry Bog.

West Chatham

7% off
S$6,203
for 7 nights, 1 home
S$886 per night
includes taxes & fees
Newly Renovated Chatham Home overlooking Cranberry Bog.
Room
Room
Exterior
Living area
Exceptional
(98 reviews)

Unique oceanfront windmill with breathtaking views of Nantucket Sound.

Centerville

8% off
S$8,069
for 7 nights, 1 home
S$1,153 per night
includes taxes & fees
Unique oceanfront windmill with breathtaking views of Nantucket Sound.
Room
Interior
Exterior
Dining
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

7% off
S$5,519
for 7 nights, 1 home
S$788 per night
includes taxes & fees
Charming 4-bedroom house in enchanting Yarmouth
Interior
Marina
Outdoor dining
Exterior
Exceptional
(44 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

7% off
S$1,804
for 7 nights, 1 home
S$258 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Bathroom
Front Entrance
Private kitchen
Private kitchen
Exceptional
(8 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

7% off
S$1,861
for 7 nights, 1 cottage
S$266 per night
includes taxes & fees
Cozy, vacation home in a charming duplex cottage
Interior
Private kitchen
Exterior
Outdoor dining
Exceptional
(12 reviews)

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

Dennis

7% off
S$4,002
for 7 nights, 1 home
S$572 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Interior
Interior
Outdoor dining
Turkeys, foxes, non-stop birding.
Exceptional
(35 reviews)

Quiet private Centerville cottage, walk to beach, central A/C, parking pass.

Centerville

7% off
S$3,428
for 7 nights, 1 home
S$490 per night
includes taxes & fees
Quiet private Centerville cottage, walk to beach, central A/C, parking pass.
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Dining
Updated Kitchen for Summer 2020
Fully equipped
Exceptional
(57 reviews)

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

South Dennis

12% off
S$4,865
for 7 nights, 1 home
S$695 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:

  • 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)
  • Barnstable Harbor (5.8 mi / 9.3 km)
  • West Dennis Beach (5.9 mi / 9.5 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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