Dennis holiday rentals

We found 4,233 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:15 Jan - 22 Jan

Privacy Can Be Yours
Cozy Living Room
Living Room
Garage Entrance_Driveway
Exceptional
(11 reviews)

Beachside family POOLSPAOPEN20thAPril

Centerville

11% off
S$12,656
for 7 nights, 1 home
S$1,808 per night
includes taxes & fees
Beachside family POOLSPAOPEN20thAPril
Spacious Kitchen with everything you can imagine for your vacation needs!
Outdoor dining
Interior
Pool
Exceptional
(14 reviews)

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

Barnstable

7% off
S$12,232
for 7 nights, 1 home
S$1,747 per night
includes taxes & fees
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Beach
Exterior
Living area
Private kitchen
Exceptional
(11 reviews)

Newly renovated Cottage Across the street from Craigville Beach.

Centerville

19% off
S$2,764
for 7 nights, 1 cottage
S$395 per night
includes taxes & fees
Newly renovated Cottage Across the street from Craigville Beach.
Property grounds
Living area
Living area
Exterior
Exceptional
(20 reviews)

Sunset Views - Cape Cod Bay.

Eastham

8% off
S$7,911
for 7 nights, 1 home
S$1,130 per night
includes taxes & fees
Sunset Views - Cape Cod Bay.
rear view of house
Exterior
Private kitchen
entrance to mallardview
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,480
for 7 nights, 1 home
S$1,497 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Large island, comfortable seating area
Deeded access to nearby Mill Pond to launch your Kayak
Light & bright second floor great room
Well equipped chef's kitchen w. stainless steel appliances
Exceptional
(123 reviews)

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

Chatham

30% off
S$6,241
for 7 nights, 1 home
S$892 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
The Woolrych House sits above a private Brewster beach.
Outdoor dining
Dinner with a view.
View from second floor.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$21,049
for 7 nights, 1 home
S$3,007 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Living area
Private kitchen
Interior
Outdoor dining
Exceptional
(13 reviews)

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

Dennis

7% off
S$4,132
for 7 nights, 1 home
S$590 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Elegant and bright living room with views from every window.
Sunny living space with large balcony, and spectacular views to the ocean.
Open concept dining room with spectacular views to the ocean.
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Exceptional
(66 reviews)

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

Chatham

8% off
S$12,098
for 7 nights, 1 home
S$1,728 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Pool Patio
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$19,473
for 7 nights, 1 home
S$2,782 per night
includes taxes & fees
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Living area
Room
Exterior
Interior
Exceptional
(99 reviews)

Unique oceanfront windmill with breathtaking views of Nantucket Sound.

Centerville

7% off
S$8,330
for 7 nights, 1 home
S$1,190 per night
includes taxes & fees
Unique oceanfront windmill with breathtaking views of Nantucket Sound.
Master Bedroom tastefully decorated for you.
The Private Beach is just steps away!
Warm fireplace for cold nights
Deck with LED lights for night time enjoyment
Exceptional
(125 reviews)

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

Hyannis

7% off
S$5,861
for 7 nights, 1 home
S$837 per night
includes taxes & fees
Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging
Living area
Exterior
Room
Interior
Wonderful
(23 reviews)

Charming antique Cape house

Harwich

8% off
S$3,287
for 7 nights, 1 home
S$470 per night
includes taxes & fees
Charming antique Cape house
Interior
Interior
Private kitchen
Outdoor dining
Exceptional
(35 reviews)

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

Centerville

7% off
S$3,508
for 7 nights, 1 home
S$501 per night
includes taxes & fees
Quiet private Centerville cottage, walk to beach, central A/C, parking pass.
Living room with cathedral ceiling - open floor plan
Deck with teak table and chairs
Flowering plantings including blue hydrangea, lilac and magnolia
Kitchen with island
Exceptional
(96 reviews)

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

Chatham

7% off
S$4,837
for 7 nights, 1 home
S$691 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
TV viewing area with queen sleeper sofa in loft
Loft living room
Modern cape architecture
Outdoor firepit
Exceptional
(8 reviews)

Modern beach house, steps to private beach, perfect for groups!

Eastham

7% off
S$4,222
for 7 nights, 1 home
S$603 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Living area
Exterior
Private kitchen
Dining
Exceptional
(7 reviews)

Newly Renovated Chatham Home overlooking Cranberry Bog.

West Chatham

7% off
S$6,653
for 7 nights, 1 home
S$950 per night
includes taxes & fees
Newly Renovated Chatham Home overlooking Cranberry Bog.
Front of House
1 block down the street - view of Parker's River
Dining Patio (other side of house)
Partial kitchen view to dining / living rooms
Exceptional
(16 reviews)

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

South Yarmouth

7% off
S$4,461
for 7 nights, 1 home
S$637 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
#2 queen bedroom
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$3,615
for 7 nights, 1 cottage
S$516 per night
includes taxes & fees
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
King bed +2 twins in "the nook".  Great room for families with kids!
Dusk in Chatham
Sitting area with fireplace
Kitchen
Exceptional
(45 reviews)

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

South Chatham

8% off
S$5,275
for 7 nights, 1 home
S$754 per night
includes taxes & fees
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Breakfast bar with a view!
View of steps from private deck off the bedrooms.
Comfy sectional perfect for afternoon napping
Reading/Sunroom. Enjoy a book or just the view!
Exceptional
(80 reviews)

⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*

Dennis

14% off
S$2,918
for 7 nights, 1 cottage
S$417 per night
includes taxes & fees
⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*
Bathroom
Front Entrance
Private kitchen
Private kitchen
Exceptional
(10 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

7% off
S$3,338
for 7 nights, 1 cottage
S$477 per night
includes taxes & fees
Cozy, vacation home in a charming duplex cottage
Room
large sunroom overviewing the backyard
newly renovated bathroom with private access from master bedroom
Dining
Exceptional
(31 reviews)

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

South Yarmouth

6% off
S$1,792
for 7 nights, 1 home
S$256 per night
includes taxes & fees
Cape Cod Family Retreat – Spacious Home with Fenced Yard, Near Beaches
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Updated Kitchen for Summer 2020
Fully equipped
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$5,017
for 7 nights, 1 home
S$717 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    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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