Dennis holiday rentals

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July 2025

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Select from 142 homes, 11 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:10 Oct - 17 Oct

Exceptional

(16 reviews)

Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

South Chatham, MA

7% off

S$1,346 per night

includes taxes & fees

Exceptional

(6 reviews)

Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!

Orleans, MA

6% off

S$1,717 per night

includes taxes & fees

Exceptional

(32 reviews)

Abutting Nickerson State Park, 1 Mile To Beach - Equipped for Fall-Winter Stays

Brewster, MA

6% off

S$519 per night

includes taxes & fees

Fabulous Water Views From Patio; Good for Boating, Water Skiing.

Exceptional

(32 reviews)

Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista

South Yarmouth, MA

8% off

S$1,001 per night

includes taxes & fees

Exceptional

(13 reviews)

Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..

Brewster, MA

7% off

S$428 per night

includes taxes & fees

Full view of backyard with in ground pool

Exceptional

(23 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham, MA

8% off

S$980 per night

includes taxes & fees

Exceptional

(22 reviews)

Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT

Eastham, MA

6% off

S$893 per night

includes taxes & fees

Exceptional

(7 reviews)

Stay with Us! Beach Fun for Family, Friends, & Pets Welcome! Free Pass Included!

Hyannis, MA

7% off

S$570 per night

includes taxes & fees

Exceptional

(17 reviews)

Steps to a private bay beach from this private & Charming Cape! Book this Fall!

Eastham, MA

8% off

S$697 per night

includes taxes & fees

Exceptional

(19 reviews)

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Chatham, MA

15% off

S$2,448 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Dennis

Mayflower Beach

Find the best place to stay - Dennis

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

Sleeps 12 · 5 bedrooms · 2+ bathrooms

Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly

Sleeps 10 · 4 bedrooms · 2+ bathrooms

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

Sleeps 8 · 3 bedrooms · 3 bathrooms

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 Codder Water Park (7.4 mi / 11.9 km)
Ocean Edge Golf Club (7.4 mi / 11.9 km)
Eden Hand Arts (1.4 mi / 2.2 km)
The Club at Yarmouthport (1.7 mi / 2.8 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)
West Dennis Beach (5.9 mi / 9.5 km)
Swan Pond River (6.1 mi / 9.8 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.