South Dennis holiday rentals

We found 1,350 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 105 homes, 15 cottages and other holiday rentals in South Dennis to find one that's perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • 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

Book a holiday rental for your South Dennis getaway

Learn about the unique charm of South Dennis with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around South Dennis

Are you searching for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes South Dennis a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Bass River Golf Course (3.3 mi / 5.3 km)
  • Cape Cod Lavender Farm (4.1 mi / 6.5 km)
  • Ocean Edge Golf Club (6 mi / 9.6 km)
  • Cape Cod Inflatable Park (6.2 mi / 10 km)
  • Cape Cod Carousel (8.4 mi / 13.5 km)
  • Cape Codder Water Park (8.7 mi / 14 km)

Exploring the natural landscape of South Dennis

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in South Dennis. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Rail Trail (1.8 mi / 3 km)
  • Corporation Beach (2.8 mi / 4.5 km)
  • Mayflower Beach (3.9 mi / 6.3 km)
  • Sea Street Beach (4.5 mi / 7.3 km)
  • Pleasant Road Beach (4.6 mi / 7.4 km)
  • West Dennis Beach (4.9 mi / 7.8 km)

Transport options to and around South Dennis

Fly into Hyannis, MA (HYA-Barnstable Municipal), the closest airport, located 7.7 mi (12.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 25.1 mi (40.3 km) away.

Frequently asked questions

What is the best area to stay in South Dennis when booking a holiday home?

East Dennis is one of the more desirable neighbourhoods where you'll find a holiday home in South Dennis. Check out our selection of comfy stays and then prepare to experience the best of this destination.

What is the most popular type of holiday home accommodation in South Dennis?

According to our data, houses are the most popular type of property in South Dennis. But naturally, everyone's idea of an awesome trip can vary. Vrbo has holiday homes of all shapes, sizes and budgets, and we'll help you find the perfect fit.

How much does it cost to rent a holiday home in South Dennis?

Property type, season and length of stay are some things that can influence the price of a holiday home. Simply enter your dates of travel to find your ideal match. From cosy country cottages to plush villas, all Vrbo holiday homes offer unbeatable value.

How much does it cost to rent a beach house in South Dennis?

Prices for beach houses in South Dennis differ depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to view your home options and prices. From there you can use the filters to tailor your search results by nearby activities, ratings, amenities and more.

Are there pet-friendly holiday homes in South Dennis?

With 117 holiday homes that welcome four-legged guests, your little buddy can join in on your South Dennis getaway. Use the filter tool to browse our pet-friendly holiday homes and find your pawfect holiday home on Vrbo.

Can I rent a house with a pool in South Dennis?

Add a whole new level of fun to your adventure by booking your group into one of the 14 houses with a private pool in South Dennis. Use our search filter to find the kind of property you want on Vrbo, and then spend leisurely days splishing and splashing in a swimming pool that's all your own.

What are popular home amenities in South Dennis?

When it comes to home amenities that people are looking for in South Dennis, nearby museums, a firepit and a sauna rank the highest. With Vrbo holiday homes, you'll enjoy choices to fit your style and taste, whether you're taking a trip with friends, relatives or even pets.

Are there large group holiday homes in South Dennis?

South Dennis has 27 holiday homes that can cater to 10 or more guests. These stays come with all the space you need to share good times with loved ones.

Are there holiday homes in South Dennis that welcome kids?

With 117 family-friendly holiday homes available in South Dennis, there's never been a better time to introduce your kids to the pleasures of travel. Simply check our "Properties good for families" filter to view stays loaded with amenities ideal for holidaying families, such as extra bedrooms, outdoor spaces, bunk beds and hot tubs.

What are the top attractions for families in South Dennis?

Keep the kids amused at these fantastic family-friendly attractions in South Dennis:

  • Cape Codder Water Park
  • Mayflower Beach
  • West Dennis Beach

Are there one-bedroom holiday homes in South Dennis?

Yes, you'll find four one-bedroom properties in South Dennis to select from. A one-bedroom holiday home is a wonderful choice if it's only the two of you or if you're holidaying alone. Toss in more space, privacy and convenience than a standard hotel, and you've got the makings of a break to remember.

Can I find two-bedroom holiday homes in South Dennis?

South Dennis has 18 two-bedroom holiday homes to pick from. Book a holiday home with all the privacy and space you want at an attractive price on Vrbo.

More Holiday Rentals ideas