South Dennis vacation rentals

We found 1,372 vacation rentals — enter your dates for availability

Select from 105 homes, 12 cottages, and other vacation rentals in South Dennis to find one that's perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll have the amenities you expect and more, which might include WiFi and a hot tub. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - South Dennis

Showing deals for:Jan 9 - Jan 16

Image gallery for ⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

Waterfront on Follins Bay. Sit back on this beautiful stone patio and enjoy!
10 out of 10, Exceptional, (94 reviews)
Exceptional
(94 reviews)

⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

Yarmouth Port, MA

15% off
Price is CA $402
CA $4,032 total
includes taxes & fees
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

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Find out more about South Dennis

Find out more about South Dennis

Book a vacation rental for your South Dennis getaway

Experience the unique character of South Dennis with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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 hoping to find attractions to see during your stay? Venture out of your cozy vacation rental and experience everything that South Dennis has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 Codder Water Park (8.7 mi / 14 km)
  • Eden Hand Arts (2 mi / 3.2 km)
  • The Club at Yarmouthport (3 mi / 4.9 km)

Exploring the natural landscape of South Dennis

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, South Dennis is a great place to get outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Cape Cod Rail Trail (1.8 mi / 3 km)
  • Corporation Beach (2.8 mi / 4.5 km)
  • Paine's Creek Beach (3.7 mi / 5.9 km)
  • Mayflower Beach (3.9 mi / 6.3 km)
  • Grays Beach (4.3 mi / 6.9 km)
  • Swan Pond River (4.5 mi / 7.2 km)

Transportation 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 center. If you can't find a flight that's convenient for your trip, 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 vacation rental?
When considering a vacation rental in South Dennis, a popular area to stay is near the picturesque Dennis Village. This charming neighbourhood offers a delightful blend of quaint shops, local eateries, and the stunning scenery of Cape Cod. A short stroll will lead you to the scenic waterfront of the Bass River, where you can enjoy lovely views and perhaps indulge in some water activities.

Another appealing area is close to the West Dennis Beach, known for its beautiful sandy shores and gentle waves, superb for a family day out or a peaceful afternoon with a good book. This beach area not only provides ample opportunities for swimming and sunbathing but also features nearby restaurants that serve fresh seafood, giving you a true taste of the Cape.
How much does it cost to rent a vacation home in South Dennis?
Prices for vacation rentals in South Dennis vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South Dennis to more spacious homes.
Are there any discounts for South Dennis vacation house rentals?
You can find great discounts on house rentals in South Dennis on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in South Dennis?
For renting a beach house in South Dennis, Massachusetts, the area around the picturesque Cape Cod coastline is ideal. The neighbourhoods near Bass River offer a variety of vacation rentals with close proximity to the beach. Many of these properties feature amenities such as spacious decks for outdoor dining, private backyards, and fully equipped kitchens, great for families or groups looking to enjoy a seaside getaway.

Additionally, the area around South Dennis has charming cottages and larger homes that often include conveniences like air conditioning, laundry facilities, and outdoor showers, making your stay comfortable and enjoyable after a day spent on the sandy shores.
What is the most popular type of vacation rental accomodation in South Dennis?
In South Dennis, vacation houses are the most popular type of rental, with about 99 options available throughout the area. These houses are often situated in tranquil neighbourhoods, making them ideal for families or larger groups seeking comfort and space. Most vacation houses come with fully equipped kitchens, spacious living areas, and outdoor patios or decks for enjoying the lovely Massachusetts weather. The charming cottages, numbering around 11, provide a quaint alternative, often featuring traditional decor and a more intimate setting. Additionally, there are several apartments available, which cater to those looking for a more compact stay while still enjoying the local attractions.
Are there any family house rentals in South Dennis?
In South Dennis, Massachusetts, there is a wide selection of family-friendly house rentals, with around 82 options available. This charming area is renowned for its beautiful beaches and tranquil atmosphere, making it a popular choice for families. Properties often feature spacious living rooms, fully equipped kitchens for preparing meals together, and outdoor areas superb for children to play. Many homes also come with amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring that guests have a comfortable stay.
Can I rent a vacation home with a pool or hot tub in South Dennis?
In South Dennis, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation. This charming area, located on Cape Cod, offers a variety of properties that cater to different group sizes and preferences. Many rentals include private pools, outdoor patios, and hot tubs, great for unwinding after a day exploring the beautiful beaches nearby.
Can I find long-stay vacation rentals in South Dennis?
A long-stay vacation rental in South Dennis is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in South Dennis?
In South Dennis, there are numerous pet-friendly house rentals available, offering a variety of amenities for travellers with pets. Many of these properties feature spacious layouts with fully equipped kitchens, outdoor areas, and comfortable living spaces, ideal for families or groups. Some rentals may also include private gardens or patios where pets can enjoy the outdoors.
Are there any remote work vacation rentals in South Dennis?
In South Dennis, Massachusetts, there is a substantial selection of remote work vacation rentals available, with around 108 properties suited for those looking to combine work and leisure. Many of these rentals come equipped with essential amenities for remote working, such as Wi-Fi, dedicated workspaces, desks, and comfortable office chairs, ensuring a productive environment. Some properties even include features like computer monitors and safes for added convenience and security. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Dennis vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Dennis with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in South Dennis?
In South Dennis, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature patios, which provide a lovely outdoor space for relaxing or dining al fresco. Refrigerators are standard in the rentals, along with microwaves and stovetops, ensuring that guests have all the necessary conveniences for a comfortable stay.
When is the best time to visit South Dennis for a vacation rental?
The best time to visit South Dennis for a vacation rental is during the summer months, particularly in July. This is when the area comes alive with vibrant beachside activities and family-friendly events, making it a superb choice for those seeking a lively coastal experience. With warm temperatures averaging around 26°C, visitors can enjoy sun-soaked days on the beautiful beaches of Cape Cod, partake in water sports, or explore the charming local shops.

June through August marks the peak season, with plenty of opportunities for outdoor adventures, including kayaking in the serene waters and cycling along scenic coastal paths. The vibrant atmosphere is complemented by various festivals and local markets, making it an exciting time for visitors of all ages.

For those looking for a more budget-friendly option, October is an excellent choice. This month offers a quieter experience, allowing you to enjoy the stunning autumn foliage and peaceful walks along the shoreline. The crisp air and tranquil surroundings create a superb backdrop for relaxation and exploration, with fewer crowds to navigate.
How early should I book a South Dennis vacation rental?
Book your South Dennis vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my South Dennis home rental booking on Vrbo?
To find South Dennis vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the South Dennis vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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