South Dennis vacation rentals

We found 1,360 vacation rentals — enter your dates for availability

Discover a selection of 86 homes and other vacation rentals in South Dennis that are 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.

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Find out more about South Dennis

Why visit South Dennis

  • Beautiful Beaches: South Dennis boasts stunning Southside beaches perfect for sunbathing and swimming.
  • Charming Harbor: Explore the picturesque local harbor, ideal for leisurely strolls and scenic views.
  • Historic Houses: Discover the area's rich culture through its historic houses reflecting the local heritage.
  • Family-Friendly Activities: Enjoy a variety of excursions suitable for families, couples, and friends alike.
  • Diverse Accommodations: Choose from an array of vacation rentals, including cozy cottages and spacious homes.

Popular types of accommodation in South Dennis

Planning your getaway to South Dennis? You're in for a treat. This charming coastal town offers a variety of vacation rentals, including houses, cozy cottages, and comfortable condos. Whether you're searching for beach rentals, spacious house rentals, or intimate bedroom rentals, South Dennis has something for everyone. Explore our selection of beach house rentals and make your stay unforgettable.

  • Houses: The top choice for visitors in South Dennis, offering spacious accommodations ideal for families or groups seeking privacy and comfort.
  • Cottages: A charming option, these quaint homes provide a cozy atmosphere perfect for a relaxing getaway.
  • Condos: Often featuring modern amenities, condos are a great choice for those wanting convenience and proximity to local attractions.
  • Apartments: A versatile option, apartments offer a home-like experience with the flexibility of self-catering.
  • Cabins: Rustic and inviting, cabins provide a unique experience for nature lovers looking to escape into the woods.**

Top attractions near South Dennis

South Dennis, Massachusetts, is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of attractions. Visitors can enjoy beautiful beaches, explore the charming local harbor, and discover historic houses that reflect the area's rich culture. Whether you're traveling with family, friends, or as a couple, South Dennis promises a memorable vacation filled with outdoor experiences and cultural exploration.

  • Mayflower Beach: A beautiful stretch of sand located 4 miles from South Dennis, Mayflower Beach is perfect for sunbathing and swimming. Its gentle waves and stunning sunsets create a relaxing beach vibe, ideal for families and couples alike.
  • Hyannis Harbor: Situated 8 miles away, Hyannis Harbor offers picturesque scenery and vibrant beach activities. Enjoy waterfront dining, boat tours, and picturesque views of the harbor, making it a lively spot to explore.
  • Harwich Port: Located 6 miles from South Dennis, Harwich Port is a charming town neighborhood that provides a delightful mix of local shops, eateries, and a friendly community atmosphere, perfect for a leisurely stroll.

Things to do recommended for couples

Looking for a romantic getaway in South Dennis? Enjoy a fun round at Pirate's Cove Mini Golf or Putter's Paradise Miniature Golf, both offering a playful atmosphere. For relaxation, indulge in a soothing treatment at The E Spa, perfect for unwinding together.

Things to do recommended for families

Your family will have a blast at Cape Cod Baseball & Bumper Boats, just 4 miles away, or unwind at Wilbur Park, 2 miles away, perfect for relaxation. Don't miss the Werner Schmidt Observatory, only 3 miles away, offering entertaining stargazing experiences for all ages.

Things to do recommended for groups

In South Dennis, groups can enjoy the scenic Cape Cod Rail Trail for hiking and outdoor adventures. Just a short drive away, the Cape Cod Theatre Company offers cultural entertainment, while Eden Hand Arts provides a charming shopping experience for unique local crafts.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in South Dennis

When you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to prioritize your preferences in the search filters. Here are some helpful booking tips for Vrbo.

  • Traveling to South Dennis with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to South Dennis with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with looking for age-appropriate amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to South Dennis: For many families, a vacation isn't truly finished without their furry companion. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting South Dennis: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Dennis

South Dennis, Massachusetts, is a charming destination perfect for beach lovers and outdoor enthusiasts. Enjoy the relaxing atmosphere as you explore nearby East Dennis and the beautiful Southside beaches. With a variety of vacation homes and rentals available, you'll find the ideal spot for your getaway. Experience family-friendly excursions and the welcoming vibe of the area, making your stay truly memorable in this picturesque part of Cape Cod.

  • Cape Cod: Located 6 miles from South Dennis, Cape Cod is a stunning coastal region known for its outdoor experiences and picturesque scenery. Visitors flock here to soak up the sun on beautiful beaches, enjoy family-friendly activities, and explore charming seaside towns. Popular attractions include local golf courses and water parks, making it a perfect destination for both relaxation and adventure. Whether you're lounging on the beach or cruising along scenic coastal roads, Cape Cod offers an idyllic escape.
  • Hyannis: Just 8 miles from South Dennis, Hyannis is a vibrant city that serves as a hub for beach lovers and families alike. With its beautiful beaches and lively atmosphere, it's an ideal spot for outdoor activities such as swimming and sunbathing. Visitors can also enjoy local theaters and music concerts, adding a cultural flair to their beach vacation. The area's attractions, including family beaches and the iconic Cape Cod scenery, ensure a memorable visit for all ages.
  • South Yarmouth: Only 4 miles away from South Dennis, South Yarmouth is a charming city that captivates visitors with its stunning beaches and outdoor scenery. Known for its family-friendly vibe, this destination offers a variety of activities such as water parks, playgrounds, and golf courses. The beautiful coastline and family beaches make it a great place to unwind and connect with nature. South Yarmouth is perfect for those looking to enjoy fun in the sun while making lasting memories.

Best time to go to South Dennis

If you're planning a trip to South Dennis, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.2°F (1.8°C)Light RainMostly CloudyAverageSlightly Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
April45.7°F (7.6°C)Light RainMostly SunnyAverageAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June62.1°F (16.7°C)Light RainMostly SunnyModerately HighSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyModerately HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyModerately HighSlightly High
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyModerately LowAverage
November48.6°F (9.2°C)Light RainMostly SunnyModerately LowAverage
December41.2°F (5.1°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area where you can easily create new trips, resume planning from where you last stopped, or organize and review your travel arrangements. You’ll find your saved or booked properties neatly sorted into categories: Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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)
  • Cape Cod Baseball & Bumper Boats (4.3 mi / 6.9 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)
  • 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)
  • Bayview Beach (3.8 mi / 6.1 km)
  • Mayflower Beach (3.9 mi / 6.3 km)
  • Grays Beach (4.3 mi / 6.9 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, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in South Dennis, Massachusetts, the area around Bass River is an excellent choice. This charming neighborhood is known for its picturesque views and proximity to the serene waters of the river, making it great for those who enjoy boating or fishing. Nearby, you can visit the beautiful Bass River Beach, which offers a great spot for sunbathing and swimming during the warm summer months.

Another delightful option is the area close to the Cape Cod Rail Trail, which is ideal for outdoor enthusiasts. This trail allows for biking, walking, and jogging while enjoying the natural beauty of the Cape. In terms of vacation rentals, South Dennis has a variety of properties available, ranging from cozy cottages to larger family homes, ensuring that you'll find something that suits your needs.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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, travelers should focus on the neighborhoods close to the shores of Cape Cod. The area around Dennis Pond offers a serene setting with easy access to the water, where visitors can find charming vacation rentals that often feature amenities such as private decks, outdoor grills, and yard space for family gatherings. Many properties here provide a cozy atmosphere, with interiors that include fully equipped kitchens and comfortable living areas, great for unwinding after a day at the beach.

Additionally, the nearby beaches along Nantucket Sound, particularly West Dennis Beach, are ideal for those seeking sandy shores and warm waters. Rentals in this vicinity typically offer amenities such as beachfront access, outdoor showers, and spacious patios for enjoying picturesque sunsets. The proximity to local eateries and shops in Dennis Village enhances the experience, giving travelers the opportunity to explore local cuisine and culture.

Overall, the South Dennis area offers relaxation and recreational options, including opportunities for kayaking, fishing, and exploring the scenic coastline.
What is the most popular type of vacation rental accomodation in South Dennis?
In South Dennis, vacation houses are the most popular accommodation type, with about 89 available throughout the area. These houses typically provide spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a cozy feel. Many of these properties also feature outdoor spaces, such as decks or patios, great for enjoying the pleasant Massachusetts weather. Additionally, there are several cottages, apartments, and condos available, offering diverse options for travelers seeking different experiences.
Are there any family house rentals in South Dennis?
In South Dennis, Massachusetts, families will find a variety of homes tailored for their needs—about 71 options are available in the area. Many of these rentals provide spacious living areas, allowing for comfortable family gatherings, as well as fully equipped kitchens for preparing meals together. Outdoor spaces often include decks or patios where children can play and families can enjoy barbecues.

The locale is conveniently situated near Cape Cod's beautiful beaches, such as those along Bass River, offering opportunities for swimming, fishing, and sunbathing. Additionally, visitors can explore nearby attractions like the Cape Cod Rail Trail, superb for biking and hiking, or take a short drive to local shops and restaurants for a taste of the region's cuisine.
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, with around 10 options to choose from. This charming town on Cape Cod offers a tranquil atmosphere and access to beautiful beaches. Travelers can expect amenities such as private pools, hot tubs, spacious outdoor patios, and fully equipped kitchens, making these rentals great for both relaxation and family gatherings. Many properties also have outdoor dining areas and backyard spaces, ideal for enjoying the pleasant Cape Cod weather.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in South Dennis?
In South Dennis, travelers can find a variety of pet-friendly house rentals, with approximately 34 available options. This charming area offers a mix of vacation homes that typically feature amenities such as spacious backyards, fully equipped kitchens, and cozy living spaces ideal for families and their furry companions. Many properties also include outdoor areas where pets can enjoy the fresh air, and some may even have features like decks or patios for relaxation.

South Dennis is conveniently located near several parks and natural attractions, providing ample opportunities for pet-friendly outings. Nearby, the Cape Cod Rail Trail offers scenic walking and biking paths that are suitable for pets, making it a great spot for active travelers. Additionally, the proximity to local beaches allows for fun days in the sun, where pets can play and explore.
Are there any remote work vacation rentals in South Dennis?
In South Dennis, Massachusetts, there are numerous vacation rentals suitable for remote work, with around 98 options available. Travelers can expect properties that are equipped with reliable Wi-Fi, dedicated workspaces, and comfortable desks, ensuring a productive environment while away from home. Many rentals also provide additional amenities such as full kitchens, spacious living areas, and outdoor patios, allowing for relaxation after a day of work.

The area is known for its charming New England atmosphere, with nearby attractions like the scenic beaches of Cape Cod and local shops offering a taste of the region's culture. 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 travelers 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 travelers to prepare their own meals and enjoy dining at home. Many rentals also feature decks or patios, providing outdoor spaces to relax and soak in the pleasant surroundings. For added convenience, coffee and tea makers are commonly available, enabling guests to enjoy their favorite brews at any time. Onsite parking is another sought-after amenity, making it easy for visitors with cars to access the area.
When is the best time to visit South Dennis for a vacation rental?
The peak travel season in South Dennis runs from June to August, with July being the most popular month for visitors. This vibrant period draws families and beach lovers eager to soak up the sun and enjoy the charming coastal atmosphere. With temperatures typically ranging from the mid-60s to low 80s Fahrenheit, it's an ideal time for outdoor activities, including swimming, hiking, and exploring the beautiful Cape Cod beaches.

During these summer months, you'll find a bustling community filled with festivals, local markets, and a variety of dining options. The warm weather enhances the appeal of outdoor adventures, from kayaking on the Bass River to leisurely bike rides along scenic paths.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, with fewer tourists and the stunning backdrop of fall foliage. It's a superb time for peaceful walks along the beach or enjoying the local art galleries and shops without the summer crowds.

Ultimately, the best time to book a vacation rental in South Dennis depends on whether you seek the lively option of peak summer or the tranquil charm of autumn.
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.
What are the top attractions in South Dennis, Massachusetts, United States of America?
In South Dennis, visitors can enjoy a variety of attractions that highlight the charm of Cape Cod. The town is known for its beautiful beaches, with South Village Beach and Smugglers Beach offering sandy shores and access to calm waters ideal for swimming and sunbathing. Nearby, the Bass River is a popular spot for kayaking and fishing, allowing outdoor enthusiasts to explore the scenic waterways.

For those interested in history, the Dennis Historical Society offers insights into the area's rich past, while the Cape Cod Museum of Natural History in nearby Brewster provides engaging exhibits about the local ecology and wildlife.

Nature lovers can also take advantage of the numerous walking trails in the surrounding conservation areas, such as the Johnny Kelly Park, which features picnic areas and playgrounds, making it family-friendly.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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