South Dennis vacation rentals

We found 1,354 vacation rentals — enter your dates for availability

Select from 85 homes, 10 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:Mar 13 - Mar 20

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, (95 reviews)
Exceptional
(95 reviews)

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

Yarmouth Port, MA

16% off
Price is $376
$2,629 for 7 nights
All fees included
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

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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.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly pays off. By enrolling in our travel rewards program, One Key, you’ll gain access to exclusive discounts and accumulate OneKeyCash on eligible reservations. Sign up today and start enjoying your savings.

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:

  • 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 Codder Water Park (8.7 mi / 14 km)
  • Cape Cod Baseball & Bumper Boats (4.3 mi / 6.9 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)
  • Bayview Beach (3.8 mi / 6.1 km)
  • Mayflower Beach (3.9 mi / 6.3 km)
  • Grays Beach (4.3 mi / 6.9 km)
  • Sea Street Beach (4.5 mi / 7.3 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 booking a vacation rental in South Dennis, Massachusetts, one of the best areas to consider is the neighborhood near the scenic Swan Pond. This area offers a superb blend of tranquility and access to natural beauty, making it ideal for families and couples alike. With a variety of properties available, you can find charming cottages and spacious homes, many of which provide easy access to the pond, where you can enjoy kayaking or paddleboarding.

Another attractive neighborhood is the area around the Cape Cod Rail Trail. This picturesque path is superb for biking and walking, allowing visitors to explore the stunning landscapes of Cape Cod. Staying near this trail means you're not far from some delightful dining options and quaint shops that capture the local charm.

Both neighborhoods typically have a good selection of vacation rentals, ensuring that you can find the superb spot to unwind after a day of exploring.
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, Massachusetts, the area around Bass River is a fantastic choice. This picturesque location features beautiful vacation homes close to the scenic beaches along the Cape Cod coastline. Many properties here come with amenities such as spacious decks for outdoor dining, private yards superb for barbecues, and fully equipped kitchens that cater to families or groups seeking a comfortable stay.

Additionally, the proximity to the Dennis beaches, particularly South and West Dennis beaches, allows for easy access to sunbathing, swimming, and water sports. Rentals in this area often include beach gear like chairs and umbrellas, enhancing the summer experience. Travelers can also find homes near local attractions such as the Cape Cod Rail Trail, where biking and walking paths provide a great way to explore the natural beauty of the region.

Further, the nearby Dennis Village offers charming shops, cafes, and restaurants, making it convenient for guests to enjoy local cuisine and shopping. Many rentals here are designed with a coastal aesthetic, featuring light and airy interiors, and some even include amenities like outdoor showers and fire pits for evening gatherings.
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 available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, great for enjoying the beautiful Massachusetts weather. Additionally, there are around 12 charming cottages that provide a cozy, quaint atmosphere, often with unique character and closer proximity to nature. For those looking for a smaller option, several apartments and condos can also be found, usually offering essential amenities like kitchen facilities and comfortable living areas.
Are there any family house rentals in South Dennis?
In South Dennis, Massachusetts, there are numerous family-friendly house rentals available, with around 80 options to choose from. This charming area is great for families looking to enjoy the Cape Cod experience, offering a mix of beach proximity and local attractions. Many properties feature spacious living areas, fully equipped kitchens, and outdoor spaces for barbecues and family gatherings.

Visitors can easily access nearby beaches such as Bass River Beach and South Village Beach, where kids can splash in the waves or build sandcastles. The locale is also close to the Cape Cod Rail Trail, ideal for biking and hiking adventures. Additionally, families can explore local shops and restaurants that showcase the region's fresh seafood and traditional New England fare.
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 travelers looking to relax. The area is known for its beautiful beaches and charming Cape Cod atmosphere, with many rentals located near popular spots like the sandy shores of Dennis Pond and the Bass River.

Travelers can expect a variety of amenities in these homes, including private pools, hot tubs for unwinding after a day of exploration, spacious outdoor decks, and fully equipped kitchens ideal for family meals. Additional features may include outdoor grills, fire pits, and easy access to nearby recreational activities such as boating, fishing, and biking along scenic trails.
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, there are numerous pet-friendly house rentals available, with around 33 options to choose from. Many of these vacation homes are situated close to the picturesque beaches along Cape Cod, making them ideal for travelers looking to enjoy both comfort and convenience. Expect to find amenities such as fully equipped kitchens, spacious living areas, outdoor patios, and some properties even include features like hot tubs and fire pits, great for relaxing after a day of exploring.

The area is also known for its proximity to various parks and outdoor spaces that welcome pets, including the scenic Cape Cod Rail Trail, which offers miles of paved paths ideal for walking or biking with your furry companion. Additionally, the nearby Dennis Conservation Land features beautiful trails and natural scenery, providing ample opportunities for outdoor activities. See all pet-friendly rentals in South Dennis.
Are there any remote work vacation rentals in South Dennis?
In South Dennis, Massachusetts, there are plenty of remote work-friendly vacation rentals available—around 106 options to choose from. This idyllic area on Cape Cod offers a serene environment that is conducive to productivity. Many of the properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, designated desk spaces, and comfortable office chairs. Some rentals even feature additional facilities like safe storage for valuables and computer monitors, enhancing the work-from-home experience.

The charm of South Dennis extends beyond just work; travelers will find themselves in close proximity to beautiful beaches and local attractions, such as the scenic Swan Pond and the historic Cape Cod Rail Trail, great for breaks and relaxation. Additionally, many homes provide cozy living areas and outdoor spaces for unwinding after a day of work, making this destination not only functional for remote tasks but also enjoyable for leisure. 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 rental amenities typically include WiFi, kitchens, and outdoor spaces like patios or decks. Travelers can expect properties to feature comfortable living areas for relaxation, as well as coffee and tea makers for convenience.
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 peak summer months of June through August, with July being particularly popular among travelers. This vibrant season attracts families and beach enthusiasts eager to soak up the sun on Cape Cod's picturesque shores. With temperatures typically ranging from the mid-60s to the mid-80s Fahrenheit, visitors can enjoy a great climate for outdoor activities, including swimming, boating, and exploring the scenic coastal trails.

During this bustling period, the area comes alive with various events and attractions, making it a fantastic time for those seeking a lively atmosphere. You'll find charming local shops, delightful seafood restaurants, and beautiful beaches all within easy reach, ensuring that convenience is at the forefront of your vacation experience.

If you're looking for a more budget-friendly option, consider visiting in October. While it's outside the peak season, this month offers a unique charm with fewer crowds and stunning fall foliage.
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?
In South Dennis, visitors can enjoy a variety of attractions that highlight the area's natural beauty and coastal charm. The Cape Cod Rail Trail, which runs through the town, offers scenic biking and walking paths ideal for outdoor enthusiasts. Additionally, the nearby Joshua's Pond is a lovely spot for swimming, fishing, and picnicking, providing a tranquil escape.

For those interested in the history of the region, the South Dennis Historic District features several well-preserved homes and landmarks that reflect the town's rich past. The proximity to the beaches along Cape Cod Bay, such as West Dennis Beach, is a major draw for sunbathers and water sports enthusiasts.
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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