South Dennis vacation rentals

We found 1,432 vacation rentals — enter your dates for availability

Select from 112 homes, 14 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:Oct 10 - Oct 17
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Find out more about South Dennis

Why visit South Dennis

  1. Beautiful Beaches: Relax at the scenic Southside Beaches, perfect for sunbathing and swimming.
  2. Historic Sites: Visit the historic Josiah Dennis House to learn about local history.
  3. Follins Pond: Unwind by the tranquil waters of Follins Pond, ideal for fishing and picnics.
  4. Charming Neighborhoods: Explore the delightful neighborhoods of East Dennis and West Dennis.
  5. Local Attractions: Discover the lovely harbor and various attractions that enhance your vacation.

Top attractions near South Dennis

South Dennis, Massachusetts, is an ideal destination for beach lovers and outdoor enthusiasts. Visitors can enjoy beautiful scenery at Southside Beaches, explore the historic Josiah Dennis House, and unwind by Follins Pond. The area offers a perfect blend of beach and cultural experiences, making it a great spot for travelers seeking relaxation and adventure. Don't miss the charming harbor and other local attractions that enhance your vacation in this picturesque New England town.

  1. Mayflower Beach: Enjoy the soft sandy shores and gentle waves at Mayflower Beach, located 4 miles from South Dennis. This beach offers a relaxing atmosphere perfect for sunbathing, swimming, and beachcombing, with stunning sunsets to cap off your day.
  2. Hyannis Harbor: Explore the picturesque Hyannis Harbor, situated 8 miles from South Dennis. This vibrant harbor features lovely views, boat tours, and a lively atmosphere, ideal for soaking in the coastal charm and enjoying fresh seafood.
  3. Harwich Port: Discover the quaint charm of Harwich Port, located 6 miles from South Dennis. This welcoming neighborhood boasts local shops, dining, and a friendly community vibe, making it a perfect spot to experience Cape Cod culture.

Things to do recommended for couples

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 adventure vibes. For relaxation, indulge in a rejuvenating treatment at Sol Spa, creating the perfect balance of excitement and tranquility for couples.

Things to do recommended for families

Your family will have a blast at Cape Cod Inflatable Park, just 6 miles away, with thrilling water attractions. Enjoy relaxation at Wilbur Park, 2 miles from South Dennis, or dive into fun at Cape Cod Baseball & Bumper Boats, located 4 miles away, for arcade adventures and bumper boat excitement.

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to South Dennis with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to South Dennis with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having suitable amenities, like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to South Dennis: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, consider exploring Vrbo listings that are pet-friendly. Many of these properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting South Dennis: If you're searching for 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near South Dennis

South Dennis, Massachusetts, offers a delightful summer getaway with its sandy beaches and charming neighborhoods. Explore nearby East Dennis and West Dennis for family-friendly excursions and a relaxing atmosphere. Enjoy the scenic beauty and friendly people as you make wonderful memories in this historic region. Whether you're lounging on the beach or discovering local attractions, South Dennis is the perfect destination for a refreshing vacation experience.

  • Hyannis: Located 8 miles from South Dennis, Hyannis is a vibrant city known for its beautiful beaches and family-friendly atmosphere. Visitors flock to this seaside destination for a variety of outdoor experiences, including sunbathing, swimming, and water sports. The local attractions include the Cape Cod Mall, a lively water park, and numerous theaters showcasing music concerts and performances. With its picturesque harbor and charming shops, Hyannis offers a perfect blend of relaxation and entertainment for travelers of all ages.
  • Dennis Port: Just 4 miles from South Dennis, Dennis Port is a quaint coastal village that invites visitors to unwind by the beach. Known for its stunning scenery and outdoor activities, this area is perfect for families looking to spend quality time together. Local highlights include playgrounds for the kids and several well-maintained golf courses for avid golfers. The beautiful family beaches and stunning views of Cape Cod make Dennis Port an ideal spot for a peaceful getaway.
  • South Yarmouth: Also located 4 miles from South Dennis, South Yarmouth is famous for its inviting beaches and scenic landscapes. This charming city offers an array of outdoor activities, including visits to water parks and playgrounds, ensuring fun for the whole family. Golf enthusiasts will appreciate the local golf courses, while the stunning coastline provides a perfect backdrop for relaxation. With its serene atmosphere and family-friendly attractions, South Yarmouth is a delightful destination to explore during your Cape Cod vacation.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancy
January35.2°F (1.8°C)Light RainMostly CloudyAverage
February35.2°F (1.8°C)Light RainMostly CloudyAverage
March38.5°F (3.6°C)Light RainMostly SunnyAverage
April45.7°F (7.6°C)Light RainMostly SunnyAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverage
June62.1°F (16.7°C)Light RainMostly SunnyModerately High
July70.0°F (21.1°C)Light RainMostly SunnyModerately High
August70.7°F (21.5°C)Light RainMostly SunnyModerately High
September65.8°F (18.8°C)Light RainMostly SunnyAverage
October57.9°F (14.4°C)Light RainMostly SunnyModerately Low
November48.6°F (9.2°C)Light RainMostly SunnyModerately Low
December41.2°F (5.1°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can help, as prices often vary. Additionally, opting for a longer stay can lead 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.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner truly has its rewards! When you enroll in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your ongoing plans, or review and organize your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, and Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

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)
  • 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)
  • 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?
East Dennis is one of the most sought-after neighborhoods to book a Vrbo vacation rental in South Dennis. Take a look at our selection of comfy properties and then prepare to discover this destination like a local.
What is the most popular type of vacation rental accommodation in South Dennis?
The most desirable types of vacation rentals in South Dennis are cottages. Hoping for something different? Vrbo has numerous options to match our guests' unique requirements, so you'll see properties in lots of sizes and shapes. The ideal home away from home is waiting for you --- lock in yours today.
How much does it cost to rent a vacation rental in South Dennis?
Different things can determine the price of a vacation rental in South Dennis, like the length of stay, type of property and season. Still, all our vacation homes have something in common --- amazing value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in South Dennis?
The average price for a vacation rental near the beach in South Dennis depends on when you'll be there and the size and style of property you're looking for. You can easily and quickly find prices on Vrbo by entering your destination and preferred travel dates. Then use the filters to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in South Dennis?
Pack a suitcase and a bone for your canine companion because South Dennis has 125 vacation homes that open their doors to pets. Let your four-legged pal get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in South Dennis?
Add a whole other level of fun to your trip by booking your family into one of the 16 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 your days splashing and playing in a swimming pool that's for your use only.
What are popular rental amenities in South Dennis?
When it comes to rental amenities that guests prefer in South Dennis, a nearby river, a water view and a sauna are at the top of the list. With Vrbo vacation rentals, there are options to fit your taste and style, whether you're going away with friends, family or even pets.
Are there large group vacation rentals in South Dennis?
With 27 vacation rentals that can host 10 or more guests in South Dennis, there's no need to limit the invite list. From extended family vacations to special events like weddings and birthday parties, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in South Dennis that welcome kids?
With 117 family-friendly vacation properties available in South Dennis, now is a great time to introduce your kids to the thrills of travel. Just check our "Properties good for families" filter to view stays packed with amenities ideal for traveling families, such as full kitchens, pools, bunk beds and entertainment units.
What are the top attractions for families in South Dennis?
If you're in the mood for some family-friendly entertainment near the center of South Dennis, visit Cape Cod Rail Trail.
Are there one-bedroom vacation rentals in South Dennis?
Take your pick from three one-bedroom rentals in South Dennis. Whether you want a cozy cottage or an upmarket condo, Vrbo's one-bedroom properties are ideal if you don't need huge amounts of space. One of the major perks of having your own pad? You'll never have to share your trip with strangers.
Can I find two-bedroom vacation rentals in South Dennis?
Gather your family and relax in total privacy and comfort in one of the 19 two-bedroom vacation homes South Dennis has to offer.
Are there vacation rentals with WiFi in South Dennis?
Whether you want to stay in touch with world events, write a few emails or update your social media, there are 49 vacation homes with WiFi in South Dennis. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in South Dennis?
There are 119 vacation rentals with air conditioning in South Dennis offering that cooling breeze and extra element of comfort. Just enter your preferred dates of travel and then take advantage of our filter tool to locate stays with air conditioning.
How old do you have to be to rent a vacation rental in South Dennis?
The minimum age permitted can vary across properties on Vrbo, so look at the rules of the vacation home in South Dennis you want to book. But typically, it's 16, 18 or 21.
How long can I rent a vacation rental in South Dennis for?
The length of time you can book a vacation rental in South Dennis is up to the property. Simply enter your selected travel dates to display a list of options offering extended stays. With plenty of creature comforts such as air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in South Dennis.
Does Vrbo offer discounts for vacation homes in South Dennis?
In South Dennis, you'll find some great bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it's a mini vacay or a longer stay, we've got a host of options to match your style.

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