Dennis Port vacation rentals

We found 1,274 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Dennis Port by choosing from 289 houses, 68 condos, and other vacation rentals. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for spending time at your vacation home, which might include a garden and pool. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Dennis Port

Showing deals for:Oct 17 - Oct 24

Image gallery for Charming, newly renovated house, a few steps from bike path.

Outdoor dining
9.0 out of 10 rating
Wonderful
(21 reviews)

Charming, newly renovated house, a few steps from bike path.

Dennis Port, MA

8% off
Price is $557
$3,899 for 7 nights
Fees included upfront
Charming, newly renovated house, a few steps from bike path.

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Find out more about Dennis Port

Why visit Dennis Port

  1. Beautiful Beaches: Enjoy the stunning shoreline and relaxing atmosphere at Own Breezes Beach, perfect for sunbathing and swimming.
  2. Outdoor Activities: Engage in thrilling experiences like parasailing or take part in family-friendly events like Dennis Summerfest.
  3. Historic Lighthouses: Explore the charming coastal lighthouses that dot the landscape, offering scenic views and rich history.
  4. Cultural Experiences: Visit engaging museums that highlight the town's maritime heritage and local culture.
  5. Varied Accommodations: Choose from cozy cottages, spacious homes, or beachfront condos for a perfect vacation stay.

Popular types of accommodation in Dennis Port

Planning a getaway to Dennis Port? You're in for a treat! This charming destination offers a variety of vacation rentals, including houses, cozy cottages, and comfortable apartments. Whether you're seeking beach rentals or a waterfront cottage, you'll find the perfect spot for relaxation and adventure. Explore the options for Dennis Port guests and discover the ideal accommodation for your dream vacation!

  • Houses: The top choice for visitors in Dennis Port, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A charming option that provides a cozy, homey atmosphere, ideal for a relaxing getaway.
  • Apartments: Convenient and practical, apartments are great for those seeking a home-like experience with easy access to local amenities.
  • Condos: These modern accommodations offer excellent facilities and are often located near beaches and attractions.
  • Villas: Luxurious and spacious, villas provide an upscale experience with plenty of amenities for a memorable stay.**

Top attractions in Dennis Port

Dennis Port, Massachusetts, is perfect for beach and outdoor enthusiasts, featuring beautiful beaches, historic lighthouses, and engaging museums. Visitors can explore Dennis Port's stunning shoreline, participate in the vibrant Dennis Summerfest, or try thrilling activities like parasailing. With a mix of culture and outdoor experiences, there's something for everyone to enjoy in this charming coastal town.

  1. Harwich Port: A charming neighborhood that offers a mix of vibrant community life and coastal beauty, just 4 miles from Dennis Port. Explore local shops, dine at waterfront restaurants, and enjoy the friendly atmosphere.
  2. West Dennis Beach: A stunning beach located 2 miles away, perfect for sunbathing, swimming, and beachcombing. Its soft sands and gentle waves create an ideal spot for relaxation and family fun.
  3. Hyannis Harbor: About 8 miles from Dennis Port, this picturesque harbor features scenic views, boat tours, and vibrant waterfront activities, making it a great place to explore maritime charm.

Things to do recommended for couples

For a romantic getaway in Dennis Port, enjoy a concert at the Cape Cod Melody Tent, only 9 miles away. For some fun, challenge each other at Pirate's Cove Mini Golf, just 5 miles away. Don’t forget to unwind together at Sol Spa, a relaxing 2 miles from your stay.

Things to do recommended for families

Families visiting Dennis Port can have a blast at the Cape Cod Inflatable Park, just 6 miles away, or enjoy the excitement at Cape Cod Baseball & Bumper Boats, located 2 miles away. For a relaxing day, Wilbur Park, 3 miles away, offers a serene recreational area for all.

Things to do recommended for groups

Groups visiting Dennis Port can enjoy the scenic Cape Cod Rail Trail for hiking, catch a family-friendly show at the Cape Cod Theatre Company, and tee off at the Ocean Edge Golf Club for a fun day outdoors. It's an ideal mix of adventure, culture, and sports!

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

No matter if you're traveling with a group, your family, pets, or planning an extended stay, it's important to prioritize your filters effectively. Here are some helpful booking tips for using Vrbo.

  • Traveling to Dennis Port with a group: Think about how many bedrooms you require, as well as any additional features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily apply filters for all of this and more on Vrbo.
  • Traveling to Dennis Port with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Dennis Port: For many families, a vacation wouldn't be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Dennis Port: If you're searching for vacation rentals with special rates 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 rental options. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Dennis Port

Discover the charm of Dennis Port, Massachusetts, where coastal beauty meets serene beaches. Enjoy family-friendly vibes and relaxing excursions in this great town on Cape Cod's south coast. Explore the inviting Own Breezes Beach, take in the scenic views, and experience the warmth of friendly locals. Whether you're seeking a romantic getaway or a budget-friendly adventure, Dennis Port offers the perfect backdrop for a memorable vacation.

  • Nantucket: Located 26 miles from Dennis Port, Nantucket is a charming island known for its stunning beaches and picturesque scenery. Visitors flock to Nantucket for its outdoor activities, including golf and exploration of its beautiful coastline. The island is a haven for beach lovers, offering pristine stretches of sand and family-friendly spots. Highlights include local golf courses and scenic vistas, making it a perfect destination for outdoor enthusiasts and those seeking a tranquil escape.
  • Hyannis: Just 8 miles from Dennis Port, Hyannis is a vibrant town that draws families and outdoor adventurers alike. Known for its beautiful beaches and lively atmosphere, Hyannis offers a plethora of activities, including a water park and cultural experiences like theater and music concerts. The town's picturesque beaches and family-friendly areas provide perfect opportunities for relaxation and fun. Don't miss the chance to explore the local shops and dining options, contributing to the lively charm of this coastal gem.
  • South Yarmouth: Only 4 miles away from Dennis Port, South Yarmouth is a delightful destination for those who enjoy beach life and outdoor activities. This town features beautiful beaches and scenic views, making it ideal for leisure seekers. Families can enjoy various attractions, including a water park and playgrounds, while golf enthusiasts can tee off at local courses. The proximity to family-friendly beaches ensures that visitors can soak up the sun and enjoy the natural beauty of Cape Cod.

Best time to go to Dennis Port

If you're planning a trip to Dennis Port, 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 iconOccupancyprice iconPricing
January35.2°F (1.8°C)Light RainMostly CloudyAverageModerately Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately 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 SunnyHighModerately High
July70.0°F (21.1°C)Light RainMostly SunnyHighModerately High
August70.7°F (21.5°C)Light RainMostly SunnyHighModerately High
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyLowAverage
November48.6°F (9.2°C)Light RainMostly SunnyLowAverage
December41.2°F (5.1°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, simply utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit!

Save more with One Key

Reserve an eligible Vrbo for your group getaway and receive OneKeyCash™ on your entire booking. Being the planner truly has its rewards! When you join 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: Effortless planning

Vrbo’s Trip Board is designed to help you plan your travels seamlessly. You can create new trips, continue working on your existing plans, or review and organize your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The beachside setting of Dennis Port is ready to explore

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Dennis Port. Renowned for its shopping, restaurants and biking, this city welcomes all visitors. 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.

Activities and attractions in and around Dennis Port

Are you hoping to find top things to see and do during your stay? Venture out of your vacation home and check out everything that Dennis Port has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cape Cod Lavender Farm (3.4 mi / 5.4 km)
  • Cape Cod Inflatable Park (5.5 mi / 8.9 km)
  • Ocean Edge Golf Club (8.2 mi / 13.2 km)
  • Cape Codder Water Park (9.5 mi / 15.2 km)
  • Cape Cod Baseball & Bumper Boats (2 mi / 3.2 km)
  • Bass River Golf Course (2.7 mi / 4.4 km)

Exploring the beaches and other natural features in Dennis Port

Whether you're an active traveler or just want to take in the scenery, Dennis Port is a great spot to appreciate mother nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Sea Street Beach (0.5 mi / 0.8 km)
  • Pleasant Road Beach (1.2 mi / 1.9 km)
  • Swan Pond River (1.6 mi / 2.5 km)
  • Cape Cod Rail Trail (2.5 mi / 4 km)
  • West Dennis Beach (2.8 mi / 4.5 km)
  • Bank Street Beach (3 mi / 4.8 km)

Seasonal weather in Dennis Port

If you're planning a vacation around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 67°F.

Transportation to and around Dennis Port

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 8.2 mi (13.1 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Nantucket, MA (ACK-Nantucket Memorial), which is 27.9 mi (45 km) away.

Frequently asked questions

What is the best area to stay in Dennis Port when booking a vacation rental?
When planning a vacation rental in Dennis Port, Massachusetts, one of the best areas to consider is the neighborhood near the beautiful beaches along the Nantucket Sound. This area is particularly appealing due to its close proximity to popular attractions such as Sea Street Beach and the scenic Corporation Beach, both offering stunning views and opportunities for swimming, sunbathing, and beachcombing.

Staying near these beaches allows for easy access to various waterfront activities, including kayaking and paddleboarding, making it a great location for families and outdoor enthusiasts alike. In addition, you'll find a charming selection of local shops and restaurants that capture the essence of Cape Cod, providing you with a taste of the region's fresh seafood and local flavors.

In terms of vacation rentals, this beachside area typically boasts a diverse range of properties, from cozy cottages to larger family homes, making it ideal for groups of different sizes.
How much does it cost to rent a vacation home in Dennis Port?
Prices for vacation rentals in Dennis Port 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 Dennis Port 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 Dennis Port vacation house rentals?
You can find great discounts on house rentals in Dennis Port 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 Dennis Port?
For renting a beach house in Dennis Port, Massachusetts, head to the picturesque coastal areas near the southern shores of Cape Cod. The neighborhoods along Sea Street and the surrounding streets offer easy access to beautiful beaches, such as the popular South Village Beach, known for its soft sands and gentle waves, making it family-friendly. Many beach houses in this area come equipped with amenities like outdoor decks, grills for barbecuing, and spacious living areas that enhance the coastal experience.

In addition to the beach access, travelers can find properties that offer amenities such as outdoor showers to rinse off after a day in the sun and fully equipped kitchens for preparing meals. Some rentals may also include kayaks or beach gear, adding to the convenience for those looking to enjoy water activities.

Nearby, the scenic Cape Cod Rail Trail provides opportunities for biking and walking, with many rentals located within a short distance of the trailhead. Additionally, local shops, restaurants, and ice cream parlors can be found in the area, making it easy to explore the local culture and cuisine. Find your rental near the beach in Dennis Port.
What is the most popular type of vacation rental accomodation in Dennis Port?
In Dennis Port, vacation houses are the most popular type of rental accommodation, with about 256 available throughout the area. These homes often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families and larger groups. Many also come with outdoor decks or patios, allowing guests to enjoy the coastal atmosphere. Additionally, there are around 75 cottages available, which provide a charming, rustic experience, often with unique character and proximity to local beaches. Condos and apartments are also options, with 57 and 17 available respectively, offering more compact living spaces suitable for couples or smaller groups.
Are there any family house rentals in Dennis Port?
In Dennis Port, Massachusetts, there are numerous family-friendly vacation rentals available—specifically around 257 options ready to welcome visitors. This charming seaside community offers a variety of homes that cater to families, with many properties located close to beautiful beaches and local attractions.

Visitors can expect spacious living areas, fully equipped kitchens superb for preparing family meals, and outdoor patios or decks for enjoying warm summer evenings. Many rentals also feature amenities like Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay for everyone.

The area is ideal for family outings, with nearby points of interest such as the picturesque beaches of Cape Cod and the vibrant atmosphere of local shops and restaurants. Families can explore the scenic trails or take part in water activities, making Dennis Port a delightful destination for those traveling with children. See all family-friendly rentals in Dennis Port.
Can I rent a vacation home with a pool or hot tub in Dennis Port?
In Dennis Port, there are plenty of vacation homes available for rent that come with pools and hot tubs, with around 38 options to choose from. This picturesque coastal town in Cape Cod is known for its beautiful beaches and charming atmosphere. Travelers can find rentals in neighborhoods close to the ocean, offering easy access to sandy shores and local attractions.

Many of these properties feature private pools and hot tubs, along with amenities such as spacious outdoor decks, fully equipped kitchens, and cozy living areas, making them ideal for family gatherings or group getaways. Some homes may even include outdoor grilling areas and fire pits, superb for enjoying warm summer evenings. Find your rental in Dennis Port with a pool or a hot tub.
Can I find long-stay vacation rentals in Dennis Port?
A long-stay vacation rental in Dennis Port 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 Dennis Port?
In Dennis Port, travelers can find a variety of pet-friendly house rentals that cater to those looking to enjoy a beach getaway with their furry companions. With over 100 options available, visitors can choose from charming cottages to spacious family homes, many of which come equipped with amenities such as full kitchens, outdoor patios, and grills, ideal for summer barbecues.

The area is known for its beautiful beaches, including Sea Street Beach and Corporation Beach, which are just a short drive away and great for long walks with pets. Additionally, the scenic Cape Cod Rail Trail offers a fantastic opportunity for biking and walking while enjoying the picturesque surroundings. Dennis Port itself is a quaint village with local shops and eateries, making it convenient for a relaxing vacation with easy access to both nature and amenities. See all pet-friendly rentals in Dennis Port.
Are there any remote work vacation rentals in Dennis Port?
In Dennis Port, Massachusetts, there are numerous remote work vacation rentals available, with around 375 options to choose from. This charming seaside community offers a variety of accommodations suitable for those blending work and leisure. Many properties provide essential amenities for remote work, such as high-speed Wi-Fi, dedicated office spaces, and comfortable desk setups, ensuring a productive environment.

Travelers can expect amenities like fully equipped kitchens for home-cooked meals, cozy living areas to unwind after work, and outdoor spaces for fresh air and relaxation. The proximity to beautiful beaches and local attractions, including the scenic Cape Cod Rail Trail and the quaint village center, adds to the appeal. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dennis Port vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Dennis Port 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 Dennis Port?
In Dennis Port, popular vacation rentals often feature essential amenities that enhance the comfort of travelers. Most properties come equipped with WiFi, allowing guests to stay connected during their stay. Kitchens are a common feature, enabling visitors to prepare their meals and enjoy dining in the comfort of their rental. Many rooms also include patios or decks, providing outdoor spaces for relaxation and enjoying the coastal breeze. Additionally, coffee and tea makers are typically available, making it easy for guests to start their day with a warm beverage.
When is the best time to visit Dennis Port for a vacation rental?
The best time to visit Dennis Port for a vacation rental is during the summer months, particularly in July. This peak season, spanning from June to August, offers warm temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, creating ideal conditions for enjoying the beautiful beaches and vibrant local culture.

During July, Dennis Port comes alive with families and travelers seeking seaside adventures, such as sunbathing, swimming, and exploring the charming shops and restaurants that line the coast. The atmosphere is lively, and outdoor activities abound, making it a great time for those who thrive on socializing and community events.

If you're looking for a more budget-friendly option, consider visiting in November. While the weather is cooler, with temperatures averaging in the mid-40s to low 50s Fahrenheit, this quieter month allows you to appreciate the serene beauty of the area without the crowds. Enjoy peaceful strolls along the beach, scenic drives, and the opportunity to explore local attractions at a leisurely pace.

Ultimately, your choice of when to visit Dennis Port will depend on whether you prefer the bustling energy of summer or the tranquil charm of the off-season.
How early should I book a Dennis Port vacation rental?
Book your Dennis Port 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 Dennis Port?
In Dennis Port, visitors can enjoy a variety of attractions that highlight the charm of Cape Cod. The area is known for its beautiful beaches, with South Village Beach and Sea Street Beach offering soft sand and calm waters, great for swimming and sunbathing. Vacation rentals in this area often provide easy access to these scenic spots, making it convenient for beachgoers.

For those interested in local culture, the nearby Cape Cod Museum of Natural History in Brewster offers exhibits and trails that showcase the region's unique environment and wildlife. The picturesque streets of Dennis Port are lined with quaint shops and eateries, where visitors can savor fresh seafood and local delicacies.

Additionally, the scenic Cape Cod Rail Trail runs through the area, providing opportunities for biking and walking while enjoying the coastal views. Visitors can also explore the nearby historic sites, such as the Jericho House and Barn Museum, which provide insight into the area's rich history.
Can I change or cancel my Dennis Port home rental booking on Vrbo?
To find Dennis Port 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 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.

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