Dennis Port vacation rentals

We found 1,217 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Dennis Port by choosing from 304 houses, 58 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

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Find out more about Dennis Port

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)
  • Gold Coast Parasailing & Jet Ski (5 mi / 8 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)

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 most popular type of vacation rental accommodation in Dennis Port?
The most desirable types of vacation rentals in Dennis Port are condos. Looking for something different? Vrbo offers a variety of options to match our guests’ unique requirements, so you’ll see properties in all sizes, and for all budgets. The ideal home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Dennis Port?
Different things can affect the price of a vacation rental in Dennis Port, like the season, type of property and length of stay. But, all Vrbo homes have something in common — exceptional value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Dennis Port?
When you travel and the style and size of the property will determine the cost of your beachside stay. Enter your Dennis Port travel dates to view your available options on Vrbo. Did someone just say “private pool”? Use our filters to choose the amenities and features you need.
Are there pet-friendly vacation rentals in Dennis Port?
Happily, yes. You’ll find 464 vacation homes that roll out the welcome mat in Dennis Port on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where Rover can lap up the fun.
Can I rent a house with a pool in Dennis Port?
Add a new level of fun to your adventure by booking your crew into one of the 51 houses with a private pool in Dennis Port. Use our search filter to find properties with pools on Vrbo, then spend leisurely days splashing and playing in a swimming pool that’s all yours.
What are popular rental amenities in Dennis Port?
When it comes to rental amenities that guests are searching for in Dennis Port, a sauna, a nearby waterfront and a garden rank highest. With Vrbo vacation homes, you’ll find options to match your taste and style, whether you’re vacationing with your partner, family members or even pets.
Are there large group vacation rentals in Dennis Port?
Take your pick of 44 vacation properties in Dennis Port that can accommodate a group of 10 or more people. Whether you’re planning time away with the family or an event like a party, there’s enough room to get your favorite people together under the same roof.
Are there vacation rentals in Dennis Port that welcome kids?
With 456 family-friendly vacation homes available in Dennis Port, now is a fantastic time to introduce the little ones to the thrills of travel. Just click on our “Properties good for families” filter to look for stays packed with conveniences perfect for traveling families, such as extra bedrooms, swimming pools, entertainment areas and hot tubs.
What are the top attractions for families in Dennis Port?
There are plenty of fun things to see and do with the family in Dennis Port, such as:

  • Sea Street Beach
  • Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
  • Swan Pond River

Are there one-bedroom vacation rentals in Dennis Port?
You’ll find 82 one-bedroom properties in Dennis Port to pick from. A one-bedroom vacation rental is an excellent choice if it’s only you and your partner or if you’re traveling on your own. Add in more space, privacy and convenience than a hotel, and you’re bound to have a trip to remember.
Can I find two-bedroom vacation rentals in Dennis Port?
Take your pick of 152 two-bedroom properties in Dennis Port. Put your little ones in the second room or maybe fill it with a couple of your best buddies. There’s space for whoever’s lucky enough to be coming along.
Are there vacation rentals with WiFi in Dennis Port?
Dennis Port has 217 vacation rentals with WiFi, so you can stay connected while you’re on vacation. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with your family to checking emails, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in Dennis Port?
You’ll have a choice of 427 vacation homes with air conditioning in Dennis Port giving you that cool, cool breeze and extra touch of comfort. Simply enter your chosen travel dates and then take advantage of our filters to search for properties with air conditioning.
How old do you have to be to rent a vacation rental in Dennis Port?
Age restrictions can differ across properties on Vrbo, so double-check the rules of the vacation rental in Dennis Port you want to book. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Dennis Port for?
The amount of time you can rent a Dennis Port vacation home for differs depending on the property. Simply tap in your dates of travel to view options offering extended stays. They feature all the things you need to make your extended trip more convenient and comfortable, such as air conditioning and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Dennis Port?
Short stay or extended vacation, Vrbo has some bargain deals and special discounts in Dennis Port that’ll suit your style and budget. Browse our weekly and monthly discounts on vacation rentals, or check out what’s just been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without draining your wallet.

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