Dennis Port vacation rentals

We found 1,200 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Dennis Port by choosing from 231 houses, 78 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:May 22 - May 29

Image gallery for Charming Cabin for 2 w pool, 1mile to ocean, BBQ, Pet ok, walk to mini golf/food

Queen bed, porch, bathroom, kitchenette, ac, café table+chairs.
8.8 out of 10, Excellent, (53 reviews)
Excellent
(53 reviews)

Charming Cabin for 2 w pool, 1mile to ocean, BBQ, Pet ok, walk to mini golf/food

South Yarmouth

9% off
Price is $169
$1,182 for 7 nights
All fees included
Charming Cabin for 2 w pool, 1mile to ocean, BBQ, Pet ok, walk to mini golf/food

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Find out more about Dennis Port

Why visit Dennis Port

  • Beautiful Beaches: Enjoy pristine sandy shores perfect for sunbathing and swimming.
  • Charming Harbor: Experience the picturesque harbor, ideal for scenic views and relaxation.
  • Historic Houses: Explore the rich history of the area through its well-preserved historic homes.
  • Outdoor Activities: Engage in a variety of outdoor adventures, including kayaking and biking.
  • Welcoming Community: Experience the friendly atmosphere created by local residents and businesses.

Popular types of accommodation in Dennis Port

When it comes to vacation rentals in Dennis Port, you'll find a variety of popular options, including houses, cozy cottages, and comfortable condos. Whether you’re seeking beach rentals or a spacious Dennis vacation rental home, our platform offers transparency and savings to help you choose the perfect spot. Explore the charming Dennisport cottages and discover the amenities that will make your stay unforgettable.

  • Houses: These spacious and comfortable homes are the top choice for visitors seeking a relaxing getaway in Dennis Port, perfect for families or groups.
  • Cottages: Quaint and charming, cottages provide a cozy atmosphere, making them a popular choice for those who want to enjoy the seaside vibe.
  • Condos: Ideal for those seeking modern amenities, condos offer a convenient and stylish option for vacationers looking to explore the area.
  • Apartments: A practical choice for solo travelers or couples, apartments provide a home-like feel with essential conveniences.
  • Cabins: Rustic and inviting, cabins are perfect for those looking to immerse themselves in nature while enjoying a peaceful retreat.**

Top attractions near Dennis Port

Dennis Port, Massachusetts, is a fantastic destination for beach lovers and outdoor enthusiasts. With its stunning beaches, historic houses, and charming harbor, visitors can enjoy a variety of cultural and scenic experiences. Whether you're looking to relax by the shore, explore local history, or engage in outdoor activities, Dennis Port offers something for everyone to enjoy during their vacation.

  • Hyannis Harbor: A picturesque harbor offering stunning views and a vibrant atmosphere. Enjoy sandy beaches and the scenic charm of boats bobbing on the water, perfect for a leisurely stroll or a boat tour.
  • West Dennis Beach: A beautiful stretch of sandy beach known for its relaxing vibes. Ideal for sunbathing, swimming, and beachcombing, it’s a great spot to unwind and soak up the sun.
  • Harwich Port: A charming neighborhood with a mix of local shops and eateries. Experience the quaint city vibes while exploring its coastal charm and enjoying fresh seafood.

Things to do recommended for couples

For a romantic getaway in Dennis Port, try your hand at Pirate's Cove Mini Golf, just 5 miles away, or Putter's Paradise and Wild Animal Lagoon, both 7 miles away. Enjoy fun-filled adventures together in a charming, family-friendly atmosphere.

Things to do recommended for families

Your family vacation in Dennis Port will be filled with fun. Enjoy arcade games and bumper boats at Cape Cod Baseball & Bumper Boats, race go-karts at Bud's Go Karts, and relax at Wilbur Park, a perfect spot for wellness and outdoor activities.

Things to do recommended for groups

Explore the scenic Cape Cod Rail Trail for a group hike, enjoy a performance at the Cape Cod Theatre Company for a cultural evening, or challenge your friends at the Bass River Golf Course for a day of fun and sports just a few miles from Dennis Port.

*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 Dennis Port

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

  • Traveling to Dennis Port with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group activities. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Dennis Port with young kids: Traveling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Dennis Port: For many families, a trip isn't truly complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Dennis Port: Welcome. If you're in search of vacation rentals that offer great discounts for month-long stays, 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 as well.

Where to stay near Dennis Port

Dennis Port, Massachusetts, offers a delightful blend of coastal beauty and charming seaside experiences. This popular beach vacation town is perfect for relaxation, family-friendly excursions, and romantic getaways. Explore the picturesque Cape Cod beach rentals and enjoy the inviting atmosphere created by friendly locals. Whether you're lounging on the sandy shores or indulging in outdoor adventures, Dennis Port promises a memorable vacation filled with scenic views and a welcoming vibe.

  • Cape Cod: Located 7 miles from Dennis Port, Cape Cod is a stunning peninsula known for its picturesque beaches, charming seaside towns, and vibrant outdoor activities. Visitors flock to this region for its incredible scenery and beach experiences. Whether you're looking to enjoy a day at the beach, play a round of golf at one of its many courses, or splash around at a local water park, Cape Cod has something for everyone. Don't miss the iconic Cape Cod National Seashore, where you can soak in breathtaking views and explore sandy shores.
  • Hyannis: Just 8 miles from Dennis Port, Hyannis is a bustling city renowned for its family-friendly atmosphere and beach access. This lively destination offers a variety of outdoor experiences, including beautiful beaches perfect for sunbathing and swimming. Adventure seekers can enjoy a day at the local water park or catch a performance at one of the nearby theaters. The Hyannis Harbor is also a great spot to explore, with ferry services to the nearby islands making it a hub for day trips. Enjoy the vibrant local dining scene and live music that enhances the town's charm.
  • South Yarmouth: Located 4 miles from Dennis Port, South Yarmouth is a delightful city known for its stunning beaches and scenic views. This area is perfect for those seeking outdoor activities, from relaxing on family-friendly beaches to enjoying a round of golf or exploring local playgrounds. The beautiful coastline offers ample opportunities for swimming and sunbathing, making it a great spot for families. South Yarmouth captures the essence of Cape Cod with its captivating scenery and friendly atmosphere, ensuring a memorable vacation experience.

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.

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 SunnyHighSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyHighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyHighSlightly 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 a breeze

Are you eager to save on your upcoming travel plans? Being flexible with your travel dates can be a smart move, as prices tend to change. Additionally, opting for 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.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. 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 eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels, pick up right where you left off, and manage your itinerary with ease. You can easily access any properties you've saved or booked, which are now organized into categories like Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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 Baseball & Bumper Boats (2 mi / 3.2 km)
  • 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)
  • 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)
  • 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)
  • Thachers Beach (4.1 mi / 6.6 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, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in Dennis Port, Massachusetts, the area around the coastline is particularly appealing. This charming part of town offers a variety of properties, from cozy cottages to larger homes, suiting different group sizes and preferences. Staying near the beach provides easy access to beautiful sandy shores and the refreshing waters of Nantucket Sound, making it great for sunbathing, swimming, or simply enjoying scenic walks along the shoreline.

One of the top attractions in this area is the stunning Cape Cod National Seashore, which offers breathtaking views and numerous recreational opportunities like hiking and birdwatching. Additionally, the nearby Dennis Port Village is a delightful spot to explore local shops, restaurants, and cafes, giving visitors a taste of the local culture.
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, travelers should consider the picturesque area along the Nantucket Sound, particularly near the popular beaches such as Sea Street Beach and South Village Beach. This region features a variety of vacation rentals that offer amenities like private decks, outdoor grills, and easy beach access, making them superb for families and groups looking to enjoy the coastal atmosphere. Many properties also come equipped with modern kitchens and spacious living areas, ideal for preparing meals after a day in the sun.

Additionally, the charming neighborhood of Dennis Port is known for its quaint shops, local seafood restaurants, and scenic walking paths that hug the coastline. Rentals here often provide a blend of comfort and convenience, with some properties featuring access to shared amenities like swimming pools or community fire pits for evening gatherings. The proximity to both beautiful beaches and local attractions enhances the overall experience for visitors.

For those seeking outdoor activities, nearby conservation areas and trails offer opportunities for hiking and exploring the natural beauty of Cape Cod.
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, with around 225 available throughout the area. These homes are often situated in family-friendly neighborhoods close to the beach, offering guests ample space and a cozy feel. Most vacation houses come equipped with fully stocked kitchens, comfortable living areas, and outdoor patios or decks for enjoying the pleasant Cape Cod weather.

Additionally, there are about 77 cottages available, which provide a charming and cozy option for travelers, typically featuring rustic decor and proximity to local attractions. Condos and apartments are also present, with approximately 73 condos and 17 apartments suiting those looking for a more compact, low-maintenance stay.
Are there any family house rentals in Dennis Port?
In Dennis Port, Massachusetts, there are numerous family-friendly vacation rentals available, with around 230 options to choose from. This charming coastal village is known for its beautiful beaches and family-friendly atmosphere, making it an ideal spot for a getaway. Many of the homes in this area offer spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor patios or decks superb for enjoying the fresh sea air.

Visitors can enjoy easy access to nearby attractions such as the scenic beaches of Cape Cod, where kids can play in the sand or swim in the ocean. Additionally, the local area features convenient amenities like outdoor grills, Wi-Fi, and sometimes even private pools or game rooms to keep everyone entertained. 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 or hot tubs, with around 51 options to choose from. This charming coastal town on Cape Cod offers a variety of properties that cater to travelers looking for relaxation and fun in the sun. Many rentals feature private pools, hot tubs, and spacious outdoor areas, superb for barbecues and family gatherings.

Travelers can expect amenities such as fully equipped kitchens, comfortable living spaces, and easy access to nearby beaches, making it an ideal location for a summer getaway.
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, with around 94 options available. Many of these homes offer amenities such as fully equipped kitchens, spacious living areas, and outdoor patios, making them ideal for families or larger groups. The area is known for its charming Cape Cod atmosphere, featuring cozy cottages and beach houses that often include outdoor grills and fire pits for evening gatherings.

Dennis Port is conveniently located near several beautiful beaches, providing ample opportunities for pet owners to enjoy the sun and sand with their furry friends. In addition, the nearby Cape Cod Rail Trail offers scenic walking and biking paths that are superb for exercising pets while taking in the picturesque coastal scenery.
Are there any remote work vacation rentals in Dennis Port?
In Dennis Port, Massachusetts, there is a substantial selection of vacation rentals suitable for remote work, with around 376 options available. The area is known for its charming seaside atmosphere and proximity to beautiful beaches, making it an attractive spot for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring a productive environment.

Travelers can expect a variety of accommodations, from cozy cottages to larger homes, often featuring inviting outdoor areas where one can relax after a workday. The neighborhood is also conveniently located near local shops, restaurants, and picturesque coastal views, providing opportunities for breaks and exploration during downtime. 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 rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios for enjoying the outdoor atmosphere. Many properties also feature onsite parking for convenience. Additionally, travelers can expect coffee and tea makers in their rentals, enhancing the comfort of their stay.
When is the best time to visit Dennis Port for a vacation rental?
The peak season for visiting Dennis Port runs from June to August, with July being the most popular month among travelers seeking a quintessential New England beach experience. During this vibrant summer period, visitors can enjoy warm temperatures, typically ranging from the low 60s to the mid-80s Fahrenheit, making it ideal for sunbathing, swimming, and beach activities. The area buzzes with life, as families and friends gather to savor the sun and partake in local events and festivals.

For those who prefer a more tranquil atmosphere, consider planning your visit in November. This off-peak month offers a unique charm, allowing you to explore the picturesque coastal scenery without the hustle and bustle of summer crowds. You can enjoy serene walks along the beach or engage in cozy indoor activities, all while taking in the beautiful autumn hues that grace the landscape.

Ultimately, the best time to visit Dennis Port for a vacation rental depends on whether you're drawn to the lively summer festivities or the peaceful ambiance of the shoulder 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, Massachusetts, United States of America?
In Dennis Port, visitors can enjoy a variety of attractions that highlight the beauty of Cape Cod. The picturesque beaches, such as Sea Street Beach and Inman Road Beach, are superb for sunbathing, swimming, and beachcombing. The charming village atmosphere is enhanced by local shops and eateries, where travelers can sample fresh seafood and classic New England fare.

Nearby, the Cape Cod Rail Trail provides a scenic route for biking and walking, allowing guests to explore the natural landscapes of the area. For those interested in maritime activities, the Dennis Port harbor offers opportunities for kayaking and paddleboarding, providing a unique perspective of the coastline.
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 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 Dennis Port 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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