Dennis Port vacation rentals

We found 1,211 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Dennis Port by choosing from 238 houses, 75 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:Apr 3 - Apr 10

Image gallery for 15% off Ocean View - 400 Feet To South Village Beach, West Dennis, Cape Cod!

Ocean View of S. Village Beach from 2nd Floor Master Bedroom!
10 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)

15% off Ocean View - 400 Feet To South Village Beach, West Dennis, Cape Cod!

West Dennis

9% off
Price is $439
$3,073 for 7 nights
All fees included
15% off Ocean View - 400 Feet To South Village Beach, West Dennis, Cape Cod!

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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)
  • 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 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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