Dennis Port vacation rentals

We found 1,256 vacation rentals — enter your dates for availability

Welcome to Dennis Port, where sun-kissed beaches meet charming historic homes, creating an idyllic backdrop for your next getaway. Explore the soft sands of Sea Street Beach, dive into outdoor adventures, or wander through the quaint streets of Harwich Port, all while soaking in the family-friendly atmosphere. Choose from a variety of cozy cottages and spacious beach homes that promise comfort and convenience, offering the perfect home-like experience for groups seeking unforgettable memories.

Holiday rentals with weekly discounts - Dennis Port

Showing deals for:Dec 4 - Dec 11

Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

6% off
$275
$1,927 for 7 nights
All fees included
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Interior
Private kitchen
Interior
Living Room view to kitchen
Exceptional
(8 reviews)

NEW Harwich Port Cottage, Minutes to Beach & Town

Harwich Port

8% off
$485
$3,394 for 7 nights
All fees included
NEW Harwich Port Cottage, Minutes to Beach & Town
Exterior
Interior
Room
Dining
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

8% off
$556
$3,889 for 7 nights
All fees included
Charming 4-bedroom house in enchanting Yarmouth
Private kitchen
Living area
Room
Living area
Exceptional
(12 reviews)

Absolute Gorgeous 6 BR Home w/3-Min Walk to Beach!

South Yarmouth

8% off
$678
$4,744 for 7 nights
All fees included
Absolute Gorgeous 6 BR Home w/3-Min Walk to Beach!
Private kitchen
Living area
Room
Dining
Exceptional
(28 reviews)

Steps to the beach!

Dennis Port

8% off
$325
$2,272 for 7 nights
All fees included
Steps to the beach!
Private kitchen
Interior
Living area
Property grounds
Exceptional
(22 reviews)

Make Memories on Mansion- location perfect for beaches, bars & bbq’s

West Harwich

8% off
$450
$3,147 for 7 nights
All fees included
Make Memories on Mansion- location perfect for beaches, bars & bbq’s
Partial kitchen view to dining / living rooms
Dining Patio (other side of house)
Master (View 2)
Family room - access to backyard
Exceptional
(15 reviews)

Charming 3 bedroom & 3 full bath house in S. Yarmouth with AC - walk to beach!

South Yarmouth

9% off
$537
$3,756 for 7 nights
All fees included
Charming 3 bedroom & 3 full bath house in S. Yarmouth with AC - walk to beach!
Dining
Living area
Property grounds
Private kitchen
Exceptional
(59 reviews)

Renovated Dennis Port cottage

Dennis Port

8% off
$329
$2,301 for 7 nights
All fees included
Renovated Dennis Port cottage
Interior
Property grounds
Exterior detail
Property grounds
Exceptional
(54 reviews)

Ocean Front, Private Beach, Ocean View , Private patio

Dennis Port

18% off
$467
$3,270 for 7 nights
All fees included
Ocean Front, Private Beach, Ocean View , Private patio
Terrace/patio
New stone pathway to shower and back of house!
Living area
Eat-in kitchen and breakfast bar
Exceptional
(138 reviews)

Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

Harwich

8% off
$230
$1,611 for 7 nights
All fees included
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich
Living area
Exterior detail
Private kitchen
Living area
Exceptional
(47 reviews)

Frank's Cozy Cape Cod Beach Cottage

Dennis Port

9% off
$411
$2,876 for 7 nights
All fees included
Frank's Cozy Cape Cod Beach Cottage
Private kitchen
Interior
Outdoor dining
Interior
Wonderful
(19 reviews)

Eazy Breezy Beach Home

Dennis Port

9% off
$303
$2,122 for 7 nights
All fees included
Eazy Breezy Beach Home
A true beach house!
Pottery Barn chandelier, seating for 8! Beautiful coastal decor!
Living area
Terrace/patio
Exceptional
(8 reviews)

LUXURYBEACHHOUSE*walk2beaches*firepit/bikes/fencedyard/kingbed

South Yarmouth

8% off
$365
$2,555 for 7 nights
All fees included
LUXURYBEACHHOUSE*walk2beaches*firepit/bikes/fencedyard/kingbed
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Find out more about Dennis Port

Why visit Dennis Port

  • Beautiful Beaches: Enjoy stunning sandy shores perfect for sunbathing, swimming, and beachcombing.
  • Charming Historic Homes: Discover picturesque historic houses that showcase the local architecture and culture.
  • Outdoor Activities: Embrace outdoor adventures like hiking, biking, and water sports in scenic surroundings.
  • Family-Friendly Atmosphere: Experience a welcoming environment ideal for families, ensuring fun for all ages.
  • Relaxing Vacation Rentals: Choose from a variety of cozy cottages and beach homes for a perfect retreat.

Popular types of accommodation in Dennis Port

If you're planning a getaway to Dennis Port, you'll find a variety of fantastic vacation rentals to choose from. Our most popular options include houses, charming cottages, and cozy condos. Whether you're seeking a spacious summer beach home or a quaint Cape Cod beach rental, we have the perfect options for you. Explore our Dennis Port vacation rentals and discover your ideal retreat today.

  • Houses: These are the top choice for visitors, offering spacious accommodations ideal for families or groups looking for a home-like atmosphere.
  • Cottages: A charming option, cottages provide a cozy, quaint feel, perfect for a romantic getaway or a peaceful retreat.
  • Condos: Condominiums offer modern amenities and easy access to local attractions, making them a popular choice for convenience.
  • Apartments: These rentals are great for those seeking a more urban experience, with all the comforts of home.
  • Cabins: Rustic and inviting, cabins offer a unique experience for nature lovers wanting to escape into the woods.**

Top attractions in and around Dennis Port

Welcome to Dennis Port, Massachusetts, a perfect destination for beach lovers and outdoor enthusiasts. With its beautiful beaches, charming historic houses, and scenic harbor, there's plenty to explore. Whether you're seeking relaxation or cultural experiences, Dennis Port offers a delightful mix of activities for families, couples, and solo travelers. Enjoy the stunning scenery and vibrant local culture during your vacation here.

  • Sea Street Beach: A charming beach nestled in Dennis Port, Sea Street Beach offers a relaxing atmosphere with soft sands and gentle waves, perfect for sunbathing and swimming. Its beach vibes create a welcoming environment for families and friends alike.
  • Hyannis Harbor: Located 8 miles from Dennis Port, Hyannis Harbor boasts stunning scenery and a vibrant waterfront. Enjoy the picturesque views, watch boats come and go, or take a leisurely stroll along the harbor's edge.
  • Harwich Port: Just 4 miles away, Harwich Port is a quaint neighborhood known for its city vibes, featuring charming shops, cozy restaurants, and a lively community atmosphere, perfect for exploration and relaxation.

Things to do recommended for couples

For a romantic getaway in Dennis Port, consider a round of golf at Twin Brooks Golf Course, just 9 miles away. Enjoy the luxurious ambiance and beautiful landscapes, perfect for couples looking to relax and bond over a shared love of the game.

Things to do recommended for families

Families visiting Dennis Port can have a blast at the beautiful beaches, enjoy a fun-filled day at the local arcade, and explore the Cape Cod Inflatable Park for thrilling water slides and bounce houses. Don't miss the chance to visit the nearby Cape Cod Rail Trail for a family bike ride.

Things to do recommended for groups

Explore the scenic beaches of Dennis Port, perfect for a group day of sun and sand. Take a scenic bike ride along the Cape Cod Rail Trail or enjoy a fun evening with local seafood and live music at a beachside restaurant.

*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 an extended stay, it's important to use the right filters to meet your specific needs. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Dennis Port with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Dennis Port with young kids: Traveling with young kids can be quite demanding. 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 vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo listings that welcome pets. Most of these 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: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Dennis Port

Discover the charm of Dennis Port, where stunning beaches and picturesque landscapes await you. Enjoy family-friendly vibes and romantic sunsets while exploring nearby Yarmouth Port and beautiful private residences. With excellent beach access and delightful rental options, your stay promises relaxation and adventure in this coastal gem. Embrace the friendly atmosphere and indulge in outdoor excursions that will make your vacation truly unforgettable.

  • Cape Cod: Located 7 miles from Dennis Port, Cape Cod is a picturesque destination known for its stunning beaches, scenic landscapes, and outdoor activities. This charming region is perfect for beach lovers and adventurers alike. Visitors can enjoy a variety of attractions, including water parks and beautiful golf courses that cater to all skill levels. The local beaches, including family-friendly spots, are ideal for sunbathing, swimming, and beachcombing. Don’t miss the iconic Cape Cod National Seashore, where you can experience breathtaking coastal views and nature trails.
  • Chatham: Situated 9 miles from Dennis Port, Chatham is a quaint coastal town that offers a delightful blend of charm and natural beauty. Known for its pristine beaches and scenic vistas, Chatham makes an excellent spot for outdoor enthusiasts. Golf courses and playgrounds provide fun for the whole family, while the local beaches invite relaxation and exploration. The Cape Cod lighthouse and historic landmarks further enhance the allure of this picturesque town, making it a must-visit for anyone looking to enjoy the classic Cape Cod experience.
  • Hyannis: Just 8 miles from Dennis Port, Hyannis is a vibrant city that serves as the commercial and cultural hub of Cape Cod. Renowned for its beautiful beaches and lively atmosphere, Hyannis offers a plethora of entertainment options, including water parks, theaters, and music concerts. Visitors can soak up the sun on family-friendly beaches or explore the local shops and restaurants. The scenic waterfront and charming harbor add to the appeal, making Hyannis a fantastic destination for anyone seeking an enjoyable beach vacation paired with cultural experiences.

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 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, consider booking a longer stay for even greater savings. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly area to plan new trips, continue from where you last stopped, or manage your travel arrangements. You'll discover your saved or booked properties organized into sections for Potential, Upcoming, and Current Trips. To begin using Trip Boards, simply head over to: 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)
  • Cranberry Valley Golf Course (4.3 mi / 6.9 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)

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)
  • Red River Beach (4.6 mi / 7.3 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 are the best areas to stay in a vacation rental in Dennis Port?
Dennis Port offers a welcoming atmosphere for all types of guests, with vacation rentals spread throughout the area providing space and privacy. You'll find a wide selection of houses, cottages, and condos that cater to different preferences, whether you're looking for a quiet retreat or easy access to the coast. Many properties are conveniently located for exploring local attractions like Sea Street Beach or the Cape Cod Rail Trail.
What are the most popular vacation rentals in Dennis Port?
Houses are the most popular choice for guests in Dennis Port, offering ample space and privacy for families and groups. Cottages are also a very common and beloved option, providing a charming, cozy experience. Additionally, condos are frequently booked, especially for those seeking convenient amenities and a more compact stay. These property types make up the majority of the nearly 480 vacation rentals available in Dennis Port.
What amenities do vacation rentals in Dennis Port usually offer?
Vacation rentals in Dennis Port typically come equipped with a variety of amenities to make your stay comfortable and convenient. You can expect to find internet access, televisions, and fully equipped kitchens for preparing meals. Many properties also feature outdoor spaces like patios or yards, along with balconies or terraces for enjoying the fresh air. Parking is commonly available, and for longer stays, you'll often find laundry facilities.
Are there family-friendly vacation rentals in Dennis Port?
Yes, Dennis Port has over 240 family-friendly vacation rentals, making it easy to plan a trip with loved ones. Houses and cottages are particularly popular choices for families, offering plenty of room to spread out. These rentals often include amenities such as barbecue grills for outdoor dining, fully equipped kitchens for preparing family meals, and travel cribs for the youngest guests, ensuring a comfortable stay for everyone.
Are there pet-friendly vacation rentals in Dennis Port?
Yes, you'll find over 100 pet-friendly vacation rentals in Dennis Port, so your furry companions can join the fun. Houses and cottages are the most common property types that welcome pets. Many of these rentals offer secured yards, providing a safe outdoor space for your pets to enjoy. It's a great way to experience Dennis Port without leaving anyone behind.
What are the best areas for group vacation rentals in Dennis Port?
Dennis Port offers a good selection of vacation rentals suitable for groups, with over 180 properties designed to accommodate larger parties. Houses are ideal for groups, providing multiple bedrooms and spacious common areas. These rentals often feature large kitchens and dining tables for shared meals, along with ample parking for several cars, making them perfect for family reunions or friends' getaways.
What are the best luxury vacation rentals in Dennis Port?
Dennis Port features over 140 luxury vacation rentals, primarily houses, that offer an elevated experience for guests. These upscale properties often come with premium amenities such as private pools, hot tubs, and ocean views, providing a serene and indulgent retreat. You can expect spacious layouts and high-end finishes throughout these exclusive rentals.
Are there any budget-friendly vacation rentals in Dennis Port?
Yes, Dennis Port provides many budget-friendly vacation rentals, with over 240 properties offering great value. Cottages and houses are common options that allow you to enjoy the area without overspending. These rentals often include full kitchens, which can help save on dining costs, and free parking, adding to the overall value of your stay.
Are there any vacation rentals in Dennis Port with a pool?
Yes, you can find over 60 vacation rentals in Dennis Port that feature pools, perfect for a refreshing dip during your stay. Condos and houses are the most common property types offering this amenity. You'll discover options with outdoor pools for sunny days, shared pools within complexes, and even heated pools for cooler weather, providing a relaxing experience for everyone.
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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