Dennis Port vacation rentals

We found 1,246 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 11 - Dec 18

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
$289
$2,024 for 7 nights
All fees included
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Front Porch
Private kitchen
Interior
Interior
Exceptional
(8 reviews)

NEW Harwich Port Cottage, Minutes to Beach & Town

Harwich Port

9% off
$482
$3,371 for 7 nights
All fees included
NEW Harwich Port Cottage, Minutes to Beach & Town
Room
Interior
Living area
Dining
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

8% off
$546
$3,822 for 7 nights
All fees included
Charming 4-bedroom house in enchanting Yarmouth
Private kitchen
Living area
Living area
Room
Exceptional
(12 reviews)

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

South Yarmouth

8% off
$670
$4,692 for 7 nights
All fees included
Absolute Gorgeous 6 BR Home w/3-Min Walk to Beach!
Dining
Living area
Exterior detail
Private kitchen
Exceptional
(29 reviews)

Steps to the beach!

Dennis Port

8% off
$327
$2,286 for 7 nights
All fees included
Steps to the beach!
Carriage house recreation with 82inch 4K TV. Ping pong, billiards and pinball!!
Exterior detail
Carriage house with American made solar
Hot Tub has lights, waterfall, massage jets and Bluetooth stereo to stream.
Exceptional
(53 reviews)

Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl

South Yarmouth

8% off
$545
$3,818 for 7 nights
All fees included
Huge Family Compound Near Beach Hot Tub, Basketball Court,Pinball. Linens incl
Family room - access to backyard
Dining Patio (other side of house)
Front of House
Partial kitchen view to dining / living rooms
Exceptional
(15 reviews)

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

South Yarmouth

9% off
$528
$3,699 for 7 nights
All fees included
Charming 3 bedroom & 3 full bath house in S. Yarmouth with AC - walk to beach!
Property grounds
Living area
Private kitchen
Dining
Exceptional
(59 reviews)

Renovated Dennis Port cottage

Dennis Port

8% off
$331
$2,314 for 7 nights
All fees included
Renovated Dennis Port cottage
Terrace/patio
New stone pathway to shower and back of house!
Eat-in kitchen and breakfast bar
Harwich-Harwichport House
Exceptional
(138 reviews)

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

Harwich

8% off
$227
$1,592 for 7 nights
All fees included
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich
Private kitchen
Property grounds
Exterior detail
Property grounds
Exceptional
(54 reviews)

Ocean Front, Private Beach, Ocean View , Private patio

Dennis Port

18% off
$451
$3,160 for 7 nights
All fees included
Ocean Front, Private Beach, Ocean View , Private patio
Living area
Exterior detail
Private kitchen
Living area
Exceptional
(47 reviews)

Frank's Cozy Cape Cod Beach Cottage

Dennis Port

9% off
$411
$2,879 for 7 nights
All fees included
Frank's Cozy Cape Cod Beach Cottage
Exterior
Interior
Private kitchen
Interior
Wonderful
(20 reviews)

Eazy Breezy Beach Home

Dennis Port

9% off
$302
$2,116 for 7 nights
All fees included
Eazy Breezy Beach Home
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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 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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