Dennis Port holiday homes

We found 1,258 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Dennis Port by choosing from 242 houses, 77 flats and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Dennis Port

Showing deals for:2 Oct - 9 Oct

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, (54 reviews)
Excellent
(54 reviews)

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

South Yarmouth

8% off
Price is NZ$2,347
for 7 nights, 1 cabin
NZ$335 per night
includes taxes & fees
Charming Cabin for 2 w pool, 1mile to ocean, BBQ, Pet ok, walk to mini golf/food

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Dennis Port

  • Scenic Beaches: Enjoy pristine coastal sands perfect for sunbathing, swimming, and family-friendly seaside fun.
  • Historic Charm: Wander past well-preserved historic houses and immerse yourself in the town's rich heritage.
  • Local Harbour Culture: Explore the vibrant harbour area offering a taste of local maritime life.
  • Outdoor Adventures: Engage in various outdoor activities along the picturesque coastline.
  • Vibrant Nightlife: Unwind with lively evenings featuring local entertainment in this coastal gem.

Top attractions near Dennis Port

Discover the charm of Dennis Port, Massachusetts, where stunning beaches and scenic views await. Enjoy outdoor activities along the beautiful coastline, explore historic houses, and visit the local harbour for a taste of culture. After a day of adventure, unwind with the vibrant nightlife that Dennis Port offers. Whether you're seeking relaxation or exploration, this coastal gem provides the perfect setting for a memorable holiday experience.

  • Seagull Beach: Enjoy a beach experience with vibrant beach vibes, located 8km from Dennis Port, offering refreshing coastal walks and stunning ocean views.
  • Grays Beach: Relish the sandy shores with classic beach vibes, situated 11km from Dennis Port, perfect for leisurely strolls and peaceful seaside moments.
  • Cockle Cove Beach: Experience the charm of a coastal retreat with soothing beach vibes, found 10km from Dennis Port, ideal for sunbathing and gentle water activities.

Things to do recommended for couples

For a romantic getaway in Dennis Port, explore the charming beaches at sunset, enjoy a cozy dinner at a seaside restaurant, or take a leisurely bike ride along the scenic coastline. Don’t miss a sunset walk on the shore, perfect for creating cherished memories together.

Things to do recommended for families

Families can explore the sandy shores of Sea Street Beach, perfect for building sandcastles, or take a fun bike ride along the scenic Cape Cod Rail Trail. Don't miss the chance to enjoy ice cream at the local parlours for a sweet treat after a day of adventures.

Things to do recommended for groups

Groups visiting Dennis Port can enjoy a delightful day at the beach, partake in a thrilling whale watching tour, and savour fresh seafood at local eateries. Don't miss the chance to explore the charming boutiques and art galleries that showcase the vibrant culture of Cape Cod.

*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

Whether you’re journeying with a group, travelling as a family, bringing along your pets or planning an extended stay, be sure to filter by your specific needs. Here are some Vrbo booking tips for you.

  • Traveling to Dennis Port with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily refine your search for these options and many others on Vrbo.
  • Traveling to Dennis Port with young kids: Travelling with young kids can be quite a challenge. It's important to prioritise their comfort and safety, along with ensuring there are 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, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer 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 holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can quickly locate and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Dennis Port

Discover Dennis Port, a charming coastal getaway in Massachusetts perfect for beach days and scenic escapes. Enjoy the outdoor holiday vibes and family-friendly atmosphere, with its relaxing coastal beauty and budget-friendly options. Experience romantic walks along the shore and immerse in the captivating seaside charm of this delightful holiday destination.

  • Cape Cod: Situated 11km from Dennis Port, Cape Cod offers a refreshing coastal escape with its pristine sands and captivating seascapes. It is celebrated for its beach, scenery, and outdoor experiences, making it a prime destination for those keen on enjoying water parks, engaging in golf at local courses, or simply taking in the natural beauty of the cape. Whether exploring family-friendly beaches or strolling along the shores, visitors will find plenty of attractions to enrich their holiday experience.
  • Chatham: Just 14km from Dennis Port, Chatham is a charming city that promises a delightful blend of beachside relaxation and scenic outdoor adventures. With its emphasis on beach, scenery, and outdoor pursuits, the city offers a range of activities including golf, visits to local golf courses, and delightful playgrounds for the young and young-at-heart. Its local landmarks, such as family beaches and the iconic cape, provide a picturesque backdrop that captures the essence of a classic New England holiday.
  • Hyannis: Located 13km from Dennis Port, Hyannis is a vibrant city renowned for its beach, scenic views, and outdoor attractions. The area is a magnet for travellers looking to enjoy water parks, catch a theatre performance or a live music concert, all whilst taking in the stunning coastal vistas. Its landmarks, including family beaches and the distinctive cape, offer a perfect blend of relaxation and excitement, ensuring a memorable holiday 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.2°F (1.8°C)Light RainMostly CloudyAverage
February35.2°F (1.8°C)Light RainMostly CloudyAverage
March38.5°F (3.6°C)Light RainMostly SunnyAverage
April45.7°F (7.6°C)Light RainMostly SunnyAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverage
June62.1°F (16.7°C)Light RainMostly SunnyHigh
July70.0°F (21.1°C)Light RainMostly SunnyHigh
August70.7°F (21.5°C)Light RainMostly SunnyHigh
September65.8°F (18.8°C)Light RainMostly SunnyAverage
October57.9°F (14.4°C)Light RainMostly SunnyLow
November48.6°F (9.2°C)Light RainMostly SunnyLow
December41.2°F (5.1°C)Light RainMostly CloudyLow

Booking with Vrbo is simple

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Plus, booking a longer stay could result in significant savings. To help you find the ideal Vrbo property that suits your budget, use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's impressive Trip Board offers you a convenient platform to craft new adventures, pick up right where you paused, or effortlessly manage your travel plans. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The beachside setting of Dennis Port is ready to explore

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Dennis Port. Renowned for its shopping, restaurants and cycling, this city welcomes all visitors. Cape Cod Beaches and Cape Cod National Seashore are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 attractions to visit while you're in the area? Venture out of your holiday home and check out everything that Dennis Port has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Harwich Herring Run (1.7 mi / 2.7 km)

Exploring the beaches and other natural features in Dennis Port

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Dennis Port is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Beaches (13.6 mi / 21.8 km)
  • 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)
  • Earle Road Beach (1.7 mi / 2.7 km)
  • Cape Cod Rail Trail (2.5 mi / 4 km)

Seasonal weather in Dennis Port

If you're planning a holiday around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 20°C.

Transport 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 centre. If you can't find a flight that's convenient for your trip, you can also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 27.9 mi (45 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Dennis Port?
Based on our data, houses are the most in-demand holiday property type in Dennis Port. But of course, everyone's idea of an awesome trip will differ. Bookabach has holiday homes of all sizes and shapes, so you're sure to discover the perfect match.
How much does it cost to rent a holiday home in Dennis Port?
Length of stay, property type and time of year are some of the things that can affect the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From homey country cottages to sprawling villas, all Bookabach holiday homes provide amazing value.
How much does it cost to rent a beach house in Dennis Port?
Prices for beach houses in Dennis Port will vary depending on the style and size of the property and time of year you're travelling. Simply enter your travel dates into Bookabach and how many guests to view holiday home options and prices. From there you can use the filters to narrow your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Dennis Port?
Yes. There are. Pick from 426 holiday homes that allow pets in Dennis Port on Bookabach. Our furry best friends also deserve a little time out, so simply use our search function for pet-friendly holiday homes to book a place where your doggie can lap up the fun.
Can I rent a house with a pool in Dennis Port?
Add a whole other level of fun to your holiday by booking one of the 38 houses with a private pool in Dennis Port. Use our search filter to find properties with pools on Bookabach, then spend leisurely days splashing about in a swimming pool that's only for you.
What are popular home amenities in Dennis Port?
When it comes to home amenities that people search for in Dennis Port, a chef, a swimming pool and a fireplace rank highest. With Bookabach holiday homes, you'll enjoy options to suit your style and taste, whether you're travelling with family members, friends or even pets.
Are there large group holiday homes in Dennis Port?
With 38 properties that can sleep 10 guests or more in Dennis Port, you won't have to limit the invite list. From extended family holidays to special events like birthday and Christmas parties, Bookabach will help you find a large group home to match the occasion.
Are there holiday homes in Dennis Port that welcome kids?
Gather your whole family for fun-filled adventures in Dennis Port at one of our 425 family-friendly holiday homes. Lots of these stays provide amenities that are perfect for trips with youngsters, such as full kitchens, multiple bedrooms and private pools. Simply check the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Dennis Port?
Keep the kids entertained at these fabulous family-friendly attractions in Dennis Port:

  • Mayflower Beach
  • West Dennis Beach
  • Cape Cod Inflatable Park

Are there one-bedroom holiday homes in Dennis Port?
Yes, there are 73 one-bedroom properties in Dennis Port to pick from. A one-bedroom holiday property is a great choice if it's just you and your partner or if you're flying solo. Toss in more convenience, privacy and space compared to a standard hotel, and you're sure to have a getaway to remember.
Can I find two-bedroom holiday homes in Dennis Port?
Dennis Port has 138 two-bedroom holiday properties for you to pick from. Enjoy a holiday home with all the space and comfort you're looking for at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Dennis Port?
There are 164 holiday homes with WiFi in Dennis Port. If you want to disconnect from the world while on holiday, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Dennis Port?
Pick your dates and then make use of the filters to find holiday homes with air conditioning in Dennis Port on Bookabach. With 390 air-conditioned properties to choose from here, you can enjoy a cool and comfy break.
How old do you have to be to rent a holiday home in Dennis Port?
The minimum age is usually 16, 18 or 21. It can change from one property to another on Bookabach, so check the rules of your chosen Dennis Port stay before you book.
How long can I rent a holiday home in Dennis Port for?
How long you can book a holiday home in Dennis Port differs according to the property. Just enter your preferred travel dates to look at a list of options offering extended stays. With many amenities such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Dennis Port.

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