Dennis Port holiday lettings

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 Shared pool, 1 mile to ocean, BBQ

Queen bed, porch, bathroom, kitchenette, ac, café table+chairs.
8.8 out of 10, Excellent, (56 reviews)
Excellent
(56 reviews)

Shared pool, 1 mile to ocean, BBQ

South Yarmouth

8% off
Price is £1,019
for 7 nights, 1 cabin
£146 per night
includes taxes & fees
Shared pool, 1 mile to ocean, BBQ

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Why visit Dennis Port

  • Stunning Beaches: Dennis Port boasts beautiful sandy shores, perfect for relaxing days under the sun.
  • Quaint Coastal Atmosphere: The charming village vibe makes it ideal for romantic escapes and family getaways.
  • Historic Houses: Explore the area's rich history with visits to well-preserved historic homes.
  • Vibrant Harbour: Enjoy leisurely strolls along the harbour, perfect for fishing and soaking in the views.
  • Exciting Nightlife: After a day of exploration, Dennis Port offers a lively nightlife scene for enjoyable evenings.

Popular types of accommodation in Dennis Port

Welcome to Dennis Port, a charming coastal village in Massachusetts, perfect for your next getaway. Known for its stunning beaches and quaint atmosphere, Dennis Port offers a variety of vacation rentals, including private homes, cosy cottages, and modern condos. Explore the local attractions, indulge in fresh seafood, and enjoy water-based activities. With a rich blend of relaxation and adventure, Dennis Port is an ideal destination for those seeking memorable beach holidays.

  • Houses: These spacious and fully equipped homes are the top choice for travellers seeking comfort and privacy in Dennis Port.
  • Cottages: Charming and quaint, cottages offer a delightful retreat with a touch of New England character, making them the second favourite option.
  • Condos: Modern and conveniently located, condos provide a stylish and comfortable stay, ideal for those wanting amenities and proximity to attractions.
  • Apartments: Affordable and practical, apartments cater to those looking for a home-like experience during their visit.
  • Cabins: Rustic and cosy, cabins allow for a serene getaway amidst nature, perfect for those seeking a peaceful escape.**

Top attractions in and around Dennis Port

Dennis Port, Massachusetts, is a charming coastal destination offering stunning beaches and scenic outdoor experiences. Visitors can explore historic houses and enjoy the vibrant harbour, perfect for a leisurely stroll or a spot of fishing. The area caters to those seeking cultural experiences and relaxing beach days, making it ideal for families and solo travellers alike. Additionally, Dennis Port boasts a lively nightlife scene, ensuring enjoyable evenings after a day of exploration.

  • Sea Street Beach: A charming beach located within Dennis Port, Sea Street Beach offers soft sands and tranquil waters, perfect for sunbathing, swimming, and family picnics. Its laid-back atmosphere makes it an ideal spot to relax and enjoy the natural beauty of Cape Cod.
  • Hyannis Harbor: Although 13km away, Hyannis Harbour is worth a mention for its stunning seaside scenery, bustling activity, and opportunities for boat tours and fishing, allowing visitors to experience the coastal charm of the region.
  • Main Street Hyannis: Also 13km away, this vibrant street is known for its family-friendly atmosphere, offering a variety of shops, eateries, and excursions that reflect the local culture and history.

Things to do recommended for couples

For a romantic getaway in Dennis Port, explore the stunning beaches at sunset, indulge in a couples' massage at a local spa, or enjoy a candlelit dinner at a charming seafood restaurant. Don't forget to take a leisurely walk along the scenic coastal paths, soaking in the picturesque views.

Things to do recommended for families

Families will love exploring the sandy shores of Sea Street Beach, perfect for building sandcastles, and taking a scenic bike ride along the Cape Cod Rail Trail. Don't miss the charming local shops and delicious ice cream parlours for a delightful treat after a day of fun.

Things to do recommended for groups

Groups visiting Dennis Port can enjoy a delightful beach day at Sea Street Beach, indulge in fresh seafood at local eateries, and embark on a scenic bike ride along the Cape Cod Rail Trail to appreciate the picturesque coastal views.

*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 planning your trip, whether you're travelling with a group, as a family, bringing your pets along, or seeking extended stays, it's important to refine your search based on your key priorities. Here are some helpful tips for booking with Vrbo.

  • Traveling to Dennis Port with a group: Think about how many bedrooms you require, as well as additional amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for these features and many more on Vrbo.
  • Traveling to Dennis Port with young kids: Jetting off with little ones can be quite a task. It's essential to prioritise their comfort and safety, as well as seek out suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Dennis Port: For many, a family holiday is not truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most 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 with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Dennis Port

Dennis Port, Massachusetts, is a charming coastal gem perfect for a relaxing beach getaway. With its stunning sandy shores and serene atmosphere, it's ideal for family-friendly vacations or romantic escapes. Stroll along the picturesque coastline, enjoy beach days under the sun, and immerse yourself in the local vibe. Whether you’re seeking budget-friendly options or simply wish to unwind amidst coastal beauty, Dennis Port promises an unforgettable experience for every traveller.

  • Cape Cod: Nestled a mere 11km from Dennis Port, Cape Cod is famed for its stunning beaches, scenic vistas, and outdoor adventures. This charming peninsula is perfect for those seeking a quintessential New England escape. Visitors can enjoy activities such as golfing on picturesque courses or splashing about in local water parks. The breathtaking coastal landscapes, family-friendly beaches, and iconic Cape Cod landmarks create a delightful atmosphere for relaxation and exploration.
  • Chatham: Located 14km from Dennis Port, Chatham is a beautiful seaside town that captures the essence of Cape Cod charm. Known for its captivating beaches and scenic backdrop, it offers a variety of outdoor experiences. Golf enthusiasts can tee off at several well-maintained courses, while families can enjoy the local playgrounds and beach activities. The inviting atmosphere, coupled with stunning views, makes Chatham a must-visit destination for those looking to immerse themselves in the natural beauty of the area.
  • Hyannis: Just 13km away from Dennis Port, Hyannis is a vibrant city buzzing with activity and entertainment. Known for its beautiful beaches and lively atmosphere, visitors flock here for a range of experiences, from thrilling water park adventures to enjoying performances at local theatres and music concerts. The picturesque beach settings and family-oriented attractions make Hyannis an ideal spot for a fun-filled day out, offering a perfect blend of relaxation and entertainment.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.2°F (1.8°C)Light RainMostly CloudyAverageModerately Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately 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 SunnyHighModerately High
July70.0°F (21.1°C)Light RainMostly SunnyHighModerately High
August70.7°F (21.5°C)Light RainMostly SunnyHighModerately 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

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or view and organise your travel arrangements. You can easily access previously saved and booked properties within the sections for Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/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 best area to stay in Dennis Port when booking a holiday rental?
When considering a holiday rental in Dennis Port, Massachusetts, the area around the picturesque beaches is the best choice. This charming seaside village offers a delightful selection of properties, ranging from quaint cottages to larger family homes, providing ample options for visitors. The proximity to the coast means that you can easily enjoy the sun, sand, and surf, making it an ideal spot for a summer getaway.

One of the top attractions in Dennis Port is the stunning Sea Street Beach, renowned for its soft sands and gentle waves, great for families and sunbathers alike. Additionally, the nearby Cape Cod Rail Trail offers a wonderful opportunity for cycling and walking, allowing you to soak in the beautiful surroundings while enjoying a leisurely ride or stroll.

Staying in this vibrant area not only grants you easy access to the beach but also places you close to charming local eateries and shops. The overall atmosphere is inviting and relaxed, making it a fantastic base for exploring the natural beauty and cultural attractions of Cape Cod.
How much does it cost to rent a holiday home in Dennis Port?
Prices for holiday 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 holiday 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, consider the scenic stretch along the beautiful Nantucket Sound. The area near Sea Street Beach is particularly popular, offering a variety of holiday rentals that provide easy access to sandy shores and breathtaking ocean views. Many properties in this vicinity feature amenities such as outdoor decks or patios, superb for soaking up the sun, alongside fully equipped kitchens that cater to families or groups looking to self-cater during their stay.

Further along the coast, the area around Haigis Beach offers additional options, where you'll find charming beach houses that often come with private outdoor spaces, fire pits, and sometimes even hot tubs to unwind after a day of beach activities. This neighbourhood also has a selection of local shops and eateries, adding to the convenience for holidaymakers.

Additionally, the nearby Cape Cod Rail Trail is a fantastic amenity for those who enjoy cycling or walking, with many rentals providing easy access to this scenic path.
What is the most popular type of holiday rental accomodation in Dennis Port?
In Dennis Port, holiday houses are by far the most popular type of holiday rental, with around 900 available throughout the area. These spacious homes often come with multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups looking for a comfortable retreat near the beautiful beaches. Cottages also have a significant presence, with about 308 options that typically feature charming interiors and cozy atmospheres, great for a quaint getaway. Additionally, there are approximately 292 condos and 68 apartments, which offer a variety of amenities such as pools, fitness centres, and easy access to local attractions like the Dennis Port beaches and dining options.
Are there any family house rentals in Dennis Port?
In Dennis Port, Massachusetts, there are a wealth of family-friendly house rentals available, with around 230 options to choose from. This charming coastal area is superb for families looking to enjoy a beach holiday together. Many of these homes offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces for children to play. Common amenities include Wi-Fi, laundry facilities, and outdoor grills, ensuring a comfortable stay for everyone.

Visitors will find themselves close to beautiful beaches, such as Sea Street Beach and West Dennis Beach, where families can enjoy sunbathing, swimming, and sandcastle building. The nearby Cape Cod Rail Trail provides an excellent opportunity for biking and walking, making it a fantastic way to explore the scenic surroundings.
Can I rent a holiday home with a pool or hot tub in Dennis Port?
In Dennis Port, Massachusetts, there are plenty of holiday homes available for rent that come equipped with pools or hot tubs, with around 51 options to choose from. This charming coastal town on Cape Cod is ideal for families and groups looking to enjoy a relaxing getaway. Many of these properties feature private swimming pools and hot tubs, along with spacious outdoor areas superb for barbecues and sunbathing.

Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and proximity to the beautiful beaches of the area, making it easy to enjoy both relaxation and outdoor activities. Some rentals may also offer additional features like game rooms and fire pits, enhancing the overall holiday experience.
Can I find long-stay holiday rentals in Dennis Port?
A long-stay holiday rental in Dennis Port is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Dennis Port?
In Dennis Port, there are numerous pet-friendly house rentals available, making it an excellent choice for travellers looking to bring their furry companions along. Many properties in the area come equipped with amenities such as spacious backyards, outdoor grills, and fully equipped kitchens, ensuring a comfortable stay for both pets and their owners.

Dennis Port is located near the beautiful beaches of Cape Cod, allowing for enjoyable walks along the shore with your pet. The nearby Sea Street Beach and Haigis Beach are popular spots where pets are welcome during certain seasons, providing ample space for them to roam and play. Additionally, the surrounding area features pet-friendly parks and walking trails, offering further opportunities for outdoor adventures.
Are there any remote work holiday rentals in Dennis Port?
In Dennis Port, Massachusetts, there is a substantial selection of remote work holiday rentals available, with around 1,504 options to choose from. This charming seaside town offers a variety of properties that cater to remote workers. Many rentals come equipped with essential amenities such as high-speed Wi-Fi, designated workspaces, and comfortable desks, ensuring a productive environment during your stay.

Located near the picturesque beaches of Cape Cod, these rentals often feature cosy living areas, fully equipped kitchens, and outdoor spaces superb for relaxation after a day of work. Additionally, Dennis Port is close to local attractions, including quaint shops and restaurants, making it easy to enjoy the local culture during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dennis Port holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dennis Port with parking available—perfect for families or travellers 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 typically include kitchens, which allow guests to prepare their own meals, and decks or patios where they can enjoy the outdoors. Onsite parking is also a common feature, making it convenient for those travelling by car. Additionally, many rentals offer coffee and tea makers for a quick morning brew, along with comfortable patios for relaxation.
When is the best time to visit Dennis Port for a holiday rental?
July is the most popular time to visit Dennis Port, attracting families and beachgoers seeking sunny seaside adventures. This peak season, which spans from June to August, offers visitors warm weather, with temperatures often hovering around 25 to 30 degrees Celsius, great for enjoying the stunning beaches and engaging in water activities.

In July, the atmosphere is vibrant, with plenty of outdoor events, local festivals, and opportunities for swimming, sunbathing, and exploring the charming coastal shops and eateries. Families can revel in the lively beach scene, while couples might appreciate romantic sunset strolls along the shore.

For those looking for a more budget-friendly option, November presents a delightful alternative. While the weather is cooler, with temperatures dropping to around 5 to 10 degrees Celsius, this month offers a tranquil escape from the bustling summer crowds. Visitors can enjoy peaceful beach walks, picturesque autumn scenery, and a chance to experience the local culture at a leisurely pace.

Ultimately, the best time to book a holiday rental in Dennis Port hinges on your preferences—whether you crave the lively summer atmosphere or the serene beauty of a quieter autumn getaway.
How early should I book a Dennis Port holiday rental?
Book your Dennis Port holiday 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 holiday 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 charming coastal experience with several attractions that highlight the natural beauty of Cape Cod. The beautiful beaches, such as Sea Street Beach and Depot Street Beach, offer lovely spots for sunbathing and swimming, superb for enjoying the serene surroundings.

The local area is also known for its quaint shops and restaurants, where one can savour fresh seafood and local delicacies. Nearby, the Cape Cod Rail Trail provides a scenic route for walking, cycling, and exploring the picturesque landscapes of the region.

For those interested in nature, the Swan Pond River offers opportunities for kayaking and paddleboarding, while the surrounding marshlands are great for birdwatching and appreciating the local wildlife.
Can I change or cancel my Dennis Port home rental booking on Vrbo?
To find Dennis Port holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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