Dennis holiday lettings

We found 4,254 holiday rentals — enter your dates for availability

Select from 107 homes, 10 cottages and other holiday rentals in Dennis to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Dennis

Showing deals for:14 Aug - 21 Aug

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, (53 reviews)
Excellent
(53 reviews)

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

South Yarmouth

8% off
Price is £1,300
for 7 nights, 1 cabin
£186 per night
includes taxes & fees
Charming Cabin for 2 w pool, 1mile to ocean, BBQ, Pet ok, walk to mini golf/food

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Why visit Dennis

  • Stunning Beaches: Dennis boasts beautiful beaches like West Dennis Beach, perfect for both sunbathing and water sports.
  • Outdoor Adventures: The area offers a range of outdoor activities, catering to thrill-seekers and relaxation enthusiasts alike.
  • Charming Harbour: Explore the picturesque harbour, which adds to the town’s scenic charm.
  • Local History Museums: Discover the rich history of Dennis through its engaging local museums.
  • Diverse Accommodation Options: Choose from private vacation homes, quaint cottages, and modern condos for your stay.

Popular types of accommodation in Dennis

Planning a getaway to Dennis? The next exciting step is selecting your ideal accommodation. Discover a range of popular options, including houses, charming cottages, and modern condos. Whether you're seeking a spacious holiday rental or a cosy Dennis vacation rental home, we have the perfect house rentals to suit your needs. Enjoy transparency, savings, and reassurance as you find your perfect retreat in this beautiful destination.

  • Houses: The top choice for visitors to Dennis, offering spacious accommodations perfect for families or groups.
  • Cottages: A delightful option for those seeking a quaint and homely atmosphere, ideal for a peaceful getaway.
  • Condos: A popular choice featuring modern amenities and often stunning views, suitable for couples and small families.
  • Apartments: Conveniently located and equipped, apartments provide a comfortable stay with the flexibility of self-catering.
  • Cabins: For a rustic experience, cabins offer a charming escape into nature, perfect for adventurous souls.**

Top attractions in and around Dennis

Dennis, Massachusetts, is perfect for a beach and outdoor holiday, offering stunning scenery and cultural experiences. Popular attractions include beautiful beaches, a charming harbour, and local history museums. West Dennis Beach is a must-visit for sunbathers and water sports enthusiasts alike. Whether you're seeking relaxation or adventure, Dennis caters to all types of travellers eager to explore its natural beauty and rich history.

  • Mayflower Beach: This stunning beach boasts soft sands and tranquil waters, perfect for sunbathing and leisurely strolls. With its picturesque scenery, Mayflower Beach offers a quintessential seaside experience, ideal for families and couples alike.
  • Hyannis Harbor: Located 4.3km from Dennis, this charming harbour showcases beautiful views and vibrant beach vibes. Enjoy waterfront dining, boat tours, and the scenic beauty of Cape Cod, making it a delightful spot to unwind.
  • Cape Playhouse: Nestled in Dennis, this historic arts centre is renowned for its rich cultural offerings. Experience captivating performances and immerse yourself in the arts, enhancing your visit to this charming coastal town.

Things to do recommended for couples

For a romantic getaway in Dennis, explore Pirate's Cove Mini Golf and Putter's Paradise Miniature Golf, both offering fun sports vibes just 3.7km away. Indulge in relaxation at The E Spa, located 4.3km from Dennis, for a perfect wellness retreat together.

Things to do recommended for families

During your family vacation in Dennis, Massachusetts, enjoy thrilling adventures at the Cape Cod Inflatable Park, unwind at Wilbur Park, and have fun at Bass River Sports World, all within a short drive, ensuring a memorable experience for everyone.

Things to do recommended for groups

Explore the scenic Cape Cod Rail Trail, a delightful hiking path 2.5km from Dennis, or enjoy a round of golf at The Club at Yarmouthport, just 1.2km away. Don’t forget to visit Eden Hand Arts for unique local crafts.

What do I need to keep in mind when booking a vacation in 'Dennis

If you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking longer stays, it's essential to filter your options based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Dennis with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Dennis with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, as well as to look for suitable amenities, 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: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If you can relate, take a look at Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels perfectly at home.
  • Planning for a long term stay visiting Dennis: If you're in search of holiday rentals offering great deals 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 such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Dennis

Discover the charm of Dennis, Massachusetts, where stunning beaches and outdoor adventures await. Experience beachside relaxation at Dennis Beach, perfect for families seeking fun and scenic beauty. Explore the inviting atmosphere of nearby towns, offering a mix of culture and romance. Whether you’re after budget-friendly excursions or simply soaking in the serene surroundings, Dennis promises an unforgettable getaway for all types of travellers.

  • Cape Cod: Located a mere 3.1km from Dennis, Cape Cod is renowned for its stunning outdoor experiences and picturesque scenery. Visitors flock to its pristine beaches, perfect for sunbathing or leisurely strolls along the shore. For those seeking adventure, the area offers a variety of activities ranging from water parks to challenging golf courses. Notable attractions include the family-friendly beaches and other coastal gems that define this iconic region, making it an ideal spot for relaxation and recreation.
  • Hyannis: Situated approximately 4.3km from Dennis, Hyannis is a vibrant city that serves as a hub for beachgoers and families. Its inviting beaches provide a perfect backdrop for fun-filled days, while the local water park and theatre offer entertainment for all ages. Visitors can enjoy live music concerts and explore various local attractions, including family-friendly beaches and the scenic Cape. Hyannis is a delightful blend of outdoor activities and cultural experiences, ensuring a memorable visit for tourists.
  • South Yarmouth: Just 2.5km away from Dennis, South Yarmouth is a charming city that captures the essence of coastal living. Known for its beautiful beaches and splendid outdoor scenery, it invites visitors to unwind and soak in the sun. The area boasts an array of attractions, including water parks, playgrounds for children, and excellent golf facilities. With its family-friendly beaches and stunning coastal views, South Yarmouth is a must-visit destination for those seeking a relaxing yet engaging holiday experience.

Best time to go to Dennis

If you're planning a trip to Dennis, 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
January34.7°F (1.5°C)Light RainMostly SunnyAverageSlightly Low
February34.9°F (1.6°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
April45.9°F (7.7°C)Light RainMostly SunnyAverageAverage
May54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
June62.6°F (17.0°C)Light RainMostly SunnyHighSlightly High
July70.5°F (21.4°C)Light RainMostly SunnyHighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyHighSlightly High
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October57.7°F (14.3°C)Light RainMostly SunnyLowAverage
November48.2°F (9.0°C)Light RainMostly SunnyLowAverage
December40.8°F (4.9°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? It may be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, please utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up from where you left off, or manage your existing arrangements. You can easily access properties you’ve saved or booked, now categorised under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Explore the beachside setting in Dennis

Enjoy the culture and other features of Dennis. Travellers to this scenic city praise the seafood restaurants, beaches and fishing. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Dennis

Do you want to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Dennis a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Inflatable Park (6.2 mi / 10 km)
  • Cape Cod Lavender Farm (6.6 mi / 10.6 km)
  • Cape Cod Baseball & Bumper Boats (6.8 mi / 10.9 km)
  • Cape Codder Water Park (7.4 mi / 11.9 km)
  • Ocean Edge Golf Club (7.4 mi / 11.9 km)
  • Bass River Golf Course (4.4 mi / 7.1 km)

Exploring the natural landscape of Dennis

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Dennis is a great place to get outside. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Corporation Beach (1.3 mi / 2.1 km)
  • Mayflower Beach (1.4 mi / 2.3 km)
  • Grays Beach (2.3 mi / 3.7 km)
  • Cape Cod Rail Trail (3.8 mi / 6.2 km)
  • Dennis Pond Conservation Area (4.4 mi / 7 km)
  • Barnstable Harbor (5.8 mi / 9.3 km)

Transport to and around Dennis

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 6.7 mi (10.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Provincetown, MA (PVC-Provincetown Municipal), which is 23.6 mi (38 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Dennis?
Prices for holiday rentals in Dennis 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 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 holiday house rentals?
You can find great discounts on house rentals in Dennis 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?
For renting a beach house in Dennis, you should explore the picturesque stretch along the Cape Cod coastline, particularly around Dennis Port and West Dennis. Dennis Port offers a variety of charming beach houses that provide easy access to sandy shores and quaint local shops. Many of these properties come equipped with amenities like outdoor decks, private gardens, and fully stocked kitchens, making them great for families or groups looking to enjoy a coastal retreat.

In West Dennis, you'll find lovely homes close to the beach, often featuring amenities such as outdoor showers, barbecues, and spacious living areas for relaxing after a day in the sun. The stunning West Dennis Beach is known for its gentle waves, ideal for swimming and family activities, while also being a great spot for sunset views.

Additionally, the area provides opportunities for recreational activities like kayaking and paddleboarding, with local rental shops nearby. Visitors can also explore the scenic Cape Cod Rail Trail for biking or walking, which runs through the area, adding to the charm and appeal of renting a beach house in Dennis.
What is the most popular type of holiday rental accomodation in Dennis?
In Dennis, holiday houses are the most prevalent type of holiday rental, with around 432 available throughout the area. These spacious properties are typically located in family-friendly neighbourhoods close to the beautiful beaches and scenic spots, making them ideal for summer getaways. Most holiday houses come equipped with full kitchens, multiple bedrooms, and outdoor spaces such as decks or gardens, providing ample room for families or groups to relax and enjoy their stay. Additionally, there are around 36 charming cottages and several condos and apartments, which offer a more compact living option while still featuring essential amenities like kitchen facilities and comfortable living areas.
Are there any family house rentals in Dennis?
In Dennis, Massachusetts, there are numerous family-friendly house rentals available, with around 93 options to choose from. This charming area is known for its beautiful beaches and family-friendly attractions. Many of these homes offer spacious living areas, well-equipped kitchens, and outdoor patios or decks, superb for barbecues and family gatherings.

Visitors will find themselves close to local highlights such as the Cape Cod Museum of Natural History, where kids can learn about the region's wildlife, and the scenic beaches of Dennis, ideal for swimming and sandcastle building. The nearby Dennis Village features quaint shops and restaurants, adding to the convenience of family outings.
Can I rent a holiday home with a pool or hot tub in Dennis?
In Dennis, Massachusetts, there are several holiday homes available for rent that feature pools or hot tubs, with around 16 options to choose from. This charming town, located on Cape Cod, offers a variety of neighbourhoods where these properties can be found, including the picturesque Dennis Port area, which is known for its beautiful beaches and family-friendly atmosphere, and the more tranquil East Dennis, which provides a serene setting for relaxation.

Travellers can expect a range of amenities in these rentals, including private swimming pools, hot tubs, and spacious outdoor decks great for entertaining or unwinding after a day of exploring. Many properties also come with fully equipped kitchens, allowing for convenient meal preparation, as well as comfortable living spaces and access to nearby beaches.
Can I find long-stay holiday rentals in Dennis?
A long-stay holiday rental in Dennis 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?
In Dennis, Massachusetts, there are numerous pet-friendly house rentals available, with around 30 options to choose from. This charming coastal town offers a variety of holiday homes that typically come equipped with amenities such as fully stocked kitchens, outdoor patios, and spacious living areas, making them suitable for families and groups travelling with pets.

Many of these rentals are conveniently located near beautiful beaches, including the popular Sea Street Beach and Mayflower Beach, which are ideal for long walks with your furry companions. Additionally, the surrounding area features various pet-friendly parks and nature trails, allowing for enjoyable outdoor experiences. Dennis also boasts a welcoming community with pet-friendly dining options, enhancing the overall experience for travellers with pets.
Are there any remote work holiday rentals in Dennis?
In Dennis, Massachusetts, there is a substantial selection of remote work holiday rentals, with around 444 options available. This charming area, situated on Cape Cod, is great for those looking to combine work and leisure. Many properties offer essential amenities for remote workers, including high-speed Wi-Fi and dedicated office spaces, ensuring a comfortable working environment.

The town is known for its picturesque beaches, such as Mayflower Beach, where you can unwind after a day of work. Additionally, the local attractions like the Cape Cod Rail Trail provide opportunities for outdoor activities, great for a leisurely stroll or bike ride. Many rentals also feature outdoor spaces, such as patios or gardens, allowing guests to take their meetings outside when the weather permits. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dennis holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dennis 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?
In Dennis, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and outdoor spaces such as decks or patios, superb for enjoying the pleasant coastal weather. Many rentals also feature coffee and tea makers, providing a convenient way to enjoy a warm beverage at any time. Onsite parking is commonly available, making it easier for visitors to explore the beautiful beaches and nearby attractions in the area.
When is the best time to visit Dennis for a holiday rental?
The best time to visit Dennis for a holiday rental is during the peak season, which runs from June to August. This vibrant period draws families and beach enthusiasts eager to bask in the sun along the Cape Cod shoreline. With warm temperatures averaging between 20 to 30 degrees Celsius, visitors can enjoy a myriad of outdoor activities, from swimming and sunbathing to exploring the picturesque bike trails that weave through the region.

July stands out as the most popular month, bustling with holidaymakers taking advantage of the lively option, local festivals, and the stunning beaches. A visit at this time offers a fantastic opportunity to engage in beach games and enjoy fresh seafood at nearby waterfront restaurants.

If you're looking for a more tranquil experience, consider visiting in November. This month allows you to appreciate the serene beauty of Dennis during the off-peak season. You can stroll along the beach, enjoy the crisp autumn air, and take in the peaceful surroundings.
How early should I book a Dennis holiday rental?
Book your Dennis 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?
In Dennis, Massachusetts, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural heritage. One of the main draws is the Cape Cod Rail Trail, which offers scenic biking and walking paths through picturesque landscapes.

The area is also home to several beautiful beaches, such as Mayflower Beach and Chapin Beach, where families can relax, swim, and enjoy stunning sunsets over the Cape Cod Bay. For those interested in history, the Josiah Dennis Manse and Old West Schoolhouse provide insight into the region's past and are often open for tours.

Additionally, the Dennis Village offers charming shops, local restaurants, and art galleries, creating a delightful atmosphere for leisurely strolls. Nature enthusiasts may want to explore the nearby Scargo Tower, which provides panoramic views of the surrounding area, including the bay and the Cape's lush greenery.
Can I change or cancel my Dennis home rental booking on Vrbo?
To find Dennis 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 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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