Dennis holiday lettings

We found 4,354 holiday rentals — enter your dates for availability

Select from 139 homes, 11 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 Nov - 21 Nov

Image gallery for Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

Exterior
10 out of 10 rating
Exceptional
(133 reviews)

Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

West Barnstable, MA

8% off
Price is £6,908
£987 per night
includes taxes & fees
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Dennis

Find out more about Dennis

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 Codder Water Park (7.4 mi / 11.9 km)
  • Ocean Edge Golf Club (7.4 mi / 11.9 km)
  • Eden Hand Arts (1.4 mi / 2.2 km)
  • The Club at Yarmouthport (1.7 mi / 2.8 km)
  • Bayberry Hills Golf Course (4.1 mi / 6.5 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)
  • Paine's Creek Beach (4.5 mi / 7.2 km)
  • West Dennis Beach (5.9 mi / 9.5 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

What is the best area to stay in Dennis when booking a holiday rental?
When considering a holiday rental in Dennis, Massachusetts, the best area to stay is Dennis Village. This charming neighbourhood is renowned for its quaint New England atmosphere, featuring lovely historical homes and a vibrant local community. Visitors will appreciate the proximity to the beautiful beaches along Cape Cod Bay, making it an ideal spot for sunbathing, swimming, and leisurely strolls along the shore.

In Dennis Village, you'll find top attractions such as the Cape Cod Museum of Natural History, which offers engaging exhibits and trails that showcase the region's unique ecosystem. Additionally, the village boasts a delightful selection of shops, eateries, and art galleries, providing a superb blend of relaxation and local culture.

Another appealing area is West Dennis, known for its stunning beaches like West Dennis Beach, which is superb for families and those looking to engage in water sports. This area typically offers a variety of rental properties, ensuring that visitors can find accommodations that suit their needs, from quaint cottages to larger family homes.
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, Massachusetts, travellers should focus on the picturesque beaches along the Cape Cod coastline. One of the prime areas is near Mayflower Beach, where holiday rentals can be found just a short stroll from the sandy shores. Properties in this area often come with family-friendly amenities, such as outdoor showers for rinsing off after a day at the beach, spacious decks for sunbathing or barbecuing, and fully equipped kitchens ideal for preparing seaside meals.

Another great option is the area around Crowes Pasture Beach, known for its natural beauty and quieter atmosphere. Here, beach houses frequently feature private gardens, fire pits, and easy access to scenic walking paths. Many rentals also provide bicycles for exploring the local area, allowing guests to enjoy the charming coastal scenery.
What is the most popular type of holiday rental accomodation in Dennis?
In Dennis, holiday houses are the predominant type of rental, with approximately 123 available throughout the area. These homes typically offer generous living spaces, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups looking to enjoy the nearby beaches and scenic landscapes. Many of these properties also feature outdoor areas, such as decks or patios, great for relaxing after a day of exploring.
Are there any family house rentals in Dennis?
In Dennis, Massachusetts, there are numerous family-friendly house rentals available, with around 113 options to choose from. This charming coastal town is known for its beautiful beaches and family-friendly activities, making it an ideal destination for groups. Many of the properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for barbecues or simply enjoying the fresh sea air.

Visitors will appreciate the proximity to attractions such as the Cape Cod Rail Trail, which offers scenic walking and biking paths, and the serene beaches of Dennis, where families can spend the day swimming or building sandcastles. Additionally, some homes come with amenities like game rooms or private outdoor showers, enhancing the overall experience for guests of all ages.
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 and hot tubs, with around 17 options to choose from. This charming coastal town is great for those looking to enjoy a relaxing getaway while being close to beautiful beaches and picturesque scenery. Many of these properties offer amenities such as private pools, hot tubs, and spacious outdoor areas ideal for family gatherings or quiet evenings. Inside, travellers can expect fully equipped kitchens, comfortable living spaces, and often air conditioning, ensuring a pleasant stay.
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 33 options to choose from. Many of these rentals are situated near the beautiful beaches of Cape Cod, providing easy access to sandy shores and picturesque coastal views. Expect amenities such as fully equipped kitchens, outdoor spaces for relaxation, and sometimes even pet-friendly features like enclosed yards.
Are there any remote work holiday rentals in Dennis?
In Dennis, Massachusetts, there are numerous holiday rentals well-suited for remote work, with around 129 options available. Travellers can expect properties that offer essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and sometimes even separate office areas, making it convenient to stay productive while enjoying a getaway. 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 often include fully equipped kitchens, allowing guests to prepare meals during their stay. Many rentals feature outdoor patios, great for enjoying the pleasant coastal weather. Additionally, amenities like refrigerators, cookware, dishware, and utensils are commonly available, ensuring guests have all the necessities for a comfortable and convenient experience.
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 summer months, particularly in July, when the town is bustling with activity and charm. This period, spanning from June to August, is the peak season for visitors seeking to enjoy the beautiful beaches, local seafood, and a variety of outdoor activities that Dennis has to offer. With temperatures averaging in the mid to high 20s Celsius, the warm weather invites you to soak up the sun and partake in everything from swimming to kayaking along the picturesque coastline.

July stands out as the most popular month, drawing families and friends eager to take advantage of the vibrant atmosphere. The beaches are lively, and the local festivals create a welcoming environment for travellers looking to create lasting memories. Whether you're building sandcastles on the shore or exploring the scenic trails of the Cape Cod Rail Trail, you'll find plenty of opportunities for adventure and relaxation.

For those looking for more affordable options, November offers a quieter experience. This shoulder month allows you to explore Dennis at a more leisurely pace, with fewer crowds and the chance to witness the natural beauty of the autumn landscape. The fall colours and crisp air create a charming backdrop for peaceful walks on the beach and visits to local shops and eateries.
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 natural beauty and charm of Cape Cod. The Cape Cod Rail Trail is a fantastic spot for outdoor enthusiasts, offering scenic views and a chance to explore the area by bike or on foot. Holiday rentals in this area often provide convenient access to the trail, making it easy to enjoy a day of cycling or walking.

The nearby beaches, including Mayflower Beach and Corporation Beach, are great for sunbathing, swimming, and beachcombing. These locations are family-friendly and ideal for those looking to enjoy the quintessential Cape Cod beach experience.

For a taste of local history, the Dennis Historical Society Museum provides insights into the region's past, showcasing various exhibits that highlight the town's heritage. The charming village of Dennis Village features quaint shops and eateries, allowing visitors to experience the local culture and cuisine.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

More Holiday Rentals ideas

East Sandwich Holiday Rentals
Standard Link for East Sandwich
Gloucester Holiday Rentals
Standard Link for Gloucester
Essex Holiday Rentals
Standard Link for Essex
Harwich Holiday Rentals
Standard Link for Harwich
Chatham Holiday Rentals
Standard Link for Chatham
Newburyport Holiday Rentals
Standard Link for Newburyport
Sandwich Holiday Rentals
Standard Link for Sandwich
Falmouth Holiday Rentals
Standard Link for Falmouth
Nantucket Holiday Rentals
Standard Link for Nantucket
Wellfleet Holiday Rentals
Standard Link for Wellfleet
Truro Holiday Rentals
Standard Link for Truro
Eastham Holiday Rentals
Standard Link for Eastham
Worcester Holiday Rentals
Standard Link for Worcester
Rockport Holiday Rentals
Standard Link for Rockport
Brewster Holiday Rentals
Standard Link for Brewster
Plymouth Holiday Rentals
Standard Link for Plymouth
Pittsfield Holiday Rentals
Standard Link for Pittsfield
Provincetown Holiday Rentals
Standard Link for Provincetown
New Bedford Holiday Rentals
Standard Link for New Bedford
Foxboro Holiday Rentals
Standard Link for Foxboro
Ipswich Holiday Rentals
Standard Link for Ipswich
Williamstown Holiday Rentals
Standard Link for Williamstown
Centerville Holiday Rentals
Standard Link for Centerville
Lenox Holiday Rentals
Standard Link for Lenox
Great Barrington Holiday Rentals
Standard Link for Great Barrington
Amherst Holiday Rentals
Standard Link for Amherst
Hyannis Holiday Rentals
Standard Link for Hyannis
Manchester-by-the-Sea Holiday Rentals
Standard Link for Manchester-by-the-Sea

People also search for

Provincetown Cottages
Standard Link for Provincetown
Nantucket Cottages
Standard Link for Nantucket