Dennis holiday lettings

We found 4,355 holiday rentals — enter your dates for availability

Select from 142 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:10 Oct - 17 Oct
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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.

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.

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

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.

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 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)

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)
  • West Dennis Beach (5.9 mi / 9.5 km)
  • Swan Pond River (6.1 mi / 9.8 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 most popular type of holiday rental accommodation in Dennis?
The most popular types of holiday rentals in Dennis are houses. Prefer something different? Vrbo has many options to match our guests' requirements, so you'll see holiday properties in lots of shapes and sizes. The ideal fit is waiting for you --- grab yours today.
How much does it cost to rent a holiday rental in Dennis?
The average price for a holiday home in Dennis can vary based on factors such as season, length of stay and property type. Whether you're looking for a sprawling villa with space for the whole family or a cosy cottage for just you and your sweetheart, just add your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Dennis?
Prices for beach houses in Dennis may differ depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to see your rental options and prices. From there you can use the filters to tailor your search results by ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Dennis?
Pack a travel bag for your puppy dog because Dennis has 777 stays that throw out the welcome mat to pets. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Dennis?
Add a new level of fun to your trip by booking your family into one of the 78 houses with a private pool in Dennis. Use our handy search filter to find the kind of property you want on Vrbo, and then spend carefree days splish-splashing around in a swimming pool that's for your use only.
What are popular rental amenities in Dennis?
When it comes to rental amenities that guests are looking for in Dennis, a barbecue grill, a chef and a nearby waterfront rank highest. With Vrbo holiday rentals, there are options to suit your style and taste, whether you're on a trip with friends, relatives or even pets.
Are there large group holiday rentals in Dennis?
Dennis has 119 holiday properties that can cater to 10 or more people. These stays come with all the space you need to share good times with friends and family.
Are there holiday rentals in Dennis that welcome kids?
Gather the whole crew for a memorable adventure in Dennis at one of our 776 family-friendly holiday properties. These stays come with conveniences that are ideal for trips with the little ones, like dining rooms, living rooms and pools. Simply click on the "Properties good for families" filter and pick your favourite option.
What are the top attractions for families in Dennis?
Keep the kids amused at these awesome family-friendly attractions in Dennis:

  • Cape Codder Water Park
  • Mayflower Beach
  • West Dennis Beach

Are there one-bedroom holiday rentals in Dennis?
Take your pick from 85 one-bedroom rentals in Dennis. Whether you're on the lookout for a comfy cottage or an upmarket condo, our one-bedroom rentals are perfect if you don't need lots of room. One of the main perks of having your own digs? You'll never need to share your getaway with strangers.
Can I find two-bedroom holiday rentals in Dennis?
You can pick from 185 two-bedroom homes in Dennis. Put your little ones in the second room or maybe fill it with a couple of your favourite people. There's enough space for whoever's lucky enough to be joining your adventure.
Are there holiday rentals with WiFi in Dennis?
Whether you'd like to keep up with the headlines, send a few emails or surf your social networks, there are 284 holiday homes with WiFi in Dennis. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Dennis?
Pick your dates and then use our filter tool to locate holiday rentals with ac in Dennis on Vrbo. With 708 air-conditioned properties available here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a holiday rental in Dennis?
You'll need to check with the Dennis holiday rental you'd like on Vrbo as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Dennis for?
The amount of time you can rent a Dennis holiday home for is up to the property. Simply put in your dates of travel to view options offering extended stays. They feature everything you need to make your extended holiday more convenient and enjoyable, such as kitchens and yards. Some properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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