Dennis holiday rentals

We found 4,364 holiday rentals — enter your dates for availability
Select from 112 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:6 Nov - 13 Nov

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Why visit Dennis

  • Coastal charm: Dennis boasts a scenic coastline perfect for leisurely strolls and harbour views.
  • Historic ambience: Explore traditional houses and soak in the local heritage.
  • Outdoor adventures: Enjoy a variety of day trips and nature-based activities in picturesque landscapes.
  • Family-friendly vibe: Dennis offers a welcoming environment for all ages.
  • Scenic neighbourhoods: Discover the distinct allure of South, West, and East Dennis.

Popular types of accommodation in Dennis

Explore Dennis, Massachusetts, a charming town offering delightful holiday rentals. Discover private holiday homes, cosy cottages, and modern condos, perfect for your getaway. Enjoy local attractions, scenic coastal views, and enriching experiences right in Dennis. Whether you're seeking dennis holiday rentals, rentals in dennis, dennis house rentals or holiday homes, our selection is tailored for a memorable stay.

  • Private Holiday Homes: Enjoy the charm and privacy of a self-contained holiday haven in Dennis, a top choice for travellers seeking a cosy retreat.
  • Cottages: Experience the quaint allure of cottages, offering a traditional and comfortable stay in the heart of Dennis.
  • Condos: Relish the modern convenience of condos, well-suited for couples or solo travellers wanting a stylish holiday escape.
  • Apartments: Stay in a well-appointed apartment, ideal for those desiring a blend of urban comfort and a relaxed Dennis atmosphere.
  • Cabins: Unwind in a rustic cabin, perfect for a peaceful retreat amidst nature in Dennis.**

Top attractions in and around Dennis

Dennis, Massachusetts offers a delightful blend of beachside charm and scenic outdoor beauty. Visitors can immerse themselves in the local culture, explore historic houses, and enjoy the vibrant harbour views. Perfect for those seeking outdoor adventures and leisurely day trips, Dennis promises a refreshing coastal experience with plenty of opportunities to savour its picturesque landscapes.

  • Mayflower Beach: A stunning stretch of sand, Mayflower Beach is perfect for sunbathing and beach walks, offering picturesque views and a tranquil atmosphere, ideal for relaxation and family outings.
  • Hyannis Harbor: While slightly outside Dennis, this charming harbour features scenic views and a vibrant maritime vibe, perfect for leisurely strolls and enjoying the coastal beauty.
  • John F. Kennedy Hyannis Museum: Also nearby, this museum showcases the cultural legacy of JFK and the Kennedy family, providing fascinating insights into their connection with the Cape Cod area.

Things to do recommended for couples

Discover Dennis, Massachusetts, for a delightful romantic escape. Enjoy a scenic walk along pristine beaches, savour a cosy dinner in a local eatery, and explore charming town streets. A perfect getaway for couples seeking a blend of tranquillity and local culture.

Things to do recommended for families

Families can explore the beautiful beaches of Dennis, such as Mayflower Beach, perfect for sandcastle building. The Cape Cod Museum of Natural History offers engaging exhibits and outdoor trails, while a bike ride along the scenic Cape Cod Rail Trail is a delightful way to enjoy the area.

Things to do recommended for groups

Groups visiting Dennis can experience the thrill of The Adventure Park at Heritage Museums & Gardens, located 26km away. This exciting zipline and ropes course offers adventure and outdoor vibes, perfect for those seeking a memorable group outing.

*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

Regardless of whether you're travelling with a group, as a family, with your pets, or seeking longer stays, it's essential to apply the appropriate filters according to your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Dennis with a group: Consider the number of bedrooms required, along with facilities like a fully-equipped kitchen or an outdoor area for group gatherings. Fortunately, Stayz offers filters for all these features and more.
  • Traveling to Dennis with young kids: Journeying with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, alongside ensuring the availability of suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Dennis: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Dennis: If you're seeking holiday lets with discounts for month-long stays or more, you've come to the right place. Using the correct filter, you can effortlessly find and save on monthly rentals. You might also consider including a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Dennis

Experience the charm of Dennis, Massachusetts, where coastal beauty meets a family-friendly atmosphere. Explore the scenic allure of South, West, and East Dennis, each offering a unique blend of outdoor adventures, cultural delights, and budget-friendly excursions. Enjoy a relaxing stay with romantic views and fun-filled family getaways, all within this wonderful city.

  • Cape Cod: Cape Cod lies 8km from Dennis and offers an invigorating mix of coastal charm and natural beauty. Visitors are drawn to its pristine beaches and scenic vistas, perfect for outdoor enthusiasts. Enjoy leisurely days at a water park, a round of golf at nearby courses, or simply take in the captivating seascape. The area boasts a family-friendly beach and a charming cape, making it an ideal destination for those seeking a blend of relaxation and adventure.
  • Hyannis: Situated 11km from Dennis, Hyannis is a vibrant city that perfectly marries urban excitement with coastal allure. With its inviting beaches and picturesque surroundings, it offers a versatile travel experience. Enjoy a day at the water park, immerse yourself in local theatre or attend a live music concert. Hyannis’ scenic beauty and familiar coastal landmarks, such as the family beach and cape, make it a compelling stop for both cultural and outdoor pursuits.
  • South Yarmouth: South Yarmouth, located 6km from Dennis, is celebrated for its inviting coastal atmosphere and scenic landscapes. It is a haven for those who relish outdoor activities, from exploring water parks to enjoying a round of golf or a playful afternoon at the playground. With its beautiful beaches and a charming cape, South Yarmouth offers a delightful blend of recreational fun and natural beauty, ensuring an engaging experience for every visitor.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

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

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a user-friendly hub where you can effortlessly plan new trips, resume your previous arrangements, or organise your itineraries. You'll discover your saved or booked properties neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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 Baseball & Bumper Boats (6.8 mi / 10.9 km)
  • Gold Coast Parasailing & Jet Ski (6.9 mi / 11.1 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)

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:

  • Cape Cod Beaches (8.1 mi / 13 km)
  • Bayview Beach (1.3 mi / 2.1 km)
  • 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)

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 home accommodation in Dennis?
The most popular types of holiday homes in Dennis are houses. Prefer something different? Stayz 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 home 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 Stayz and the number of guests to see your home 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 homes 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 homes on Stayz. 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 Stayz, and then spend carefree days splish-splashing around in a swimming pool that's for your use only.
What are popular home amenities in Dennis?
When it comes to home amenities that guests are looking for in Dennis, a barbecue grill, a chef and a nearby waterfront rank highest. With Stayz holiday homes, 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 homes 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 homes 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 homes in Dennis?
Take your pick from 85 one-bedroom homes in Dennis. Whether you're on the lookout for a comfy cottage or an upmarket condo, our one-bedroom homes 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 homes 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 homes 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 Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Dennis?
Pick your dates and then use our filter tool to locate holiday homes with ac in Dennis on Stayz. 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 home in Dennis?
You'll need to check with the Dennis holiday home you'd like on Stayz as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday home 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.