Dennis vacation rentals

We found 4,321 vacation rentals — enter your dates for availability

Welcome to Dennis, where stunning sandy shores meet vibrant coastal charm, inviting you to unwind and explore. With breathtaking beaches like West Dennis and Mayflower Beach, outdoor adventures abound, from kayaking to hiking amidst scenic landscapes. Families will find a warm, welcoming atmosphere, complemented by diverse accommodations ranging from cozy cottages to stylish condos. Embrace the comfort and convenience of a vacation rental, where you can create unforgettable memories together in your own home-away-from-home.

Holiday rentals with weekly discounts - Dennis

Showing deals for:Dec 11 - Dec 18

Living area
Exterior
Outdoor dining
Private kitchen
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

9% off
$100
$697 for 7 nights
All fees included
Cottage near bay beach- 1 Bd/1Ba
Fabulous family room, a magnet for family gatherings
Deeded access to nearby Mill Pond to launch your Kayak
Large island, comfortable seating area
Light & bright second floor great room
Exceptional
(120 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

36% off
$611
$4,277 for 7 nights
All fees included
Water View-Walk town/beach, pets considered, Linen Option
Interior
Exterior
Private kitchen
entrance to mallardview
Exceptional
(64 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

9% off
$1,000
$6,997 for 7 nights
All fees included
5 bedrooms ocean view estate overlooking cape cod bay
Garage Entrance_Driveway
Cozy Living Room
Living Room
Pool
Exceptional
(9 reviews)

Beachside family POOLSPAOPEN20thAPril

Centerville

13% off
$1,087
$7,608 for 7 nights
All fees included
Beachside family POOLSPAOPEN20thAPril
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

6% off
$294
$2,056 for 7 nights
All fees included
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Elegant and bright living room with views from every window.
Sunny living space with large balcony, and spectacular views to the ocean.
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Exceptional
(64 reviews)

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham

9% off
$1,147
$8,032 for 7 nights
All fees included
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
View from Dining
2nd Floor Primary Bedroom
Property grounds
Primary 2nd Floor Sleeping Area
Exceptional
(18 reviews)

Luxury Waterfront Home with Private Beach on Cape Cod Bay

Dennis

9% off
$3,591
$25,135 for 7 nights
All fees included
Luxury Waterfront Home with Private Beach on Cape Cod Bay
Living room with cathedral ceiling - open floor plan
Deck with teak table and chairs
Kitchen with island
Flowering plantings including blue hydrangea, lilac and magnolia
Exceptional
(91 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

8% off
$471
$3,295 for 7 nights
All fees included
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Living Room Features Ocean View, TV streaming with Netflix, Hulu, YouTube TV
Relax and Entertain Friends and Family on the Large Stone Patio
Dining
Family Room Overlooks the Ocean
Exceptional
(142 reviews)

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

8% off
$786
$5,500 for 7 nights
All fees included
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Kitchen Area
Living Room & Screen Porch
Screen Porch
Kids nook & Back Stairs
Exceptional
(48 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

9% off
$1,624
$11,370 for 7 nights
All fees included
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Pool
Outdoor dining
Exterior
Spacious Kitchen with everything you can imagine for your vacation needs!
Exceptional
(14 reviews)

Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!

Barnstable

9% off
$1,277
$8,939 for 7 nights
All fees included
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Game room with beautiful pool table and wet bar.
Wet bar in the pool room
two-story entrance Foyer
Sun filled porch with dining for 10.
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

8% off
$1,083
$7,579 for 7 nights
All fees included
Spacious home - Sleeps 15 -Steps to a Private Beach
Second floor front bedroom with view of Cape Cod Bay
Living room looking toward front / first floor front bedroom door
Living room looking toward front
Kitchen
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

7% off
$452
$3,161 for 7 nights
All fees included
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Interior
Room
Living area
Exterior
Exceptional
(98 reviews)

Unique oceanfront windmill with breathtaking views of Nantucket Sound.

Centerville

8% off
$810
$5,669 for 7 nights
All fees included
Unique oceanfront windmill with breathtaking views of Nantucket Sound.
Living area
Kitchen/Dining
Room
Dining
Exceptional
(87 reviews)

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham

6% off
$394
$2,755 for 7 nights
All fees included
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
Interior
Marina
Exterior
Pine Room/Family room with queen pull out couch
Exceptional
(43 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

8% off
$173
$1,211 for 7 nights
All fees included
Rates just lowered for last week of July and Aug with 5 night min accepted.
Comfortable living room with hardwood floors.
The Private Beach is just steps away!
Warm fireplace for cold nights
Deck with LED lights for night time enjoyment
Exceptional
(122 reviews)

Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging

Hyannis

8% off
$517
$3,620 for 7 nights
All fees included
Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging
Interior
Private kitchen
Exterior
Outdoor dining
Exceptional
(12 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

8% off
$401
$2,810 for 7 nights
All fees included
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Seating for 3 at kitchen counter
Outdoor dining
Updated Kitchen for Summer 2020
Fully equipped
Dining
Exceptional
(57 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

13% off
$487
$3,410 for 7 nights
All fees included
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Private kitchen
Property grounds
Room
Exterior
Exceptional
(8 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

8% off
$173
$1,212 for 7 nights
All fees included
Cozy, vacation home in a charming duplex cottage
Dining
Living area
Private kitchen
Room
Exceptional
(29 reviews)

Steps to the beach!

Dennis Port

8% off
$327
$2,290 for 7 nights
All fees included
Steps to the beach!
Scargo Bungalow. Ping pong on right. Left side now has exit -see next photo.
Rock steps leading down to the beach
Dining Room with view of Scargo Lake. Photo taken from kitchen area.
Great Room - view from front door
Exceptional
(27 reviews)

Scargo LakeFront-Pet Friendly-O/D Shower-CentA/C-Linens&Towels-Sleeps up to 12

Dennis

8% off
$443
$3,098 for 7 nights
All fees included
Scargo LakeFront-Pet Friendly-O/D Shower-CentA/C-Linens&Towels-Sleeps up to 12
Outdoor dining
Interior
Exterior
Living area
Very Good
(36 reviews)

Walk to the Beach!!!

Centerville

8% off
$349
$2,444 for 7 nights
All fees included
Walk to the Beach!!!
Private kitchen
Living area
Dining
Exterior
Exceptional
(59 reviews)

Renovated Dennis Port cottage

Dennis Port

8% off
$331
$2,317 for 7 nights
All fees included
Renovated Dennis Port cottage
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Dennis

Why visit Dennis

  • Beautiful Beaches: Dennis boasts stunning sandy shores like West Dennis Beach, perfect for relaxation and family fun.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from kayaking to hiking, set against breathtaking coastal scenery.
  • Historic Charm: Explore local harbors and historic houses that provide a glimpse into the rich cultural heritage of the area.
  • Family-Friendly Atmosphere: Dennis offers a welcoming environment for families, with plenty of attractions suitable for all ages.
  • Diverse Accommodations: Choose from charming homes, cozy cottages, or stylish condos to suit any budget and preference.

Popular types of accommodation in Dennis

Planning a getaway to Dennis? You're in for a treat. Explore the most popular vacation rentals, including charming private homes, cozy cottages, and stylish condos. Whether you’re searching for Dennis house rentals, Cape Cod beach retreats, or vacation rentals in Dennis Port, we’ve got you covered. Discover the ideal house rentals for your perfect escape and enjoy all that this beautiful area has to offer.

  • Houses: Our travelers often choose spacious private homes for their stay in Dennis, ideal for families or groups seeking comfort and privacy.
  • Cottages: Quaint and charming, cottages offer a cozy escape in Dennis, perfect for a romantic getaway or a peaceful retreat.
  • Condos: Modern condos provide convenience and amenities, making them a popular choice for those wanting easy access to local attractions.
  • Apartments: Stylish apartments are a great option for travelers seeking a home-like atmosphere with all the essentials.
  • Cabins: Rustic cabins offer a unique experience in nature, appealing to those looking for adventure and tranquility.**

Top attractions in and around Dennis

Dennis, Massachusetts, is perfect for a beach and outdoor vacation, offering beautiful scenery and a variety of attractions. Visitors can enjoy popular spots like West Dennis Beach, local harbors, and historic houses that provide a rich cultural experience. Whether you seek relaxation on the sandy shores or outdoor adventures, Dennis has something to offer every traveler looking to explore its charming coastal environment.

  • Mayflower Beach: Enjoy the stunning views and relaxing atmosphere at Mayflower Beach. Known for its soft sand and gentle waves, it's perfect for sunbathing, swimming, and beachcombing.
  • Hyannis Harbor: Just 7 miles from Dennis, Hyannis Harbor offers beautiful scenery and vibrant beach vibes. Stroll along the waterfront, take boat tours, or enjoy fresh seafood at nearby eateries.
  • Main Street Hyannis: Also 7 miles away, Main Street Hyannis is a lively area filled with family-friendly activities, shops, and excursions. Explore local boutiques, dine, and enjoy seasonal events.

Things to do recommended for couples

For a romantic getaway in Dennis, explore the luxurious vibes at the Twin Brooks Golf Course, located 8 miles away. Enjoy a round of golf together or relax at the beautiful clubhouse, making unforgettable memories amidst the scenic views.

Things to do recommended for families

Families visiting Dennis, Massachusetts, can enjoy a day at the Cape Cod Museum of Natural History, where kids can explore interactive exhibits and nature trails. Additionally, the beautiful beaches offer fun activities like swimming and sandcastle building for all ages.

Things to do recommended for groups

Explore the beautiful beaches of Dennis, enjoy a group whale watching tour, or visit the Cape Cod Museum of Art for a dose of local culture. Don’t miss a fun-filled day at the Cape Cod Rail Trail for biking and scenic 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

If you're planning a trip with a group, family, pets, or seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Dennis with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for all these options and more on Vrbo.
  • Traveling to Dennis with young kids: Traveling with young children can be a bit tricky. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Dennis: For many, a family vacation wouldn’t feel complete without their furry companion. If you can relate, take a look at Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Dennis: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Dennis

Experience the charm of Dennis, Massachusetts, where beautiful beaches and scenic views await. From the family-friendly atmosphere of Dennis Village to the serene waterside village of Dennis, you’ll find the perfect spot for relaxation and romance. Enjoy unforgettable ocean views and outdoor excursions that make for a memorable vacation. Whether you're on a budget or seeking an upscale getaway, Dennis has something special for everyone.

  • Cape Cod: Cape Cod, located 5 miles from Dennis, is a quintessential New England destination renowned for its stunning beaches and charming coastal scenery. This picturesque region offers a plethora of outdoor activities, from sunbathing on family-friendly beaches to exploring scenic trails. Visitors can enjoy attractions like water parks and golf courses, making it a perfect spot for families and outdoor enthusiasts alike. With its iconic landmarks and captivating views of the Cape, it’s an ideal getaway for those looking to immerse themselves in natural beauty.
  • Hyannis: Situated 7 miles from Dennis, Hyannis is a vibrant city that serves as a hub for arts and entertainment. With its beautiful beaches and inviting waterfront, travelers flock here for a mix of outdoor experiences and cultural events. Enjoy a day at the beach, catch a live music concert, or visit local theaters for a dose of entertainment. Hyannis offers a variety of dining options and shopping experiences, making it a lively place to explore while soaking up the Cape Cod charm.
  • Brewster: Located 6 miles from Dennis, Brewster is a tranquil town known for its stunning outdoor settings and scenic beaches. This serene location is perfect for those looking to relax and enjoy nature. Visitors can engage in golfing at local courses or explore recreational areas for hiking and picnicking. With its beautiful family beaches and scenic views of the Cape, Brewster provides a laid-back atmosphere, ideal for families and nature lovers seeking a peaceful retreat.

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 a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your travel arrangements, or review and organize your bookings. Your saved or reserved properties are organized into categories such as Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore the beachside setting in Dennis

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

Activities and attractions in Dennis

Are you searching for attractions to see while you're in the area? Venture out of your vacation home and experience everything that makes Dennis a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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)
  • The Club at Yarmouthport (1.7 mi / 2.8 km)

Exploring the natural landscape of Dennis

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Dennis. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation to and around Dennis

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 6.7 mi (10.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 23.6 mi (38 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Dennis?
The most sought-after types of vacation rentals in Dennis are cottages. Looking for something different? Vrbo has plenty of options to match the needs of our guests, so you'll see vacation homes in all sizes and shapes. The ideal fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Dennis?
The average price for a vacation rental in Dennis can vary depending on factors such as time of year, length of stay and property type. Whether you prefer a sprawling villa with space for the whole family or a cozy cabin ideal for just you and the kids, just enter your dates of travel to find stays with fantastic value.
How much does it cost to rent a beach house in Dennis?
When you travel and the size and style of the property will influence how much you'll pay for your beachside vacation rental. Put in your Dennis travel dates to view your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you need.
Are there pet-friendly vacation rentals in Dennis?
There certainly are. You'll have a choice of 149 stays that allow pets in Dennis on Vrbo. Our furry kids need to get away from it all too, so simply use our search function for pet-friendly vacation rentals to find a perfect property where your doggie can be near his favorite humans.
Can I rent a house with a pool in Dennis?
Tick the "pool" box in our filter tool and choose from 25 houses with private pools in Dennis on Vrbo. Gentle soak, ball games or noodle joust? Leisure time is up to you when your vacation home comes with a swimming pool.
What are popular rental amenities in Dennis?
A garden, a beach view and a nearby river top the list of most popular rental amenities in Dennis. Whether you're taking a trip solo, with a partner or a group of friends, Vrbo will help you find a vacation home that fits your style with all the features you'll enjoy.
Are there large group vacation rentals in Dennis?
With 46 vacation rentals that can sleep 10 people or more in Dennis, there's no need to cross anyone off the invite list. From extended family vacations to special events like birthday parties and weddings, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Dennis that welcome kids?
With 149 family-friendly vacation rentals to choose from in Dennis, now is an awesome time to introduce the kiddos to the pleasures of travel. Simply click on our "Properties good for families" filter to find stays packed with conveniences perfect for traveling families, like living rooms, swimming pools, entertainment areas and bunk beds.
What are the top attractions for families in Dennis?
Keeping the kids happy during your vacation in Dennis is simple with these awesome family-friendly attractions:
  • Scargo Tower
  • Cape Playhouse
  • Mayflower Beach
Are there one-bedroom vacation rentals in Dennis?
There are five one-bedroom properties in Dennis to pick from. A one-bedroom vacation rental is an excellent choice if it's only the two of you or if you're traveling on your own. Throw in more privacy, space and convenience compared to a hotel, and you've got the makings of a break to remember.
Can I find two-bedroom vacation rentals in Dennis?
Dennis has 12 two-bedroom properties to choose from. Book a vacation home with all the space and privacy you need at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Dennis?
Whether you want to keep up with the headlines, look over emails or post a pic to social media, there are 48 vacation homes with WiFi in Dennis. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Dennis?
Dennis has 132 vacation rentals where you can spend your days in air-conditioned comfort. To book a property on Vrbo that offers this amenity, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Dennis?
The minimum age permitted can vary across properties on Vrbo, so check the rules of the vacation rental in Dennis you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a vacation rental in Dennis for?
The amount of time you can stay in a Dennis vacation rental for is up to the property. Simply put in your dates of travel to see available options that offer long-term stays. They come with the things you need to make your extended trip more comfortable such as laundries and air conditioning. Some properties might also offer discounted weekly or monthly prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Dennis?
In Dennis, you'll find great discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're off on a short getaway or a much longer stay, we offer plenty of options to match your style.

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