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Best Vacation rentals and Airbnb offers in Dennis, MA
10 4 reviews
Dennis, MA
07/09 – 07/12
$411/nighttotal: $1233 (3 )
Newly Renovated Bass River Condo
1 2
apartment , Dennis
This one-bedroom Dennis apartment, directly across from Bass River Marina, offers easy access to nearby beaches, golf courses, and restaurants with live music. The unit features two bathrooms, accommodates four guests, includes a private patio and balcony, a kitchen, air conditioning, internet access, parking, and access to a shared swimming pool.
9.4 9 reviews
Dennis, MA
07/09 – 07/12
$1641/nighttotal: $4923 (3 )
Lovely Dog-friendly Home W/ Fireplace, Central Ac, Full Kitchen, & Washer/dryer
4 2
apartment , Dennis
This 4-bedroom, 3-bathroom vacation home in South Dennis is located in a historic district, offering a tranquil countryside setting just 0.5 miles from Scargo Lake and a short drive to Mayflower and Corporation beaches. This 1850 square foot house accommodates up to 10 guests and features a sophisticated kitchen with stainless steel appliances, air conditioning, a terrace, and a firepit, providing easy access to Dennis Village shops and restaurants.
9.6 85 reviews
Dennis, MA
06/20 – 06/27
$378/nighttotal: $2646 (7 )
Cape Cod Beach Cottage, Only 5 Minute Walk To Glendon Beach & Local Restaurants
4 2
cottage , Dennis
This charming cottage is located in Dennis Port, just a short walk from Glendon Beach and close to other popular beaches and attractions. It has consistently earned excellent reviews from previous guests. This 3-bedroom, 1-bathroom vacation home comfortably sleeps 8 guests, offering 810 square feet of living space. Enjoy a fully equipped kitchen, a comfortable living room, a private fenced-in backyard, and a four-season room, along with provided beach essentials and ample parking.
10 25 reviews
Dennis, MA
09/20 – 09/27
$361/nighttotal: $2527 (7 )
Updated Home Near Beach, Dog Friendly, Fenced Yard
1 2
apartment , Dennis
This Dennis, MA vacation home sits on a quiet cul-de-sac, less than 4 miles from Chapin's Memorial Beach, Mayflower Beach, Corporation Beach, the Cape Cod Museum of Art (2.5 miles), and Scargo Tower (3.2 miles). The two-bedroom, one-bathroom rental sleeps six, features a fully fenced yard with a firepit and propane grill, a three-season sunroom, modern kitchen with quartz countertops, and includes beach toys, chairs, and a cooler for guest convenience.
9.7 13 reviews
Dennis, MA
07/16 – 07/19
$661/nighttotal: $1983 (3 )
Beachside Retreat! Cozy 1-bedroom W/ Private Yard
1 2
apartment , Dennis
This Dennis, MA rental is a three-minute walk from Glendon Road Beach, five minutes from West Dennis Beach by car, and eight minutes from Haigis Beach, with Chapin's Beach Bar a short five-minute stroll away. This one-bedroom, one-bathroom house sleeps two guests and features a newly renovated interior with a private fenced backyard, outdoor shower, granite countertops, and a premium leather power reclining sofa; free parking for two cars is available.
10 7 reviews
Dennis, MA
09/20 – 09/27
$177/nighttotal: $1239 (7 )
Charming Condo Efficiency In Peaceful Dennisport With Wifi, Ac
1 2
apartment , Dennis
This Dennis Port vacation rental is a six-minute walk from Cape Cod Beaches and a fifteen-minute walk from Sea Street Beach, offering easy access to the area's attractions. This 260-square-foot one-bedroom, one-bathroom apartment sleeps four and includes amenities such as Wi-Fi, air conditioning, on-site parking, and a basic kitchen with an oven and refrigerator.
Dennis, MA
09/06 – 09/08
$596/nighttotal: $1192 (2 )
My Two Buoys Duplex ~ Sleeps 6~ Walk To Beaches ~ Dennisport, Cape Cod
3 4
apartment , Dennis
This ranch-style duplex half in Dennisport is located 0.3 miles from Inman Beach and Metcalf Beach, with the Wee Packet and Sundae School within 0.5 miles. This pet-friendly vacation rental accommodates 6 guests in 6 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, updated bathrooms, on-site laundry, a gas grill, and provided beach equipment.
9.5 2 reviews
Dennis, MA
09/06 – 09/08
$650/nighttotal: $1300 (2 )
Dennis Port House Beachhot Tub & Fire Pit Fun
1 4
house , Dennis
This Dennis Port rental home is a 12-minute walk from Sea Street Beach, 20 miles from Nauset Lighthouse, and 8.1 miles from Cape Cod Gateway Airport. This 1100 square foot cottage accommodates up to 8 guests and features a full kitchen with a dishwasher, microwave oven, and refrigerator, air conditioning, a hot tub, a garden, and on-site parking with free WiFi.
Dennis, MA
07/09 – 07/12
$3462/nighttotal: $10386 (3 )
Lovely Home
2 2
house , Dennis
This Dennis, MA home is conveniently located 7.5 miles from Cape Cod Gateway Airport and offers easy access to attractions like Wellfleet Bay Wildlife Sanctuary, Cape Cod National Seashore, and Nauset Lighthouse. This 10,760-square-foot house features two bedrooms, two bathrooms, and accommodates up to 11 guests, boasting a fully equipped kitchen, air conditioning, Wi-Fi, and private parking.
10 4 reviews
Dennis, MA
06/21 – 06/28
$422/nighttotal: $2954 (7 )
Cozy 2-bedroom Apartment Just 6 Minutes Drive To Cape Cod Beaches
2 4
apartment , Dennis
This South Dennis apartment is just a short drive from beautiful Cape Cod Bay beaches like Mayflower Beach, Corporation Beach, and West Dennis Beach, making it ideal for exploring the area. It has earned excellent user ratings, indicating a comfortable and enjoyable stay. This two-bedroom rental comfortably sleeps eight guests, thanks to the spacious living room and a separate one-bedroom basement unit available for an additional fee. The apartment is fully equipped with a kitchen, a private back deck with a gas grill and fire pit, and modern amenities like WiFi, streaming TV, and air conditioning.
10 3 reviews
Dennis, MA
07/16 – 07/19
$899/nighttotal: $2697 (3 )
Coastal Haven In West Dennis
3 2
apartment , Dennis
This West Dennis waterfront rental is a 5-10 minute walk from West Dennis Beach, offering easy access to local restaurants and shops. The 1510-square-foot apartment features three bedrooms, one bathroom, accommodates six guests, and includes amenities such as a fully equipped kitchen, air conditioning, a terrace, and parking.
Dennis, MA
06/21 – 06/24
$546/nighttotal: $1638 (3 )
Best Little Beach Cottage
3 4
cottage , Dennis
This Dennis Port vacation home is located on a quiet cul-de-sac, a short walk from the Sailing Cow restaurant, Swan River Fish Market, and a private beach with provided beach chairs and wagon. The 720-square-foot house features three bedrooms, one bathroom, sleeps nine, and includes central A/C, a fully equipped kitchen, Wi-Fi, and an outdoor shower; nearby attractions include West Dennis Beach and Mayflower Beach.
Best Dennis, MA vacation rentals with a balcony
10 32 reviews
Dennis, MA
09/20 – 09/27
$1141/nighttotal: $7987 (7 )
Spacious Home - Sleeps 15 -Steps To A Private Beach
5 2
apartment , Dennis
This Dennis, MA vacation home offers convenient access to Cape Cod beaches, situated within a 15-minute walk of Josiah Dennis Manse, Old West Schoolhouse, and Bayview Beach, and less than a mile from the Cape Cod Museum of Art and Dunes Landing Beach. This 4,250-square-foot house features five bedrooms, sleeps up to 15 guests, and includes amenities such as an arcade/game room, barbecue grills, a fireplace, and free WiFi.
9.5 15 reviews
Dennis, MA
06/20 – 06/27
$1110/nighttotal: $7770 (7 )
Amazing Views! 3 Bedroom Duplex Is Just Steps Away From South Village Beach
3 2
apartment , Dennis
This West Dennis duplex is located one house from South Village Beach, offering panoramic ocean views and immediate access to Swan Pond River Landing for kayaking and paddleboarding. This 1150 square foot accommodation features an upside-down layout with upstairs living and dining areas, a fully equipped kitchen with bar seating, central air conditioning, an outdoor shower, and the option to rent one or both sides for up to 14 guests, with convenient access to West Dennis Beach, Sundae School Ice Cream, and The Wee Packet.
Dennis, MA
06/20 – 06/27
$638/nighttotal: $4466 (7 )
Short Drive To Bayside Beaches + Large Back Yard With Fire Pit
5 2
apartment , Yarmouth
This 5-bedroom, 2-bathroom apartment in Yarmouth Port offers direct access to conservation land, is a short walk to Crab Creek for crabbing and fishing, and is a 7-minute drive to Bayside beaches including Mayflower Beach. This 1680 sq ft vacation rental accommodates up to 12 guests with 10 beds, features a dedicated kids' zone, an expansive deck with a fire pit, an outdoor shower, and on-site parking for 4 cars, with proximity to golf courses and dining.
9.6 78 reviews
Dennis, MA
06/25 – 06/28
$528/nighttotal: $1584 (3 )
Walk To Dennisport Beaches 4 Min.bars And Restaurants 2min Walk.perfect Location
1 3
apartment , Dennis
This one-bedroom apartment in Dennis is just a 10-minute walk from Sea Street Beach and Cape Cod Beaches, offering easy access to the sand and surf. It has received excellent ratings for location, cleanliness, and overall user experience. The 600 square foot apartment features a fully equipped kitchen, a private balcony, and a garden, providing a comfortable and relaxing space. You can enjoy amenities like a Smart TV with DVD player, sun loungers, and beach towels, making it perfect for a relaxing getaway.
Browse Family-Friendly Vacation Rentals in Dennis, MA
Family beach vacations in Dennis, MA are better in spacious rentals that offer plenty of room to spread out near the shore.
Dennis, MA
07/08 – 07/11
$866/nighttotal: $2598 (3 )
Home In A Bayside Neighborhood With 2 Large Decks - Walk To Beaches
4 4
apartment , Dennis
This privately situated Dennis home is located a block from Cape Cod Bay, 0.5 miles from Mayflower Beach, and within a mile of the Cape Cod Museum of Art and the Cape Playhouse. This 1600 sq ft apartment accommodates 8 guests with 4 bedrooms and 2 bathrooms, featuring two expansive decks, a gas grill, and a full kitchen with a dishwasher.
9.9 114 reviews
Dennis, MA
09/20 – 09/27
$313/nighttotal: $2191 (7 )
2 Bedroom Home W. Screened In Porch
1 2
apartment , Dennis
This Dennis, Massachusetts cottage, located less than half a mile from Inman Beach on Nantucket Sound, offers easy access to swimming, sunbathing, and other beach activities. The two-bedroom, one-bathroom house sleeps four and includes a fully equipped kitchen with dishwasher, air conditioning, a screened porch, a back porch with gas grill, beach gear, and parking; the unoccupied second floor ensures guest privacy.
9.8 8 reviews
Dennis, MA
07/16 – 07/19
$403/nighttotal: $1209 (3 )
Charming, Comfortable 1-bedroom Condo With Pool Near Bass River
1 2
apartment , Dennis
This one-bedroom condo in West Dennis is located on the Bass River, just over a mile from West Dennis Beach, and within walking distance of restaurants. This family-friendly apartment offers a kitchenette, two bathrooms, sleeping accommodations for four, a pool, and is centrally located for exploring Hyannis nightlife and cultural attractions.
Dennis, MA
09/20 – 09/27
$330/nighttotal: $2310 (7 )
Dog Friendly Home W/ Deck And Private Gas Grill - On The Bay Side Of The Cape
3 2
apartment , Dennis
This South Dennis vacation home offers convenient access to Corporation Beach (4.5 miles) and West Dennis Beach (6 miles), with the Cape Cod Mall just over 10 miles away. This 1320 sq ft, 3-bedroom, 2-bathroom rental accommodates up to 8 guests and features a fully equipped kitchen, air conditioning, a deck with a grill, and complimentary WiFi, all within proximity to Cape Cod Beaches and the Cape Playhouse.
Frequently Asked Questions about vacation rentals in Dennis, MA
What should a first-time visitor not miss in Dennis, MA?
You'll want to check out the Dennis Port Beach, it's a classic Cape Cod beach. If you're into history, you should visit the Dennis Historical Society and Museum.
What are the best Airbnb and vacation rentals in Dennis, MA?
Which neighborhood in Dennis, MA should you consider for a vacation rental?
Dennis Port is the most popular area for vacation rentals. It's right on the water and has a lot of shops and restaurants. If you want something quieter, try West Dennis.
When is the best time to book a vacation rental in Dennis, MA?
You'll want to book your vacation rental in Dennis as early as possible, especially if you want to visit during the summer months. Things get booked up quickly, especially around July 4th.
What are the best rentals for families and kids in Dennis, MA?
What are the best budget-friendly activities in Dennis, MA?
Take a walk or bike ride along the Cape Cod Rail Trail, it's free and a great way to see the area. You can also visit the Dennis Public Library, which is free and has a lot of activities for all ages.
What are the best restaurants with local dishes in Dennis, MA?
The Sea Gull Restaurant is a classic spot for seafood, and The Weathervane is known for its clam chowder.
What are the best walking or cycling routes in Dennis, MA?
The Cape Cod Rail Trail is a great option for walking or biking. It's a paved trail that runs for 22 miles through several towns.
Are there pet-friendly attractions in Dennis, MA?
Many beaches in Dennis allow dogs, but they might have restrictions on certain times of day. Check the signs before you go.
What are the benefits of choosing a vacation rental in Dennis, MA?
Vacation rentals often provide more space and privacy than a hotel. They can also be a more affordable option, especially if you are traveling with a group.
What are the top sports attractions and facilities in Dennis, MA?
Dennis has a few public beaches for swimming, and there are a few golf courses in the area.
Destinations nearby
Best Dennis, MA vacation rentals with parking
10 19 reviews
Dennis, MA
06/21 – 06/28
$403/nighttotal: $2821 (7 )
4 Bedroom Cape Escape
1 4
apartment , Dennis
This Cape House in Dennis is located just a short distance from the beach and a quick drive to the town center, offering easy access to both the beautiful coastline and local amenities. The property has excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay. This single-level home comfortably accommodates up to 9 guests with 4 bedrooms. Enjoy a spacious living area, a private backyard with a patio and BBQ grill, a modern smart TV, and a private outdoor shower for added convenience.
8.8 385 reviews
Dennis, MA
09/06 – 09/08
$717/nighttotal: $1434 (2 )
Pelham House Resort
1 4
resort , Dennis
The Pelham House Resort is located in Dennis Port, just a short drive from the ferry to Nantucket Island, offering a convenient base for exploring the island and the surrounding area. The resort consistently receives high ratings for its cleanliness, location, and overall experience. The resort features comfortable rooms with walk-in showers, balconies with ocean views, and a refreshing outdoor pool. Guests can enjoy a variety of amenities, including a private beach, a restaurant, a bar, and easy access to nearby golf courses.
9.9 28 reviews
Dennis, MA
09/06 – 09/08
$640/nighttotal: $1280 (2 )
New! Under 1 Mile To Beach. Dreamy Dennis Cottage!
2 4
apartment , Dennis
This Dennis Port cottage, less than a mile from beaches like Inman Beach and restaurants including The Pelham House, offers easy access to Dennis's attractions. This 720-square-foot vacation home features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a gas fireplace, a private patio, and a fire pit, comfortably accommodating four guests.
Dennis, MA
06/20 – 06/27
$294/nighttotal: $2058 (7 )
Enjoy A Relaxing Getaway In This Spacious 3-bedroom, 2-bathroom Home
3 2
apartment , Dennis
This South Dennis vacation rental is located near Cape Cod Beaches, Mayflower Beach, Hyannis Harbor, the Cape Playhouse, and the Cape Cod Museum of Natural History. This 1500 square foot, 3-bedroom house accommodates up to 8 guests and features a sunroom, an outdoor deck with a gas grill, and in-home laundry.
Choose the Right Vacation Rentals with a Pool in Dennis, MA
A vacation rental with a pool in Dennis, MA is the ideal way to complement your daily coastal adventures.
9.4 3 reviews
Dennis, MA
06/25 – 06/28
$1172/nighttotal: $3516 (3 )
Dennis Getaway With Saltwater Pool (2406)
3 3
apartment , Dennis
This Dennis, Massachusetts vacation rental is conveniently located near Cape Cod beaches and a short drive from attractions like the Cape Cod Inflatable Park and Mayflower Beach. This 1940-square-foot three-bedroom, two-bathroom home sleeps eight guests and boasts a private pool, fully equipped kitchen, and access to on-site amenities including BBQ facilities and laundry services.
10 1 review
Dennis, MA
07/09 – 07/12
$503/nighttotal: $1509 (3 )
Dennis Deluxe King Room | Full Studio W/ Kitchen
1 2
apartment , Dennis
This studio is located in Dennis Port on Main Street (Route 28), a 5-minute drive from the beach and close to dining and attractions. This accommodation offers free Wi-Fi, an on-site swimming pool, and a jacuzzi, with a guest capacity of 3.
Dennis, MA
09/20 – 09/27
$663/nighttotal: $4641 (7 )
Charming Cape Escape With Pool, Hot Tub & Fire Pit
3 2
apartment , Dennis
This pet-friendly villa in South Dennis offers ocean views from its rural seaside location, just a 7-minute drive to Cape Cod Beaches and an 8-minute drive to Corporation Beach. This 1500 sq ft vacation home features a private swimming pool, hot tub, garden, patio, complimentary Wi-Fi, air conditioning, a fully equipped kitchen with an oven and microwave, and is close to motor boating and fishing.
10 1 review
Dennis, MA
09/20 – 09/27
$1127/nighttotal: $7889 (7 )
Modern Oasis. Private Heated Saltwater Pool. Huge Lounge Deck. Beach Golf Bike.
4 2
apartment , Dennis
This modern Cape Oasis is located in South Dennis, offering proximity to beaches, Scargo Tower, and Bass River Golf Course, just 1 mile from Cape Cod Bay and Nantucket Sound beaches. This family-friendly rental accommodates up to 12 guests with 4 bedrooms and 3 bathrooms, featuring a private heated saltwater pool, a putting green, volleyball, bocce, cornhole, and a hammock across its 2000 square feet of living space.
Find the Best Seaside Vacation Rentals in Dennis, MA
Relax near the shore in these coastal Dennis, MA vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.
Dennis, MA
06/20 – 06/27
$490/nighttotal: $3430 (7 )
Beach Cottage Steps To The Ocean
1 2
house , Dennis
8.0 1 review
Dennis, MA
06/25 – 06/28
$913/nighttotal: $2739 (3 )
Ocean Vista 4
1 3
apartment , Dennis
10 45 reviews
Dennis, MA
09/20 – 09/27
$1818/nighttotal: $12726 (7 )
Beachfront Family Home Steps To Ocean! 2026 Vrbo Rental Of The Year Award!
4 2
apartment , Yarmouth
Dennis, MA
06/25 – 06/28
$467/nighttotal: $1401 (3 )
93 M² House ∙ 2 Bedrooms ∙ 8 Guests
2 3
house , Dennis
Traveler-Approved Luxury Vacation Rentals in Dennis, MA
Experience 5-star comfort in a luxury Dennis, MA vacation rental designed with premium amenities throughout.
9.8 170 reviews
Dennis, MA
09/06 – 09/08
$390/nighttotal: $780 (2 )
Cottage Near Shopping, Dining & Summer Attractions
1 4
apartment , Yarmouth
Explore Vacation Rentals with Saunas in Dennis, MA
Relax in style with an on-site sauna at these premium Dennis, MA vacation rentals near the water.