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Dennis, MA place to stay
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2853 Lodgings in Dennis, MA

Best Dennis, MA lodging with a pool

Among the 2853 accommodations in Dennis, MA, here are the 4 best ones with a pool

Private Pool, Large Deck, And Game Room! - Dennis, MA
9.4 14 reviews

Private Pool, Large Deck, And Game Room!

house, Dennis
This family-friendly holiday home in Dennis offers convenient access to Corporation Beach, Crowe's Pasture Conservation Area, and popular eateries such as Fin, Scargo Cafe, and Oliver's Planck and Tavern, all within walking distance.
This detached property accommodates up to ten guests across four bedrooms, featuring a private outdoor unheated pool open from mid-May to mid-September, a large deck with a propane grill, and a game room with foosball and arcade games, alongside a washer/dryer and WiFi.
Huge Family Friendly Estate~pool, Near Bay Beaches - Dennis, MA
9.7 33 reviews

Huge Family Friendly Estate~pool, Near Bay Beaches

apartment, Dennis
This charming house is located in the historic Sesuit Neck district of Dennis, just a short drive from the main attractions of Cape Cod and within walking distance of Sesuit Harbor and Marshside Restaurant. It has received excellent ratings for location, cleanliness, and overall user experience.
The house is spacious, covering 460 square metres, and offers two separate living areas, each with multiple bedrooms, bathrooms, kitchens, and living areas. Guests can enjoy an inground pool, two fire pits, a grill, and outdoor dining areas, along with access to nearby nature trails and beaches.
Great Island Ocean Club Home On Nantucket Sound (2366) - Dennis, MA
9.4 3 reviews

Great Island Ocean Club Home On Nantucket Sound (2366)

apartment, Yarmouth
This Yarmouth seaside property is a short walk (less than 2km) from Cape Cod Beaches and Seagull Beach, and within 3km of Gold Coast Parasailing & Jet Ski and Main Street.
This three-bedroom, two-bathroom house sleeps six, boasting a fully equipped kitchen, swimming pool, tennis court, and BBQ facilities, plus close proximity to an on-site water park.
Beachfront Studio In Dennis Port W/ Kitchenette - Dennis, MA
10 1 review

Beachfront Studio In Dennis Port W/ Kitchenette

studio, Dennis
This Dennis Port studio apartment, a short walk (approximately 0.6km and 1.8km respectively) from Cape Cod Beaches and Sea Street Beach, offers convenient access to Cape Cod Inflatable Park and Cape Codder Water Park.
The self-catering unit sleeps four, includes a swimming pool, parking, air conditioning, Wi-Fi, and a barbecue; nearby attractions include Mayflower Beach and West Dennis Beach.

Best family friendly Dennis, MA lodging

Among the 2853 accommodations in Dennis, MA, here are the 4 best for families

72 M² House ∙ 1 Bedroom ∙ 6 Guests - Dennis, MA
No reviews

72 M² House ∙ 1 Bedroom ∙ 6 Guests

house, Dennis
This Cape Cod cottage is situated on Old Wharf Road in Dennis, Massachusetts, a short walk from private association beaches and restaurants.
The 72-square-metre property sleeps six guests in one bedroom and one bathroom, offering a queen bed, bunk bed, and queen pull-out sofa, plus a spacious deck with gas grill and firepit; it also includes up to $597 of complimentary activities per week (golf, bike/kayak rentals, whale watching, and Martha's Vineyard/Nantucket ferry).
2026 Renovation Walkable To Beach, Food And Shops - Dennis, MA
9.9 18 reviews

2026 Renovation Walkable To Beach, Food And Shops

apartment, Harwich
This renovated Cape Cod house in Harwich offers a prime location within walking distance of Dennis Port Village, local eateries, a park, and the beach.
Accommodating up to six guests, this two-bedroom flat features a queen-size bed, a bunk room, a sunroom with a sleeper sofa, a family room with a 55-inch smart television, a modern kitchen with a gas hob and dishwasher, and both an indoor and outdoor shower, all supported by air conditioning and heating.
Local Beach+ Fireplace + Hot Tub Under The *Stars* - Dennis, MA
9.9 165 reviews

Local Beach+ Fireplace + Hot Tub Under The *Stars*

apartment, Dennis
This two-bedroom cottage is situated in a peaceful neighbourhood in Dennis, just 0.3 kilometres from the Dennis town landing, conservation area, and a local beach.
The property offers a private hot tub and patio, two kayaks for exploring the nearby waters, a well-equipped kitchen, and a comfortable living area with a gas fireplace and a 55-inch television.
Oceanfront Property  Private Beach On Nantucket Sound Sleeps 6 - Dennis, MA
9.8 119 reviews

Oceanfront Property Private Beach On Nantucket Sound Sleeps 6

apartment, Dennis
This oceanfront apartment is located in Dennisport, just a short walk from the beach and within 3.2 kilometres of the Cape’s longest bike trail. The apartment boasts excellent user ratings, indicating a comfortable and enjoyable stay for guests.
The two-bedroom apartment, spanning 82 square metres, comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, a private beach, beach chairs, umbrellas, and a communal deck, making it ideal for families or groups seeking a relaxing beach getaway.

Frequently asked questions about accommodations in Dennis, MA

  • What are the most convenient modes of transportation within Dennis, MA?

    You can get around Dennis fairly easily, especially if you're staying near the centre. There are good bus services within the town, and you can also rent a bike. The Cape Cod Regional Transit Authority is great for getting around the area.
  • What outdoor activities and adventures are popular in and around Dennis, MA?

    Dennis is a great place for outdoor activities. The beaches are perfect for swimming, sunbathing, and surfing. You can also go kayaking, paddleboarding, or fishing. The Cape Cod Rail Trail is a great place to go for a bike ride or a walk.
  • When is the best time to visit Dennis, MA?

    The best time to visit Dennis is during the summer months, from June to August, when the weather is warm and sunny. But if you want to avoid the crowds, you can visit in the shoulder season, from April to May or September to October.
  • What local dishes and culinary experiences are a must-try in Dennis, MA?

    You have to try the fresh seafood, especially lobster. The Clam Chowder is a local favourite. For a more casual experience, try the Lobster Shack, or the The Weathervane Seafood Restaurant. If you want something a bit more fancy, try The Bayside Restaurant at the Cape Codder Resort & Spa.

Popular destinations

Best Dennis, MA accommodations with a balcony

Walk To Haigis Beach: Cape Cod Retreat W/ Deck! - Dennis, MA
9.7 45 reviews

Walk To Haigis Beach: Cape Cod Retreat W/ Deck!

house, Dennis
This charming house is located in Dennis, Massachusetts, just 800 metres from Sea Street Beach and 1.4 kilometres from South Village Beach. The property has been rated excellent for location, cleanliness, and user experience.
This 4-bedroom house offers 139 square metres of space and can accommodate up to 9 guests. It comes equipped with a fully equipped kitchen, air conditioning, a patio with a grill, and free Wi-Fi, making it ideal for a relaxing and comfortable stay.
Seabreeze Village Retreat By Pond | Walk To Sound & Trotting Park Beach - Dennis, MA
9.2 7 reviews

Seabreeze Village Retreat By Pond | Walk To Sound & Trotting Park Beach

apartment, Dennis
This West Dennis dwelling, a 700-metre stroll via a private path to Trotting Park Beach and Nantucket Sound, offers a tranquil retreat near the shops and eateries of Dennis Port, situated 3.2 kilometres away.
This 143 square metre flat, accommodating up to six guests across three bedrooms and three bathrooms, features a full kitchen, air conditioning, a terrace, garden, and an outdoor shower, with a second-floor balcony offering glimpses of Nantucket Sound.
Peaceful Retreat: Dog Friendly, Close To Beaches & Town; Yard W/patio&firepit - Dennis, MA
9.4 3 reviews

Peaceful Retreat: Dog Friendly, Close To Beaches & Town; Yard W/patio&firepit

apartment, Dennis
This dog-friendly house is situated in a tranquil South Dennis neighbourhood, offering a peaceful escape just 4.8 to 8 kilometres from Mayflower Beach and Chapin Beach.
This 114 square metre residence accommodates up to six guests, featuring three bedrooms, two bathrooms including a jetted tub, a well-equipped kitchen with a dishwasher, air conditioning, a terrace, garden, and provides two adult bikes and one child bike for exploring the area.
Comfortable Family Getaway Near The Beach With Patio, Grill, Wifi And Ac - Dennis, MA
No reviews

Comfortable Family Getaway Near The Beach With Patio, Grill, Wifi And Ac

apartment, Yarmouth
This West Yarmouth residence offers a serene escape in Massachusetts, conveniently situated near the ocean, Hyannis Harbour, and the Cape Cod Beaches, with fishing and kayaking opportunities readily accessible.
This 151 square meter flat accommodates up to six guests, featuring three bedrooms, two bathrooms including a jetted tub, a fully equipped kitchen with a dishwasher, air conditioning, WiFi, and a spacious patio with a gas grill.

Best Dennis, MA accommodations with a kitchen

Compass Rose Cottage  Steps To Flax Pond & Trails - Dennis, MA
9.9 236 reviews

Compass Rose Cottage Steps To Flax Pond & Trails

apartment, Dennis
This charming cottage is situated in Yarmouthport, just a short distance from the sea and within 3 kilometres of The Club at Yarmouthport, Cape Playhouse, and Cape Cod Museum of Art. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage comfortably accommodates up to four guests in two bedrooms. Enjoy a range of amenities including a swimming pool, a spa, a terrace, a garden, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
Dennis Port A-side | 5-min Walk To Beach - Dennis, MA
9.7 28 reviews

Dennis Port A-side | 5-min Walk To Beach

house, Dennis
This Dennis Port duplex, less than 0.8km from Cliff Metcalf Memorial Beach and opposite Sea View Park, offers pet-friendly accommodation.
Sleeping six, the property features three bedrooms, a well-equipped kitchen (excluding a dishwasher), two Smart TVs, high-speed WiFi, a shared laundry, and a spacious backyard with a gas BBQ and outdoor shower; damage protection up to £1,160 per stay applies.
Steps From Bass River Marina · Private Balcony - Dennis, MA
9.9 79 reviews

Steps From Bass River Marina · Private Balcony

apartment, Dennis
This cosy studio apartment is located just 6km from West Dennis Beach and a short walk from local restaurants in the heart of West Dennis. The apartment has received excellent ratings for location, cleanliness and user experience.
The studio offers comfortable accommodation for up to 3 guests, with a twin bed and a queen-sized bed. The apartment is fully equipped with a kitchen, air conditioning, a private balcony, a swimming pool, and a garden, perfect for a relaxing stay.
Nauti Pine Cottage (Nautical/knotty) | Dennisport - Dennis, MA
10 34 reviews

Nauti Pine Cottage (Nautical/knotty) | Dennisport

apartment, Dennis
This Dennis, Cape Cod holiday home is located a short 1.6km walk from Nantucket Sound beaches and near the Cape Cod Rail Trail.
The self-catering property sleeps six, offering two bedrooms (one queen, two twin beds), a queen-size sofa bed, a full kitchen (with a smaller-than-standard refrigerator), one bathroom with indoor and outdoor showers, and beach chairs; a washing machine and dryer are not provided.
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