Villa vacation rentals in Dennis

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Top-rated villa rentals in Dennis

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living room features a large brick fireplace at its center, surrounded by comfortable seating and a coffee table. Natural light floods in through multiple windows, enhancing the open layout that connects to the dining and kitchen areas.

Villa in Mashpee

4.8 out of 5 average rating, 54 reviews

Expansive Beach House - Outdoor Jacuzzi, Shower…

Outdoor JACUZZI, SHOWER, Come stay at our expansive beach house located steps from Popponeset Bay and down the road from multiple beaches, Mashpee Commons, golf courses, hiking trails, restaurants, Children's Museum, and more! Long day at the beach? Relax at the house on the back deck, enjoy the large back yard, or hop in the brand new enclosed private Jacuzzi room! The house also boasts two living rooms, an extra private sleeping bedroom with two queen beds, central air, and an outdoor shower

LocationFamilyTV

A spacious deck overlooks the ocean, featuring a glass table with four chairs and a sunshade. A bamboo-style umbrella adds warmth, while a chaise lounge offers a spot for relaxation. The coastal view is complemented by the wooden railing and expansive horizon.

Villa in Plymouth

4.79 out of 5 average rating, 38 reviews

Oceanfront Villa, AC, TV, Free WiFi, Pet Friendly

Fabulous oceanfront house with a public beach in 8 minute by walk. You can also access to its own private beach if you are nimble. 2.5 Miles to Plymouth historic town center and waterfront docked Mayflower Ship. The Plymoth Plantation is around the corner. Easy to get to Cape Cod and Boston. The villa has everything a family would need to enjoy a great vacation. Prefer week long rentals, check in/out on Saturday. Shorter term in off season. Contact us for special periods and quotes.

LocationFamilyWalkability

A clean and modern bathroom features a spacious soaking tub with sleek fixtures. Large windows allow natural light to illuminate the space, showcasing a view of lush greenery and blooming flowers. Fresh towels and potted plants add a touch of warmth to the serene setting.

Villa in New Seabury

5.0 out of 5 average rating, 19 reviews

Beautiful home in New Seabury Close to beach-

The house is located in an ultra private prestigious New Seabury resort on Cape Cod, a bike ride to Popponesset, The Spit beach and Market Place(less than a mile). Day trip to Martha's Vineyard and Nantucket island is a ferry away....The house has hardwood floors, cathedral, vaulted and beamed ceilings with skylights, 3 bedrooms and 2-5 baths and a large den/office....with a wrapped around deck of over 800sq ft overlooking almost an acre of private land filled with pine trees...

FamilyLocationBeach

Guest favorite

A lagoon-style pool surrounded by a concrete deck provides lounge chairs and shaded areas under umbrellas. A gazebo is visible in the background, complementing the lush greenery that borders the property.

Villa in Wareham

4.89 out of 5 average rating, 99 reviews

Perfect Farmhouse for groups-golf/trails/beach

Old Red Farm Inn invites you to forget your worries in this charming space that has everything to offer. Originally built in 1700’s, this updated Inn can be your sanctuary! A perfect fall getaway! A lagoon pool on site, a golf course across the street, walking distance to Little Harbor Beach, and acres of conservation land for hiking provides everything you need in order to relax. This home is over 5,000 ft. and can fit multiple families that are looking for a fun getaway.

LocationFamilyBathroom

A serene beach scene is framed by overhanging trees, showcasing a sandy shore meeting gentle waves. The horizon displays a calm ocean under a clear blue sky, with small boats visible in the distance. The rocky shoreline adds to the natural beauty of the setting.

Villa in Plymouth

5.0 out of 5 average rating, 6 reviews

Ocean Views & Private Beach 3br Nature Escape

Escape to this beautiful 3-bedroom home perfectly nestled in nature, offering breathtaking ocean views from every floor. Wake up to the soothing sounds of the waves and enjoy panoramic vistas that stretch across the horizon. Whether you’re sipping your morning coffee or unwinding at sunset, the scenery will captivate you at every turn. This spacious, light-filled home comfortably accommodates families or groups, with three cozy bedrooms designed for restful nights.

LocationFamilySleep quality

Superhost

An aerial view of the antique house surrounded by lush greenery, highlighting the spacious outdoor area. A well-maintained lawn is complemented by a fire pit seating arrangement and shaded by mature trees. The layout suggests easy access to nearby roads and ample parking space.

Villa in Hyannis Port

4.77 out of 5 average rating, 141 reviews

Walk to beaches & ferries ★ Snow's Creek Waterview

6BR/2.5BA - 0.5 miles from Veteran & Kalmus beach! Escape to our enchanting beachside retreat, stunning lake views, where history and comfort converge to create lasting memories. You will love the location of this antique Hyannis home! Tons of local attractions & amenities are minutes away including Veteran & Kalmus Beach, local shops, restaurants & boutiques along Main Street, all under a mile away! Hosting up to 14 people!

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A bright living area features a high cathedral ceiling with skylights, allowing natural light to fill the room. A comfortable seating arrangement includes a patterned sofa and armchairs. Elegant decor items, including a lamp and artwork, enhance the space, while a small dining table and fireplace add functionality.

Villa in Brewster

4.57 out of 5 average rating, 21 reviews

Ocean Edge, Bay Pines Villa Two Bedroom

Stay directly with Ocean Edge Resort for full access to resort amenities! The exclusive Presidential Bay Villa two bedroom includes daily housekeeping, all linens, two bedrooms, two bathrooms, sleep sofa in living room, kitchen, washer dryer, private balcony. The Villa is a short walk to the exclusive private Ocean Edge beach.

LocationFamilyIndoor spaces