Villa holiday rentals in Dennis

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Top-rated villa rentals in Dennis

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Villa in Mashpee

4.8 out of 5 average rating, 50 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

Guest favourite

Villa in New Seabury

4.98 out of 5 average rating, 52 reviews

Heated Indoor Pool & Spa - Golf Course View

CHERRY BLOSSOM RETREAT Cold days, raining days and power outage won't hinder your stay at this luxurious home, boasting an indoor heated salt water pool and hot tub fully equipped with a backup generator, overlooking the renowned 3-Hole Championship Golf Course. Our ultimate luxury home features an array of indoor entertainment options including arcades, air hockey, foosball PS5, Switch, etc. comfortably accommodating 6 to 8 guests, and merely a short drive to all all New Seabury's amenities.

Top guest favourite

Villa in Cape Cod

4.98 out of 5 average rating, 125 reviews

Cape Cod Villa retreat, spa, venue, film location

Cape Cod Villa, an award-winning sanctuary on 1.8 acres of private conservation land, embodies refined luxury and serenity. Designed by Domapine Decor, this exclusive estate offers stunning interiors and panoramic pond views, placing guests moments from Cape Cod’s finest beaches, elite golf courses, and acclaimed dining. A haven of tailored indulgence, the villa offers private spa treatments and chef-curated dining, delivering an unparalleled escape in Lower Cape’s most sought-after setting.

Villa in New Seabury

5 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...

Guest favourite

Villa in Wareham

4.89 out of 5 average rating, 88 reviews

Perfect Summerhouse for Families-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.

Villa in Plymouth

New place to stay

New! 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.

Guest favourite

Villa in Hyannis Port

4.77 out of 5 average rating, 123 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!

Villa in Brewster

4.57 out of 5 average rating, 21 reviews

Ocean Edge, Presidential Bay 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.