Holiday rentals with a hot tub in West Tisbury

Charming Cape House with Private Hot Tub !

Welcome to our charming home in Mashpee! The spacious living room features comfortable seating, perfect for relaxing after a day of exploring. The well-equipped kitchen boasts modern appliances and ample counter space, making it ideal for preparing delicious meals. Step outside to our backyard oasis, featuring a hot tub and outdoor shower. Perfect for travelers visiting Mashpee for weddings (super close to Willowbend), the beach, or just 3 minutes from Mashpee Commons. You'll feel right at home!

2 BR-Private guest house with Hot Tub and Fire Pit

Welcome to our charming 2-bedroom private guest house, nestled in a peaceful Chilmark neighborhood. Enjoy the spacious outdoor area, perfect for gatherings, featuring an 8-person dining set, a wood-burning fire pit, a BBQ grill, a 6-person hot tub, and a seasonal outdoor shower. Our location offers easy access to local attractions: just a 4-minute drive to Alleys General Store, West Tisbury Center, and the library, and only 5 minutes to the stunning Lucy Vincent Beach and Chilmark town center.

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Newly Renovated Home! Hottub! Walk 2 beach! Slps 9

Great Pond Getaway provides easy access to all the area’s best attractions! Nestled near the stunning Great Pond, a tidal pond with ocean wildlife! Great Pond features boat moorings and a public launch, providing easy access to Vineyard Sound. This home blends comfort and convenience, making your stay as memorable as your adventures! Great Pond: 2 min walk Island Queen ferry to Martha’s Vineyard: 5 min Cape Cod Winery: 0.9 miles Falmouth Heights Beach: 7 min Shining Sea Bikeway: 15 min

Vineyard Meadow Writer's Cottage

This lovely retreat is just steps from miles of trails. Walk to the beach or meander through woods of Long Point Wildlife Refuge, experiencing the serenity of this untouched corner of Martha's Vineyard. After a day of enjoying the outdoors, come home to the light and airy writer's retreat. With a hot tub (open May 1 - Jan. 2), an outdoor shower and wonderful kitchen, this is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

Last Weeks Summer 2026 – Waterfront Available!

Six bedrooms, four and a half baths, central a/c, just steps from Snug Harbor Enjoy five-star luxury and stunning panoramic views from this shingle style designer home. This home is just a step or two from the harbor's edge, you'll have your own private seaside get-a-way to enjoy. Take a day trip to one of the Islands, Nantucket and Martha's Vineyard, or relax and enjoy the salty breeze from one of the home's many decks or hot tub. You will fall in love this award-winning home.

2 Acre Waterfront Oasis Overlooking Waquoit Bay

Perched over sparkling Waquoit Bay, this stylishly renovated waterfront home features a 38’ Living and dinning room. Open plan with large picture windows for watching boats, wildlife, and extraordinary sunsets. Entertain while cooking for the whole family in the large luxury kitchen surrounded by barstool seating. Walk down the path to the bay to swim, fish, paddle board, or kayak. Enjoy magnificent sunsets while grilling, sitting around the fire pit or enjoying the hot tub.

Valentine's Retreat Hot Tub Fire Pit Trails Beach

LOCATION LOCATION ✅ Rated Top 5% of Homes ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood ✅ HotTub, Fire Pit, Trails at your door step, perfect for peaceful strolls or energetic hikes through lush landscapes. AND Flexibility, with Every detail curated for comfort and style, you'll feel at home the moment you step inside. Located with the island's natural beauty around you, unwind and reconnect with nature.

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

Custom-build home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this property is extremely private and offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed

Luxury House 0.25 mi from Craigville Beach

Welcome to Beyond the Beach Cape Cod in beautiful Centerville; close to Hyannis! During these uncertain times, be assured that we are taking every precaution available to us to ensure the health and safety of our guests. We are instituting enhanced cleaning of all sheets, mattress protectors and pillow protectors and quilts prior to each rental. After each stay we empty, clean and refill the outdoor hot-tub, which is available for your use year-round!

Seacoast Shores Oasis-Steps From Private Beach Bay

Our 2,400 square feet family-friendly house located on the East Falmouth Seacoast shores awaits your arrival! It is located steps away from the private lush beach bay. Newly remodeled and furnished with an excellent yard space for grilling, relaxation, and games suitable for all ages! Our house features an outdoor hot tub, outdoor kitchen, grill, koi pond, fire pit, outdoor shower, spacious modern kitchen, and kayak ready for your enjoyment.