Holiday rentals with a hot tub in Oak Bluffs

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.

Edgartown Designer Retreat With Pool & Hot Tub

Located in Katama, this 3,000-square-foot home has undergone a complete renovation, and offers privacy and easy access via bike path to downtown Edgartown and South Beach. Everything is brand new. There is a salt water heated pool & hot tub! Highlights include 8 inch wide white oak flooring, a custom marble vanity, ultra thick quartz countertops, custom lighting, high end art throughout, all new high end appliances and designer furniture, outdoor shower, gym, and 4 bedrooms / 3.5 bathrooms.

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.

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.

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

Enjoy this large, open, airy and sun drenched custom home built in 2000 in the desirable Katama neighborhood on a half-acre with southern exposure and central A/C. Soak up the sun on the large grassy lawn or brick patio, curl up with iced tea and a book on the 3-season screen porch, grill burgers on the patio's gas grill, or enjoy a beer in the hot tub. You're a couple minutes away or a short bike ride to South Beach, Right Fork Diner, Edgartown main street, and Morning Glory Farm.

The Front Cottage: Waterfront/Dock/Hot tub

The Front Cottage is appately named waterfront with dock and hot tub, situated on a flat, grassy lot with fire pit overlooking Great River on Monomoscoy Island, accessible by car via a short causeway, and part of a protected bird and wildlife sanctuary. This is the quintessential Cape experience - you cannot do better than this central, but yet off the tourist track, location. Walk down to your private beach, and take dip in the warm water, fish or kayak off the dock or just relax!

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.

Ocean Breeze Escape w/ Private Hot Tub – Cape Cod

Escape to a newly renovated Cape Cod beach retreat! Just minutes from scenic beaches, this private home offers 3 inviting bedrooms, a pull-out couch, a first-floor bedroom, an outdoor shower for sandy beach days, and a relaxing hot tub under the stars. Surrounded by tranquil ponds, biking trails, and coastal charm, it's perfect for adventure and relaxation. Easy access to downtown Sandwich, golf courses, and Cape Cod’s top attractions—an ideal seaside escape!

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.

Cozy Studio Near Surf Drive Beach

Escape to our charming studio at Beachside Village in Falmouth, MA. This seaside retreat offers a Queen bed, sleeper sofa, and a private outdoor seating area for four guests. Enjoy a kitchenette, air conditioning, and proximity to Surf Drive Beach and local shops. With coastal views of Martha’s Vineyard and a welcoming atmosphere, it’s the perfect Cape Cod getaway for couples or small families looking to unwind and explore.

Waterside Guest House

Clean, oceanfront, cozy guesthouse located steps from ocean and beach. Sleeps 2-4. Panoramic views of Martha's Vineyard & Vineyard Sound. Tennis Court, Wifi, Cable, & your own private heated outdoor whirlpool are available year round; swimming pool seasonal. Pricing is wide ranging - from $99/night in winter to $499/night in mid-summer.