Vacation rentals with a pool in Nantucket County

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

NOTE: Summer calendar is blocked, you must inquire for accurate availability Waterfront w/ a private heated pool & private dock just off Ockway Bay that leads to Nantucket sound. The home consists of 5 bedrooms with water views (3 king beds & 6 twin beds), 2 kitchen areas, 2 living areas, and 3 full bathrooms. Enjoy the peaceful private setting on the waterfront decks, swim in the pool, or kayak to the beach. Central A/C & 2 kayaks provided. Boats may be docked at our dock w/ owner permission

Secluded Cape Cod home in Falmouth with pool

The whole group will be comfortable in this spacious home. 5 bedroom ,3.5 baths with 1 Bedroom KINGSIZE SUITE guesthouse with full kitchen, living area & bathroom! Inground pool, sauna, outdoor shower, well landscaped 2 acre property, with basketball court , smokeless fire pit built into spacious pool patio. Property is centrally located, short drive to lots of restaurants and beaches. Within 5 miles of Old Silver Beach, Falmouth Heights , Main St. Falmouth! Just 2 miles from Mashpee Commons!

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!

Private 3bdrm Condo Tashmoo Woods

This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

Cape Gem in New Seabury with private heated pool

Our Pristine, Newly Renovated, Patio home with Private heated Pool, located in the Mews of New Seabury, offers the privacy and peacefulness for the perfect vacation. The sandy local beaches—South Cape Beach and Popponesett—are both very short drive away (5-10 minutes)! Highlights of the seashore resort community of New Seabury: Mashpee Commons (fine dining, shops, movie cinema), golf courses, boating, walking trails, close proximity to ferries to Nantucket and Martha’s Vineyard.

Studio- Beachside Village, Falmouth MA - Cozy!

Explore beautiful Cape Cod from the Beachside Village Resort. Once a cozy seaside mansion for a well-to-do boat captain, the property was converted into the charming resort it is today with extraordinary views of Martha’s Vineyard across Falmouth Harbor. Spend your days on the soft sand beach watching the rolling waves, wandering through the surrounding seaside village shops, or treat yourself to the freshest seafood and other New England favorites offered throughout the area.

Spacious home with Pool! Close to Beaches & Town!

Escape to a stunning 4-bedroom vacation rental house in East Falmouth and enjoy a private pool, game room, and charming back patio with an outdoor dining table and gas grill. This light-filled coastal getaway is located just over a mile from Menauhant Beach and a short drive from Main Street in Falmouth. With its perfect location and easy access to the ferry to Nantucket or Martha's Vineyard, this is the perfect place to call home during your Cape Cod adventure.

Close to Falmouth Heights, Ferry & Menauhant Beach

Fantastic location off Acapesket Road 10-15 mins drive to Vineyard Sound Beaches, Island Queen Ferry and Main Street, Falmouth. First floor has two bedrooms, one full bath, living room, dining room and kitchen. 2nd floor has two bedrooms with skylights, full bathroom and a room/office. Basement w/pool table, washer&dryer and full bathroom. Features of the property include large deck with in-ground cocktail pool in fenced backyard.

Private Heated Pool, Wifi, AC, Grill & Firepit

FULL INTERIOR RENOVATION FOR SUMMER 2025! This home is being completely transformed with high-end finishes. Nestled on 1.2 fenced-in acres, just 2 miles from Oak Bluffs, it's perfect for family gatherings, bachelorettes, and retreats. Enjoy a heated pool (5/15-9/7), hot tub (closes 11/15), fire pit, grill, outdoor shower, AC/heat in every room, WiFi, smart TVs, and a half basketball court. A true Vineyard escape!