Holiday rentals with a pool in Dukes County

Cape Cod Falmouth Getaway Close to Beaches & Pool

Cape Cod Highly desirable Great Harbors E. Falmouth private neighborhood, Super Clean completely renovated 3 Bedroom, 1 1/2 Bath, Sleeps 8. New furniture, mattresses, bedding, kitchen and baths, walk in shower, washer/dryer, appliances, central AC, fire pit, gas grille & outdoor shower in yard. Swimming pool at clubhouse with tennis courts, playground, bay side marina etc, walking distance. Great location close to beaches, restaurants and shops. Falmouth Heights & Bristol beaches 5 minutes away.

Beach house in Great Harbors, association pool

Discover the perfect Cape Cod getaway in sought-after Great Harbors community. This charming, sun-filled A-frame welcomes you with a bright atmosphere & relaxed coastal vibe that makes summer on the Cape so special. Spend your days exploring nearby beaches, kayaking on Great Pond, biking through the neighborhood, or enjoying all that Falmouth has to offer. Guests have the option to access the Great Harbors Clubhouse, featuring swimming pools, tennis courts, & additional recreational amenities!

West Tisbury Gem with Deck + Association Pool

Spacious, secluded yet close to everything, this light-filled gem began renting in summer '23. Each bedroom has its own bath so you get maximum privacy. Gorgeous landscaping, steps from trails to State Forest, 9 mins to one of MV's most stunning beaches, Lambert's Cove. 5-10 mins to the VH ferry, grocery, airport. Fully stocked chef's kitchen + basement for kids to play ping pong while you sun on the deck after an outdoor shower. *** Please inquire about monthly discounts in the off season.

Lovely two - story private cottage. Katama quiet!

Private beach cottage offers comfort and style. Oversized 2nd floor bedroom with queen bed. Lovely layout w/full bath, w/d and showers (in and out). Nicely furnished and over 900 sf. Quilts and beauty rest bed a hi-lite! Nice grilling area in back. It sits equi-distant - 1.5 miles to downtown Edgartown and south beach. And a convenient 5 min walk to bike path or bus route. Perfect location! We’re open to welcoming May and June 2 Renters - special discount for the month Of May/June.

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.

Summer 2026 Open! Walk to Great Pond, central a/c

Completely renovated inside and out in 2020, you will find peace and relaxation the moment you enter! Literally everything is BRAND NEW! Open, light and bright one level floor plan with a large backyard and patio for relaxing after a day at the beach. Centrally located in a perfect neighborhood for walking, biking or a stroll to the playground or water's edge at Great Pond. Close to it all: The ocean is a 5 min drive; ice cream, winery, brewery and downtown all within 10 min.

Falmouth/Woods Hole Charming Cottage By the Sea

Welcome to our Cottage By The Sea Rental located only minutes from the quaint village of Woods Hole, Falmouth and the Martha's Vineyard Ferry. We are located in the perfect setting to relax and enjoy all the area has to offer. Come enjoy The Shining Sea Bike path which is 10.7 miles , Sandy beaches, lively restaurants & local music scene, shopping on historic Main Street, Farmers Markets & more. Your sure to fall in Love with " Ole Cape Cod " when you visit our home and area

Cozy downtown apartment

Well appointed one bedroom condo in the heart of downtown Edgartown. Walk to restaurants, shopping, the beach and the lighthouse! Top floor, corner unit overlooks the saltwater pool. Living room is flooded with southwest sun. AC units in both living room and bedroom. Sleeping: - Bedroom: queen bed and a fold out single bed - Living room: fold out couch (queen) Condo amenities include: - salt water pool - picnic tables and grills (first come first serve) - playground

Sunny condo with pool, central to beach & town

We all want maximum time enjoying with minimal time waiting in lines and traffic, right? Your family will be close to everything and fully equipped when you stay at this centrally-located oasis. Just three miles from both State and South Beach, and away from triangle traffic. Property access to a large, heated salt water pool to lounge with ease. A few minutes from the bike path, with 5 bikes to choose from to use (no waiting in rental lines!)

Beachfront Resort Studio Cape Cod

Beach front resort in Falmouth on Cape Cod. Directly across the street from beach. Resort includes pool, hot tub, kiddie pool, BBQ, outdoor eating, shuffleboard, cornhole, etc. This is a studio unit that sleeps up to four guests with a Queen bed and a sleeper sofa (2 comfortably, 4 is tight). Includes a kitchenette, dining table, air conditioning and balcony deck overlooking pool and ocean.

Charming 2BR Guest House w/ Pool • Perfect Getaway

Escape to this private, tranquil guest house on a secluded road with easy access to nature and a scenic walk to the state forest. The bright, refreshed interior features a plush queen bed and two twins. Enjoy a beautifully maintained saltwater pool and grilling area (shared). A touch of charm comes from friendly chickens and sheep in the backyard adding to the peaceful, countryside vibe.

Beautiful Edgartown 3500 sq ft home, heated pool

Stunning 5 bedroom, 10 room, 3500 square foot colonial in beautiful area. Gourmet kitchen, dining room, living room, den, family room with ping pong. Huge deck, private yard with fire pit and outdoor shower. 30 x 16 x 4 heated in ground pool. Central air. Kayaks, bikes. Seven passenger Toyota Highlander available to rent May- October.