Condo holiday rentals in Dukes County

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Top-rated condo rentals in Dukes County

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A cozy sleeping area features a spacious bed adorned with white linens. A decorative beach-themed sign is displayed on the wall. A wooden nightstand with a lamp sits beside the bed, and a flat-screen TV is mounted on the opposite wall, enhancing the room's functionality.
Condo in Oak Bluffs
5 out of 5 average rating, 3 reviews

Island Inn - Residential Suite - 29G - Dog-friendl

Your stay in this charming first-floor corner one and half-bedroom, one and half-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stre

Guest favourite
A light blue, multi-level condo building is captured with distinctive architectural features, including round windows and a turret. Balconies are visible, surrounded by landscaped greenery and a stone retaining wall. The building is set against a clear sky, suggesting a pleasant coastal ambiance.
Condo in Oak Bluffs
4.84 out of 5 average rating, 51 reviews

Serenity on Martha's Vineyard

This 2BR, 2 Full Bath Condo with air condition (AC) and elevator access is located across the street from State Beach (AKA the "Ink Well") in Oak Bluffs. It's on the top floor, recently redecorated, with all the amenities for a wonderful vacation. Both bedrooms have Smart TVs & AC. Free Wi-Fi. Great location, within walking distance to the ferry, beach and downtown Oak Bluffs, restaurants and shops. Car not needed! Get ready to relax and unwind. It's the perfect location! Welcome to Serenity!

Top Guest favourite
A blue-painted condo building is positioned near a seaside road. The entrance features a short pathway leading to a wooden boardwalk that extends toward the ocean. Clear blue skies are visible, with the ocean seen in the background.
Condo in Oak Bluffs
5 out of 5 average rating, 28 reviews

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Enjoy one of the most desirable locations on the Vineyard!! Enjoy AMAZING sunrises & gorgeous ocean views from this lovingly kept, super clean condo. Literally across the street from town beach, adjacent to Waban Park, a few blocks to Ocean Park, Flying Horses, Steamship Authority & downtown Circuit Avenue (restaurants, shops)! Bring a car (one unreserved parking spot) or walk over from the boat. Bike delivery & storage available. We hope to see you this summer in this fantastic summer condo!

Guest favourite
A bright living area features a navy blue sectional sofa and a wooden dining table with four chairs. Light streams in through a large window adorned with green curtains, complementing a coastal-themed wall art piece. A cozy area rug lies beneath a wooden coffee table.
Condo in Tisbury
4.73 out of 5 average rating, 26 reviews

Heart of VH, w/ac, pool & harborview

Enjoy your stay on Martha’s Vineyard in Causeway Harborview condos with this 2 bedroom/1 bathroom unit. - Views of the harbor from the unit - Pool & Laundry on-site - Parking on-site - Walk to ferry, restaurants, shops and beach - Bike to Oak Bluffs - All linens provided - Fully equipped kitchen with coffee and tea provided - Beach gear provided My goal is to provide guests with a 5-star experience, if there is anything that can improve your experience that isn’t listed, just ask!

Guest favourite
A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.
Condo in Tisbury
4.92 out of 5 average rating, 49 reviews

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.

Superhost
A private balcony offers a scenic view of well-maintained green lawns and a gazebo, creating a tranquil outdoor experience. The balcony features decorative wooden railings, while the open sky above enhances the feeling of spaciousness.
Condo in Oak Bluffs
4.76 out of 5 average rating, 17 reviews

Ocean View Gem, Walk to it All, No Car Needed!

Lovely 2 BR/1 BA condo sleeps up to 4 guests. Amazing location with spectacular views! Experience island living at its finest. Martha’s Vineyard vacationers dream! Enjoy walking everywhere: Inkwell Beach, Circuit Avenue, Biscuits, OB ferry and harbor, Campground Cottages, Tabernacle, shops, restaurants and more! Have a front seat to Illumination fireworks, spectacular sunrises and romantic sunsets on the private balcony. No car needed; however, parking is available if required.

Condo in Mashpee
4.93 out of 5 average rating, 14 reviews

Private Ocean Overlook! Serene Cape Cod Escape

Easy Access to Martha's Vineyard & Nantucket Ferries | Ocean-View Balcony They say salt water heals all, and at this 1-bedroom, 1-bath condo, you'll live and breathe life by the ocean. Perfect for morning coffees and evening cocktails, the ocean-view balcony is bound to be your new 'happy place.' When you're not enjoying all that this beautiful vacation rental has to offer, venture out for a winter stroll along the beach or head into Falmouth and dine on fresh local seafood.

Guest favourite
A charming exterior of a two-story home is framed by a white picket fence. The light brown siding and decorative gable accentuate the inviting architecture. Lush greenery and flowering bushes are visible, complemented by a sunny blue sky.
Condo in Oak Bluffs
4.9 out of 5 average rating, 260 reviews

Stunning. Walk to Beach, Town and Harbor 113B

Walk to all Oak Bluffs has to offer. 5-10 minutes to harbor, town, beach and restaraunts. Amazing location! This three unit property offers a shared patio and deck space along with all the amenities. It is private and well appointed. 2 flat screen Televisions, wifi, appliances, tile throughout, granite counters, outdoor shower, gas grill. This 400 square foot unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Superhost
Condo in Edgartown
4.8 out of 5 average rating, 5 reviews

Brand New 2BR Condo w/ Pool. No Pets!

This beautifully renovated condo is in the heart of Edgartown. 5 min walk to downtown shops, restaurants, and waterfront. This unit has 2-bedrooms & 1.5-baths. The master has a king bed and half bath, and the second bedroom features a queen bed and full bath. Enjoy a spacious living room with high ceilings, a full kitchen, and access to outdoor spaces with a pool. Sleeps 4, this condo is the perfect base for your Martha's Vineyard adventure!

Superhost
A modern kitchenette area features light wood cabinets and a granite countertop with bar seating for four. A spacious sofa is positioned in the foreground, complemented by a white coffee table. Soft lighting is provided by pendant lights hanging above the counter.
Condo in Falmouth

InnSeason Resorts HarborWalk

Walk out the door, cross the street and catch the Island Queen ferry to Martha's Vineyard. This resort is directly across from Falmouth Harbor, at the center of it all. Just minutes from the beach, you also have easy access to fishing and boating, and it's only a short walk to shopping, dining and more on bustling Main Street. When it's time to take a break, take your beach bag to the on-site tanning deck and enjoy the lovely harbor views.

Top Guest favourite
The exterior of a historic property is presented, featuring classic white siding with dark shutters and a welcoming entryway. Neatly landscaped gardens surround the house, showcasing a variety of shrubs and well-maintained lawns.
Condo in Falmouth
4.96 out of 5 average rating, 47 reviews

Location, location! Historic Downtown Falmouth!

Completely renovated historic property with large relaxing backyard. Everything is at your fingertips! Steps to downtown Falmouth. Condo in historic "Consider Hatch" house. Stroll down Main Street for great restaurants, boutique shops, art galleries and more! Close to beaches, the 11 mile "Shining Sea" coastal bike path, bike rental shop, ferries to Martha’s Vineyard and more.

Guest favourite
A two-story home is set amid lush greenery, featuring a well-manicured lawn and a large tree offering shade. The exterior displays classic architectural elements, with white siding and black shutters. A sign marked '1846' is visible beside the pathway, inviting exploration.
Condo in Falmouth
4.9 out of 5 average rating, 30 reviews

Prime Location! Walk to ferry, beach & downtown.

Welcome to your perfect Cape Cod getaway in the heart of downtown Falmouth!. Step outside your door and take a short walk (less than a mile) to the soft sands of Surf Drive Beach and the Island Queen Ferry to Martha's Vineyard. The vibrant town center, with its wide variety of shops, cafes, bars, and restaurants, is just a stone's throw away, so you can leave your car behind.

Popular amenities for Dukes County condo rentals