Condo vacation rentals in Dukes County

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Top-rated condo rentals in Dukes County

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Guest favorite

Condo in Oak Bluffs

5 out of 5 average rating, 23 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 your 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!

Condo in Oak Bluffs

4.82 out of 5 average rating, 44 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!

Superhost

Condo in Edgartown

New place to stay

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

Escape to this beautifully renovated condo in the heart of Edgartown, just a 5 min walk to downtown’s shops, restaurants, and waterfront. This 2-bedroom, 1.5-bath retreat blends modern comfort with island charm. 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. Sleeping 4, this condo is the perfect base for your Martha's Vineyard adventure!

Condo in Mashpee

5 out of 5 average rating, 4 reviews

Capecation! 3-bedroom condo with heated pool

It's the perfect time for a Capecation! Our spacious 3-bedroom condo is perfect for a multigenerational family vacation or a girls weekend away. This rental comes with your own private heated pool (June thru September), two mountain bikes and a paddleboard for your use. We provide sheets, towels, beach chairs & family games. We are located about a mile from South Cape Beach and Popponesset Marketplace. It's about a 10 minutes to all the shops, restaurants and movie theatre at Mashpee Commons.

Guest favorite

Condo in Oak Bluffs

4.9 out of 5 average rating, 241 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 and best of all it's all brand new. This 400 square foot unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Guest favorite

Condo in Tisbury

4.91 out of 5 average rating, 47 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.

Condo in Oak Bluffs

4.77 out of 5 average rating, 13 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, Linda Jeans, 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.

Guest favorite

Condo in Tisbury

4.98 out of 5 average rating, 50 reviews

Short Walk into Town - Nice Comfortable Reasonable

Renovated modern ground floor unit in a two family house in Vineyard Haven. Only a short walk down the hill to the ferry terminal, and Main Street, with plenty of shops and restaurants, a supermarket, movie theatre, the famous Black Dog bakery and restaurant, the Martha's Vineyard museum, the beach and waterfront, the large Veterans Memorial park, and more. Public transportation to the other towns is easily accessible. A car is not necessary as it is with more remote locations.

Superhost

Condo in Falmouth

5 out of 5 average rating, 4 reviews

InnSeason Resorts Captains Quarter's

Located across the street from Falmouth Heights Beach, this is the perfect spot for your escape to Cape Cod. This spacious One Bedroom Suite includes an efficiency kitchen, whirlpool bath and a fireplace. After checking in you can relax in our large outdoor heated pool and take in the sweeping views of Vineyard Sound. The Resort offers two BBQ area's and picnic tables. The friendly and knowledgeable staff is there to assist you in making your stay a memorable one!

Guest favorite

Condo in Falmouth

4.95 out of 5 average rating, 43 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.