Holiday rentals with a patio in Chilmark

Modern Marvel in Woods Hole - Walk to town & ferry

Beautiful modern masterpiece down a quiet street with quick access to Woods Hole, Shining Sea Bikeway, and the Vineyard ferry. This architecturally significant house was designed by the renowned postmodern architect Charles Moore and built in 1969. An addition providing ample entertaining space - including a dining room, den, loft, and roof deck - was completed in 2021, along with top to bottom refinishing of all rooms. This house has mid-century charm in spades with all the modern conveniences.

Beachfront Cottage

This 2-bedroom New Seabury beachfront cottage overlooks the Nantucket Sound which offers breathtaking views & a spacious patio perfect for morning coffee, barbecues, and stargazing. It is only a few steps to the private beach and a short walk to Popponesset Marketplace, the best place to grab food & drinks while enjoying live music & mini golf - quintessential Cape Cod summer living! *Popponesset Marketplace (10min walk) is closed during the off season but Mashpee Commons(10min drive) is open*

Butterfly Farm Sanctuary Bright Sunny Studio Apt

Spacious & serene in a rural setting of West Tisbury. Private, modern, light-filled studio on the first floor walkout of a newly built 2021 post and beam home. Beautifully landscaped, abutting the state forest. Full amenities, 10ft high ceilings, windows and French doors with stone patio sitting area. Studio is down a long dirt driveway located mid-Island, near beaches, trails, and 15 minute drive to all towns. Close to the Farmers Market, Artisan fair & General Store. The perfect retreat!

Location Location Location! Beach, Bike, Ferry

STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Blue Haven Houseboat

Stay aboard a brand-new houseboat with all the comforts of home. Steps from Fathoms Bar & Grill and the Fisherman’s Market for the freshest local seafood. Enjoy sweeping views of the historic New Bedford-Fairhaven Swing Bridge, which opens daily. A perfect waterfront escape with easy access to dining, beaches, and attractions. 4 min drive to Seastreak Ferry (Martha’s Vineyard) 3 min drive to commuter rail 🚉 10 min walk to downtown New Bedford 2 min walk to Dunkin’ and liquor store

Heart of Fairhaven Studio

Vibrant studio in the center of Fairhaven. Our place is a short walk to shopping and restaurants, and features: - Private entrance - Kitchenette - Remodeled backyard with turf - Minutes from ferry to Martha’s Vineyard & Nantucket - Under 10 min from the NEW train (T) to Boston With so much to explore (30min to PVD, Newport, Cape Cod), we recommend renting a car. There is limited public transportation. Notes: On-street parking & the stove is a 2-burner electric hot plate.

Cozy Home w/ Game Room! Large Patio + Firepit.

Enjoy a beautiful Cape Cod retreat with a game room featuring a pool table & foosball, plus a spacious patio with a seating area, dining table & firepit. Perfect for families & groups of freinds! - Mashpee Commons: Premier shopping, dining + entertainment - 10 min drive - South Cape Beach State Park: Scenic oceanfront beach with walking trails - 12 min drive - Cape Cod Children's Museum: Fun for the whole family - 5 min drive Experience Mashpee with us & Learn More Below!

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

Custom-build home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this property is extremely private and offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed

Renovated house close to everything

Renovated in 2022! This home is in a central location off of Maravista on a quiet street. Close to everything Falmouth has to offer! Grocery stores (.5 mile), beach (1.5 miles), Great Pond walking path (.5 mile), downtown Falmouth (1.5 miles) and Island Queen ferry to Martha's Vineyard (1.4 miles). Please note: - Home is professionally cleaned between guests and treated by Terminix, though the occasional bug can still appear. - A car is recommended on Cape Cod.

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

King bed, Water Views, Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay.

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.