
House vacation rentals in Chappaquiddick
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Top-rated house rentals in Chappaquiddick
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Newly Renovated! Seconds to sand, fire pit, A/C
Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

Edgartown Designer Retreat With Pool & Hot Tub
Located in Katama, this 3,000-square-foot home has undergone a complete renovation, and offers privacy and easy access via bike path to downtown Edgartown and South Beach. Everything is brand new. There is a salt water heated pool & hot tub! Highlights include 8 inch wide white oak flooring, a custom marble vanity, ultra thick quartz countertops, custom lighting, high end art throughout, all new high end appliances and designer furniture, outdoor shower, gym, and 4 bedrooms / 3.5 bathrooms.

Chappy Beach House *DERBY DATES!*
Welcome to this charming 4-bedroom retreat tucked just off Chappaquiddick’s only paved road. Perfectly situated minutes from the Chappy Ferry, downtown Edgartown, and some of the island’s most pristine, uncrowded beaches. Features include AC, high-speed WiFi, a washer/dryer, and a gas grill for laid-back summer dinners. Whether you’re a longtime Vineyard lover or discovering Chappy for the first time, this home offers the ideal base to experience the island’s quiet beauty and classic charm.

Chappaquidick contemporary cottage with sauna
This unique place has a style all its own. Contemporary 3 bedroom 2 bathroom home in heart of chappaquidick island . Off the main road close to Mytoi garden , waque and dike bridge. Bike to the beach . And best of it all is the Outdoor shower . Just ferry ride To Edgartown to enjoy morning stroll or have dinner. Equipped with echelon cycling bike sauna and ping pong table. Enjoy bbq on deck .washing machine and dryer available for use All bed have linen and quilt blankets.

Chappaquiddick Island - Whispering Pines
Peace and quiet, and access to fabulous East Beach, Mytoy, Wasque and the many wonderful walking trails of Chappaquiddick, this lovely home among "whispering Pines" will be your warm welcoming retreat after a day at the beach, exploring Chappy by bike or fishing to your hearts delight. We provide a comfy, well furnished and beautifully decorated home outfitted with all cotton bedding, linens and fresh pillows, and lovely quilts, wool and cotton rugs, and so much more.

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Martha's Vineyard Cottage: Walk to Town and Beach
Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.

The Luxury Vineyard Yurt
Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

Martha's Vineyard Vacation Home
My place is close to the Bike Path, Edgartown, South Beach, Katama General Store, Katama Farm, Edgartown Lighthouse, great views. Take the bike path either direction for all of the island's attractions. You’ll love my place because of the Renovated Kitchen, Renovated Bathrooms, Comfortable Furniture, Convenience to Everything, Outdoor Shower, Deck. My place is good for couples, solo adventurers, and families (with kids).

Modern & Spacious Edgartown Home with Pool
Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or stay at home and go for a swim in your own backyard. There is plenty of dining room & deck space to entertain. The bike path and bus shuttle are at the end of the road (a two minute walk away). Downtown Edgartown is less than two miles away for you to enjoy shopping and multiple dining choices.

Close to Edgartown Village Center!
This 1800 square foot Ranch-style Condo with loft was built in 2018 and is set on a large nicely landscaped lot with plenty of room inside and out. It has 3 bedrooms and a loft and sleeps 9. It’s a 20-minute walk to the Edgartown village center, a 10-minute walk to Morning Glory Farm, and just a 10-minute drive to South Beach! All updated furnishings, beds, linens, appliances. Read our reviews! Immaculate!

Walk To Town - Beautiful Edgartown Cottage
Walk to downtown Edgartown in minutes from this newly renovated 3BR/2BA home just off Upper Main St. Enjoy new bathrooms, a modern kitchen, and bright, stylish living spaces. Just a 10-min stroll to top restaurants, shops, and the harbor. Bike to South Beach or State Beach via scenic paths just moments from our home. The perfect blend of location, comfort, and summer living on Martha’s Vineyard.
Popular amenities for Chappaquiddick house rentals
House rentals with a pool

Beautiful Edgartown 3500 sq ft home, heated pool

ShoestringBayHouse, waterfront & pool in Cotuit

Coastal Charm New Seabury: 5BRs with Private Pool

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Pool Escape in East Falmouth

Waterfront Home w/Dock, Deck, Central A/C & Kayaks

Modern Cape Cod home steps to beach; pool access!

Chic Oak Bluffs Home with Hot Tub, Walk to Town
Weekly house rentals

The Blue Lagoon, Oak Bluffs

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

Valentine's Retreat Hot Tub Fire Pit Trails Beach

The Kennedy Guesthouse

Ocean View Cape Cod Beach Cottage

NEW Beautiful Waterfront, Firepit & Private Dock

Lake Shore Cottage - Waterfront with Beach Access

Cape Retreat - AC, 8 min drive to Craigville Beach
Private house rentals

Vineyard Meadow Writer's Cottage with Hot Tub

Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course

Edgartown Village/ Sun-filled Home/walk to town

*NEW! Water Views | Falmouth Heights Beach

Cottage + Guest House | Beach 100 Yards | Sleeps 8

New Woodland Escape, Walk To Beach and Bike Path,

Evelyn's Menemsha Camp - Best Vineyard View

The Boat House
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