
Holiday rentals with beach access in Chappaquiddick
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Top-rated rentals with beach access 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!
4.95 out of 5 average rating, 148 reviews
Perfect for couples, 10 min walk to Edg, big patio
* Private garden patio: string lights create chill evenings around the propane fire pit. Table & chairs, propane grill, & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC
5.0 out of 5 average rating, 129 reviews
Arrowsmith Cottage-Oak Bluffs Near Eastville Beach
Welcome to Arrowsmith Cottage! If you are considering bringing your small dog, please first contact me (scroll down on the cottage's listing page and click on the "Contact Host" button), and tell me a little bit about him/her, as dogs require homeowner's written approval and guest’s agreement to the pet fee and homeowners’ pet rules. We cannot allow cats, birds, or any animals other than one pre-approved dog. Hosts are not responsible for listing inaccuracies due to Airbnb's own input or AI.
4.98 out of 5 average rating, 105 reviews
The Loft Guest Suite. Private. Newly Renovated.
This beautiful guest suite is a 5 minute walk to the village of West Tisbury on Martha’s Vineyard and has a private entrance on the 2nd floor of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this large 400 square foot suite has vaulted wood ceilings and skylights. Enjoy the outdoor shower and new outdoor sitting area. The location is centrally located, a short walk to a village, providing amenities. Ask about our other guest suites if you are with others.
4.95 out of 5 average rating, 189 reviews
Sunny Studio Apartment on Martha's Vineyard
Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.
4.98 out of 5 average rating, 243 reviews
East Chop Cottage - walk to lighthouse & beach!
This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children
4.9 out of 5 average rating, 155 reviews
impeccable cottage STEPS to downtown OB & beach!
Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn
4.92 out of 5 average rating, 212 reviews
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.
5.0 out of 5 average rating, 172 reviews
The Seashell Cove - Martha's Vineyard
Nestled in the exclusive Katama neighborhood of Edgartown, this sunny Cape retreat is perfect for families or friends. Just two miles from South Beach, it offers cozy interiors, high-speed Wi-Fi, and smart TVs. Outdoors, enjoy a farmer's porch, deck with a direct gas-line grill, and spacious yards. Close to downtown Edgartown, bike paths, and attractions like the Chappaquiddick ferry, this property is ideal for both summer adventures and peaceful off-season stays.
4.94 out of 5 average rating, 109 reviews
Seacoast Shores Oasis-Steps From Private Beach Bay
Our 2,400 square feet family-friendly house located on the East Falmouth Seacoast shores awaits your arrival! It is located steps away from the private lush beach bay. Newly remodeled and furnished with an excellent yard space for grilling, relaxation, and games suitable for all ages! Our house features an outdoor hot tub, outdoor kitchen, grill, koi pond, fire pit, outdoor shower, spacious modern kitchen, and kayak ready for your enjoyment.
4.97 out of 5 average rating, 126 reviews
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.
4.95 out of 5 average rating, 143 reviews
Katama Barn
Selected dog friendly, Immaculate beach house this is the perfect property to bike to the beach and then to dinner in Edgartown. 1.2 miles from beach South Beach, and 1 mile from Edgartown's Main Street. Outdoor shower, large private yard.heated bathroom floors, a/c, heat, modern kitchen, brand new appliances/washer dryer, sleeping loft, and separate storage loft. Location, location, location.
4.9 out of 5 average rating, 126 reviewsPopular amenities for rentals with beach access in Chappaquiddick
Apartment rentals with beach access

Cozy 3 bedroom apartment with King bed on Main St.
4.96 out of 5 average rating, 102 reviews
In-law apt. with all the amenities of Home.
4.95 out of 5 average rating, 352 reviews
Harbor view apartment, a quick walk from the ferry
4.93 out of 5 average rating, 152 reviews
WATERFRONT PENTHOUSE OAK BLUFFS
4.88 out of 5 average rating, 177 reviews
Ensign Suite | Nantucket Boat | Hyannis + Parking
4.98 out of 5 average rating, 169 reviews
Absolute Best Location on the Island
4.93 out of 5 average rating, 136 reviews
Spacious 2 Bedroom Lakefront Suite
4.92 out of 5 average rating, 148 reviews
Perfect Location for a Walking Vacation
4.74 out of 5 average rating, 116 reviewsHouse rentals with beach access

Waterview, Private, Walk to Beach, Mile to Town
4.83 out of 5 average rating, 219 reviews
✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
4.92 out of 5 average rating, 170 reviews
Spectacular beach & pool combo; beautiful sunsets!
4.93 out of 5 average rating, 224 reviews
Mid-Century Modern home 5 minute walk to beach
4.97 out of 5 average rating, 167 reviews
Lambert's Cove Oceanview Beach Pass Trails nearby
4.96 out of 5 average rating, 109 reviews
Chappy Beach House *DERBY DATES!*
5.0 out of 5 average rating, 34 reviews
Martha's Vineyard Cottage: Walk to Town and Beach
5.0 out of 5 average rating, 29 reviews
Chappaquiddick Island - Whispering Pines
4.95 out of 5 average rating, 20 reviewsApartment rentals with beach access

New Seabury Cape Condo | Pool & Beach Escape
4.97 out of 5 average rating, 183 reviews
Short walk to the Beach and Downtown Hyannis!
4.86 out of 5 average rating, 107 reviews
Seaview Cottage
4.75 out of 5 average rating, 153 reviews
Serenity on Martha's Vineyard
4.81 out of 5 average rating, 58 reviews
Ocean View Gem, Walk to it All, No Car Needed!
4.83 out of 5 average rating, 23 reviews
FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
5.0 out of 5 average rating, 34 reviews
InnSeason Resorts Captains Quarter's
5.0 out of 5 average rating, 6 reviews
Oceanside Cottage Apt2 at Craigville Beach
4.54 out of 5 average rating, 90 reviewsDestinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- Bonnet Shores Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- Easton Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- Pinehills Golf Club
- Inkwell Beach
- The Breakers
- Second Beach
- Coast Guard Beach
- Cape Cod Inflatable Park
- Easton's Beach





