Holiday houses in Elizabeth Islands

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Top-rated holiday rentals in Elizabeth Islands

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Top Guest favourite
A cozy family room features a slip-covered sofa and two light-colored armchairs, arranged around a wooden coffee table. A brick fireplace complements the space, and a flat-screen TV is mounted above it. Light from the window illuminates the warm wooden flooring.
Home in Mashpee
4.94 out of 5 average rating, 131 reviews

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!

Guest favourite
A serene view of the Westport River at dusk features soft pastel hues reflecting on the water. A wooden dock extends into the calm river, framed by gentle grasses in the foreground. The sky transitions from deep blue to warm oranges and yellows as the sun sets.
Cabin in Westport
4.94 out of 5 average rating, 319 reviews

Koselig Cabin on the Farm Coast of New England!

This cabin is full of comforts, convenience, and love. Just miles from Horseneck Beach. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

Top Guest favourite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
5 out of 5 average rating, 205 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Top Guest favourite
A modern barn house exterior features a dark wood façade with a balcony access. Stone steps lead up to the entrance, flanked by lush greenery and blooming flowers. A pathway of flat stones winds through the vibrant garden, enhancing the serene atmosphere of the property.
Guest suite in West Tisbury
4.94 out of 5 average rating, 168 reviews

Loft Guest Suite in Modern Barn House

A beautiful guest suite on Martha’s Vineyard with a private entrance on the 2nd floor of the back wing 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, just off historic Music St, a short walk to a small town center which provides amenities. Ask about our other guest suite if you are with others.

Top Guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 223 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Top Guest favourite
An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.
Apartment in Oak Bluffs
4.98 out of 5 average rating, 223 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.

Guest favourite
A spacious two-story home is framed by expansive lawns and lush greenery. The exterior features a mix of wood siding and gray roof, while a garden and outdoor seating area enhance the inviting setting. A sunny sky and tree foliage provide a peaceful backdrop.
Home in West Tisbury
4.9 out of 5 average rating, 10 reviews

Pvt Beach, Pickleball, Steps to Wildlife Sanctuary

With bookings already coming in for next summer, don't miss your chance to book early to lock in your ideal dates! Our tranquil spot offers a private association beach and direct access to Cedar Tree Neck Sanctuary, you'll have 300 acres of hiking trails/beaches. Enjoy expansive lawns, a garden, and a converted pickleball court and basketball hoop. Relax on the back patio with a gas grill or prepare a family meal in the fully equipped kitchen. This hidden gem is the road less traveled.

Top Guest favourite
A bright living area features a large window that allows natural light to fill the space. Comfortable seating includes a gray sofa and a dark blue loveseat. A wooden coffee table sits between them, and a ceiling fan helps maintain a comfortable temperature.
Apartment in Sagamore Beach
4.98 out of 5 average rating, 123 reviews

Cape Cod Canal Home

Enjoy a getaway in our renovated 2 bedroom apartment on the 2nd floor with air conditioning and front balcony overlooking the Canal in Sagamore Beach. Beautiful, relaxing view with lots of boats and ships passing by. Steps to the Cape Cod Canal Bikeway for biking, walking and fishing. Two miles to Scusset Beach, 15 minutes to Historic Plymouth. Great location for easy day trips to Boston, Provincetown, Hyannis, beaches and more. Perfect for 2 couples or a family of five.

Top Guest favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth
5 out of 5 average rating, 160 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.

Top Guest favourite
A spacious deck features two wooden Adirondack chairs facing a serene waterfront view of Vineyard Sound. Lush greenery surrounds the area, and the calm water reflects the soft hues of the sky, creating a peaceful outdoor setting.
Home in Woods Hole
4.93 out of 5 average rating, 127 reviews

Juniper Point Cottage With Ocean View

Charming Cape Cod cottage on semi-private road with and ocean view of Vineyard Sound. Renovations completed in mid-July, 2020. Three BR, 2 private attached baths, 1 semi-private bath, fully equipped kitchen, patio with BBQ grill, gas fireplace, cable-TV, WiFi internet, large second-floor deck, a/c.. Close to Vineyard Ferry, bus station and town. Seasonal rent. Please complete a reservation request to determine the rent in effect for your requested dates.

Top Guest favourite
Home in Oak Bluffs
4.92 out of 5 average rating, 289 reviews

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!

Top Guest favourite
A sandy path, framed by lush green shrubs and pink flowers, leads directly to the serene ocean. The clear blue sky stretches above, enhancing the view of the water in the distance, inviting exploration and relaxation.
Home in Dartmouth
5 out of 5 average rating, 30 reviews

Unique Coastal Retreat: South Dartmouth, MA

On a private lane, nestled between South Dartmouth's most exclusive gated communities, this contemporary home blends the standards of today with eras past. Classic New England and Scandinavian design meet in surprising accord to provide an ideal summer retreat. Anchoring the house is a fireplace living room that leads to a large rear deck with substantial privacy and views across the private Round Hill fairways. Steps from entrance to Round Hill Beach.

Popular amenities for Elizabeth Islands holiday rentals