Massachusetts vacation rentals

4.92 out of 5 average rating, 109 reviews

The historic property is displayed from the street level, showcasing its architectural charm with a multi-story design. A covered porch is visible, featuring ornate woodwork. Shops line the street, contributing to a lively town atmosphere. Clear skies and bright sunlight enhance the inviting appearance.

Apartment in Oak Bluffs

Absolute Best Location on the Island

Ideal location for visitors in the middle of the most lively, diverse, fun town on Martha's Vineyard. This property is certified by the United States Department of Interior as a National Historic Property. The ferry terminal, restaurants, shops, markets, harbor, historic sites, entertainment, public transportation, and a clean sandy beach are all within minutes. A vehicle is not necessary. IF UNAVAILABLE: SIMILAR WALKABLE SISTER PROPERTY in Vineyard Haven: https://www.airbnb.com/rooms/49016488?

4.86 out of 5 average rating, 148 reviews

The serene water reflects the soft colors of a sunset, with hints of pink and orange blending into the sky. Lush greenery surrounds the calm water, creating a tranquil atmosphere. Gentle ripples are visible on the surface, enhancing the peaceful setting.

Home in Barnstable

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

4.88 out of 5 average rating, 153 reviews

Home in Yarmouth

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

4.95 out of 5 average rating, 168 reviews

The kitchen features a spacious granite countertop with seating at three bar stools. Large windows and overhead lighting enhance the bright and airy atmosphere. Appliances including a stove and refrigerator are integrated into the cabinetry, providing a modern look in the renovated space.

Apartment in Oak Bluffs

Beautiful private apartment walk to everything!

This is an incredible property! Renovated and spotless with all the amenities to make your stay feel like home, only better. Downtown Oak Bluffs and her beautiful beaches are within a five-minute walk. There is a local market and deli right next door where you can find anything you need in a pinch, and a great BBQ restaurant across the street. This second floor apartment has one bedroom with a queen-sized bed and a queen pullout couch. Smart TVs, full kitchen and laundry plus much more!

4.91 out of 5 average rating, 117 reviews

A well-lit bedroom features a black wooden bed with a plush blanket layered over crisp white linens. A small bedside table holds a lamp, and framed photos adorn the walls. A window with a blackout shade allows natural light while a wooden chair adds a touch of warmth.

Home in Sheffield

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

4.83 out of 5 average rating, 217 reviews

A tranquil shoreline is depicted, featuring gently sloping grass leading to a calm body of water. Soft ripples reflect the blue sky and fluffy clouds. In the distance, a house is visible, framed by the natural landscape.

Cottage in Fairhaven

Cottage by the Bay

Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

4.99 out of 5 average rating, 142 reviews

A circular arrangement of chairs in various colors surrounds a small stone fire pit. The scene overlooks a serene pond, framed by lush trees and bathed in warm sunlight. Subtle outdoor lighting is positioned along the perimeter.

Cottage in Barnstable

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

4.81 out of 5 average rating, 472 reviews

A covered porch area features wicker seating with decorative cushions, inviting relaxation. A small table is positioned between the chairs, with a view of a landscaped yard visible through the railing. Potted flowers add a splash of color, enhancing the outdoor ambiance.

Cottage in Provincetown

Private cottage green friendly and pet friendly

. Private quiet Restored and renovated stand alone cottage in the west end location complete with new renovation of kitchen and bathroom. Recently added an Extended bay window, new skylight, and brand new dishwasher Green friendly and pet friendly From June 28 to September 10 this is only a Saturday to Saturday rental only . Bear week and carnival week is a surcharge of $50 more per night. When you bring a pet there is a separate cleaning fee of $40 non refundable

5 out of 5 average rating, 20 reviews

A harbor scene features numerous boats docked alongside wooden piers, with a small fuel dock prominently situated at the center. Lush greenery surrounds the area, and a soft, golden light fills the sky as the sun sets, creating a serene atmosphere.

Home in Scituate

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

4.91 out of 5 average rating, 54 reviews

Home in Edgartown

Updated Beautiful Cottage in Edgartown AC

A true island charmer. Light, airy and central-air-conditioned home offers all the comforts of modern living centrally located in Edgartown. Recently completed extensive upgrades completed enhance all of the space, including a new kitchen, both bathrooms, basement, and more. A spacious outdoor furnished deck with enclosed outdoor shower and an expansive grassy lawn make for a great space to relax. Great location makes Island travel a breeze.

5 out of 5 average rating, 6 reviews

A bright dining area features a round white table with metal chairs, positioned near large glass doors that open to a snowy outdoor view. Natural light fills the space, complemented by light-colored walls and a modern pendant light overhead.

Home in Great Barrington

Summer & Leaf Season Rental!

Charming, cozy cottage, walking distance to Lake Mansfield and Main Street attractions, 20 minutes to Tanglewood, 15 minutes to area summer camps or the Zipline at Catamount Ski Area. Freshly renovated throughout, fully-equipped kitchen, large yard with screened dining porch. Comfortable and stylish home in a centrally-located spot. Attention to all the little details.

4.89 out of 5 average rating, 57 reviews

A serene view of a calm water surface reflects a vibrant sunset, blending shades of orange, pink, and purple in the sky. A simple structure is positioned near the shoreline, with silhouetted trees framing the scene, enhancing the natural beauty.

Home in Orleans

Romantic Orleans waterfront cottage

ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! The best of Cape Cod - literally on the edge of the gorgeous and picturesque saltwater town cove! This beautiful 1BR cottage is clean, comfortable and private, ... yet within a short walk to village center, shops, great eateries, attractions, etc. We just added propane fire pits and bluetooth speakers outside!!

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Popular amenities for Massachusetts vacation rentals

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Massachusetts oceanfront vacation rentals

4.94 out of 5 average rating, 51 reviews

A spacious outdoor deck offers views of the sandy beach and the ocean. Comfortable green chairs surround a wooden table, inviting relaxation. A barbecue grill is positioned nearby, and tall grasses frame the scene, enhancing the coastal ambiance with the clear blue sky above.

Home in Yarmouth

Oceanfront Vacation Home with Private Beach for 6

4.88 out of 5 average rating, 208 reviews

An aerial view captures a long sandy beach bordered by gentle ocean waves, with a stretch of coastal homes visible along the shoreline. The scene conveys a serene atmosphere under a clear blue sky, with the sand dunes adding texture to the landscape.

Home in Salisbury

Spacious waterfront free parking &Wi-fi

4.93 out of 5 average rating, 29 reviews

A bright living room features large windows offering views of the beach. Light-colored furnishings are complemented by a patterned area rug. A coffee table is centrally positioned, with decorative items placed atop. Two chairs provide additional seating, enhancing the open space.

Home in Fairhaven

Lovely Day Oceanside

4.9 out of 5 average rating, 10 reviews

A wooden staircase leads down from a porch, providing direct access to the beach. The sandy shoreline meets the ocean in the distance, with shallow waves gently lapping at the water's edge. A rock formation can be seen along the beach, surrounded by sparse greenery.

Home in Mattapoisett

Buzzard Bay Getaway

5 out of 5 average rating, 3 reviews

A sandy beach is visible in the foreground, leading to calm ocean waters. Steps are seen descending from a wooden boardwalk, framed by greenery. The clear blue sky extends overhead, complementing the serene atmosphere.

Condo in Dennis

Old Wharf Rd 405 Unit #B303

5 out of 5 average rating, 9 reviews

Home in Salisbury

Breathtaking Views, Oceanfront home on the Beach

4.91 out of 5 average rating, 87 reviews

A serene coastal scene is depicted, featuring soft sandy shores that transition into calm waters. The sky is filled with fluffy clouds, and a distant shoreline is visible, showcasing lush greenery and occasional residential structures. The image captures a tranquil beach atmosphere.

Apartment in Beverly

Spacious 2BR Steps To Beach. 2.4 miles to Salem 28

4.81 out of 5 average rating, 26 reviews

An outdoor covered patio is shown, featuring a round glass table surrounded by four white chairs. Lush green grass extends to the shoreline, where the ocean can be seen in the background. A wooden railing outlines the property, providing a clear view of the water.

Home in Marshfield

Large Oceanfront Home - VIEWS - Sleeps 12.

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Massachusetts fishing vacation rentals

Home in Yarmouth Port, Cape Cod

4.99 out of 5 average rating, 346 reviews

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

4.92 out of 5 average rating, 176 reviews

Cottage in Orange

The Lake Cottage: A Sweetwater Stay

4.95 out of 5 average rating, 158 reviews

The light blue waterfront home features a large wrap-around porch with a yellow umbrella, overlooking a sandy beach area. Colorful chairs are arranged on the porch and along the shore, creating an inviting outdoor space for relaxation and gatherings.

Home in Otis

Idyllic family retreat - spacious lake home,

4.96 out of 5 average rating, 108 reviews

Home in Otis

Direct Lakefront Home on Otis Reservoir Giant Yard

4.82 out of 5 average rating, 149 reviews

A charming lake house is positioned by the water, featuring a quaint peaked roof and large front windows that bring in natural light. A porch offers seating, while a grill is visible to the left. Surrounding greenery enhances the tranquil setting.

Home in Westminster

Lakefront, view of ski mtn, firepit, kayaks, dock

4.86 out of 5 average rating, 206 reviews

Home in Brewster

Water Front Pond House - 3 acre Cape Cod Sanctuary

4.93 out of 5 average rating, 148 reviews

A spacious deck overlooks the serene lake, where an American flag gently flutters in the breeze. Comfortable seating, including a white armchair and wooden table, offers a perfect spot to enjoy the water views and surrounding greenery.

Cottage in Sturbridge

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

4.94 out of 5 average rating, 163 reviews

Home in Brimfield

Brimfield Lakeside Home Away from Home

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Home rentals in Massachusetts

5 out of 5 average rating, 3 reviews

A weathered barn with a cupola is framed by greenery, overlooking the ocean in the distance. Soft pastel colors of the sunset wash over the sky, enhancing the serene landscape. The spacious yard is visible in the foreground, providing a tranquil outdoor setting.

Home in Rockport

Rockport Vacation Home, ocean views, 2 bed/1 bath

4.95 out of 5 average rating, 151 reviews

The spacious kitchen features white cabinetry and a modern layout. A central island with seating is complemented by a dining table nearby. Natural light floods the area through sliding glass doors, enhancing the welcoming ambiance.

Home in Yarmouth

Cape Cod Life is Good Rentals

5 out of 5 average rating, 12 reviews

Home in Shrewsbury

Lake "Island"

4.91 out of 5 average rating, 32 reviews

A scenic harbor view showcases numerous fishing boats gently resting on calm waters. The landscape features a distant tree line under a clear blue sky, contributing to a serene coastal atmosphere.

Home in Cohasset

Village Colonial with Cohasset Harbor Views

4.85 out of 5 average rating, 105 reviews

A stone pathway leads up to the side of a house, bordered by green grass and plants. The two-story structure features a textured wooden exterior and multiple windows. Natural light illuminates the scene under a clear blue sky.

Home in Westport

Beach Home – Family Friendly - Solar Powered

4.88 out of 5 average rating, 104 reviews

Home in Wrentham

Backyard Oasis with Hot Tub

5 out of 5 average rating, 59 reviews

A spacious home is set against a backdrop of lush trees, showcasing a unique architectural design with a multi-level roof. A wrap-around deck is visible, enhancing the outdoor space surrounded by greenery and landscaped gardens.

Home in Vineyard Haven

Well-Appointed 3 Bedrm 4 Bathrm w/ 50+ 5* Reviews