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Vacation rentals in Massachusetts

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Massachusetts

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

LocationFamilyCheck-in

4.98 out of 5 average rating, 261 reviews
Top guest favorite
A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.
Home in New Salem

Stone n' Sky Lodge

Complete with all the comforts & amenities of home, Stone n’ Sky Lodge is fully furnished & decorated with family heirlooms & fine art. Featuring a fully equipped kitchen, fiber optic internet & a separate home office, the Lodge is located on a paved, dead end road, surrounded by a wildlife sanctuary; yet minutes from town & interstate highways. Local attractions, festivals, artisans, hiking, micro-brewed beers, ciders, good food & music are all to be discovered within minutes of this location.

LocationValueCheck-in

4.91 out of 5 average rating, 255 reviews
Guest favorite
A lakefront cottage is positioned among trees, with a spacious lawn leading down to the water. A newly installed dock extends into the lake, while various colorful kayaks and paddle boards are neatly arranged on the grass. The sun sets, casting a warm glow over the scene.
Home in Westminster

Lakefront, view of ski mtn, fireplace, sauna

Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

ValueFamilyParking

4.89 out of 5 average rating, 242 reviews
Superhost
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and limited on-street parking. Pet friendly!

FamilyValueBackyard

4.92 out of 5 average rating, 162 reviews
Top guest favorite
An aerial view captures the spacious country home surrounded by lush greenery, winding paths, and open lawns. A serene pond is visible alongside the property, complementing the natural landscape. The adjacent road is flanked by trees, adding to the remote and peaceful setting.
Home in West Brookfield

Sunnybrook House

Sunnybrook is a peaceful 28 acre country retreat, tucked away on a back road in West Brookfield, MA with expansive lawns, hiking trails, a pond, rushing river and crabapple orchard to explore. Only 20 minutes to I90 and I84 in Sturbridge, 45 minutes to Wachusett Mountain, and minutes away from Rock House Reservation. With ample space to gather inside and out, great local breweries and wineries close by, Sunnybrook is the perfect place for family and friends, work gatherings, retreats and more.

FamilyLocationWalkability

4.94 out of 5 average rating, 102 reviews
Guest favorite
A well-maintained yard sits on a spacious acre, featuring lush green grass and a variety of trees. The house is partially visible on the right, and a clear path leads to the sunroom entrance. Flower beds with blooming plants add color to the landscape.
Home in Walpole

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

FamilyValueQuiet

4.9 out of 5 average rating, 118 reviews
Top guest favorite
A hot tub with bubbling water is showcased under a covered patio, offering a view of the serene lake and surrounding trees. Soft lighting enhances the tranquil setting, while glimpses of the lake's shoreline and distant boats are visible in the background.
Cottage in Southwick

Lake Views from Deck Fire Pit & Hot Tub 4 Kayaks

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

LocationFamilyKitchen

4.98 out of 5 average rating, 171 reviews
Top guest favorite
Cottage in Mendon

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

FamilyValueSleep quality

4.96 out of 5 average rating, 160 reviews
Guest favorite
A contemporary cedar home is set on a spacious green lawn surrounded by trees. The two-story structure features a large front porch and a combination of wooden and glass elements, enhancing its integrated design with nature. A gravel pathway leads to the entrance.
Cabin in Becket

Wildlife Retreat in the Forest

Home in the Birkshires! 12 minutes away from Jacob's Pillow, 2.5 hours away from NYC. Our Beautiful Lindal Cedar Contemporary home has everything you'll need. It is tucked away on a private 9+ acre estate with 4 large bedrooms, 2.5 baths. The Master Bedroom can be your own private getaway with 2 balconies. One overlooks the large living room with floor to ceiling windows and stone fireplace. The other overlooks the expansive property. It's definitely a tranquil place to rest and relax.

ValueFamilyCheckout

4.84 out of 5 average rating, 143 reviews
Top guest favorite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

FamilyLocationKitchen

5.0 out of 5 average rating, 265 reviews
Guest favorite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

FamilyLocationHospitality

4.9 out of 5 average rating, 549 reviews
Guest favorite
A comfortable sofa is positioned near a window with sheer curtains, allowing natural light to illuminate the space. A decorative pillow with text is placed on the sofa, while a glass of wine rests on a wooden table outside, visible through the window.
Cabin in Winchendon

The little house on Mirror Pond

Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

ValueLocationLaundry

4.96 out of 5 average rating, 139 reviews

Popular amenities for Massachusetts vacation rentals

Monthly staysSelf check-inWaterfrontGymBBQ grill

Massachusetts waterfront vacation rentals

Top guest favorite
Condo in Swampscott

Ocean View Coastal Retreat | Minutes from Salem

LocationFamilySleep quality

4.95 out of 5 average rating, 114 reviews
Top guest favorite
Cottage in Brimfield

Cheerful cottage by Little Alum Lake & Sturbridge

LocationFamilySleep quality

4.98 out of 5 average rating, 109 reviews
Top guest favorite
Apartment in Rockport

4 Bed Water View w/ Parking

LocationValueAccuracy

4.99 out of 5 average rating, 179 reviews
Superhost
An outdoor seating area is presented with a fire table at its center, illuminated by flames. Comfortable chairs surround the fire, with a red umbrella providing shade above. The ocean and sunset create a serene backdrop, showcasing vibrant colors across the sky.
Cottage in Sandwich

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

FamilyValueDecor

4.85 out of 5 average rating, 473 reviews
Top guest favorite
A view of the calm water on Mirror Lake is framed by a flower-lined, stone patio leading to a wooden dock. The water reflects the greenery from the surrounding trees under a clear blue sky.
Home in Wrentham

Relaxing Waterfront Lakehouse, 10 min to Gillette

FamilyValueHiking

4.96 out of 5 average rating, 110 reviews
Top guest favorite
Home in Swampscott

Oceanfront Retreat | Salem 7 min by train

FamilyValueParking

4.93 out of 5 average rating, 147 reviews
Top guest favorite
A living room features a fireplace surrounded by a brick wall, complemented by a cozy seating arrangement. Two armchairs and a sofa provide comfortable spaces for relaxation. Natural light enters through multiple windows adorned with lace curtains, illuminating the decorative rug underneath.
Apartment in Salem

House of Three Gables

FamilyValueHospitality

5.0 out of 5 average rating, 403 reviews
Top guest favorite
A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.
Home in Wareham

Sunset Cove Beach

FamilyLocationAir conditioning

4.99 out of 5 average rating, 121 reviews

Massachusetts home rentals

Top guest favorite
A spacious living area is highlighted by a high wood-paneled ceiling and large windows allowing natural light. A stone fireplace is centrally located, complemented by comfortable seating and a wooden coffee table on a light-colored rug.
Home in West Brookfield

Peaceful Lake Escape w/ Porch, Fire Pit & Kayak

LocationFamilyCondition

4.91 out of 5 average rating, 114 reviews
Top guest favorite
An outdoor patio area is illuminated softly at dusk, featuring a dining set with a table and several chairs arranged on a patterned rug. Lush greenery and flowering plants surround the space, while lanterns provide a gentle glow, enhancing the tranquil environment.
Home in Marstons Mills

Cape Cod Cotuit Cottage, 3 Bed Near Beaches

ValueLocationHospitality

5.0 out of 5 average rating, 236 reviews
Top guest favorite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham

Cozy en suite w/ high ceilings

LocationFamilyQuiet

4.98 out of 5 average rating, 153 reviews
Top guest favorite
Home in Lee

Berkshire Mountain retreat with Urban eco-luxuries

FamilyLocationDecor

4.99 out of 5 average rating, 326 reviews
Top guest favorite
A contemporary kitchen is highlighted by stainless steel appliances and quartz countertops. An expansive island provides seating with three wooden stools. White cabinetry and blue backsplash complement natural light entering through the window, enhancing the open layout.
Home in Gloucester

Luxury 5BR Family Retreat | Walk to Beach & Town

FamilyValueCondition

4.97 out of 5 average rating, 152 reviews
Guest favorite
The charming exterior of an antique colonial-style home is displayed, featuring a yellow facade with dark green shutters. Flower boxes adorn the windows, filled with colorful blooms. A welcoming front entry is accentuated by steps leading up to the door, with a neatly landscaped garden visible.
Home in Downtown Salem

Henry Derby House

ValueLocationComfort

4.9 out of 5 average rating, 400 reviews
Guest favorite
The spacious living room features large windows that provide scenic views of the mountains and lake. A comfortable sectional sofa is complemented by a decorative throw and cushions. The ceiling is elevated with wooden beams, and stylish decor enhances the inviting atmosphere.
Home in Monterey

Jaw dropping mountain & lake views

ValueLocationCheck-in

4.96 out of 5 average rating, 315 reviews
Guest favorite
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge

Lake Front Home Sleeps 6-8 on a private Peninsula!

LocationValueComfort

4.94 out of 5 average rating, 332 reviews

Family friendly vacation rentals in Massachusetts

Superhost
The exterior of a rustic double treehouse is visible, surrounded by tall trees and lush greenery. The structure features weathered wood and spacious deck areas with steps leading up to the entrance. Warm light emanates from the windows, hinting at a cozy interior.
Treehouse in New Marlborough

Berkshire Treehouse Retreat

LocationFamilySleep quality

4.88 out of 5 average rating, 184 reviews
Guest favorite
A spacious yard is surrounded by tall trees, showcasing a playground with a slide and swings. A garden area is interspersed with colorful flowers and is set against the backdrop of lush greenery. A trampoline is visible in the distance, along with a greenhouse.
Farm stay in Rutland

Farm Living

LocationFamilySkiing

4.95 out of 5 average rating, 428 reviews
Superhost
Home in Somerset

Fall and Holidays, Entire Home w/ Jacuzzi PETS

LocationValueBackyard

4.88 out of 5 average rating, 130 reviews
Superhost
A serene lake scene is captured, showcasing a reflection of colorful autumn trees along the shoreline. Clear blue skies provide a backdrop, enhancing the tranquil atmosphere of the water’s surface.
Home in Winchendon

Waterfront home 2 bedrooms withdeck beach and dock

FamilyValueAir conditioning

4.79 out of 5 average rating, 368 reviews
Top guest favorite
A calm lake reflects vibrant autumn foliage, with trees displaying shades of red, orange, and yellow. A boat is anchored near a wooden dock, and the surface of the water mirrors the colorful landscape, creating a serene and picturesque scene.
Cottage in Becket

Berkshires Cottage by Lake. Year Round Adventures.

ValueFamilyHeating

4.95 out of 5 average rating, 325 reviews
Top guest favorite
A charming log cabin is surrounded by lush greenery. Two miniature horses graze leisurely on the grass in front of the cabin, which features a covered porch and simple landscaping with flowers. Sunlight filters through the trees, highlighting the serene woodland setting.
Cabin in Rockport

The Solar Powered Dogtown Cabin at Applecart Farm

ValueLocationCondition

4.97 out of 5 average rating, 504 reviews
Guest favorite
The compact kitchen area features a bright red refrigerator and a vintage-style stove. Light blue cabinetry provides storage, while a white sink is positioned under a window overlooking the outside. Wooden floors add warmth to the space, with neatly arranged kitchen essentials visible.
Train in Palmer

Trainmaster's Inn - Caboose

LocationFamilyAccuracy

4.94 out of 5 average rating, 143 reviews
Top guest favorite
Guesthouse in Cummington

Cozy Hilltown Cottage

FamilyValueCheckout

4.99 out of 5 average rating, 231 reviews

All about Massachusetts

Massachusetts’ bustling capital, Boston, draws in travelers seeking to explore the city’s extensive history, legendary baseball stadium, and impressive arts scene — but this northeastern state offers varied geography and options beyond its biggest city. There are opportunities for outdoor adventure, rest and relaxation, and arts and culture throughout the state. Western Massachusetts and the Berkshires is the state's rural mountain region popular with ski resorts and snow-shoeing for outdoor athletes. The towns and many farms of the central region host fall harvest celebrations and farm-to-table dining with some of the state’s best fall foliage driving routes.

Sturbridge Village is ideal for history buffs wanting a glimpse into life in New England during the 19th century. Cape Cod, a hook-shaped peninsula abou 70 miles south of Boston, is known for its beautiful beaches and lighthouses. Beachgoers and island lovers can take a ferry to the islands of Nantucket and Martha’s Vineyard for swimming, surfing, and miles of bike trails. The state’s rich maritime tradition is evident in the northern coastal towns of Newburyport, Rockport, and Marblehead.

Boston is rich in history and culture — dine at one of its award-winning restaurants or make your way through the Freedom Trail, which weaves through the city passing iconic sites of the American Revolution and gorgeous green spaces like Boston Commons and Public Garden.

What are the top things to do in Massachusetts?

Explore the History of Lexington

Drive 20 minutes outside Boston to the birthplace of the Revolutionary War. Hop on the Liberty Ride Trolley and pass multiple pivotal historical sites. Favorite stops include Lexington Battle Green — where the first shot of the Revolutionary War was fired in 1775 — and significant literary sites from classic American writers.

The Berkshires

Located on the far western border of the state, The Berkshires are popular with outdoor enthusiasts, artists, shoppers, and foodies. Known for the mountains and ski resorts here, it's a winter wonderland for skiers, snowboarders, and even offers snow tubing. Once the snow melts, you’ll find epic hiking trails, white-water rafting, and climbing opportunities abound. Towns throughout the area including Lenox, Great Barrington, Stockbridge, offer farm-to-table restaurants, antique shopping, unique musical experiences, and local theatres.

Western Massachusetts wineries

Explore picturesque vineyards while sipping on award-winning wines from dozens of wineries across Western Massachusetts. A rising star on the global wine stage, the area's wines are hand-crafted from a variety of grapes, fruits, berries, and even flowers. The region’s most common grape varieties are the vinifera varieties including chardonnay, pinot grigio, riesling, and pinot noir. Many of the wineries can be found between Amherst and Springfield with stunning landscapes to enjoy along the way.

Destinations to explore