Mansion holiday rentals in Massachusetts

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Top-rated mansion rentals in Massachusetts

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Top Guest favourite

Apartment in Rockport

4 Bed Water View w/ Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

4.99 out of 5 average rating, 175 reviews

Top Guest favourite

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.

4.91 out of 5 average rating, 255 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!

4.92 out of 5 average rating, 160 reviews

Top Guest favourite

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.

4.94 out of 5 average rating, 102 reviews

Guest favourite

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.

4.84 out of 5 average rating, 141 reviews

Top Guest favourite

Apartment in Somerville

Condo Free Parking/MIT/Harvard/TD Garden

Where Boston Character Lives - Just Renovated Two-Story Apartment - Free parking for 4 cars (off-street or permit) - BONUS parking before check-in/after check-out - Park and outdoor pool right outside - A/C units in every bedroom - TVs in each bedroom - 2 living rooms + office - EV charger available for a Fee - Walkable area near the T, attractions, dining, and shops This bright, stylish apartment is perfect for families, groups, and business travelers. Just a 10-minute walk to the T.

4.95 out of 5 average rating, 103 reviews

Top Guest favourite

A spacious deck overlooks a calm lake, reflecting the surrounding trees in warm autumn colors. Several wooden chairs and a circular table are arranged comfortably, with an umbrella providing shade. The setting offers a serene atmosphere, ideal for relaxation or enjoying nature.

Home in Oakham

Lovely & Peaceful Waterfront Vacation Retreat

Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

4.99 out of 5 average rating, 193 reviews

Top Guest favourite

The exterior of a spacious coastal property is shown, featuring a wraparound porch and light grey shingle siding. A clear blue sky complements the beach setting, with soft sand leading to the ocean in the background. Lush greenery borders the property, providing a sense of seclusion.

Home in Sandwich

Salt Eire | Oceanfront Beach Home

Welcome to Salt Eire. Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

4.99 out of 5 average rating, 158 reviews

Top Guest favourite

An aerial view captures the serene coastline, featuring a stretch of sandy beach bordered by a residential neighborhood. The water glistens in shades of blue, complemented by rolling green landscapes and a distant bridge, creating a harmonious blend of nature and community.

Home in Duxbury

Welcome to Windansea. Duxbury Beach Vacation Home

Welcome to Windansea! This 3-BR/3BA colonial with bunkhouse is your newly furnished and tastefully preserved home at Duxbury Beach. Ideally located a short stroll to beach, back-river and iconic bridge. 10 minutes to Plymouth and about 45min to Boston, Nantucket, and Martha's Vineyard Island Ferry. Whether you seek a quiet, tranquil getaway by the ocean or an action-packed week of sightseeing excursions, this lovely escape at Duxbury Beach offers the best of both worlds!

4.99 out of 5 average rating, 100 reviews

Guest favourite

Apartment in North Adams

See MoCA from your mansion+Sauna!

Large bi-level 4 bedroom apartment tucked away on a hilltop oasis above Mass MoCA (3 mins by foot). 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure). Fully private with no shared spaces + outdoor Sauna! Your stay’s proceeds allow us to host refugee/immigrant musicians pro bono year-round at @chasehillartistretreat Note: more dates are often available beyond what the calendar shows. Please don’t hesitate to inquire!

4.97 out of 5 average rating, 733 reviews

Guest favourite

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

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

4.96 out of 5 average rating, 311 reviews

Top Guest favourite

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

4.95 out of 5 average rating, 184 reviews