Villa holiday rentals in Massachusetts

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Top-rated villa rentals in Massachusetts

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A spacious living room features a large brick fireplace at its center, surrounded by comfortable seating and a coffee table. Natural light floods in through multiple windows, enhancing the open layout that connects to the dining and kitchen areas.
Villa in Mashpee
4.8 out of 5 average rating, 50 reviews

Expansive Beach House - Outdoor Jacuzzi, Shower…

Outdoor JACUZZI, SHOWER, Come stay at our expansive beach house located steps from Popponeset Bay and down the road from multiple beaches, Mashpee Commons, golf courses, hiking trails, restaurants, Children's Museum, and more! Long day at the beach? Relax at the house on the back deck, enjoy the large back yard, or hop in the brand new enclosed private Jacuzzi room! The house also boasts two living rooms, an extra private sleeping bedroom with two queen beds, central air, and an outdoor shower

Guest favourite
An open-concept living space is highlighted by warm wood flooring and soft lighting. A modern kitchen with wooden cabinets and sleek countertops is visible in the background. Comfortable seating is arranged around a glass coffee table, inviting relaxation and conversation.
Villa in Newton
4.94 out of 5 average rating, 81 reviews

Explore Boston in style! Dream home, pool, sauna.

Relax in this calm, elegant lovely home with fully equipped high-end kitchen, 4 modern bathrooms, private fenced garden with hot tub and cold pool. Conveniently located in South Newton - one of the most desirable and safe suburbs of Boston. 3 minutes walk to a temple, 15-20 minutes drive to downtown Boston, 8 minutes drive to BC, 20 minutes drive to Babson, Bentley, Harvard & MIT. 25 minutes walk to a T (Green line "Newton Highlands"). Great restaurants and shopping areas within minutes drive.

Top guest favourite
A bright and spacious room features two wooden beds dressed in blue quilts, complemented by wooden nightstands. Soft natural light enters through two large windows with sheer curtains. A comfortable armchair sits in the corner, alongside a decorative area rug.
Private room in Boston
5 out of 5 average rating, 40 reviews

Charming & Cozy Large Room with 2 Single Beds & TV

Welcome to our century-old home. Just a 5-minute walk away is Reservation Park for morning exercises or relaxation. Our serene neighborhood boasts tall evergreen trees. Our historic house was featured in the movie Spotlight, earning recognition with the 2016 Academy Award. Convenience is key with nearby bus routes (35, 36, 37, 38, 34, 34E, 40) to the Orange Line subway. Major amenities are a 15-minute walk away. Parking is available. Boston College is a 15-minute drive away. Warmly welcome!

Guest favourite
A wooden dining table with two chairs is positioned along the riverside, offering views of the water and distant landscapes. Two wine glasses and a bottle are placed on the table, set against a backdrop of soft sunset clouds reflecting on the river's surface.
Villa in Somerset
5 out of 5 average rating, 16 reviews

House Private Access to Water

Welcome to a Romantic & Memorable Place that doesn't just provide luxurious modern accommodation for families but also lets you relax by the Exquisite water view Paradise. Bedrooms where guests enjoy the breath-taking scenic waterfront are greeted by beautiful white swans, ducklings and crane in the morning. Quiet Bay where guests enjoy coffee out front with a spectacular view of the sunrise, and cocktails/bbq with beautiful sunset. 2 Bedrooms w/KingBed, 1 BR w/2 Full Beds, 1 BR w/2 twin beds

A modern kitchen is presented, featuring wooden cabinetry and a large granite island with seating for four. Stainless steel appliances are visible, including an oven and a refrigerator. Soft yellow lighting creates a warm ambiance, complementing the hardwood floors.
Villa in Charlton
4.65 out of 5 average rating, 75 reviews

Summer Home near TreeHouse Brewery | Private Pool

Bring the whole family to this lovely villa with lots of free parking and multiple comfy King Beds. This Villa seats on 1 Acre in a really residential and quiet neighborhood in Charlton MA. The property boasts of a spacious backyard with a private play ground for kids and a private pool with a large deck. It's less than 10 minutes away from the Treehouse brewery. The Heritage Country Club golf course is about 10 minutes from the Villa. There are several lakes within 20 minutes from the Villa.

Top guest favourite
A scenic view of the Cape Cod Villa entrance showcases a staircase leading to the main entrance, framed by lush greenery and a vibrant maple tree. The gravel path winds gently, adding to the serene ambiance of the private conservation land.
Villa in Cape Cod
4.98 out of 5 average rating, 125 reviews

Cape Cod Villa retreat, spa, venue, film location

Cape Cod Villa, an award-winning sanctuary on 1.8 acres of private conservation land, embodies refined luxury and serenity. Designed by Domapine Decor, this exclusive estate offers stunning interiors and panoramic pond views, placing guests moments from Cape Cod’s finest beaches, elite golf courses, and acclaimed dining. A haven of tailored indulgence, the villa offers private spa treatments and chef-curated dining, delivering an unparalleled escape in Lower Cape’s most sought-after setting.

A charming three-bedroom house is presented, featuring a large front porch. The property is surrounded by vibrant autumn foliage, creating a welcoming facade. A prominent sign displays the home's amenities, highlighting its proximity to Harvard Yard and available parking.
Villa in Cambridge
4.23 out of 5 average rating, 13 reviews

Harvard Sq 3BR House w/ parking

Steps from Harvard Yard—closer than many campus buildings—this refreshed 3-bedroom residence offers a serene, sophisticated retreat in the heart of Cambridge with a fully equipped chef’s kitchen. Two extra rooms (meditation room & quiet study room) can fit 2 extra airbeds so up to 10 ppl can live comfortably in this exclusive residence. Five-star bedding, Dead Sea mineral toiletries, and off-street parking complete this rare opportunity for refined living in an unbeatable Harvard location.

Guest favourite
The interior space showcases high cathedral ceilings with exposed wooden beams. A staircase leads to a second-floor landing, surrounded by white railings. Decorative plates adorn the wall, and a cozy living area includes a couch and side tables illuminated by a lamp.
Villa in Nantucket
5 out of 5 average rating, 9 reviews

Center located, spacious villa 1 mile to town

Our center island home is tucked away on quiet Roberts Lane. Take notice to the many woodworking details in our proud "Great Room" with cathedral ceilings, fireplace and stairs leading to the 2nd floor sleeping quarters. Enjoy the grill and dining area outside on our spacious red brick patio or relax with a book under the veranda listening to the birds or crickets sing. Detached from the main house we have a garage apartment where we rent to a friendly, quiet, full-time teacher.

A clean and modern bathroom features a spacious soaking tub with sleek fixtures. Large windows allow natural light to illuminate the space, showcasing a view of lush greenery and blooming flowers. Fresh towels and potted plants add a touch of warmth to the serene setting.
Villa in Mashpee
5 out of 5 average rating, 19 reviews

Beautiful home in New Seabury Close to beach-

The house is located in an ultra private prestigious New Seabury resort on Cape Cod, a bike ride to Popponesset, The Spit beach and Market Place(less than a mile). Day trip to Martha's Vineyard and Nantucket island is a ferry away....The house has hardwood floors, cathedral, vaulted and beamed ceilings with skylights, 3 bedrooms and 2-5 baths and a large den/office....with a wrapped around deck of over 800sq ft overlooking almost an acre of private land filled with pine trees...

Top guest favourite
The villa's exterior showcases a large three-story structure, adorned with white siding and multiple windows. A spacious deck leads to the front entrance, framed by greenery from surrounding trees. The sky above is partly cloudy, providing a serene backdrop.
Villa in Stockbridge
4.95 out of 5 average rating, 57 reviews

Historic Stockbridge Villa on 25 acres sleeps 16

At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple trees. The private estate has ample space for a retreat, a workshop or just family togetherness in a beautiful place, far from the madding crowd but close to highways, shopping, spas and everything you might need.

Top guest favourite
The entrance of the historic home is framed by carefully manicured hedges and trees. A path leads to an elegant front door, flanked by large windows. Decorative wall lanterns add charm to the exterior, capturing the welcoming essence of the property.
Villa in Longmeadow
5 out of 5 average rating, 59 reviews

Comfort and Luxury - 180 year Old Gothic Estate

This 180 year old home provides luxury and comfort for up to 10 guests. Perfect for family gatherings or a group of friends wanting to get away . Chef prepared meals and house keeping services are offered at additional rates. Conveniently located only 15 miles north of Hartford/Springfield BDL Airport and a 5 minute drive to Springfield's MGM casino. PLEASE note that guest of record is required to have at least 3 Five Star reviews in order to book

Top guest favourite
The kitchen features modern appliances, including a stainless steel refrigerator and stove. A white countertop extends into a pass-through bar, with a bowl of snacks displayed. Natural light filters through the window, illuminating the sleek cabinetry and grey tile backsplash.
Villa in Cambridge
4.98 out of 5 average rating, 283 reviews

Phil's Harvard & MIT Home

Located in the heart of Harvard University, this charming Victorian apartment offers a unique and memorable stay just steps from campus landmarks and local attractions. The home's classic architecture reflects its history, while the updated interior provides modern comfort. The uniquely styled Harvard and MIT bedrooms are inspired by the spirit of their namesake universities, perfect for visitors seeking an immersive Cambridge experience.

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