Villa holiday rentals in Boston

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Top-rated villa rentals in Boston

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Guest favourite

Private room in West Roxbury

4.94 out of 5 average rating, 33 reviews

Charming & Cozy Bedroom for Single or Couple

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

Villa in Newton

4.93 out of 5 average rating, 60 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.

Guest favourite

Private room in West Roxbury

5 out of 5 average rating, 22 reviews

Charming & Cozy Large Room with 2 Single Beds & TV

Guest favourite

Villa in Cambridge

4.99 out of 5 average rating, 237 reviews

Phil's Harvard & MIT Home

* An entire apartment with a Harvard bedroom and an MIT bedroom Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. The house is in traditional Victorian style with a lot of history while the interior was renovated in 2016. There are two bedrooms of unique styles: The Harvard and MIT rooms. * Please view my other listings for renting one of the bedrooms only

Guest favourite

Villa in Manchester-by-the-Sea

4.96 out of 5 average rating, 55 reviews

Secluded 20 Acre 10BR ultra contemporary Retreat

Family gatherings and family reunions. Make those family memories at this ultra contemporary take on a tree house. Original design based off the iconic Farnsworth house, updated with 10 Bed rooms of individual climate control atop of 20 acres of wildlife. Designer kitchen for the professional chef. Privacy that most movie stars long for. 5 min to beaches 10 min to Gloucester 20 min to historic Salem 45 min to Boston. Pesticide free landscaping Great location for family gatherings and reunions

Villa in Gloucester

4.6 out of 5 average rating, 5 reviews

Sunset Cove: Waterfront home in the Goose Cove

Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river and of Ipswich Bay. You will never forget the sunsets seen from the deck or from the delightful gazebo. This home has a custom kitchen, spacious open concept living/dining room and lots of windows. There are two master bedroom suites with full baths on two separate floors as well as a sleeper sofa in the living room. There are water views from just about every window. Multiple

Villa in Rockport

4.67 out of 5 average rating, 3 reviews

Pleasant House in Rockport: Old-world charm and

This gorgeous in-town Victorian vacation rental home offers the best of all worlds; it has been beautifully renovated, but it retains the old-world charm of 14 foot ceilings, huge windows and large rooms. Modern updates include all new baths, windows, refinished hardwood floors, walls and woodwork. The house is perfectly situated just a short walk to Rockport Harbor, two beaches, restaurants, galleries, shops and the world-renowned Shalin Liu Performing Arts Center. <p> The house has two

Private room in Watertown

4.73 out of 5 average rating, 11 reviews

Historic 1893 Queen Anne Victorian Home

If you’re staying in the Greater Boston Area, don’t subject yourself to modern buildings from the 20th & 21st centuries. Instead, treat yourself to a home that’s stood tall for over half of America’s history. A history that of course began in our great Commonwealth of Massachusetts. Stay in style in scenic Watertown with great transit access to Cambridge (especially Harvard) & Boston. The room has a queen bed, among other amenities all awaiting your patronage.

Guest favourite

Private room in West Roxbury

4.9 out of 5 average rating, 20 reviews

Beautiful Vintage Oval Room with Greenery Views

Welcome to our charming oval-shaped room in a historic house over a hundred years old! This unique room boasts three big windows that frame a picturesque view of a majestic maple tree in the front yard. In the warmer months, the leaves create a lush green canopy around the windows, offering the best natural scenery. The room's oval shape adds to its old-world charm, making you feel like you've stepped back in time to an era of elegance and tradition.