Villa vacation rentals in Boston

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Top-rated villa rentals in Boston

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Villa in Gloucester

Over By Good Harbor: Phenomenal views and just

Just up the street from Good Harbor Beach, this well-appointed and perfectly located vacation rental is the ideal home base for your Gloucester beach vacation with family or friends. Over By Good Harbor sits prominently on a grassy knoll with abundant views of Good Harbor Beach and the sea beyond. The main floor wraparound porch is rivaled only by its large second-floor deck--the views only get better as you go up! The home is also just a short stroll down the street (0.2 miles) to Good Harbor's soft sand and sparkling waves. Enjoy the ocean breezes from your front porch or the verdant lawn planted with tiger lilies on the backyard deck. Inside, the open concept living room invites to you to gather or relax with family or friends and enjoy the flat screen tv and gas fireplace. Just beyond is an adjacent den with queen pullout sofa, widescreen TV, air conditioning, and door to back yard. The large eat-in kitchen is fully equipped with center island, large table and has a door to a back deck, the perfect place to grill. The second floor has three bedrooms, including a large King master with mini-split air conditioner, ensuite bath, walk in closet and sliders to the upper deck with superb views, another King bedroom with mini-split air conditioner, walk in closet and a smaller bedroom with double futon and window a/c. The washer and dryer are conveniently located at this level adjacent to another full bath with oval tub and shower. The garden level features a complete suite perfect for in-laws or an au pair. With Over by Good Harbor as your home base, you'll enjoy all that Gloucester and greater Cape Ann has to offer. When you are not at the beach, you'll find whale watching, fine cuisine, art galleries and shops all within a short drive. No smoking. GROUND FLOOR Living Room: Gas fireplace, multiple seating areas, and a wide screen TV with Roku. Kitchen: Electric range, microwave, dishwasher, disposal, granite countertops, breakfast bar, and a large dining table with chairs. Den: Flat screen TV, a mini split a/c, and access to the back deck and yard. Bathroom 1: Half bath. SECOND FLOOR Bedroom 1: Prime bedroom with King bed and a sliding door to the upper deck. Also includes a mini-split a/c, a ceiling fan, an extra-large walk-in closet, and an en-suite bath. Full Bathroom 1: Ensuite to the Master, with jetted tub, separate shower and dressing table. Bedroom 2: This room contains a King bed and a sliding door to the deck. Also includes a large walk-in closet, mini-split a/c, ceiling fan and flat screen TV. Bedroom 3: This room contains a double day bed, bureau, an a/c unit, and a deep closet. Full Bathroom 2: Oval tub and shower. Laundry: The washer and dryer is conveniently located at this level. GARDEN LEVEL A complete in-law or au pair suite with fully-applianced kitchen, a full bath, washer/dryer, living area and separate bedroom. EXTERIOR The two decks offer magnificent ocean views. There are two spacious yards. The back yard features a gas grill, outdoor seating, and an outdoor shower to rinse off the sand after the beach. PARKING There is parking for 5 cars.

Guest favourite

Private room in West Roxbury

4.92 out of 5 average rating, 26 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

Private room in West Roxbury

4.96 out of 5 average rating, 24 reviews

Cozy Room with 2 Beds and Den: Sofa & TV@3rd Floor

Guest favourite

Villa in Newton

4.93 out of 5 average rating, 55 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, 16 reviews

Charming & Cozy Large Room with 2 Single Beds & TV

Guest favourite

Villa in Cambridge

5 out of 5 average rating, 223 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

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 Newton Centre

4.66 out of 5 average rating, 44 reviews

Beautiful Fall Stays

Spend a beautiful Fall on Bulloughs Pond. Fully furnished semester. Seating for 24 diners inside plus veranda. 4+ bedrooms 2 with uninterrupted water views, full waterfall bath, Private master. Beamed and sunken living room, beehive fireplace, fire-pit, propane grill. Stainless kitchen w/ entertainer sized island overlooking fenced in pet friendly yard. New this year- a ground floor suite! Our beautiful grounds will delight your family and guests. Space not appropriate for small children.

Villa in Gloucester

Salt Island Views: Walking distance to both Good

Good Harbor Beach, one of Gloucester's finest stretches of sand, is just a five minute walk from this comfortable ocean-view vacation rental home. Spend the day at the beach where you can swim, soak in the sun, or walk at low tide out to picturesque Salt Island. Prefer to stay at the house? Relax and read a book on its expansive deck taking in the views of the sparkling Atlantic with sailboats parading by. Inhale the fresh salt air, and listen to the muffled sound of the waves lapping the

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. 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

4.86 out of 5 average rating, 14 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.