Villa holiday 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.

Top guest favourite

Private room in West Roxbury

4.95 out of 5 average rating, 43 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

4.95 out of 5 average rating, 40 reviews

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

Top guest favourite

Private room in West Roxbury

5 out of 5 average rating, 33 reviews

Charming & Cozy Large Room with 2 Single Beds & TV

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, blending old-world charm with a fun, eclectic LA/Hollywood theme that reflects the music industry throughout its decor. From photos of legendary musical artists to movie posters, this home is a perfect mix of elegance and playful style. Pleasant House has been beautifully renovated, retaining its old-world charm that features 14-foot ceilings, large windows, and big rooms. Modern updates include updated baths,

Villa in Gloucester

Plaisance: Enjoy the best of Gloucester living.

Plaisance is a comfortable modern home nestled in a quiet, leafy neighborhood not far from Good Harbor Beach. The ground floor is open and airy and lets in plenty of natural light throughout the day. The living room is perfect for keeping the family entertained with a large sectional sofa, tv, and a pool table with a cover that converts the table for ping pong. The heart of the home, the kitchen, is perfect for the family that likes to cook, with newer appliances and fun gadgets such as an

Villa in Annisquam

4.67 out of 5 average rating, 3 reviews

Helena House: European flair, close to Plum Cove

Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of Ipswich Bay from the second floor bedroom with deck. Decorated with a European sensibility, the home is sunny, comfortable and cheerful, with hardwood floors throughout. A Queen Anne-style house, you can access the second floor via a front staircase that leads from the living room or from the back staircase via the kitchen. The bedrooms upstairs have AC units for comfort and the separated WC and

Villa in Cambridge

4.14 out of 5 average rating, 7 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.

Villa in Gloucester

Perrywinkle: Waterfront on Gloucester’s Rocky Neck

Waterfront on Gloucester’s Rocky Neck. Swim from your private beach or from your tidal dock and enjoy the waters of scenic Gloucester Harbor. Nestled close to the shore, vistas abound from its ample deck and most interior rooms. The view of sailboats, Gloucester’s fabled boulevard and the “Greasy Pole” are sure to amaze. Rocky Neck offers a choice of fine restaurants, boutiques and galleries. View work by local artists, or learn about some of the famous artists that resided in the nation’s

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

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.