Vacation rentals in Boston

4.86 out of 5 average rating, 520 reviews

A well-lit bedroom features a queen-sized bed with crisp white bedding, complemented by a bedside lamp and artwork on the wall. A closet and doorway are visible, along with a textured wooden floor, providing a clean and modern look.

Apartment in Cambridge

Luxury studio w/ parking by MIT/Harvard/BU/Fenway

PRIVATE ROOM, PRIVATE BATH & PRIVATE ENTRANCE! Off-street parking available. Complete luxury. Fully renovated, high-end retreat, queen sized memory foam bed, free cable TV & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own fridge, microwave & Nespresso coffee maker. Next to MIT, Harvard, BU, Kendall Sq, Boston, Fenway Park, Red & Green lines, Charles River, Flour Bakery, Whole Foods & Trader Joe's. This garden-level unit is immaculate and professionally cleaned.

4.98 out of 5 average rating, 101 reviews

The spacious living area features large windows that allow natural light to fill the space. A modern black sofa and an orange couch provide comfortable seating. A wall with wooden panels adds texture, while a dining area with white chairs and a sleek table is visible in the background.

Apartment in Somerville

Top Floor luxury Condo

Kick back and relax in this calm, stylish space with skyline views of Boston. This sun filled top floor condo is fully equipped for short- or long-term rentals. This spacious 850sq foot apartment features one bedroom with a queen size bed, dresser and spacious closets throughout. A workspace with high speed 800BPS internet and stylish furnishings throughout. A full kitchen features gorgeous marble counter tops and high-end appliances. Off-street parking - small and medium cars only. Rear patio

4.98 out of 5 average rating, 134 reviews

A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.

Condo in Charlestown

Large 1+bed in historic Charlestown, Boston!

Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. Luxurious KING sized bed, work desk area, living room w/queen pull out bed, fireplace, fully equipped kitchen & priv deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in the house and NO smoking in courtyard. Not suitable for children under 6 years old.

Cottage in Lakeside Marblehead

The inviting backyard features a clear pool reflecting a serene atmosphere. A patio with seating is visible near the pool. The house, with large windows, provides a bright indoor space that overlooks the outdoor area, surrounded by lush greenery and charming landscaping.

4.98 out of 5 average rating, 131 reviews

House with Pool, 4 Houses from Harbor, Fort Sewall

Marblehead Harbor is just 4 houses away from this beautiful antique home with a backyard pool in Old Town Marblehead. This quaint cottage is surrounded by a beautiful garden and is just steps away from The Barnacle Restaurant. Walkable to attractions like Fort Sewall, Fort Beach, Gas House Beach and local shops and restaurants. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

4.92 out of 5 average rating, 794 reviews

A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.

Condo in Cambridge

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

4.94 out of 5 average rating, 321 reviews

The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.

Condo in Roxbury

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

4.97 out of 5 average rating, 122 reviews

A cozy living area features a green-tiled fireplace framed by two botanical prints. A wooden bench table with a dark finish is positioned nearby, enhancing the cottage's retro charm. Accent chairs and a patterned rug complete the warm, inviting space.

Cottage in Hull

Retro summer cottage - walk to the beach!

A peaceful beach retreat that's close to all the action. This one-bedroom cottage is the oldest in the neighborhood and is full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer and watch the sunset on the secluded patio.

4.82 out of 5 average rating, 343 reviews

A spacious room is furnished with a comfortable bed and a cozy seating area. Natural light filters through two windows, illuminating the soft blue walls. A small refrigerator and a serene piece of artwork decorate the space. A calm ambiance is enhanced by a neutral carpet.

Apartment in Beacon Hill

Beacon Hills Studio next to State house 3

Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.Take it easy at this unique and tranquil getaway.

4.98 out of 5 average rating, 121 reviews

An open kitchen-living area features a large central island with dark cabinetry and a light countertop. Stylish pendant lights hang above the island. A comfortable seating area is visible, with natural light filtering through large windows and doors that lead to an outdoor space.

Condo in South Boston

Perfectly Renovated Home w/ Private Outdoor Oasis

COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*

4.98 out of 5 average rating, 324 reviews

An open loft space features a spacious bed and a cozy seating area. Large windows provide direct views of the ocean, while soft natural light enhances the setting. A decorative light fixture hangs from the ceiling, and a calming palette complements the tranquil atmosphere.

Loft in Swampscott

Gorgeous Oceanfront Penthouse

A penthouse tastefully designed with breathtaking views of the ocean. Framed by spectacular sunrises with ever changing tides, this loft has a quartzite kitchen, and a luxurious bathroom w/a spring jetted tub. Your own private deck. A truly magical place. Ideal for Traveling nurses, work related assignments, short term furnished rental on the Northshore. Please inquire.

4.97 out of 5 average rating, 331 reviews

An open-concept living area features polished concrete floors and high ceilings. A spacious white sectional couch adorned with accent pillows faces a glass coffee table. The area is filled with natural light streaming through large windows, while a cozy sleeping space with a queen bed is visible in the background.

Loft in Downtown Boston

Bright & Spacious Loft Steps to the Freedom Trail

Welcome to our light-filled, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Recently updated with a brand new memory foam mattress, new Casper pillows, and a new Samsung smart washer and dryer.

Condo in Jamaica Central - South Sumner

A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.

4.88 out of 5 average rating, 551 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Boston vacation rentals

Stay near Boston's top sights

Boston University13 locals recommend

Harvard University75 locals recommend

Fenway Park115 locals recommend

Boston Common105 locals recommend

Northeastern University3 locals recommend

TD Garden60 locals recommend

Boston waterfront vacation rentals

4.85 out of 5 average rating, 108 reviews

The spacious living area features a comfortable sofa paired with a coffee table. A dining space with wooden chairs and a well-equipped kitchen is visible in the background, complemented by modern appliances and natural light from large windows.

Apartment in Waltham

2bed/2bath Apt at Waltham Landing. Corner Unit

Guest suite in Lakeside Marblehead

A light-filled living area features a pull-out sofa adorned with striped cushions and a coffee table with a decorative book and lamp. A sliding glass door opens to a sleeping area with a spacious bed, while bright curtains frame the window, offering a view of the exterior.

4.91 out of 5 average rating, 280 reviews

Ocean Park Retreat

4.96 out of 5 average rating, 199 reviews

The exterior of a modern mid-century ranch is visible, set against a clear blue sky. Surrounding flora adds greenery, while a wooden pergola and a deck with outdoor seating elements are seen. Large windows provide ample natural light to the interior space.

Guest suite in Nahant

Rock Steady - Panoramic Ocean Front Home

4.86 out of 5 average rating, 122 reviews

An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.

Apartment in Magnolia

Amazing Ocean View In-Law Apt.

4.94 out of 5 average rating, 142 reviews

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Apartment in Nahant

Ocean view studio with hot tub & access to Boston

4.96 out of 5 average rating, 254 reviews

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

4.95 out of 5 average rating, 954 reviews

An inviting outdoor seating area features a dark wicker sectional sofa and a round, patterned area rug. Potted plants add a touch of greenery. The entrance is marked by a black door with a window, and a sign indicates the listing number.

Guest suite in Winthrop

Cozy studio, near beaches and city skyline views

4.93 out of 5 average rating, 136 reviews

A spacious kitchen features a large island with four metal bar stools arranged around it. The cabinets have a light wood finish, while the backsplash displays a mosaic tile design. Modern appliances, including a refrigerator and coffee maker, complement the stylish layout.

Condo in North End

Boston Harbor View!Free Parking!North End 3 bed

Show all

Boston fishing vacation rentals

4.96 out of 5 average rating, 73 reviews

The cottage exterior is framed by lush greenery and a tranquil pond adorned with water lilies. Solar panels are visible on the roof, and the building features multiple windows reflecting the peaceful surroundings. Natural stone borders the pond, enhancing the serene landscape.

Cottage in Winchester

The Little House - a historic New England cottage.

Home in Lakeside Marblehead

The exterior of a spacious antique house is shown, featuring a yellow facade with green shutters. A large deck is visible in front, complemented by a white picket fence. The house is set against a clear blue sky, adding a bright and welcoming appearance.

4.76 out of 5 average rating, 172 reviews

Walk to Everything Great about Marblehead!

4.9 out of 5 average rating, 20 reviews

A modern entryway showcases a decorative console table with a lamp. The kitchen area is visible in the background, featuring stainless steel appliances. A dining table for two is set beside large windows, adorned with greenery that enhances the space's brightness.

Apartment in Cambridge

Central Square Lux Studio w/King bed MIT/Harvard

4.85 out of 5 average rating, 602 reviews

An outdoor screened deck is furnished with a large glass table surrounded by striped cushioned chairs. Lush greenery and flowers are seen in window boxes, with a scenic view of the Charles River in the background, showcasing the natural beauty of the surroundings.

Home in Newton

WATERFRONT-15 min to BOS/3BdRm/2BA

4.85 out of 5 average rating, 92 reviews

A sliding glass door frames a view of the lake, providing access to a grassy area with several outdoor chairs arranged for relaxation. Soft natural light illuminates the space, and a patio area is visible through the open door.

Guest suite in Braintree

Sunset Lake studio apartment. Kayaks for use!

5 out of 5 average rating, 16 reviews

A spacious living area features a large sectional sofa adorned with colorful pillows, inviting relaxation. A flat-screen projector is mounted on the wall, and a coffee table sits in the center. A bookshelf displays games and entertainment options, while a guitar leans against the wall, adding an artistic touch.

Home in Weymouth

Near Boston | Home Theater| Game room | Peloton

4.92 out of 5 average rating, 49 reviews

The guest cottage is situated near the water’s edge, framed by lush greenery and flowers. A pathway leads to the front door, which is flanked by windows. The serene waterfront and trees are visible in the background, creating a peaceful natural setting.

Cottage in Arlington

Charming Waterfront Cottage Near Cambridge/Boston

4.96 out of 5 average rating, 107 reviews

The exterior of the cottage is visible, showcasing natural wood siding and a brick patio leading to the entrance. Lush greenery surrounds the property, while a glimpse of Chebacco Lake is seen in the background, contributing to a calm and inviting environment.

Cottage in Essex

Lakefront cottage for a fun, relaxing getaway.

Show all

Private Boston vacation rentals

4.97 out of 5 average rating, 280 reviews

A serene bedroom suite features a spacious bed with a light blue quilt, flanked by two windows allowing natural light. A cozy sitting area includes a comfortable couch with patterned pillows, and decorative rugs are placed on the hardwood floor, enhancing the inviting ambiance.

Guest suite in Dover

Peaceful Country Home, Dover, Ma: Private Entrance

4.76 out of 5 average rating, 208 reviews

A well-lit bedroom features a spacious bed with colorful pillows positioned against a curved wall. Natural light streams in through multiple large windows adorned with sheer curtains. Nearby, stylish bedside tables with lamps and a modern closet-like unit offer additional storage.

Apartment in South End

(T2) Cute & Cozy Studio in South End

4.93 out of 5 average rating, 163 reviews

A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

4.93 out of 5 average rating, 336 reviews

A spacious living area is highlighted by a comfortable sectional sofa adorned with a throw blanket. A television is positioned on a dresser across from the seating. A small dining table with two chairs is situated near a window, enhancing the natural light in the room.

Apartment in Somerville

Close to Harvard, MIT & Boston, Gym and Patio!

Guest suite in Jamaica Central - South Sumner

A cozy studio apartment features a spacious bed adorned with a patterned blanket, complemented by a colorful artwork on the wall. Natural light filters through the window, illuminating a styled seating area and a wooden desk equipped with a lamp.

4.96 out of 5 average rating, 708 reviews

Cozy studio apartment in Jamaica plain!

Place to stay in Sherborn

A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.

4.97 out of 5 average rating, 306 reviews

Entire Historic Carriage House with Fireplace & AC

Guesthouse in West Roxbury

A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.

4.95 out of 5 average rating, 200 reviews

Country Cottage in the City