Vacation rentals in Boston

Guest suite in Dorchester

A spacious master bedroom is depicted, featuring a large bed with crisp white linens. Rich, dark curtains frame tall windows, complementing the soft pink walls. A modern television is mounted on the wall, and mirrored doors reflect the inviting decor, enhancing the room's brightness.

4.95 out of 5 average rating, 251 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

4.86 out of 5 average rating, 521 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

4.86 out of 5 average rating, 140 reviews

A cozy living area is highlighted by a wooden floor and large windows, offering street views. A green armoire is positioned against a wall, complemented by a wooden dining table and chairs. A stylish lounge chair and a striped rug add character to the space.

Apartment in South End

The Upton - The Upton Boston, South End

See more photos at our IG @theuptonboston The Upton was designed to be the ideal home base. Staying here means you are next to restaurants, shopping, site-seeing, & visiting family in the South End. Ideal for business travel or tourism. Our guests choose us for our historic charm and perfect location. The Upton features 2 dining (or work) spaces with expansive Victorian windows giving way to views of Tremont Street & a leafy, calm side street. We look forward to hosting you.

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, 132 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.

4.97 out of 5 average rating, 320 reviews

The living room features a dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.

Condo in Beacon Hill

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

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.

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

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

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

4.98 out of 5 average rating, 400 reviews

A multi-story coastal home is seen from a rocky shoreline, surrounded by lush greenery. Several white Adirondack chairs are positioned on the patio, enhancing outdoor relaxation. The gray exterior of the house features a large balcony with white railings, blending harmoniously with the natural landscape.

Apartment in Salem

Winter Island Retreat

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

4.94 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.

5 out of 5 average rating, 200 reviews

A comfortable living area features a sectional sofa in light gray, complemented by floral armchairs. A wooden armoire stands against the wall, while natural light floods in through large sliding doors leading to a deck outside. Bookshelves are visible in the background.

Loft in Natick

Lakeside Studio Loft

4.91 out of 5 average rating, 211 reviews

A welcoming sign for the Rocky Neck Art Colony is displayed prominently. The sign features blue and white colors with decorative elements, including an image of a bird. Text indicates the area is one of America's oldest working art colonies, situated in historic Gloucester.

Loft in Gloucester

Rocky Neck Studio/Loft, Gloucester, Mass.

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

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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!

4.85 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

Guest suite in Framingham

A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.

4.84 out of 5 average rating, 81 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

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!

4.92 out of 5 average rating, 50 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.

5 out of 5 average rating, 22 reviews

A cozy living area features a dark sectional sofa and a light wood coffee table positioned on a textured area rug. A television is mounted on the wall across from the seating, complemented by a small lamp on a side table. Natural light filters through multiple small windows.

Apartment in Wayland

Cozy lakeside retreat

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Private Boston vacation rentals

4.97 out of 5 average rating, 281 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

4.96 out of 5 average rating, 138 reviews

A cozy bedroom is presented with a spacious bed covered in a textured blanket. Two bedside lamps provide soft illumination, while a large window offers a view of greenery. Dark curtains frame the window, enhancing the serene atmosphere.

Apartment in Cambridge

Urban Oasis near MIT & Harvard

Apartment in Downtown Boston

A spacious bedroom features a large bed with neutral bedding and accent pillows. A desk with a chair stands nearby, providing a workspace. Floor-to-ceiling windows allow natural light to fill the room, offering a view of the surrounding city.

4.73 out of 5 average rating, 11 reviews

63.4 Downtown. Theater District.

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

4.99 out of 5 average rating, 169 reviews

A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.

Guest suite in Weston

Flower Farm Getaway 2BR, 20 Min To Boston

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

4.95 out of 5 average rating, 113 reviews

An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.

Apartment in Dorchester

🎖The Ashmont Suite | Close to Subway + Downtown🎖