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Vacation rentals in Boston

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Boston vacation rentals

Self check-in
Waterfront
Lake access
Gym
BBQ grill

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 oceanfront vacation rentals

Guest favorite
A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.
Apartment in Winthrop
4.93 out of 5 average rating, 144 reviews

Newly Renovated Ocean View 2 Bdrm Apt

Superhost
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.
Guest suite in Lakeside Marblehead
4.91 out of 5 average rating, 278 reviews

Ocean Park Retreat

Top guest favorite
The exterior of the home is captured under cloudy skies, displaying a two-story structure with navy blue siding and white trim. Stairs lead to an upper deck, while a small landscaped area is visible at the base. Snow covers the ground, adding to the serene ambiance.
Home in North Weymouth
4.94 out of 5 average rating, 130 reviews

Newly remodeled home with ocean views!

Top guest favorite
A serene winter landscape stretches across the view, showcasing a vibrant sunset reflected over a tranquil water surface. Snow covers the ground, while a shoreline with rocky formations is visible, framed by bare trees against the colorful sky.
Place to stay in Salem
4.96 out of 5 average rating, 248 reviews

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!

Guest favorite
A charming Victorian-style house is set against a cloudy sky, showcasing its historic architecture. Lush greenery surrounds the property, with a well-maintained stone wall visible in the foreground. Several parking spaces are also noticeable, enhancing the accessibility of the location.
Guest suite in Hull
4.95 out of 5 average rating, 146 reviews

BOSTONS BEST BED & BEACH1- HULL, MA

Guest favorite
A serene beach scene is presented, with soft sand leading to calm water under a blue sky adorned with white clouds. Sunbathers and beachgoers can be seen enjoying the shoreline, while benches are positioned along the beach for visitors to relax and take in the view.
Apartment in Beverly
4.91 out of 5 average rating, 105 reviews

Oceanfront Oasis:Stunning &Spacious 1st Fl 1BR #1

Guest favorite
A cozy living space features a queen bed with an orange throw blanket, complemented by natural light filtering through double windows. A mounted TV is positioned above a brick fireplace, while a comfortable sofa and a coffee table enhance the inviting layout.
Condo in Salem
4.96 out of 5 average rating, 110 reviews

The Green Suite, Private Parking Included

Superhost
A cozy sleeping area features a queen size bed adorned with white linens and a yellow knit blanket at the foot. Bedside tables with lamps are positioned on either side, contributing to a well-lit and relaxing space.
Apartment in Revere
4.86 out of 5 average rating, 330 reviews

Beachside Cozy Space-Near Boston/Airport/Train

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Boston fishing vacation rentals

Top guest favorite
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
4.96 out of 5 average rating, 73 reviews

The Little House - a historic New England cottage.

Superhost
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.
Home in Lakeside Marblehead
4.76 out of 5 average rating, 171 reviews

Walk to Everything Great about Marblehead!

Superhost
A cozy outdoor space features a stone fire pit surrounded by a paved patio. A wooden bench sits nearby, with a barbecue grill positioned to the left. Lush, manicured shrubs and small trees frame the area, providing a sense of privacy and tranquility.
Home in Wayland
4.78 out of 5 average rating, 494 reviews

Tiny house experience steps from the water!

Superhost
The exterior of the cottage is visible, showcasing its light-colored siding against a backdrop of surrounding trees. A serene body of water is seen nearby, reflecting the cloudy sky and providing a glimpse of the landscape across the lake.
Cottage in Concord
4.65 out of 5 average rating, 66 reviews

Tranquil Waterfront Retreat

Guest favorite
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 West End
4.85 out of 5 average rating, 597 reviews

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

Superhost
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.
Guest suite in Framingham
4.84 out of 5 average rating, 80 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Top guest favorite
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
4.96 out of 5 average rating, 103 reviews

Lakefront cottage for a fun, relaxing getaway.

Top guest favorite
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
5 out of 5 average rating, 19 reviews

Cozy lakeside retreat

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Private Boston vacation rentals

Top guest favorite
A brick exterior is adorned with colorful foliage, including grapevines. A wooden bench is positioned near the entrance, surrounded by potted plants. A mailbox is visible, completing the welcoming look of the outdoor space.
Apartment in North Cambridge
4.97 out of 5 average rating, 347 reviews

Picture-perfect Cambridge guest apartment, parking

Guest favorite
A bright and airy room features a comfortable bed adorned with colorful bedding. Two wooden desks with chairs are positioned thoughtfully, along with various seating options. Natural light filters through a window, accentuating the room's warm wood flooring and blue walls.
Guest suite in Boston
4.9 out of 5 average rating, 145 reviews

Boston arbor oasis - cute one bedroom suite

Superhost
A spacious bedroom features a queen-size bed dressed in floral bedding, with throw pillows and a cozy blanket. Natural light enters through a glass door leading to a private outdoor area, complemented by decorative wall art and bedside lamps on either side.
Guest suite in Somerville
4.86 out of 5 average rating, 311 reviews

Private &Modern Master Suite near Harvard Sq.

Guest favorite
A tranquil garden area is framed by a white picket fence, showcasing a lush green lawn adorned with colorful flowers in pots. Blue decorative pieces hang from an overhanging tree, creating a serene ambiance. A brick building with a window is visible in the background.
Guest suite in Huron Village
4.87 out of 5 average rating, 329 reviews

Convenience, Cozy, and Free Parking

Superhost
A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.
Apartment in Beachmont
4.84 out of 5 average rating, 176 reviews

Stylish and Cozy at Revere Beach

Guest favorite
A lush garden filled with various plants and trees is viewed, with sunlight filtering through the branches. An assortment of colorful items can be seen among the greenery, creating a vibrant and natural environment. Nearby buildings are visible, set back from the garden.
Home in Jamaica Plain
4.89 out of 5 average rating, 325 reviews

Treetop Haven in the City

Guest favorite
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
4.98 out of 5 average rating, 121 reviews

Perfectly Renovated Home w/ Private Outdoor Oasis

Guest favorite
The exterior features a welcoming porch with a white railing, surrounded by lush greenery and colorful flowers. Sunlight filters through the leaves, highlighting the inviting entrance of the two-family home.
Guest suite in Huron Village
4.91 out of 5 average rating, 450 reviews

Sunny Huron Village Apt. w/ Terrace

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Quick stats about vacation rentals in Boston

  • Total rentals

    9.6K properties

  • Total number of reviews

    481K reviews

  • Family-friendly rentals

    3.5K properties are a good fit for families

  • Pet-friendly rentals

    2.8K properties allow pets

  • Rentals with a pool

    520 properties have a pool

  • Rentals with dedicated workspaces

    5.4K properties have a dedicated workspace

Your guide to Boston

Welcome to Boston

One of America’s oldest and most important cities, Boston intertwines quaint New England charm with well-preserved history. The Massachusetts state capital’s scenic and strategic location, where Boston Harbor meets the Charles River, imbues it with a natural beauty while keeping the city thriving economically for almost four centuries.

The bay, and the Atlantic Ocean from which it’s fed, shapes Boston’s seafood-focused culinary scene, and also keeps the city center small, making it an easy place to navigate; you can hardly walk a few blocks without running into historic Revolutionary War sites. But even squeezed into the peninsula, the city’s “Emerald Necklace,” with 1,100 acres of linked parks, holds plenty of wide open space. Meanwhile, Boston’s dozens of colleges and universities attract a sophisticated crowd that upholds the long traditions of cultural entities like the Boston Public Library and the Boston Symphony Orchestra.

The best time to stay in a vacation rental in Boston

Autumn in Boston paints the city in classic New England fall colors while threading the needle between hot, humid summer and chillingly cold winter. Late spring offers similarly pleasant weather, though the thaw from winter and slightly rainier months can turn things muddy. April’s marathon weekend, officially a state holiday called Patriots’ Day, draws huge crowds on the third Monday of the month. Average low temperatures in the winter rarely climb above freezing, but armed with plenty of warm clothing, you can take advantage of the off-season to book your vacation rental and visit high-traffic tourist sites without the crowds. Warm days with humidity make Boston summers sticky, but staying close to the many waterways around the city will help you stay cool.

Top things to do in Boston

Boston Common

The country’s oldest city park remains a jewel of public space in downtown Boston. Its 50 historic acres began as communal grazing grounds for livestock, then hosted British soldiers in the Revolutionary War. The park now offers open greenspace, lined with trees and dotted with fountains and statues, forming the southern terminus of the Freedom Trail, and bordering the stunning Boston Public Garden.

Black Heritage Trail

Where Boston’s Freedom Trail gives you a window into the city’s role in the Revolutionary War, this lesser-known but equally important 1.6-mile walk shows off what happened next. Take one of the free guided tours that tells the story of Boston’s large free Black community between the Revolutionary and Civil wars through 14 national historic sites, including the African Meeting House, built in 1806 and the oldest surviving Black church in the United States.

Boating

Boston’s harbor and rivers have shaped the city, so seeing it from the water offers the best way to both learn about and enjoy it. Choose from one of the many harbor tours, scenic sunset excursions, and fascinating architecture cruises offered to visitors, or rent a boat to paddle the Charles River or sail to the Harbor Islands.

Frequently Asked Questions

  • Where should I stay in Boston?

    Make yourself at home in Boston by choosing from our most frequently booked neighborhoods. We have over 4,740 vacation rentals in Beacon Hill, over 4,740 vacation rentals in South Boston, over 4,740 vacation rentals in South Boston Waterfront, over 4,740 vacation rentals in Downtown, and over 3,830 vacation rentals in Allston.

  • What types of vacation rentals are available in Boston?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Boston. From over 730 condo rentals, over 1,940 house rentals to over 5,710 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Boston?

    Yes! Work meets play with ease at over 5,370 vacation rentals in Boston featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Boston?

    Four-legged friends are welcome in Boston. Choose from more than 2,810 vacation rentals for guests traveling with pets.

  • Are there Boston vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 520 vacation homes with pools in Boston, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in boutique hotel rentals in Boston?

    Experience the best of Boston with our boutique hotel rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Boston have a bbq area?

    Absolutely! We offer over 290 house rentals with a bbq area in Boston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Boston have a gym?

    Absolutely! We offer over 140 house rentals with a gym in Boston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Boston have self check-in?

    Absolutely! We offer over 540 house rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Boston?

    Boston has more than 750 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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