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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
Gym
BBQ grill
Laptop-friendly workspace

Stay near Boston's top sights

Boston University123 locals recommend
Harvard University651 locals recommend
Fenway Park935 locals recommend
Boston Common684 locals recommend
Northeastern University42 locals recommend
TD Garden305 locals recommend

Boston waterfront vacation rentals

Top guest favorite
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
4.98 out of 5 average rating, 405 reviews

Winter Island Retreat

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
4.9 out of 5 average rating, 282 reviews

Ocean Park Retreat

Top guest favorite
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
4.96 out of 5 average rating, 202 reviews

Rock Steady - Panoramic Ocean Front Home

Guest favorite
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
4.86 out of 5 average rating, 122 reviews

Amazing Ocean View In-Law Apt.

Top guest favorite
An aerial view displays the modern exterior of the seaside home, featuring solar panels on the roof. The surrounding neighborhood is visible, showcasing nearby houses and a glimpse of the coastline. The area appears walkable, with a mix of greenery and roads leading to the beach.
Home in Swampscott
4.91 out of 5 average rating, 103 reviews

Ocean Views at Casa de Mar near Salem & Boston

Top guest favorite
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
4.95 out of 5 average rating, 148 reviews

Ocean view studio with hot tub & access to Boston

Top guest favorite
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
4.96 out of 5 average rating, 256 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Guest favorite
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
4.95 out of 5 average rating, 960 reviews

Cozy studio, near beaches and city skyline views

Boston fishing vacation rentals

Top guest favorite
An individual is skating on a frozen pond in front of a dark blue cottage adorned with solar panels. The cottage is surrounded by trees and snow-covered ground, creating a serene winter scene.
Cottage in Winchester
4.96 out of 5 average rating, 74 reviews

The Little House - a historic New England cottage.

Guest favorite
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, 173 reviews

Walk to Everything Great about Marblehead!

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 Newton
4.85 out of 5 average rating, 606 reviews

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

Top guest favorite
A tranquil kettle pond is depicted, reflecting the surrounding wooded landscape and soft hues of the sky. The calm water creates a mirrored surface, enhancing the serene atmosphere of the natural setting.
Guest suite in Concord
4.98 out of 5 average rating, 130 reviews

Water front cabin-like guest suite on a quiet pond

Top guest favorite
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
5 out of 5 average rating, 21 reviews

Near Boston | Home Theater| Game room | Peloton

Top guest favorite
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
4.93 out of 5 average rating, 55 reviews

Charming Waterfront Cottage Near Cambridge/Boston

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, 110 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 Cochituate
4.96 out of 5 average rating, 26 reviews

Cozy lakeside retreat

Apartments in Boston

Top guest favorite
A functional kitchen area is shown, featuring a corner layout with wooden cabinets and marble countertops. A double sink is positioned under the cabinet, while a white stove is situated next to a vintage wall clock. Fresh flowers are displayed in a vase on the counter.
Apartment in South End
4.96 out of 5 average rating, 391 reviews

Charming South End Duplex (Pets Ok)

Guest favorite
A spacious studio is showcased with large windows allowing natural light to fill the room. A cozy sitting area with a grey sofa is positioned near a small dining table. A comfortable bed is elegantly dressed with cushions, and a decorative fireplace adds character.
Apartment in Boston
4.95 out of 5 average rating, 131 reviews

Walk! Location! Steps from the T! 1 bed 1st floor!

Superhost
An open living area showcases wooden furniture, including two sofas and a dining table with chairs. Light wood flooring is complemented by natural light from multiple windows. A floor lamp adds warmth, while exposed ductwork accents the modern design.
Apartment in Cambridge
4.89 out of 5 average rating, 336 reviews

Newly-Renovated, Stunning Cambridge 1BR

Guest favorite
An open-plan living space features a modern kitchen with stainless steel appliances, a dining area with round tables, and a light-filled seating area. Skylights allow for natural light, highlighting the hardwood floors. A large window provides a view of greenery outside.
Apartment in Inman Square
4.93 out of 5 average rating, 126 reviews

Luxury 2BR near Harvard/MIT w/ King Bed+Parking!

Guest favorite
A bright bedroom features a spacious bed with a patterned blue and white coverlet. Natural light enters through two windows, complemented by circular and square artwork above the headboard. A small table lamp and a side table add functionality to the inviting space.
Apartment in East Cambridge
4.97 out of 5 average rating, 270 reviews

Sunny & Spacious w/FREE parking near Kendall/MIT

Guest favorite
A modern living space features a sectional sofa and a coffee table, with light-colored walls enhancing the brightness. The kitchenette is equipped with sleek cabinetry, a microwave, and a small refrigerator. Natural light enters through a nearby window, creating a welcoming environment.
Apartment in South Boston
4.83 out of 5 average rating, 565 reviews

Private apartment /parking/cozy garden.

Guest favorite
A micro studio space features a wall-mounted television positioned near a built-in bookcase. Natural light enters through two large windows, illuminating the minimalist decor and a cozy, spacious bed with crisp white bedding. A small white table and chair enhance the functionality of the room.
Apartment in Fort Hill
4.9 out of 5 average rating, 903 reviews

AKBrownstone: cozy private studio by T

Top guest favorite
A bright living space features large windows allowing natural light to fill the room. Two distinct seating areas are present: a cozy armchair with a patterned throw, and a sofa with decorative pillows. A wooden coffee table sits centrally, complemented by a small dining area in the background.
Apartment in Cambridge
4.99 out of 5 average rating, 132 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

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 Back Bay, over 4,740 vacation rentals in South Boston Waterfront, and over 4,740 vacation rentals in Beacon Hill.

  • 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 270 hotel rentals, over 5,710 apartment rentals, over 1,940 house rentals to over 730 condo rentals, we've got you covered.

  • 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 hotel rentals in Boston?

    Experience the best of Boston with our hotel rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Boston have a bbq area?

    Absolutely! We offer over 240 apartment rentals with a bbq area in Boston. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Boston have a gym?

    Absolutely! We offer over 1,030 apartment rentals with a gym in Boston. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 1,270 apartment rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Boston?

    Boston has more than 3,540 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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