Vacation rentals in Boston

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Top-rated vacation rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The living area features a decorative fireplace and a 55-inch smart TV mounted above the mantel. Two large windows allow natural light to fill the space, with soft furnishings and a cozy ambiance created by tasteful decor and a chandelier.
Apartment in Shawmut
4.99 out of 5 average rating, 255 reviews

Astonishing 1 Bed South End Boston's Best Location

Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Top guest favorite
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 East Somerville
4.98 out of 5 average rating, 115 reviews

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

Guest favorite
A cozy bedroom features a spacious bed with a grey blanket and decorative pillows. Natural light filters through two sheer-curtained windows. A wooden dresser and lamp complement the room, while a vibrant artwork adds a pop of color. A ceiling fan with light is visible.
Condo in Beacon Hill
4.95 out of 5 average rating, 110 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Guest favorite
A cozy living area is highlighted by exposed brick walls and wooden flooring. A dark sofa with decorative pillows is positioned near a sleek coffee table, which holds a decorative bowl. Natural light filters through sheer curtains, adding to the inviting ambiance.
Apartment in Fenway-Kenmore
4.95 out of 5 average rating, 433 reviews

Symphony Place

Newly renovated apartment in a Boston colonial style brick building in the heart of the art district. Walking distance to many of Boston's attractions and institutions: Fenway Park, Symphony Hall, Museum of Fine Arts, Isabella Stewart Gardner Museum, New England Conservatory's Jordan Hall, , Northeastern University, Berklee College of Music and many others. Steps away from Green and Orange lines of the subway and other public transportation options. Whole Foods is around the corner.

Top guest favorite
A spacious bedroom features a four-poster bed with a vibrant patterned duvet cover. Natural light enters through large windows with wooden shutters, and a warm-toned wooden floor adds to the cozy environment. A decorative fireplace is positioned nearby, enhancing the room's charm.
Condo in Beacon Hill
4.98 out of 5 average rating, 175 reviews

Stay safe in the heart of Beacon Hill in Boston.

This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!

Top guest favorite
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 Fort Hill
4.94 out of 5 average rating, 336 reviews

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!

Top guest favorite
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
4.97 out of 5 average rating, 332 reviews

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.

Guest favorite
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
4.82 out of 5 average rating, 367 reviews

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.

Top guest favorite
A spacious sleeping area is shown featuring a metal frame bed with a blue checkered bedding set. Dark wood furniture, including matching cabinets and a mirror, complements the room. A door to the right provides access to the unit, while a paddle board hangs on the wall.
Apartment in Back Bay
4.96 out of 5 average rating, 490 reviews

Cozy Back Bay Boston Retreat!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Much like rest of Back Bay, the space and finishes have a Victorian era feel with some updates made throughout the decades. I hope you can relax and feel at home!

Top guest favorite
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.
Condo in Jamaica Plain
4.89 out of 5 average rating, 567 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).

Top guest favorite
A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.
Apartment in Fort Hill
4.97 out of 5 average rating, 380 reviews

Light-Filled Luxury Apartment with View

Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

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, 360 reviews

Picture-perfect Cambridge guest apartment, parking

Welcome to Cambridge: Red brick, cottage green trim, grape vines, roses and dogwood. Living room, kitchen, bedroom, bath. All the amenities, separate entrance, gas fireplace, off street parking. Walk to: Davis Square, subway, cafes, restaurants, playground, bike path and bikes.

Popular amenities for Boston vacation rentals

When is the best time to visit Boston?

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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 4,700 vacation rentals in South Boston Waterfront, over 4,700 vacation rentals in Back Bay, and over 4,700 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 730 condo rentals, over 1,940 house rentals to over 5,710 apartment 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 villa rentals in Boston?

    Experience the best of Boston with our villa 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 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 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.

  • What are the most popular amenities for House Rentals in Boston?

    Enhance your stay in our House Rentals with the most popular amenities: over 540 homes with self check-in, over 140 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

All about 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.

What are the 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.

Quick stats about vacation rentals in Boston

  • Total vacation rentals

    Explore 9,430 vacation rentals in Boston

  • Verified guest reviews

    Over 487,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    3,500 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,700 rentals that welcome pets

  • Vacation rentals with a pool

    500 properties feature pools

  • Rentals with dedicated workspaces

    5,290 properties have a dedicated workspace

  • Wi-Fi availability

    9,310 of Boston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Waterfront, and Lake access across Boston rentals

  • 4.7 Average rating

    Boston stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Boston's top spots, include Fenway Park, Boston Common, and TD Garden

Destinations to explore

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  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston