Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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

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Top guest favourite
Flat in Winthrop
4.96 out of 5 average rating, 28 reviews

Oceanfront Escape Near Boston - Steps to Sand

Wake up to ocean views with the sun rising over the water from your window. On clear nights, watch the moon rise and reflect on the waves. This beachfront retreat, designed for couples, blends relaxation, romance, and adventure. Nestled in Winthrop, MA, just minutes from Boston, this private in-law oceanfront escape offers direct beach access and stunning views. Take a scenic summer ferry ride to Boston, explore local waterfront restaurants, or simply relax to the soothing sound of the waves.

Guest favourite
Flat in North End
5 out of 5 average rating, 6 reviews

Condo in Boston’s North End

Adorable 1-bedroom in Boston’s best neighborhood. Stay in the heart of Little Italy — a stones-throw from the restaurants, bakeries, boutiques, and coffee shops that make this area amazing. Walk to downtown, Faneuil Hall, North Station and Haymarket T stops, South Station trains/buses, and city bikes. Private roof deck. Jacuzzi-jet tub. Fireplace. AC units in main area/bedroom. Sonos/WiFi in unit and on roof. Laundromat one street over. Electric, gas, (hot) water, streaming services included.

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Flat in Brighton
4.96 out of 5 average rating, 132 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A large island with seating is positioned centrally, complemented by pendant lighting above. Natural light streams in through the nearby window, illuminating the sleek countertops and stylish backsplash.
Flat in Ashmont
4.84 out of 5 average rating, 258 reviews

🎖The Ashmont Apartment | Close to Subway/Downtown

This unique 2 bed/2 bath apartment is brand new, along with all the furnishings and amenities. The unit includes 1 Queen + 1 Full size en-suite bedrooms. The unit is extremely clean and beautifully decorated. Only a 5 minute walk to Ashmont T station (red line), which takes you directly into Downtown Boston, Harvard, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Top guest favourite
A modern living area showcases a grey sectional sofa, complemented by a geometric area rug. A small coffee table sits in front, and a desk with a chair is positioned nearby. Large windows provide natural light, and a cityscape photograph adorns the wall.
Flat in East Boston
4.88 out of 5 average rating, 125 reviews

1 BR Gem 5min to Train & Airport explore the city

This modern stylish place to stay is perfect to explore the city of Boston. It’s a hidden gem 1 block away from the Blue Line T station, two stops away from downtown, the aquarium, TD Garden, Faneuil Hall, and multiple museums. 2 mins walking distance from the apartment to Piers Park and spectacular views of Boston Harbor and the skyline.Hop on the ferry to explore Seaport restaurants and bars close by with differing cultures and cuisines. Only 2 min from Logan Airport via train or car.

Guest favourite
A modern living area features a light-colored sectional couch and a round coffee table. An art piece depicting abstract shapes is displayed on the wall. A bar counter with minimalist stools separates the space from the kitchen, while doors lead to additional rooms.
Flat in Cambridgeport
4.89 out of 5 average rating, 18 reviews

Modern 2bed/2bath + Office/Den

Luxury furnished apartment 2 bedroom + den/office + 2 bath in Central Square! Message for flexible stays and shortened dates Located in the heart of Central Square. Close to MIT, Harvard University, only 2 miles to Boston. MBTA Redline less than a block away. Walking distance to excellent cafes, restaurants, and bars. The apartment has everything needed, with two desks and fold down futon in the den/office. Smart TV, full kitchen. Washer and dryer in unit! All linens provided.

Guest favourite
A modern kitchen is seen, featuring sleek white cabinets and a gray stone island with seating for three. Stainless steel appliances, including a refrigerator and microwave, are positioned thoughtfully. Natural light pours in through large windows, illuminating the warm wooden flooring.
Home in Prospect Hill
4.93 out of 5 average rating, 68 reviews

Beautiful appartement - quiet location - downtown

"Latest News" - The new Green line station, direct to Boston just opened 10min walk from the house. Soon it will also access to Tufts University Enjoy one of the best Somerville location, very quiet, central air conditioning, 5 min from Union Square restaurants, take-out, coffee shop, donuts places. 2 min from Prospect Hill Park and 2 min from bus stops. Very quiet, safe and nice neighborhood. 15min drive to Boston, 5min to Cambridge and easy access to future Green line

Top guest favourite
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.
Apartment in Cambridgeport
4.92 out of 5 average rating, 851 reviews

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.

Guest favourite
Flat in Allston
4.87 out of 5 average rating, 240 reviews

1 Free parking spot - Large bed/1 bath - Location

Lovely 1 bed apartment with one FREE PARKING SPOT for solo adventurers, couples, 3 or 4 people groups. Sofa bed available in the living room! Close to public transportation and a few minutes driving from Harvard Business School, Boston University, and Boston College Walking distance to Vegan Gastronomic Square, so many international restaurants, bars, grocery stores, pharmacy, Brighton's Medical Area, and more! It's got everything you need to truly feel like home

Top guest favourite
A bright and cozy studio features a queen bed alongside a sleeper sofa, with an elegant coffee table positioned in front. A decorative fireplace sits against the wall, and bookshelves hold various books. Natural light floods the space through adjacent windows.
Guest suite in Back Bay
4.98 out of 5 average rating, 102 reviews

Cozy studio in Bay Village near Public Garden

This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

Top guest favourite
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.
Apartment in Beacon Hill
4.97 out of 5 average rating, 345 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 favourite
A compact studio space features a daybed with a colorful blanket and decorative pillows. A small dining table with red chairs is positioned nearby. A floor lamp provides soft light, and a narrow spiral staircase is visible in the background, leading to the upper level.
Flat in Jamaica Plain
4.93 out of 5 average rating, 154 reviews

Quirky studio in Jamaica Plain

Private entrance, bath, and kitchen. Located in an 1870 Victorian farmhouse, the studio has two single (twin) beds, for two people maximum. Convenient to T, near the shops and restaurants of JP, 20 min from downtown. PLEASE NOTE the STEEP STAIRS and a NARROW SPIRAL STAIRCASE which may not suit people with mobility or balance issues. (This is part of my larger listing for 4 people, "light and airy separate apartment in JP" with 200+ reviews, 4.9).

Popular amenities for Boston holiday rentals

What Airbnb hosts recommend seeing in Boston

Find unforgettable activities and unique points of interest near you. Our hosts share their favourite things to do and must-visit places to see in Boston.

Fenway Park

Historic baseball stadium, home to the Red Sox, offering tours, game-day excitement, and vibrant surroundings

Summarised by AI

At Fenway Park, you can catch a Red Sox game in the oldest active Major League ballpark, grab a classic Fenway Frank or hot dog and a beer, and join the crowd singing “Sweet Caroline” during the 7th inning stretch. Take a guided tour year-round for behind-the-scenes access to the Green Monster, the press box, dugouts, and the Red Sox Hall of Fame. Snap photos by Pesky’s Pole and, if you can, experience the unique Green Monster seats. Outside on Jersey Street, explore game-day food vendors, fan gear, and live music in a festive atmosphere.

Mentioned by 963 local hosts
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TD Garden

Premier sports and entertainment arena, home to the Celtics, Bruins, and major concerts

Summarised by AI

Catch a Boston Celtics NBA game or a Boston Bruins NHL game at TD Garden, the region’s main sports and entertainment arena. Take in the modern, comfortable arena atmosphere, from thrilling hockey hits to buzzer-beaters, and try to get yourself on the jumbotron fan cam. Beyond games, see major concerts, WWE events, and large-scale ice shows that regularly fill the calendar. Before or after an event, grab a meal in the nearby North End to round out your outing.

Mentioned by 315 local hosts
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Boston Common

Historic public park offering green spaces, seasonal activities, and access to the Freedom Trail

Summarised by AI

Explore America’s oldest public park, Boston Common, with nearly 50 acres of lawns, benches, and walking paths ideal for strolls, picnics, people-watching, and family time. In winter, skate on the Frog Pond; in summer, ride the carousel, listen to live music, and check the schedule for free “Shakespeare on the Common” performances. Walk past historic statues and memorials, including “The Embrace” in honor of Dr. King, and the starting point of the Freedom Trail. Right next door, visit the Public Garden for Swan Boats and view the gold-domed Massachusetts State House.

Mentioned by 707 local hosts
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Boston Town Crier - Tours of Freedom Trail

Summarised by AI

Join a Freedom Trail walking tour to hear stories of Redcoats, smugglers, riots, midnight riders, and the start of the American Revolution while visiting all 16 official sites. Walk the 2.5–3 mile red-brick path from Boston Common past landmarks like the Massachusetts State House, Old South Meeting House, Old North Church, the Paul Revere House, historic burying grounds, and the Bunker Hill Monument or USS Constitution. Go at your own pace or pair it with apps, books, or hop-on trolley tours. Along the way, dip into nearby bars, restaurants, shops, and Faneuil Hall for breaks between sites.

Mentioned by 472 local hosts
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New England Aquarium

Aquatic attraction featuring diverse marine life, a giant ocean tank, and interactive touch tanks

Summarised by AI

Inside the New England Aquarium, walk the spiral ramp around the four-story Giant Ocean Tank to see sea turtles, sharks, stingrays, moray eels, barracuda, and colorful reef fish up close. Visit the big penguin exhibit, watch harbor and fur seals and California sea lions, and let kids explore hands-on at the shark and ray touch tank and the Edge of the Sea tide-pool tank. Add the Simons IMAX Theatre for short nature films. Then step right outside for the seasonal New England Aquarium Whale Watch cruises departing from Central Wharf.

Mentioned by 925 local hosts
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Museum of Fine Arts, Boston

Expansive art museum featuring diverse collections from ancient to contemporary works

Summarised by AI

At the Museum of Fine Arts, Boston, you can move from ancient Egyptian artifacts to contemporary works, with standout collections in Impressionist painting, Asian and Japanese art, and early and modern American art, especially in the Art of the Americas wing. Build a game plan and focus on sections like Impressionism or American art if you’re short on time. Join a lecture, class, or First Friday evening event, then refuel at the atrium cafeteria or on-site restaurant and browse the gift shop.

Mentioned by 1,160 local hosts
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When is the best time to visit Boston?

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Avg. price$154 SGD$154 SGD$173 SGD$199 SGD$223 SGD$222 SGD$214 SGD$222 SGD$208 SGD$218 SGD$186 SGD$169 SGD
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Frequently Asked Questions

  • What are the best places to stay in Boston?

    Boston has vibrant neighborhoods like Beacon Hill, Back Bay, and the South End, each celebrated for distinct architecture and dining scenes. Families and groups often look to areas near the waterfront or around Fenway for parks and easy access to attractions.

  • What are the best things to do in Boston with kids?

    Families often explore the New England Aquarium, Boston Children’s Museum, and Franklin Park Zoo. Green spaces like Boston Common provide play areas and spots for outdoor activities.

  • What are some of the best things to do in Boston?

    Boston has the Freedom Trail for historic walks, the Museum of Fine Arts for world art, and lively markets around Faneuil Hall. Fenway Park draws baseball fans, and the waterfront invites strolls along the harbor.

  • How is the weather in Boston?

    Boston winters have cold temperatures from 23 to 37°F (-5 to 3°C) with frequent snow. Summers are warm, with afternoon highs near 80°F (27°C) and humidity; spring and autumn see milder days and vibrant foliage.

  • What are the best places to visit in Boston?

    Boston has historic sites like Paul Revere House and Old North Church, art collections at the Isabella Stewart Gardner Museum, and lively green spaces like the Boston Public Garden. The North End is popular for its Italian eateries and old-world atmosphere.

  • What are some hiking trails in Boston?

    Emerald Necklace park system features walking trails through scenic urban nature. Forest Hills and the Arnold Arboretum are frequently suggested for gentle trails surrounded by botanical collections.

  • What are some family activities we can do in Boston?

    Families can explore hands-on exhibits at science museums, ride the Swan Boats in the Boston Public Garden, or watch a Boston Red Sox game at Fenway Park. Aquarium and zoo visits are also frequently suggested for a day of discovery.

  • What are some of the best day trip ideas from Boston?

    Day trips from Boston often include visiting historic Salem, scenic Cape Cod beaches, or Concord’s literary landmarks. Those looking for nature might explore nearby state parks or coastal villages.

  • Are there any pet friendly accommodations available in Boston?

    Many vacation rentals in Boston welcome pets, especially in neighborhoods like South Boston, Jamaica Plain, and Beacon Hill. Urban parks and walking paths nearby help make it easy to explore the city with companion animals.

  • What are some local tips for visiting Boston?

    Locals often walk or use public transit to get around, as historic streets can be busy. Try visiting markets early for fresher selections, and dress in layers to adapt to shifting weather, even in summer.

  • What is Boston known for?

    Boston is recognized for its Revolutionary War history, renowned universities, and a sports legacy with teams like the Red Sox and Celtics. The city’s neighborhoods blend centuries-old architecture with diverse culinary scenes.

  • What are the best hidden gems to explore in Boston?

    Explore hidden gardens in Beacon Hill, murals in Jamaica Plain, and the literary history at the Boston Athenaeum. The South End’s art galleries and community markets reveal creative local energy.

  • What are the best foods to try in Boston?

    Locally rooted classics in Boston include clam chowder, lobster rolls, and Boston cream pie. Italian pastries are popular in the North End, and food markets showcase New England seafood and international flavors.

  • What should I bring for a trip to Boston?

    Bring comfortable shoes for walking, layered clothing for changing temperatures, and a light rain jacket year-round. A reusable water bottle and sunscreen help, especially during outdoor city activities.

  • What is the nightlife in Boston like?

    Boston’s nightlife has lively music venues in Allston, cocktail bars in the South End, and late-night eateries around Fenway. Some neighborhoods host comedy clubs and performances, drawing a mix of locals and visitors.

  • What are the most popular events or festivals in Boston?

    The Boston Marathon, held each spring, is internationally recognized, and Independence Day celebrations feature fireworks along the Charles River. Boston Calling draws music fans in late spring, while Head of the Charles Regatta is often highlighted for rowing competitions in autumn.

  • Are there family friendly vacation rentals in Boston?

    Boston has family-friendly vacation rentals in neighborhoods like Back Bay, South Boston, and Jamaica Plain. Many locations are near parks, museums, and playgrounds for easy access to activities.

  • When is the best time to visit Boston?

    Late spring and autumn are often recommended for pleasant temperatures and colorful city parks. Summer draws visitors for festivals, outdoor concerts, and waterfront activities.

Quick stats about holiday rentals in Boston

  • Total holiday rentals

    Explore 9,960 holiday rentals in Boston

  • Verified guest reviews

    Over 508,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,540 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,900 rentals that welcome pets

  • Holiday rentals with a pool

    480 properties feature pools

  • Rentals with dedicated workspaces

    5,630 properties have a dedicated workspace

  • Wifi availability

    9,830 of Boston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Waterfront 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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