Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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Guest favourite
An open living space features large bay windows allowing natural light to fill the room. Elegant wooden floors complement the modern furnishings, including a dining table set for two, a cozy seating area with leather chairs, and a dedicated work desk. A fireplace adds warmth to the ambiance.
Flat in Fenway-Kenmore
4.93 out of 5 average rating, 46 reviews

Charlesgate Suites: Renovated & Ready To Host You!

Welcome to Charlesgate Suites! We eagerly await the opportunity to host you in our recently renovated hotel, which has undergone a stunning transformation from a traditional B&B into a trendy & dynamic space. With no front desk & a seamless self check-in, we ensure a hassle-free arrival experience. Each of our exquisitely designed rooms showcases the perfect balance of modern aesthetics & comfort, featuring stylish West Elm furnishings. Please note this room is on the 2nd floor with no elevator.

Top guest favourite
A studio space features a spacious bed with a decorative coral blanket and neatly arranged towels. A dining table with two chairs sits adjacent to a kitchenette equipped with basic appliances. Light wood flooring complements the overall layout, which is brightened by overhead lighting and wall decor.
Flat in Back Bay
4.88 out of 5 average rating, 179 reviews

Walk everywhere! Location! Location! Cute studio!

Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores, and more. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

Guest favourite
A spacious living room features exposed brick walls and large windows allowing natural light to fill the space. A comfortable sofa is complemented by a rocking chair. A coffee table sits on a patterned area rug, and a TV is positioned on a modern entertainment unit.
Flat in South End
4.89 out of 5 average rating, 384 reviews

Charming South-End condo with large outdoor patio

Elegant and spacious 1BR loft on the 1st floor of a classic South End brownstone. Features a large private deck with outdoor seating, washer and dryer, fully equipped stainless steel and granite countertop kitchen. Located in the heart of Boston’s historic South End—just steps from great restaurants, major landmarks, iconic tourist attractions, top universities, and public transit. Thoughtfully designed for comfort, style, and a warm welcome. Please see Policies and House Rules for more details

Top guest favourite
A modern living area features a comfortable gray sofa with an orange cushion, complemented by a sleek coffee table. Natural light enters through the glass door leading outside, and framed artworks adorn the walls, enhancing the minimalist aesthetic.
Flat in East Cambridge
4.92 out of 5 average rating, 373 reviews

Newly Renovated & Oh-So-Convenient!

On the lower level of a beautiful Victorian home, this one-bedroom apartment is completely new construction with loads of amenities and a fun, modern vibe. Excellent location in trendy, quaint East Cambridge. Get anywhere fast! Short walks to MIT/Kendall Square/Biotech, the Museum of Science, the Charles River, and the red and green subway lines, which allow quick access to Harvard, MGH, and historic Boston. The neighborhood is full of life with restaurants and cafes, yet our street is serene.

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!

Top guest favourite
A cozy studio space features a queen bed with plush bedding, flanked by neatly stacked towels. A wooden desk and dining chair are visible, along with a dark cabinet. Light is provided by a ceiling fixture, illuminating the warm tones of the carpet and walls.
Guest suite in Brighton
4.95 out of 5 average rating, 99 reviews

Brookline Brighton Allston private studio Parking

Cozy small private basement studio in Boston in a single-family house with FREE off-street parking. Central to the Brookline, Brighton, and Allston residential areas. Private entrance/studio/bathroom, queen bed, kitchenette, fridge, kettle, coffee maker, dishes, internet, TV with apps There is NO STOVE 5-minute walk to the "Warren Street" ( T/Subway) stop for downtown access. Green Line B NO ANIMALS are allowed NO large vehicles, trucks, vans, or large SUVs allowed. Narrow driveway.

Guest favourite
A modern dining area features a round table surrounded by four white chairs, with light wood flooring continuing into the space. Glass pocket doors provide a view of the bedroom, where a spacious bed is visible. A decorative light fixture complements the contemporary design.
Flat in Cambridgeport
4.91 out of 5 average rating, 541 reviews

Luxury 1BR APT w/ parking by MIT/Harvard/BU/Fenway

Stunning private one bedroom apartment! Newly renovated, luxury retreat, with free off-street parking, queen sized memory foam bed, 55'' TV with free cable & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own full, modern kitchen with new, high-end appliances. 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.

Guest favourite
A spacious living area features tall ceilings and large bay windows allowing ample natural light. A comfortable sectional sofa is positioned around a glass coffee table, with two chairs nearby. A gas fireplace and modern entertainment system are highlighted, creating a welcoming environment.
Apartment in South End
4.92 out of 5 average rating, 237 reviews

South End 1800sqft 2BR Audiophile Paradise

Stylish, luxury South End brownstone perfect for work or play. 10 minutes to financial district, 12 minutes to Harvard, less than 10 minutes to Fenway, and walk to Boston Common. Quintessential Boston South End historical district home with TALL ceilings, fantastic natural light, direct view of Columbus Avenue, in the middle of everything South End has to offer Private street parking space almost surely available within 1 minute walk (must coordinate with host in advance)

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.

Top guest favourite
A spacious studio includes a queen bed adorned with a floral-patterned coverlet, situated beside a modern lamp and nightstand. A patterned sofa offers additional seating. Natural light enters through several windows, highlighting the wooden flooring and creating a warm atmosphere.
Flat in Riverside
4.94 out of 5 average rating, 319 reviews

RiverSide Studio next to Harvard /MIT/BU w/parking

Discover historic charm in our 1880s studio with a beautiful backyard and patio. Right in the heart of Harvard University, just steps from student dorms Mather House & Dunster House, and key attractions like the Charles River and eclectic shops. Walking distance to HBS, HLS, MIT, Harvard Sq, Central Sq. Easy access to the rest of Boston via Red Line, car, or bike - this is the perfect place to immerse yourself in the essence of Harvard, Cambridge, and Boston.

Top guest favourite
Loft in Swampscott
4.97 out of 5 average rating, 351 reviews

Oceanfront Penthouse · Kings Beach · Breathtaking

The Loft Wake up to the ocean. This top-floor penthouse sits directly on Kings Beach with unobstructed water views from every window. Cathedral ceilings, skylights, hardwood floors, a quartzite kitchen, and a jetted spa tub make this one of the North Shore’s most distinctive stays. Your own private deck. 28 minutes to Boston by commuter rail — the world is at your door, but you won’t want to leave.

Top guest favourite
A cozy living room is depicted, featuring a brown sofa, two accent chairs in light blue, and a dark coffee table. A textured area rug anchors the seating area. Exposed brick walls provide a warm backdrop, while soft lighting enhances the inviting ambience.
Flat in North End
4.95 out of 5 average rating, 371 reviews

Large 1-Bed. Condo in the Heart of the North End

Perfectly appointed, clean and comfy 1 bedroom condo unit steps from the Old North Church in Boston's historic North End. A full kitchen, a full bathroom with shower & washer/dryer, one bedroom with a comfy queen bed, a living room with one sofa bed, and a dining room with ample room all make this the perfect place to plop down during your visit to Boston. Centrally located, quiet and private.

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$153 SGD$153 SGD$172 SGD$198 SGD$222 SGD$221 SGD$213 SGD$221 SGD$207 SGD$217 SGD$185 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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  5. Boston