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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Guest favourite
A spacious room features a large bed with crisp linens, accompanied by a seating area with a sofa and armchair. Large windows allow natural light to fill the space, offering views of the outside. A coffee table sits centrally on the hardwood floor.
Flat in Fenway-Kenmore
4.81 out of 5 average rating, 27 reviews

Charlesgate Suites: Restored Elegance

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 4th floor with no elevator.

Top guest favourite
An inviting living area features a navy blue sofa adorned with two patterned cushions, complemented by a round coffee table. Nearby, a dining set is visible beside a kitchen with stainless steel appliances, wood cabinetry, and ample counter space, illuminated by natural light from a window.
Flat in South Boston
4.99 out of 5 average rating, 111 reviews

Extraordinary 1-Bedroom Apartment in South Boston!

Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

Top guest favourite
An open living space showcases a comfortable gray sofa adorned with bright pillows. A small dining area with a table and chairs is positioned beside large windows, draped with blue curtains. A fully equipped kitchen featuring wooden cabinets and modern appliances is visible in the background.
Flat in Fenway-Kenmore
4.89 out of 5 average rating, 111 reviews

Walk! Walk! Walk! 1 Bed / 1 Bath - 2 mins from T!

Beautiful, and small 1 bed / 1 bath apartment in the middle of everything. Located right in Kenmore Square, steps from subway station and Famous Citgo Sign. Walking distance to Fenway Park, Back Bay, restaurants, and bars. Walk everywhere! Next to Boston University and in front of Charles River Esplanade. Very close to Downtown, Cambridge, Longwood Medical Area, supermarkets, and way so many cool places! Includes everything you'll need for your stay. Super safe and convenient neighborhood!

Top guest favourite
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.
Flat in Nahant
4.94 out of 5 average rating, 158 reviews

Ocean view studio with hot tub & access to Boston

All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

Superhost
A well-lit living area features a green sofa with plush cushions alongside a wooden coffee table. Large windows provide ample natural light, while a flat-screen TV mounted on the wall displays a scenic view. Neutral tones create a calming ambiance.
Flat in Brighton
4.82 out of 5 average rating, 107 reviews

The Watkins : Elevated Cozy • W/D • Amenities!

Experience Boston in a beautiful luxe jr. 1 bedroom unit! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed ->Game rooms all across the property Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

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, 543 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 bright living area features a gray sectional sofa adorned with colorful throw pillows. Two large windows provide natural light, framed by blue curtains. A compact dining table is visible in the background, complemented by a wooden chair. The hardwood floor adds warmth to the space.
Flat in Coolidge Corner
4.9 out of 5 average rating, 49 reviews

Coolidge Corner-Free Parking - Walk to T

Beautiful and spacious 1 bedroom apartment in the heart of Brookline for up to 2 people with 1 tight but beautiful free parking spot. Amazing location, a few blocks to the T (subway). It is extremely safe and one of the coolest neighborhoods in town. Hop on the T, and you'll only be a few stops away from Fenway Park and Back Bay. Parking spot disclosure: Parking spot is not suitable for SUVs larger than a TOYOYA RAV4. If you have a large vehicle, please consider other parking options.

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, 69 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, 854 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
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, 347 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.

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, 372 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.

Top guest favourite
The kitchen features wooden cabinetry and stainless steel appliances, including a gas stove and a refrigerator. A window provides natural light, illuminating the hardwood floor. Counter space is available for meal preparation, creating a functional area for cooking.
Apartment in East Boston
4.91 out of 5 average rating, 85 reviews

Extended stays

Welcome to East Boston! I call this place home when Im not traveling. This cozy 3rd floor 1 bedroom apartment is one block from maverick Sq /T stop. One stop from Logan Airport and one stop from the heart of Boston makes this place a great home base for exploring the city. Great neighborhood, quiet building. Fully applianced kitchen. Washer and dryer in unit. Private rooftop deck.

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$170 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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  3. Massachusetts
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  5. Boston