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Holiday rentals in Boston

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Quick stats about holiday rentals in Boston

  • Total holiday rentals

    Explore 10,830 holiday rentals in Boston

  • Verified guest reviews

    Over 533,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,750 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,930 rentals that welcome pets

  • Holiday rentals with a pool

    640 properties feature pools

  • Rentals with dedicated workspaces

    5,890 properties have a dedicated workspace

  • Wifi availability

    10,640 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

Top-rated holiday rentals in Boston

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

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Guest favourite
The open-plan living area features large floor-to-ceiling windows filling the space with natural light. A combination of a leather sofa and a cozy white couch is accompanied by a glass coffee table. A sleek dining table is positioned beside the modern kitchen, showcasing granite countertops.
Apartment in Back Bay

Spacious, Sun~filled Brownstone in Heart of Boston

Welcome to your elegant, luxury condo quality 3 bed 3 bath in the HEART of Boston: 5-10 min walk to Boylston, Copley, Boston Commons, Newbury, Prudential, Back Bay, South End & etc! This expansive, sun-drenched duplex offers a tranquil residential vibe in the center of Boston. Admire the dreamy, modern decor of the open-plan living space & peaceful surroundings. Perfect for weekend getaway, business trip, staycation, work-from-home, or relaxing home base while exploring all Boston has to offer.

LocationValueAccuracy

4.95 out of 5 average rating, 137 reviews
Top guest favourite
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.
Apartment in Roxbury

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! *4th floor apartment -no lift.

LocationValueWifi

4.94 out of 5 average rating, 365 reviews
Guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Dorchester

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, 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.

FamilyLocationLayout

4.96 out of 5 average rating, 180 reviews
Top guest favourite
Flat in South Boston

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!

FamilyValueHospitality

4.99 out of 5 average rating, 138 reviews
Top guest favourite
A modern kitchen with sleek cabinetry and a spacious island features three high-backed bar stools. Stainless steel appliances are visible, along with a contemporary backsplash. Natural light brightens the space through large windows, offering views of the green meadow outside.
Flat in Brighton

New 3 bedroom, 2 bath unit, meadow view!

Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!

ValueFamilyIndoor spaces

4.99 out of 5 average rating, 141 reviews
Top guest favourite
A light-filled interior features a wooden dining table positioned near a decorative fireplace. The walls are painted in soft blue, creating a calm setting. A glimpse of a modern kitchen is visible in the background, and a framed artwork adds a touch of character.
Flat in South Boston

4br SouthBoston free parkg nrBeach, 6 min>BCEC

Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

FamilyLocationShared spaces

4.96 out of 5 average rating, 270 reviews
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 Cambridge

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.

ValueFamilyLong stay

4.93 out of 5 average rating, 900 reviews
Guest favourite
Flat in Medford

Hipster Basecamp | Fireplace • Deck • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

ValueLocationQuiet

4.98 out of 5 average rating, 307 reviews
Top guest favourite
Flat in South End

South End Historic Rowhouse | Reunions + World Cup

In the heart of Boston’s South End is this newly finished, design-forward 3 bedroom, 2.5 bath historic brick rowhouse. Stay in a legacy neighborhood with classic architecture, tree lined streets, and true character. This home is high-end with thoughtful finishes and furnishings. Laundry, fireplace, and private outdoor space. Surrounded by green parks, cafes and restaurants, and one block from Boston’s only Michelin-star. Accessible to the best of the city.

FamilyLocationCheck-in

5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in East Boston

3BR East Boston | Free St Parking | Near T & Logan

✨ Professionally cleaned, quiet neighborhood, free street parking 🅿️, easy access to downtown ✨ Easy transit access and room to relax. A spacious 3BR, 2.5BA home in Jeffries Point is a 5⭐ Guest Favorite in the top 5% of Boston stays. Enjoy a bright, modern layout, fast WiFi, in-unit laundry, and free street parking. Walk to the waterfront for stunning skyline views and great restaurants, with quick access to the Blue Line, Logan Airport, and downtown. 🤗

FamilyValueSleep quality

5.0 out of 5 average rating, 52 reviews
Guest favourite
An open living space features hardwood floors, exposed wooden beams, and natural light through large windows. A modern seating area consists of two wooden sofas, accompanied by a small coffee table. A dining area with bar stools sits adjacent to a well-equipped kitchen.
Flat in Cambridge

Newly-Renovated, Stunning Cambridge 2BR

Newly-renovated, modern apartment located above Remnant Brewing Satellite, in the vibrant and culturally diverse neighborhood of Wellington-Harrington. The location is perfect for someone who wants quick access to: Inman Square, East Cambridge, Harvard Square, Kendall Square, Union Square, Central Square, Davis Square, Charlestown, and Downtown Boston. Easy access to Fenway, TD Bank North, theaters, venues, and the hospitals.

ValueLocationAir conditioning

4.93 out of 5 average rating, 519 reviews
Top guest favourite
Flat in Cambridge

Charming Apartment with Parking

This is a 2bd, 1ba that includes a dedicated off-street parking spot onsite. It is a 5 minute walk to central square station, close to MIT/Harvard, and a 10 minute subway ride into downtown Boston. Perfect for anyone visiting Cambridge. This apartment is infant and family-friendly. It is on the second floor (there are 21 steps total). 24hr self-serve check-in is offered by digital keypad.

ValueFamilyKitchen

5.0 out of 5 average rating, 51 reviews

Popular amenities for Boston holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Boston's top sights

Fenway Park

976 locals recommend

Boston Logan International Airport

151 locals recommend

Harvard University

670 locals recommend

Boston Seaport

6 locals recommend

Boston Common

717 locals recommend

New England Aquarium

931 locals recommend

Other great holiday rentals in Boston

Top guest favourite
Home in Chelsea

Theatre | Arcade | Pool w. Free 3 Car Parking

LocationFamilyComfort

5.0 out of 5 average rating, 20 reviews
Top guest favourite
A spacious living room features comfortable seating arranged around a central coffee table. A large television is mounted on a wooden cabinet, surrounded by shelves filled with books. Natural light filters through multiple windows, enhancing the bright and airy feel of the room.
Home in Roxbury

5-story Luxury Boston Brownstone

FamilyLocationCleanliness

4.98 out of 5 average rating, 59 reviews
Superhost
The bedroom features a queen-size bed adorned with white bedding and a blue headboard. A nightstand with a lamp is positioned beside the bed. Large windows allow natural light to fill the space, enhanced by light-colored curtains. A sliding barn door leads into the living area.
Flat in Back Bay

(BB-2F) Gorgeous 1Bedroom w/Pull Out! BACK BAY!

ValueLocationIndoor spaces

4.71 out of 5 average rating, 63 reviews
Top guest favourite
Home in Roslindale

Your own cottage in the city

FamilyValueNearby

5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Cambridge

Cambridge Designer Home / Harvard, MIT, Boston

LocationFamilyGetting around

4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Cambridge

Cambridge Cottage Retreat Near Harvard

FamilyLocationBack garden

5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Roxbury

Quiet Boston Getaway in Prime Location

FamilyValueGetting around

5.0 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Downtown

306B HUGE Downtown Boston Studio | Walk Everywhere

FamilyLocationWalkability

4.95 out of 5 average rating, 21 reviews

When is the best time to visit Boston?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹11,869₹11,584₹12,914₹15,667₹17,092₹18,991₹15,857₹16,427₹15,382₹16,142₹13,768₹12,534
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

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.

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