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
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
4.94 out of 5 average rating, 47 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
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, 112 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!

Superhost
A bright living space is furnished with a light-colored sofa and a wooden coffee table. A large wall-mounted TV is positioned above a light wood sideboard. A round mirror and a floor lamp add to the decor, while a dining area with a wooden table and benches is situated near a window adorned with natural light.
Flat in Brighton
4.86 out of 5 average rating, 111 reviews

The Franklin: Wellness • Aesthetic • W/D • Gym

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Superhost
Flat in Fenway-Kenmore
5 out of 5 average rating, 4 reviews

Fenway Park. 03.1 7.0 Longwood Medical. NEU

Kick back and relax in this calm, stylish space. Enjoy a stylish experience at this centrally-located place. Complete-Gut renovation recently. Quartz countertops, Glass modern shower, cozy hardwood floor, new stainless steel appliances in Kitchen - style for you while you stay in Boston. Perfect location in the Fenway neighborhood (Home of the historic Fenway Park and the legendary Boston Red Sox). the perfect location to get anywhere else in Boston. Fast wifi. Smart TV. Laundry in Basement.

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 Cambridge
4.92 out of 5 average rating, 375 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.

Superhost
Flat in Fenway-Kenmore
5 out of 5 average rating, 3 reviews

Red Sox 09.7 - Fenway Park. Longwood Medical. NEU.

Enjoy a stylish experience at this centrally-located place. Perfect location in the Fenway neighborhood (Home of the historic Fenway Park and the legendary Boston Red Sox) Beautiful Brownstone home with small elevator, and the perfect location to get anywhere else in Boston. Fenway Subway station is a five minute walk. Museum of fine Arts subway station is a ten minute walk. You can walk to the Boston Red Sox game in less than ten minutes. Fast wifi. Smart TV. Quarter operated laundry.

Superhost
A bright living area features a white leather sofa adorned with decorative cushions. A wooden side table complements the space, while a lamp illuminates a nearby bedroom visible through open French doors. The rich wooden floor enhances the cozy atmosphere.
Flat in Fort Hill
4.82 out of 5 average rating, 123 reviews

Beautiful Rental Unit in Fort Hill (Boston)

Welcome to our charming, cozy apartment just a stone's throw away from the vibrant city of Boston. A 5-minute walk to the orange line metro that can take you all throughout the city, walking distance to Northeastern University, and a 10 minute drive to downtown and Fenway park. Whether you're a solo traveler, a couple seeking a romantic escape, or a small family looking for a convenient and comfortable home base, our Airbnb offers the perfect urban retreat. Private parking included.

Guest favourite
Wooden pilings extend vertically from the calm water, their reflections creating a series of vertical lines. In the background, sailboats are visible moored gently, while a clear blue sky complements the serene atmosphere of the harbor.
Houseboat in North End
4.95 out of 5 average rating, 43 reviews

Endless Summer: Oceanside Views

Stay a weekend. Stay a week! All of the amenities of home are included in this spectacular apartment-on-the-water in the heart of Boston's North End. Enjoy amazing harbor views and cool ocean breezes in the light-filled stateroom. Prepare breakfast in the fully stocked chef's kitchen, complete with stainless steel appliances and a granite island. Invite friends over for drinks on the enormous deck. This is truly Boston's most unique and memorable vacation experience.

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
4.92 out of 5 average rating, 858 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, 350 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
The living area features a spacious sofa and two accent chairs, complemented by a decorative rug and a round coffee table. Large windows provide ample natural light, with city views visible through the glass. Vintage-style moldings decorate the high ceilings.
Flat in South End
4.89 out of 5 average rating, 66 reviews

The Chester: Penthouse One Bedroom

Discover The Chester, A Boutique Stay in the heart of the South End. Designed to accommodate up to 4 guests, this space features a king bed, a queen pull-out, and a fully equipped kitchen. Enjoy city views, classic Boston Brownstone original crown moldings, smart TVs, and a sleek, modern tiled shower. Expertly decorated with a mix of contemporary and antique furnishings, this urban retreat offers comfort and style at the heart of the vibrant city.

Superhost
Flat in Chinatown
5 out of 5 average rating, 4 reviews

Central Penthouse & balcony in Boston Chinatown

This special place is close to everything, making it easy to plan your visit. Bedroom with Queen bed and en-suite full bathroom. Living room comes with day bed (2 twin beds). Desk and chair, TV, side chair and couch. Walking distance to Boston Common, many restaurants, TUFTS T-station, South Station and other public transportation. Grocery store in the same building, three elevators, Pool Table and Lounge on the 11th floor!

Popular amenities for Boston holiday rentals

When is the best time to visit Boston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹11,103₹11,103₹12,491₹14,341₹16,099₹16,007₹15,452₹16,007₹14,989₹15,729₹13,416₹12,213
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.

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