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 blue steel trawler with a white superstructure and a spacious upper deck is moored at a dock. Nearby boats are visible, with water reflecting the sky above. The vessel stands out with its name displayed on the bow.
Boat in North End
4.98 out of 5 average rating, 41 reviews

Patriot: Three Story Vessel

Docked in the heart of downtown Boston, this rare, 45 ft. steel trawler is outfitted with all the comforts of home. With two floors of living space, she's certainly spacious enough for the entire family, offering plenty of room for you to spread out and enjoy time on the water with fantastic views of Boston Harbor. Located just steps away from the New England Aquarium, Quincy Market/Faneuil Hall, the North End, Boston Garden, a public ice skating rink, and countless other things to see and do.

Top guest favourite
Flat in Fenway-Kenmore
4.97 out of 5 average rating, 37 reviews

Walk to T! Less than 2 mins! 1BR/1BA Location!

Spacious 1 bed/1 bath apartment in the middle of everything. Closest T stop (subway) is less than 2-3 mins walking. Sleeps 4 people! 1 queen size bed in main bedroom and 1 sofa bed in the living room. Located in Kenmore Square. Walk to Fenway Park, Back Bay, universities, tons of restaurants, and cool bars. Very safe area. Boston University is right next to us. Charles River Esplanade behind the building. Super close to Downtown, Cambridge, Longwood Medical Area, and other great places! :)

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.

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, 374 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.

Top guest favourite
Flat in East Somerville
5 out of 5 average rating, 8 reviews

Brand New Luxury Condo w/ Rooftop Near T, Boston

✅ Brand New & Rare Find ✅ 4 min walk to T ✅ Balcony & Shared Rooftop! Enjoy a stylish, luxury condo near MIT neighborhood. Thoughtfully designed for families or groups, this spacious home features 2 bedrooms, 2 bathrooms, a modern kitchen, and an inviting living space. Just a 4-minute walk to the T station, with easy access to MIT, Harvard, and downtown Boston. Surrounded by local dining, top attractions, and public transit, it’s the perfect blend of comfort, style, and unbeatable location.

Superhost
A spacious living area features exposed brick walls and large windows allowing natural light to fill the space. A green sofa is positioned near a wooden coffee table, while a television is set on a stand. The kitchen is visible in the background, equipped with modern appliances.
Serviced apartment in Beacon Hill
4.7 out of 5 average rating, 338 reviews

Perfect Location | Boston Common | Park St Station

Amazing 2bed, 1bath apartment with washer/dryer in unit and designer touches. Fully stocked kitchen has everything you'd need to cook a basic meal. The unit is accessible by self-check-in via our smart lock system. Its a 10 min trip to Mass General Hospital by car or Public Transportation and the walk is about 20 minutes. 99 Walk Score Super Safe Location 24/7 support.. 3 Minute walk to Boston Common and the Park Station T Station which will take you anywhere in the city!

Guest favourite
Apartment in Downtown
5 out of 5 average rating, 6 reviews

703B New Luxury Studio Downtown Boston Walk to T

✨BRAND NEW✨ Rated Guest Favorite!! 1 King-Bed Luxury Studio with private upgraded bathroom & fully-stocked kitchen, located right at Boston Commons and Downtown! NO SHARING OF RESTROOMS OR KITCHEN! *No children under 12. 📍 Centrally located to be able to walk anywhere needed and 200-400 ft. to multiple T stops 🚊. Perfect for traveling professionals, mid-term stays and more! ALL UTILITIES INCLUDED. 452 sq. feet. 7th floor. Elevator access, no stairs.

Guest favourite
A spacious living area features an exposed brick wall, wooden flooring, and ample natural light from skylights above. A small dining table and two bar stools are positioned near the modern kitchen, which includes essential appliances. Unique pendant lighting adds character to the room.
Flat in Cambridge
4.9 out of 5 average rating, 107 reviews

Renovated 1-Bed w/ private deck

Newly-renovated, modern apartment located directly 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.

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!

A bright living area is equipped with a flat-screen television on a modern cabinet. Comfortably arranged seating includes a gray sofa and a cozy armchair. A coffee table with a marble top sits atop a woven rug, while natural light enters through a large window.
Serviced apartment in Downtown
4.79 out of 5 average rating, 211 reviews

Bay Village Charm | 99 WalkScore | Short/Long Stay


This 1bed, 1bath apartment has laundry in the basement of the building and located on a quiet street just 2 minutes from the Boston Public Gardens.  Large windows let in lots of light! Fully stocked kitchen has everything you'd need to cook a basic meal.  The unit is accessible by self-check-in via our smart lock system. 
 Its a 10 min trip to Mass General Hospital by car or Public Transportation and the walk is about

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, 373 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.

Superhost
Apartment in Cambridge
4.97 out of 5 average rating, 177 reviews

Phil's Harvard Home - Harvard Set

Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. This room will have a private bathroom. The house is in traditional Victorian style with a lot of history while the interior was renovated in 2016.

Popular amenities for Boston holiday rentals

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$168 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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