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
Flat in Medford
5 out of 5 average rating, 6 reviews

ChicStylish Near Tufts/Boston 1BR w/ SitStand Desk

Located minutes from Tufts/Somerville, Cambridge, and Boston. This recently renovated flat offers a spacious, chic, open concept design with hardwood floors, lots of natural light, blackout shades, and glass markerboards. Modern kitchen equipped with stainless steel appliances and coffee machine. Stylish living room features a 65" flat screen smart TV, floating shelves, and adorable couch. Comfy bedroom offers a memory foam mattress, powered stand-up/sit-down Uplift Desk, and foldable treadmill.

A modern living area showcases an open layout with a comfortable seating arrangement. Natural light fills the space through large windows. A dining table is set nearby, complemented by stainless steel appliances in the kitchen. Decorative elements enhance the overall design.
Flat in Dorchester
4.91 out of 5 average rating, 309 reviews

Swanky unit Convenient to Downtown nr Restaurants

My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

Flat in Mission Hill
4.58 out of 5 average rating, 159 reviews

Longwood/Fenway Basement Studio

Our basement studio is located just steps from many popular restaurants, world-renowned hospitals, tourist attractions & universities. We are a 2 minute walk to the Fenwood Green Line Subway, 1 mile to Fenway Park, 0.4 miles to Longwood Medical & 0.4 miles to Harvard Medical School. We're less than a mile from Museum of Fine Arts & the Isabella Stewart Gardner Museum. Some of the cities best attractions are located 1-2 miles from us; Prudential, Boston Common, Newbury St, Chinatown & more!

Superhost
Apartment in Roxbury
4.77 out of 5 average rating, 26 reviews

Stunning Nubian Sq Victorian | Mins to Downtown

Located at the top of Roxbury’s Fort Hill is this modern Victorian era home with everything you would need for a relaxing stay just minutes away from all the action. The unit features all the style and luxury you would expect in a new build: 1. Gourmet kitchen 2. Designer bathroom 3. Spacious open-plan living. 4. Outdoor paved courtyard (includes fire-pit & grill). The listing is situated minutes away from Harvard & North Eastern and is just a 10-minute bike ride into the heart of Boston.

Top guest favourite
Private room in Aggasiz - Harvard University
4.98 out of 5 average rating, 322 reviews

A Lovely Private Room in the heart of Cambridge

Ideal location, just steps from Harvard Square. Enjoy a sunny room in a top floor condominium, close to Harvard University, the Red Line T stop, and with many restaurants, coffeehouses, and bakeries within walking distance. Your host and her gentle cat enjoy having guests. Available to a guest is a double sized bed, shared bathroom, and use of the flower- filled super-sized deck. There are limited kitchen privileges. The unit is on the third floor, no elevator. The price in non-negotiable.

Top guest favourite
A small dining area features a round white table with two yellow chairs. A simple floral arrangement sits atop the table. Overhead lighting brightens the space, while a colorful artwork adorns the wall. Bench seating is available along the nearby wall.
Flat in Coolidge Corner
4.96 out of 5 average rating, 46 reviews

A Brookline Sanctuary

You're in the heart of Brookline! LOCAL: Minutes away from a French bakery , Thai restaurant, taqueria, liquor store and small grocery store. More restaurants, cafes and bars down the street in Coolidge Corner and Washington Sq. BOSTON: 5-minute walk to subway stop. 10-min subway ride to Fenway Park. Direct subway to tourist spots! Easy transfer to Cambridge . Perfect for visiting Boston, a friend, a student or colleges. Enjoy the entire floor to yourself with a private entrance!

Superhost
A full kitchen is featured, showcasing a large granite counter with seating and a blend of modern appliances, including a gas stove and refrigerator. Exposed brick walls add texture, while natural light enters through windows, creating a bright and functional space.
Flat in Roxbury
4.79 out of 5 average rating, 179 reviews

A King Bed | Apartment | Middle of Boston

Located in the geographical middle of Boston you can get to anywhere in the city within 20 minutes including Harvard/MIT, Downtown, Fenway, Hynes Convention Center, Seaport and more. This pseudo apartment on the first floor is separate from the rest of the house and has its own private entrance, a private bathroom and a dedicated off street parking spot. The full kitchen with oversized counter is great for eating; comfy living room for relaxing and an office nook for working.

Guest favourite
The spacious bedroom features a king-sized bed with a dark quilt and layered patterned bedding. Soft lamps provide ambient lighting on either side of the bed, which is set against a wall adorned with dark curtains. A flat-screen TV is positioned across from the bed, with an air conditioning unit nearby.
Guest suite in Melrose
4.92 out of 5 average rating, 566 reviews

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), you’ll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Boston’s noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Superhost
A stylish living area features a brown leather sofa against a deep green wall adorned with round, gold wall decor. A wooden coffee table holds decorative items, accompanied by a textured pouf and a leafy plant on the floor. Natural light streams in from a nearby window.
Flat in Brighton
4.84 out of 5 average rating, 102 reviews

Ideal for long stays | elegant suite Boston views

Experience Boston in an ultra unique midcentury Jr. 1 bedroom with views of downtown Boston! 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 -> 24/7 Concierge -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Top guest favourite
A bright and cozy studio features a queen bed alongside a sleeper sofa, with an elegant coffee table positioned in front. A decorative fireplace sits against the wall, and bookshelves hold various books. Natural light floods the space through adjacent windows.
Guest suite in Downtown
4.99 out of 5 average rating, 94 reviews

Cozy studio in Bay Village near Public Garden

This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

Guest favourite
Private room in Fort Hill
4.93 out of 5 average rating, 530 reviews

AKBrownstone: modern treetop skyline view by T

🏠 Live like a local: designed bedroom, in a classic Boston Brownstone 🚾 Frequently professionally maintained home, clean shared bathroom 🚇 5 mins walk to the T (Orange Line Subway), 3 stops to city center 👣 Walk to Longwood Medical Area, Museum of Fine Arts, Northeastern, & Fenway Park 🌳 Sunny west/north windows looking over the treetops & partial city skyline 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Top guest favourite
A spacious sleeping area is shown featuring a metal frame bed with a blue checkered bedding set. Dark wood furniture, including matching cabinets and a mirror, complements the room. A door to the right provides access to the unit, while a paddle board hangs on the wall.
Flat in Back Bay
4.96 out of 5 average rating, 501 reviews

Cozy Back Bay Boston Retreat!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Much like rest of Back Bay, the space and finishes have a Victorian era feel with some updates made throughout the decades. I hope you can relax and feel at home!

Popular amenities for Boston holiday rentals

When is the best time to visit Boston?

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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 9,430 holiday rentals in Boston

  • Verified guest reviews

    Over 487,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,500 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,700 rentals that welcome pets

  • Holiday rentals with a pool

    500 properties feature pools

  • Rentals with dedicated workspaces

    5,290 properties have a dedicated workspace

  • Wifi availability

    9,310 of Boston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Lake access 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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