Vacation rentals in Boston

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Top-rated vacation rentals in Boston

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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.
Apartment in Fenway-Kenmore
4.93 out of 5 average rating, 45 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
A private rooftop deck features a small table with a potted plant and two chairs, surrounded by lush greenery. The backdrop showcases a view of Boston's skyline, with tall buildings rising in the distance under a clear blue sky.
Condo in North End
4.91 out of 5 average rating, 168 reviews

North End/TD Garden Condo w/Rooftop Deck

Your own condo in the heart of Boston’s historic North End. Walk to Quincy Market, the Aquarium, the Greenway, TD Garden, Harborwalk, dozens of shops and eateries, the Old North Church and the Freedom Trail. Private rooftop deck, full kitchen, antenna and wireless. No doors but three areas, two rooms separated by a galley kitchen. The stairwell is in the middle of the space and the floor mattress is near that and across from the galley kitchen. Fourth floor walk up and well worth the climb.

Top guest favourite
A compact kitchenette features a vibrant red refrigerator alongside a small microwave and sink. Modern cabinetry provides storage for dishes and kitchen essentials, while decorative items add a touch of character to the space.
Apartment in West Roxbury
4.97 out of 5 average rating, 32 reviews

Studio W/ Parking Next to Train & Bus in Boston

Welcome to this newly renovated private studio, offering comfort, privacy, and convenience in a quiet and safe Boston neighborhood. This thoughtfully designed space includes private parking, a rare and valuable amenity in the city, and is located steps from train and bus stops, making travel into downtown Boston fast and easy. This private accommodation is especially well-suited for professionals, medical staff, and solo travelers seeking a peaceful, clean, and efficient space while in Boston.

Top guest favourite
A spacious yacht is docked along a wooden pier. The boat features a white exterior with a flybridge and is surrounded by calm waters. In the background, other boats and waterfront buildings can be seen under a clear blue sky with a few fluffy clouds.
Boat in Charlestown
4.95 out of 5 average rating, 143 reviews

2BR Spacious Yacht - Heat & AC- On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

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.
Apartment in Brighton
4.98 out of 5 average rating, 120 reviews

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!

Top guest favourite
A modern living area showcases a grey sectional sofa, complemented by a geometric area rug. A small coffee table sits in front, and a desk with a chair is positioned nearby. Large windows provide natural light, and a cityscape photograph adorns the wall.
Apartment in East Boston
4.88 out of 5 average rating, 124 reviews

1 BR Gem 5min to Train & Airport explore the city

This modern stylish place to stay is perfect to explore the city of Boston. It’s a hidden gem 1 block away from the Blue Line T station, two stops away from downtown, the aquarium, TD Garden, Faneuil Hall, and multiple museums. 2 mins walking distance from the apartment to Piers Park and spectacular views of Boston Harbor and the skyline.Hop on the ferry to explore Seaport restaurants and bars close by with differing cultures and cuisines. Only 2 min from Logan Airport via train or car.

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.
Apartment in Cambridgeport
4.91 out of 5 average rating, 540 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.

Superhost
The spacious kitchen features modern appliances and a large island with seating. Exposed brick walls add character, while natural light enters through a window. A comfortable sofa is positioned nearby, creating a welcoming atmosphere for relaxation and socializing.
Apartment in Downtown
4.79 out of 5 average rating, 340 reviews

Centralized Downtown Location | On-site Parking

This 2 Bed, 1 Bath beautifully furnished apartment with Laundry in unit, and fully equipped kitchen available for both long and short term rental. Equipped with two Queen beds, this beautifully designed and furnished loft is located right in downtown Boston. Includes all furnishings and cooking equipment! The apartment is accessible via a self-check-in process to lower your exposure! Security on-site, and 2 Elevators. Units are professionally cleaned and disinfected between every stay.

Guest favourite
The living room features a grey sofa adorned with blue accent pillows, paired with two blue chairs. A coffee table with a glass top sits in front, and light enters through windows with white shutters. The hardwood floor adds warmth to the space.
Condo in Beacon Hill
4.91 out of 5 average rating, 507 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles 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.

Superhost
Condo in South End
4.89 out of 5 average rating, 73 reviews

South End Boston Apartment with Private Garden

Scroll through as many listings as you like but this is a unique property in the heart of the city of Boston. Bring your walking shoes! *Unique 2 bed 1 bath bi-level unit (one set of stairs inside unit) that opens into a gorgeous private garden *Steps from Back Bay Train Station (MBTA), walk to Arlington Station *15 minute drive from Boston Logan Airport *5 mins walk to Copley, Hynes Convention. *Bring your walking shoes Garden season is only from May (sometimes earlier) till Nov

Guest favourite
An inviting porch features a green roof and white railings, leading to a welcoming entrance. Lush greenery surrounds the area, with blooming flowers and a vibrant red tree in the background. Bright sunlight filters through the trees, creating a peaceful atmosphere.
Home in Coolidge Corner
5 out of 5 average rating, 33 reviews

Luxury Brookline/Boston 6 bedroom

This wonderful five to six bedroom single family Victorian house, in the perfect location between Boston and Brookline. Quiet residential neighborhood yet two block walk to great restaurants, shopping, spas, beauty salons, 2 different subway stops (green line T), bus to Harvard square. Modern, sunny huge kitchen, 2 living rooms. Many spaces to relax, work, or entertain. Large outdoor deck that seats 10 in fenced in back yard with Weber bbq and smoker. Fully air-conditioned.

Guest favourite
The living area features a large wall-mounted television against a striking black and red accent wall. A round mirror and a modern pendant light hang above a small dining table with four chairs. A cozy white sofa is positioned for relaxation.
Apartment in Brighton
4.81 out of 5 average rating, 42 reviews

The Finsen: Full Kitchen • City Access • W/D • Gym

Welcome to your new home away from home right by the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston long term. Additional sleeping arrangements can be provided Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to stay long term in Boston.

Popular amenities for Boston vacation 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 vacation rentals in Boston

  • Total vacation rentals

    Explore 9,960 vacation rentals in Boston

  • Verified guest reviews

    Over 508,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    3,540 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,900 rentals that welcome pets

  • Vacation 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 vacation 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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