
Holiday rentals in Boston
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Boston
Guests agree: these stays are highly rated for location, cleanliness and more.

Family Friendly City Oasis! Free Parking, King Bed
Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Charming and Historic Apartment
Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Penthouse 2 Beds /2 Baths luxury in South Boston
Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

3BR3Bth Penthouse 2 Parking Spaces/TD/MIT/Harvard
Stylishly renovated luxury loft PENTHOUSE! - Free parking for 4 vehicles + EV charger - BONUS parking before сheck-in/after check-out allowed - Park and open-air pool right outside your windows - A/C units in every room - TVs in each bedroom - 2 living rooms - Walkable location near T station and major attractions, restaurants, and shops This bright and stylish apartment is perfect for families, friend groups, and business travelers alike. Ideally located just a 10-min walk to the T.

South End 1800sqft 2BR Audiophile Paradise
Stylish, luxury South End brownstone perfect for work or play. 10 minutes to financial district, 12 minutes to Harvard, less than 10 minutes to Fenway, and walk to Boston Common. Quintessential Boston South End historical district home with TALL ceilings, fantastic natural light, direct view of Columbus Avenue, in the middle of everything South End has to offer Private street parking space almost surely available within 1 minute walk (must coordinate with host in advance)

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.

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!

North End 1 BR - Steps to Hanover Street
Newly renovated 1 Bedroom | 1 Bath apartment centrally located in Boston's historic North End. This full floor condo is located on the second floor and offers central A/C, brand new kitchen and bath, a comfortable living room, new hardwood floors, and access to a common roof deck! This apartment is located by the corner of Charter and Henchman Street and you are only 1 block from Hanover Street and the waterfront.

Beacon Hills Studio next to State house
Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.

Stylish Boston Getaway | Rooftop & Fireplace
Welcome to your Boston retreat! This stylish 1-bedroom on a charming cobblestone street offers comfort and unbeatable walkability. Enjoy the quiet Bay Village residential feel while being just steps from the Back Bay, South End, Chinatown and Theater District. Start your day with coffee on the shared rooftop or unwind by the fireplace after exploring the city.

Historic JP Brownstone with Parking. Pets Welcome!
Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

North End 2 BR | 1 BA Duplex in Little Italy
Newly renovated 2 Bedroom | 1 Bath garden-level duplex is located in Boston's historic North End. This spacious 850 sqft condo is located on the ground floor and basement and offers central A/C, brand new kitchen and bath, lots of space, and new hardwood floors. We are steps to the waterfront and to all the great Italian restaurants!!
Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston

A Lovely Private Room in the heart of Cambridge

overflow room by Tufts Cambridge Davis Square 闪家@4

Ottoman Cot in Beacon Hill

Boston Queen Room 1.1

Historic Mayor’s Mansion #1

Walk to Harvard/MIT/BU | Calm & Comfy Near NEU MGH

Small Room or basement Room

Cozy Somerville Room (Near MBTA/Bike Path)
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹11,006 | ₹11,006 | ₹12,382 | ₹14,216 | ₹15,959 | ₹15,867 | ₹15,317 | ₹15,867 | ₹14,858 | ₹15,867 | ₹13,116 | ₹11,465 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°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
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Rentals with an accessible-height bed Boston
- Pet-friendly rentals Boston
- Family-friendly rentals Boston
- Rentals with pools Boston
- Rentals with beach access Boston
- Rentals with a patio Boston
- Waterfront rentals Boston
- Fitness-friendly rentals Boston
- Private suite rentals Boston
- Rentals with a cinema Boston
- Rentals with a fireplace Boston
- House rentals Boston
- Loft rentals Boston
- Apartment rentals Boston
- Smoking-friendly rentals Boston
- Hotel rooms Boston
- Bed and breakfasts Boston
- Rentals with lake access Boston
- Boutique hotels Boston
- Townhouse rentals Boston
- Rentals with outdoor seating Boston
- Rentals with a kayak Boston
- Serviced apartment rentals Boston
- Rentals with a firepit Boston
- Flat rentals Boston
- Beachfront rentals Boston
- Rentals with breakfast Boston
- Guest house rentals Boston
- Rentals with a washing machine and dryer Boston
- Rentals with a hot tub Boston
- Rentals with an EV charger Boston
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- New England Aquarium
- MIT Museum
- Freedom Trail
- Boston University
- Canobie Lake Park
- Boston Seaport
- Crane Beach
- Duxbury Beach
- Boston Convention and Exhibition Center
- Quincy Market
- Museum of Fine Arts
- Onset Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Gillette Stadium
- Roxbury Crossing Station
- Things to do Boston
- Food and drink Boston
- Art and culture Boston
- Sightseeing Boston
- Things to do Suffolk County
- Sightseeing Suffolk County
- Food and drink Suffolk County
- Art and culture Suffolk County
- Things to do Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States






