
Holiday rentals in Boston
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Boston

Total holiday rentals
Explore 10,830 holiday rentals in Boston

Verified guest reviews
Over 533,960 verified reviews to help you choose

Family-friendly holiday rentals
3,750 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 2,930 rentals that welcome pets

Holiday rentals with a pool
640 properties feature pools

Rentals with dedicated workspaces
5,890 properties have a dedicated workspace

Wifi availability
10,640 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
Top-rated holiday rentals in Boston
Guests agree: these stays are highly rated for location, cleanliness and more.

Super location! Walk everywhere! Clean studio
Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores, and more. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

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!

Theatre | Arcade | Pool w. Free 3 Car Parking
Experience The Chelsea Retreat, your private escape with free parking for up to 3 cars and an average 15 minute drive to Boston’s top attractions! Enjoy a cinematic night with a 150” 4K theatre and immersive surround sound, challenge friends in the arcade with foosball, pinball, and classic arcade games, or unwind beneath the gazebo before floating the day away in the pool. Shoot hoops, fire up the BBQ, or retreat to a quiet, dedicated workspace. Luxury, fun, and convenience all in one place.

Red Sox 09.9 - 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.

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.

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!

Private luxury penthouse in Boston downtown.
Experience luxury living in the heart of Downtown Boston. This stunning penthouse offers breathtaking city views, elegant modern furnishings, and a spacious layout designed for comfort and style. Enjoy floor-to-ceiling windows, premium amenities, and easy access to Boston’s top restaurants, shopping, nightlife, and historic attractions. Whether you’re visiting for business or leisure, this exclusive retreat delivers a five-star experience above the city skyline.

Cambridge Designer Home / Harvard, MIT, Boston
Where Boston Character Lives - Free parking for 2 vehicles - BONUS parking before сheck-in/after check-out is available - Walkable location near public transit, major attractions, restaurants, shops - Central A/C & Heating in every room - TV in each room - FREE luggage STORAGE for early check-in/late check-out - Full kitchen & washer/dryer included Welcome to a just renovated 3-bedroom home! Enjoy living spaces, parking, and easy access to the T-station.

Your own cottage in the city
Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

Newly Renovated Modern 2B2B Apartment
This modern apartment nested in the heart of Brookline. It boasts an inviting open floor plan with fully equipped kitchen. Comes with high-quality mattress, linens and towels. Steps to Green line T-Stop, restaurants, cafés, groceries and more. Longwood Medical Area, Fenway and BU are around 1-mile distance. Our places are professionally cleaned & sanitized. Separate Air conditioning and heating system to avoid the crowds at hotel.

Cambridge Cottage Retreat Near Harvard
Escape to a charming Cambridge cottage just a 15 minute walk (4 min drive) to Harvard Square. Enjoy the best of both worlds - steps from vibrant shops, cafes, and restaurants, yet tucked away as a peaceful retreat. Dine in a cozy nook overlooking a sun dappled garden oasis. This one-bedroom features a queen bed, plus a full pullout sofa in the open living area - perfect for someone travelling alone, couples or small families.

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area- king bed, [ that can also be 2 twin xl upon request] also sofa in living room is pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.
Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston

L4 Spacious North End Walkup Loft Apartment

A Brookline Sanctuary

Stay in the Heart of Fenway & Berklee

Luxury 1BR Next to the Airport n79x

Luxurious Fenway 2BR Penthouse w/ Roof Deck

Luxurious Open-Concept Home with Roof Skyline View

2-Floor 2-bedroom Harbor View

The Cori: Elegant • Airy • W/D
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £93 | £91 | £101 | £115 | £129 | £129 | £124 | £129 | £120 | £126 | £108 | £98 |
| 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.
All about Boston
As one of the United States' oldest settlements, the New England city of Boston is thick with history. Downtown's mazelike map of one-way streets alludes to a time when travel meant horseback, and you can still wander the well-worn cobblestone pathways that ribbon through Beacon Hill — Acorn Street is an especially popular photo op. Harvard University in Cambridge has been around since 1636, and Boston Harbor still hosts reenactments of its infamous Boston Tea Party.
But history isn’t the only reason to visit the capital of Massachusetts. There are baseball games at Fenway Park, exhibits to explore at the Museum of Fine Art, and picnic opportunities at Boston Common. Next to the Common, the Public Garden features leisurely rides on the paddle-operated Swan Boats, operating on the pond since 1877.
Cocktail bars and creative cafes serve up drinks on both sides of the Charles River. For freshly shucked oysters and Boston clam chowder, downtown is hard to beat.
What are the top things to do in Boston?
Isabella Stewart Gardner Museum
This museum houses more than 7,500 paintings, ceramics, sculptures, and other works of art, plus thousands of rare books and archival objects — all curated by its original owner, Victorian collector Isabella Stewart Gardner. Upon her death, she dedicated the building and its exhibitions “for education and enjoyment of the public forever.”
Boston Public Market
Quincy Market may get more press, but the Boston Public Market is arguably more intimate, with tens of shops instead of hundreds. As an indoor market, it’s also open year-round, with independent sellers hawking chocolates, doughnuts, fish, and honey — all grown, caught, or made locally in Massachusetts.
Blue Hills Hiking
Just 15 minutes from downtown, the Blue Hills Reservation offers 200 kilometres of trails through Massachusetts hills and meadows. Hikes run the gamut from gentle walks like Houghton’s Pond Loop — an especially gorgeous route in autumn — to mountain climbs up to Buck Hill and Skyline. You’ll also find cross-country ski routes available in winter.
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Rentals with breakfast Boston
- Family-friendly rentals Boston
- Rentals with a patio Boston
- Waterfront rentals Boston
- Rentals with a kayak Boston
- Fitness-friendly rentals Boston
- Rentals with outdoor seating Boston
- House rentals Boston
- Loft rentals Boston
- Rentals with a fireplace Boston
- Rentals with a cinema Boston
- Smoking-friendly rentals Boston
- Rentals with a hot tub Boston
- Bed and breakfasts Boston
- Beachfront rentals Boston
- Rentals with a firepit Boston
- Guest house rentals Boston
- Private suite rentals Boston
- Rentals with a washing machine and dryer Boston
- Hotel rooms Boston
- Rentals with an EV charger Boston
- Rentals with lake access Boston
- Rentals with an accessible-height bed Boston
- Serviced apartment rentals Boston
- Boutique hotels Boston
- Townhouse rentals Boston
- Flat rentals Boston
- Apartment rentals Boston
- Pet-friendly rentals Boston
- Rentals with beach access Boston
- Rentals with pools Boston
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Harvard Square
- Things to do Boston
- Art and culture Boston
- Tours Boston
- Sightseeing Boston
- Food and drink Boston
- Nature and outdoors Boston
- Things to do Suffolk County
- Tours Suffolk County
- Sports activities Suffolk County
- Art and culture Suffolk County
- Nature and outdoors Suffolk County
- Food and drink Suffolk County
- Sightseeing Suffolk County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States







