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.

Superhost
Flat in Boston
🎖The Boiler Room | Close to Subway + Downtown🎖
This unique private suite is brand new & comes w/ its own private entrance. Including a queen size bed, ensuite bathroom, & a wine/craft beer minibar! The unit is extremely clean and very nicely decorated. A quick 5 minute walk to Ashmont Station (Red Line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. Great restaurants nearby - Molinari's & Tavolo Ristorante - as well as a local coffee shop + a Dunkin just across the Ashmont metro station.
2–9 JanIndividual Host,
£127 per night
4.89 out of 5 average rating, 245 reviews
Guest favourite
Flat in Boston
Astonishing 1 Bed South End Boston's Best Location
Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Netflix, movie channels, high speed internet, Keurig coffee, snacks. It doesn't get better than this!
23–30 JanIndividual Host,
£319 per night
4.99 out of 5 average rating, 209 reviews
Guest favourite
Guest suite in Boston
Cozy Private Garden Studio near the Heart of JP
Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is a microwave, fridge, counter and and sink but no stove or cooking options.
19–26 AugIndividual Host,
£113 per night
4.91 out of 5 average rating, 192 reviews

Popular amenities for Boston holiday rentals

Stay near Boston's top sights

Fenway Park815 locals recommend
Boston Common567 locals recommend
TD Garden243 locals recommend
New England Aquarium399 locals recommend
Boston Public Garden440 locals recommend
Freedom Trail470 locals recommend

Other great holiday rentals in Boston

Guest favourite
Flat in Boston
S End/B Bay border! Copley Location- Perfect 1 Br
30 Apr – 7 MayIndividual Host,
£346 per night
4.99 out of 5 average rating, 257 reviews
Guest favourite
Home in Cambridge
Harvard Square - spacious, free on street parking
27 Feb – 6 MarIndividual Host,
£299 per night
4.92 out of 5 average rating, 208 reviews
Guest favourite
Loft in Boston
Sunny Artist Loft In Historic Brownstone
13–20 AugIndividual Host,
£158 per night
4.93 out of 5 average rating, 196 reviews
Guest favourite
Guest suite in Brookline
Brookline Home with a Garden
19–26 JunIndividual Host,
£135 per night
4.88 out of 5 average rating, 177 reviews
Guest favourite
Guest suite in Newton
Spacious suite with private entrance, parking spot
22–29 JulIndividual Host,
£124 per night
4.98 out of 5 average rating, 550 reviews
Guest favourite
Flat in Cambridge
Spacious Strawberry Hill Suite (West Cambridge)
29 Mar – 5 AprIndividual Host,
£124 per night
4.94 out of 5 average rating, 457 reviews
Guest favourite
Flat in Cambridge
Picture-perfect Cambridge guest apartment, parking
6–13 AugIndividual Host,
£176 per night
4.97 out of 5 average rating, 278 reviews
Guest favourite
Guest suite in Boston
Cozy studio apartment in Jamaica plain!
4–11 SeptIndividual Host,
£134 per night
4.96 out of 5 average rating, 597 reviews
Superhost
Home in Revere
Renovated Cozy City Getaway
2–9 DecIndividual Host,
£96 per night
4.79 out of 5 average rating, 135 reviews
Guest favourite
Guest suite in Boston
Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
18–25 JanIndividual Host,
£132 per night
4.96 out of 5 average rating, 201 reviews
Guest favourite
Apartment in Boston
Stylish garden level studio with a private patio
27 Feb – 6 MarIndividual Host,
£144 per night
4.82 out of 5 average rating, 169 reviews
Guest favourite
Guest suite in Arlington
Modern and comfortable studio apartment
1–8 JanIndividual Host,
£104 per night
4.92 out of 5 average rating, 192 reviews

Quick stats about holiday rentals in Boston

Total rentals

9K properties

Rentals with dedicated workspaces

4.6K properties have a dedicated workspace

Rentals with a pool

490 properties have a pool

Pet-friendly rentals

2.5K properties allow pets

Family-friendly rentals

3.1K properties are a good fit for families

Total number of reviews

386K reviews

Your guide to Boston

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.


The best time to stay in a holiday rental in Boston

Boston enjoys a temperate East Coast summer, with warm — but not too hot — weather that’s perfectly suited for outdoor activities. It’s an excellent time to go sailing on the harbour, grab lunch in the sunshine, or wander through Downtown Boston. Boston Harborfest — one of the biggest Independence Day celebrations in the States — takes over around the Fourth of July, with fireworks, live music, and an assortment of historical family-friendly events.

Autumn starts in September, cloaking the city in red and orange leaves and kicking off the annual Boston Film Festival. Boston’s winters live up to their frosty reputation, but you can thaw out with a skate at the Boston Common Frog Pond or grab a winter warmer at a cosy pub near the many cottages in Boston. Spring remains chilly, but it’s worth layering up to watch one of the most competitive marathons in the country in April.


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

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