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,
£128 per night
4.89 out of 5 average rating, 247 reviews
Guest favourite
Guest suite in Boston
Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.
8–15 JanIndividual Host,
£132 per night
4.96 out of 5 average rating, 201 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
Guest suite in Medford
Beautiful 1 Bedroom, 1 Bathroom in Medford
11–18 Aug
£121 per night
4.92 out of 5 average rating, 120 reviews
Guest favourite
Home in Quincy
Artist's Haven (2)
26 Mar – 2 AprIndividual Host,
£111 per night
4.96 out of 5 average rating, 121 reviews
Guest favourite
Flat in Natick
Scandi-Modern Apartment
4–11 SeptIndividual Host,
£117 per night
4.98 out of 5 average rating, 330 reviews
Guest favourite
Guest suite in Brookline
Brookline Home with a Garden
17–24 AugIndividual Host,
£135 per night
4.88 out of 5 average rating, 177 reviews
Guest favourite
Guest suite in Revere
Adorable studio with pool
1–8 Feb
£115 per night
4.86 out of 5 average rating, 129 reviews
Guest favourite
Flat in Cambridge
private studio near Harvard/MIT
5–12 FebIndividual Host,
£156 per night
4.94 out of 5 average rating, 314 reviews
Superhost
Flat in Quincy
Stylish & Modern brand new apt with King bed
12–19 JanIndividual Host,
£117 per night
4.79 out of 5 average rating, 137 reviews
Guest favourite
Barn in Carlisle
✨Private Studio w/ Loft Center Historic Carlisle✨
18–25 FebIndividual Host,
£107 per night
4.87 out of 5 average rating, 354 reviews
Guest favourite
Guest suite in Norwell
Private suite South Shore
5–12 JunIndividual Host,
£117 per night
4.95 out of 5 average rating, 258 reviews
Guest favourite
Flat in Waltham
Cozy Private Studio Unit w/ Laundry and Parking!
2–9 Feb
£116 per night
4.98 out of 5 average rating, 209 reviews
Guest favourite
Flat in Boston
Quirky studio in Jamaica Plain
11–16 JunIndividual Host,
£126 per night
4.95 out of 5 average rating, 114 reviews
Guest favourite
Loft in Abington
Modern, Naturally lit Loft
24–31 MarIndividual Host,
£111 per night
4.99 out of 5 average rating, 115 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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