Holiday houses in Boston

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Top-rated holiday rentals in Boston

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Guest favourite

Guest suite in Winchester

5.0 out of 5 average rating, 101 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

31 Jan – 7 Feb

$180 NZD per night

Guest favourite

Guest suite in Boston

4.96 out of 5 average rating, 202 reviews

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.

7–14 Dec

$284 NZD per night

Guest favourite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

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.

18–25 Sep

$243 NZD per night

Guest favourite

Guest suite in Revere

4.92 out of 5 average rating, 197 reviews

Private Studio 10 min from airport

Private guest suite is centrally-located for easy access to the city. Professionally cleaned. You’ll have a private entrance to come and go as you’d like with a code keypad door. Our newly renovated BASEMENT 500 sq ft is perfect for a guests to escape for a few days. Private bathroom and kitchenette, 10 min away from airport. Bus and train station walking distance. 15 min walk to Revere Beach We are in close proximity to Downtown Boston as well as Salem and other areas. Free wifi Street parking

10–17 Jan

$255 NZD per night

Guest favourite

Apartment in Cambridge

4.94 out of 5 average rating, 317 reviews

private studio near Harvard/MIT

My place has everything you need for a comfortable, easy stay in Cambridge: a keyless entry to a completely separate studio space allows you to arrive anytime after 3, so no worries if you arrive on the late side. You''ll find a queen sized bed, microwave/fridge/coffeemaker, streaming TV, comfortable recliner and a desk chair for when you're working. We're walking distance from Kendal, Central, and Harvard Squares. On street parking in our neighborhood using our visitor pass, upon request.

24–31 Dec

$336 NZD per night

Guest favourite

Guest suite in Boston

4.93 out of 5 average rating, 285 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright "Spotless" studio in single family home. Airbnb and MA COVID cleaning standards are maintained. Ample on street parking. Peaceful family neighborhood minutes from the green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 20 minutes from city center. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. "Micro" kitchen (no stove or oven), Central air, heat, WiFi included. Registered and Licensed Airbnb.

19–26 Jun

$275 NZD per night

Guest favourite

Guest suite in Watertown

4.91 out of 5 average rating, 263 reviews

Private 1BR Pied-a-terre

Fully furnished mini-suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

23–30 Dec

$184 NZD per night

Superhost

Home in Revere

4.8 out of 5 average rating, 138 reviews

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

7–14 Jan

$205 NZD per night

Guest favourite

Guest suite in Medford

4.92 out of 5 average rating, 123 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance.

11–18 Nov

$250 NZD per night

Guest favourite

Home in Boston

4.89 out of 5 average rating, 294 reviews

Treetop Haven in the City

Our space is unique in that it's completely private, affordable, quiet, clean, and with all the amenities you would find in a regular home. It is also cozy, not fancy, but homey. Think of a place you would find in a relative's home. The deck is special - it looks over our neighbor's backyards with plenty of sun and flowers in the Spring and summer. The neighborhood is quiet and safe. No animals are permitted.

22 Feb – 1 Mar

$268 NZD per night

Superhost

Apartment in Boston

4.84 out of 5 average rating, 307 reviews

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.

28 Jan – 4 Feb

$282 NZD per night

Guest favourite

Guesthouse in Framingham

4.97 out of 5 average rating, 197 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

9–16 Nov

$220 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Boston holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Boston's top sights

Fenway Park815 locals recommend

Boston Common567 locals recommend

TD Garden243 locals recommend

New England Aquarium399 locals recommend

Freedom Trail470 locals recommend

Boston Public Garden440 locals recommend

Other great holiday rentals in Boston

Guest favourite

Loft in Boston

4.93 out of 5 average rating, 196 reviews

Sunny Artist Loft In Historic Brownstone

24–31 Aug

$339 NZD per night

Guest favourite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

16–23 Oct

$249 NZD per night

Guest favourite

Apartment in Natick

4.98 out of 5 average rating, 331 reviews

Scandi-Modern Apartment

23–30 Sep

$251 NZD per night

Superhost

Apartment in Boston

4.89 out of 5 average rating, 251 reviews

🎖The Boiler Room | Close to Subway + Downtown🎖

13–20 Feb

$273 NZD per night

Guest favourite

Apartment in Woburn

4.96 out of 5 average rating, 104 reviews

Comfy-Spacious-private 1BR conveniently located

9–16 Feb

$263 NZD per night

Guest favourite

Apartment in Cambridge

4.93 out of 5 average rating, 244 reviews

Bright Convenient Apt Harvard / MIT

6–13 Jan

$354 NZD per night

Guest favourite

Apartment in Boston

4.88 out of 5 average rating, 491 reviews

Serene Studio in a Perfect Location

1–8 Jul

$364 NZD per night

Guest favourite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 215 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

29 May – 5 Jun

$237 NZD per night

Show all

Quick stats about holiday rentals in Boston

Total rentals	9.1K properties
Rentals with dedicated workspaces	4.7K properties have a dedicated workspace
Rentals with a pool	490 properties have a pool
Pet-friendly rentals	2.6K properties allow pets
Family-friendly rentals	3.2K properties are a good fit for families
Total number of reviews	388K reviews

Holiday houses in Boston

Top-rated holiday rentals in Boston

Guest suite in Winchester

Guest suite in Boston

Guest suite in Boston

Guest suite in Revere

Apartment in Cambridge

Guest suite in Boston

Guest suite in Watertown

Home in Revere

Guest suite in Medford

Home in Boston

Apartment in Boston

Guesthouse in Framingham

Holiday rentals for every style

Cottages

Villas

Apartments

Popular amenities for Boston holiday rentals

Stay near Boston's top sights

Other great holiday rentals in Boston

Loft in Boston

Apartment in Waltham

Apartment in Natick

Apartment in Boston

Apartment in Woburn

Apartment in Cambridge

Apartment in Boston

Guest suite in Tyngsborough

Quick stats about holiday rentals in Boston

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore