Holiday homes & rentals in Boston - HomeToGo base64Hash Holiday homes & rentals in Boston - HomeToGo

Holiday homes & rentals in Boston

Find 5,945 available offers from 17 partners
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Top 15 Recommended holiday lettings in Boston

Find your perfect holiday home, apartment or cottage in Boston from just £58 per night!

Condo Boston
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with terrace & garden | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
This condo in Egleston Square features a fireplace, kitchen, balcony, and garden, perfect for a family getaway for 8.
from £345
per night
Outstanding(39 ratings)
from £345
per night
View deal
Condo Boston
Condo ∙ 8 guests ∙ 5 bedrooms

Condo with BBQ & terrace

Boston, Suffolk County, Massachusetts, United States
This Southern Mattapan condo features a fireplace and accommodates up to 8 guests, perfect for a memorable getaway.
from £465
per night
Very good(13 ratings)
from £465
per night
View deal
House Boston
House ∙ 18 guests ∙ 5 bedrooms

Holiday home with BBQ & terrace | City view | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
This house rental on Meeting House Hill features a kitchen, balcony, and parking, perfect for accommodating 18 guests.
from £647
per night
Outstanding(51 ratings)
from £647
per night
View deal
House Boston
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house

Boston, Suffolk County, Massachusetts, United States
This family-friendly house rental in Stony Brook features a kitchen, parking, and space for six, perfect for your next getaway.
from £138
per night
Outstanding(41 ratings)
from £138
per night
View deal
Condo Boston
Condo ∙ 4 guests ∙ 2 bedrooms

Flat with terrace | Close to Faneuil Hall | City view

Boston, Suffolk County, Massachusetts, United States
This North End condo features a kitchen, parking, and space for four, perfect for your next getaway in the heart of the city.
from £163
per night
Outstanding(15 ratings)
from £163
per night
View deal
House Boston
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented holiday home

Boston, Suffolk County, Massachusetts, United States
A family-friendly house rental in Dorchester, complete with a kitchen, perfect for a memorable getaway with up to six guests.
from £197
per night
Excellent(39 ratings)
from £197
per night
View deal
Condo Boston
Condo ∙ 2 guests ∙ 1 bedroom

Fully equipped wonderful condo with terrace & barbecue | Close to Faneuil Hall | City view

Boston, Suffolk County, Massachusetts, United States
This Beacon Hill condo features a kitchen and fireplace, perfect for a romantic getaway for two in a vibrant neighbourhood.
from £170
per night
Excellent(6 ratings)
from £170
per night
View deal
Apartment Boston
Apartment ∙ 7 guests ∙ 3 bedrooms

Family-friendly lovely flat | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
This family-friendly apartment on Meeting House Hill offers a kitchen and space for up to seven guests to unwind together.
from £220
per night
Outstanding(3 ratings)
from £220
per night
View deal
Apartment Boston
Apartment ∙ 6 guests ∙ 3 bedrooms

Fully equipped nice holiday apartment

Boston, Suffolk County, Massachusetts, United States
This apartment at Brook Farm features a fireplace, kitchen, and parking, accommodating up to six guests for a perfect getaway.
from £227
per night
Outstanding(192 ratings)
from £227
per night
View deal
House Boston
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly holiday home | Near Freedom Trail | City view | Good for workation

Boston, Suffolk County, Massachusetts, United States
This family-friendly house in Chinatown accommodates seven guests and features a fireplace and a fully equipped kitchen.
from £400
per night
Outstanding(55 ratings)
from £400
per night
View deal
Apartment Boston
Apartment ∙ 8 guests ∙ 4 bedrooms

Apartment with terrace | City view

Boston, Suffolk County, Massachusetts, United States
This Highland Park apartment features a kitchen and accommodates up to 8 guests, perfect for your next group getaway.
from £552
per night
Excellent(20 ratings)
from £552
per night
View deal
House Boston
House ∙ 16 guests ∙ 8 bedrooms

Family-oriented holiday home with terrace & garden

Boston, Suffolk County, Massachusetts, United States
This house rental in Dudley boasts parking and comfortably accommodates 16 guests for a memorable getaway near Brunswick King.
from £494
per night
Outstanding(9 ratings)
from £494
per night
View deal
Apartment Boston
Apartment ∙ 9 guests ∙ 4 bedrooms

Apartment with BBQ

Boston, Suffolk County, Massachusetts, United States
This apartment in Fields Corner West offers a kitchen, parking, and pet-friendly space for up to 9 guests to relax and unwind.
from £264
per night
Very good(29 ratings)
from £264
per night
View deal
Apartment Boston
Apartment ∙ 4 guests ∙ 2 bedrooms

Beautiful flat | Dogs allowed

Boston, Suffolk County, Massachusetts, United States
This apartment rental on Upper Washington / Spring Street accommodates four and welcomes pets, perfect for your next getaway.
from £127
per night
Excellent(17 ratings)
from £127
per night
View deal
Apartment Boston
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with barbeque, garden & terrace | Nature view | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
This apartment rental on West Street and River Street features a garden, fireplace, and balcony, perfect for a family getaway.
from £155
per night
Very good(76 ratings)
from £155
per night
View deal

Holiday lettings and apartments with air conditioning

Condo  Boston
from £70 per night
Condo ∙ 2 guests ∙ 1 bedroom

Fully equipped charming condo with hot tub | City view | Beach nearby | Perfect for remote work

Boston, Suffolk County, Massachusetts, United States
Air conditioning
View deal
Villa  Boston
from £444 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with terrace, barbecue & garden | City view | Good for workation

5.0
Outstanding(154 ratings)
Boston, Suffolk County, Massachusetts, United States
Air conditioning
View deal
Condo  Boston
from £84 per night
Condo ∙ 2 guests ∙ 1 bedroom

Flat with garden & terrace | Perfect for remote work

4.9
Outstanding(90 ratings)
Boston, Suffolk County, Massachusetts, United States
Air conditioning
View deal
See all offers

Most popular holiday lettings with a fireplace

Apartment  Boston
from £269 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Children-friendly lovely holiday apartment with barbecue & terrace | Good for workation | Pet-friendly

Boston, Suffolk County, Massachusetts, United States
Fireplace
View deal
Apartment  Boston
from £543 per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Flat with terrace | City view

5.0
Outstanding(56 ratings)
Boston, Suffolk County, Massachusetts, United States
Fireplace
View deal
House  Boston
from £289 per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & garden | City view

4.9
Outstanding(130 ratings)
Boston, Suffolk County, Massachusetts, United States
Fireplace
View deal
See all offers

Best holiday homes with a patio or terrace

Condo  Boston
from £262 per night
Condo ∙ 3 guests ∙ 2 bedrooms

Fully equipped condo with terrace & garden | City view | Good for workation

4.8
Outstanding(45 ratings)
Boston, Suffolk County, Massachusetts, United States
Balcony/Patio
View deal
House  Boston
from £300 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented holiday home with barbecue, garden & terrace | Suitable for remote work

4.9
Outstanding(163 ratings)
Boston, Suffolk County, Massachusetts, United States
Balcony/Patio
View deal
House  Boston
from £439 per night
House ∙ 8 guests ∙ 4 bedrooms

House | City view

4.9
Outstanding(230 ratings)
Boston, Suffolk County, Massachusetts, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Holiday Homes in Boston

Find Fantastic yet Cheap Lettings

Apartment Boston
from £177 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Child-friendly holiday apartment

4.7
Excellent(122 ratings)
Boston, Suffolk County, Massachusetts, United States
View deal
House Boston
from £789 per night
House ∙ 12 guests ∙ 5 bedrooms

Charming holiday home | Beach nearby

5.0
Outstanding(2 ratings)
Boston, Suffolk County, Massachusetts, United States
View deal
House Boston
from £308 per night
House ∙ 8 guests ∙ 3 bedrooms

House with 3 rooms for 8 persons

5.0
Outstanding(10 ratings)
Boston, Suffolk County, Massachusetts, United States
View deal

Top-Rated Lettings and Properties in Boston

Book Holiday Letting Offers with the Highest User Rating

Apartment Boston
from £918 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment | Close to Faneuil Hall

4.8
Outstanding(174 ratings)
Boston, Suffolk County, Massachusetts, United States
View deal
Apartment Boston
from £253 per night
Apartment ∙ 13 guests ∙ 3 bedrooms

Fully equipped wonderful flat | Pets allowed

4.7
Excellent(62 ratings)
Boston, Suffolk County, Massachusetts, United States
View deal
Apartment Boston
from £135 per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Holiday apartment with 3 rooms for 7 persons

4.9
Outstanding(47 ratings)
Boston, Suffolk County, Massachusetts, United States
View deal

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Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

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Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Boston

  • WiFi (5,479)
  • Pool (1,286)
  • Kitchen (3,239)
  • Parking (702)
  • TV (5,195)
  • Air conditioning (5,404)
  • Pet-friendly (2,582)
  • No smoking (5,040)
  • Washing machine (3,083)
  • Balcony/patio (1,257)
  • Microwave (2,850)
  • Dishwasher (1,981)

You will have a large selection of holiday lettings from which to choose if you are looking for a letting offering a pool in Boston. Also, more hotel room have pools than any other property type. They are an excellent choice if you go in a group of 7, as that is the number of people they can most often accommodate. Among these rentals, nearly half are located within 2 kilometres of water.

Price and Availability Index for Boston

Click on any bar to see price and availability information

Holiday Letting Price Information in Boston

This graph displays the average prices for the next twelve months in Boston. The most expensive dates to travel to Boston are in July (04/07 – 11/07). Prices drop in April to an average of £524 per night (11/04 – 18/04).

Rental availability information in Boston

Find out the percentage of available rentals & cottages in Boston with the graph above. The week with the highest booking rate in the next 6 months is in February (27/02 – 06/03), when 98% of the holiday lettings are booked. Conversely, it is in July (25/07 – 01/08) that the highest percentage of rentals are available.

Enjoy Historic New England with a Boston Holiday Apartment

New England's largest city, Boston, enjoys a reputation as one of America's most interesting and historical cities. Explore the eclectic SoWa District, the bustling Theatre District and the beautiful Waterfront District as you take in the sights and sounds of the city. Renting your own Boston holiday accommodation is recommended so that you have a comfortable base from which to enjoy this vibrant city.

What are the top sights in Boston?

What to see during your Boston holiday

Fashionistas and people-watchers will enjoy a stroll down Newbury Street, to soak up the atmosphere and take in the stylish boutiques, salons, galleries and street performers. America's oldest park, Boston Common and Public Garden, is another gem that is home to the world's shortest suspension bridge, a selection of memorials, fountains, Swan Boats and over 600 different species of trees.

History buffs should consider the 2.5 mile walking tour called the Freedom Trail, which covers 16 historical sites including Paul Revere's House, the Old State House, Faneuil Hall, and the Old North Church. Fenway Park is an authentic ballpark that offers guided tours. When in Boston, how about a Boston Tea Party re-enactment where actual cannons are fired while chests of tea are tossed overboard?

Where are the unique attractions in Boston?

Excursions around Boston

A day trip to the Boston Harbour Islands State Park, is well worth it. Across its 34 islands and peninsulas, visitors will find lighthouses, a stunning Civil War-era fort, walking trails, tide pools and opportunities for fishing, swimming and camping. The Little Brewster Island, Georges Island, Spectacle Island, Bumpkin Island and Grape Island, are among the most visited. When you've finished, return to the comfort of you Boston holiday home and get ready for the next day's adventures.

What are the must-see attractions in Boston?

Boston means sports, science and scenic hikes

Freedom Trail

Perfect for exploring all the history Downtown Boston has to offer, this 4 km route passes by 16 key sites including the Benjamin Franklin statue and Massachusetts State House.

New England Aquarium

Not only can visitors enjoy the usual aquatic exhibitions here, but you can also take a seasonal trip to whale watch off the coast and spot a variety of breeds including dolphins.

Boston Common

This urban park is popular with visitors looking to escape some of the bustle of city life. In addition to an abundance of greenery, you'll also find memorials and a skating rink.

Fenway Park

As the oldest ballpark in the Major League Baseball, Fenway Park is a must see attraction. Catch a Boston Red Sox game and embrace this classic American sport.

Museum of Science

Situated on the Charles River, this museum has over 700 interactive exhibits and is even home to around 100 rescued animals.

Information about holiday rentals in Boston

🏡 Holiday homes available 5,945 rentals
💳 Discounts available up to 26%
🌙 Nightly prices from £58
⭐ Popular amenities Internet, Pool and Kitchen
🐾 Pet friendly rentals 2,690 properties
🏊 Holiday rentals with pools 1,274 properties

Frequently Asked Questions

What is a common nightly rate for a holiday home in Boston?

Nightly rates for holiday rentals in Boston start from around £58. Whether you're after something simple or more luxurious, there's a wide range available. Check HomeToGo to see current rates and discounts.

How many holiday lettings are available to rent in Boston? And what are the most popular types of holiday lets?

There are 5,945 holiday lettings from 17 providers on offer in Boston. The most popular types of holiday lets in Boston include apartment rentals and house rentals. These properties are perfect for families, couples, or groups looking for a cosy base. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most popular holiday home amenity in Boston?

The most popular amenities among our customers in Boston are Internet, Pool and Kitchen.

Do you offer holiday homes with a swimming pool in Boston?

There are plenty of holiday rentals with a pool in Boston – in fact, 21% of properties have one. Whether you’re travelling with kids or just want a splash, you’re sorted with 1,274 options available. Browse poolside holiday rentals on HomeToGo, starting from around £552.

What is the best time of year to travel to Boston?

Book your Boston holiday in February or July to avoid a washout; these are the months with the least amount of rain.

Can you get deals on holiday lettings in Boston?

You can find fabulous discounts on holiday lets in Boston with the nightly price of a rental beginning at £58 - and HomeToGo has launched plenty of features that mean it's a piece of cake to uncover some outstanding offers. If you don't have set dates for your holiday, you can use HomeToGo's flexible dates technology to scan for lower cost timings and find savings of up to 26%. Furthermore, HomeToGo's 'distance from' filter can help you uncover top quality accommodation offers in lower-price, lesser-known locales which are still near to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start your search as soon as possible to get the benefits of a wide range of offers and top discounts - and do so with confidence by clicking on HomeToGo's 'free cancellation' filter when you search.

What are the advantages of booking a holiday letting in Boston with HomeToGo?

From increased privacy away from the crowds to more space in which to chill out with your family, friends or partner, holiday lets in Boston bring a wide range of benefits. HomeToGo surfaces real reviews from verified visitors, and searching is secure, easy, and stress-free - so with 5,945 lettings from 17 providers in the region, you're bound to uncover the ideal holiday home with all of the amenities to suit you in Boston.

Do you offer holiday accommodation for couples in Boston?

Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Boston perfect for two. Whether you’re after seclusion or a city break, there’s something for every type of trip. Let HomeToGo help you plan your next romantic break.

Can I book a waterfront holiday rental in Boston?

Yes, there are 5571 waterfront holiday lets available in Boston. These spots are perfect for a morning coffee with a view or lazy days by the water. Start your search now on HomeToGo.

Why should I book my holiday rental with HomeToGo?

From seaside cottages to city apartments, HomeToGo has the best holiday rentals out there. With smart filters, tailored recommendations and a Best Price Guarantee, booking is simple and stress-free. Book with confidence and enjoy support every step of the way.

Can I find family-friendly holiday lettings in Boston?

Yes, many holiday homes in Boston are ideal for families, with plenty of space and useful amenities. You’ll find options for every budget and family size. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. Look for rentals with free cancellation to keep things stress-free.

Is it possible to rent a holiday home for a weekend getaway in Boston?

Yes, weekend breaks are easy to plan with flexible holiday rentals in Boston. It’s perfect for a quick break without using too many holiday days. Just enter your dates on HomeToGo and browse weekend-ready options in seconds.

Are there any last-minute holiday rental deals in Boston?

Yes, HomeToGo regularly features last-minute holiday deals in Boston. Perfect for a spur-of-the-moment trip — especially with savings of up to 26%. Check often and book quickly to grab the best offers.

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