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Boston holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Boston

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Best Boston vacation rentals

Most recommended vacation rentals in Boston

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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1118)
Free Wi-Fi
Air conditioning
AED 889+
Check availability
Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.7Good(916)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,784+
Check availability
Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
6.5Okay(40)
Free Wi-Fi
Air conditioning
AED 690+
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Quarters On Dot By Thatch - Boston - Outdoor view
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
Air conditioning
AED 650+
Check availability
Global Luxury Suites East Boston - Boston - Lounge
Global Luxury Suites East Boston
East Boston
7.4Good(151)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
AED 1,468+
Check availability
5br 2bh Bright & Spacious Apt In Brighton - Boston - Bedroom
5br 2bh Bright & Spacious Apt In Brighton
Brighton
7.0Good(18)
Free Wi-Fi
Air conditioning
AED 775+
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HomeStay B&B in Boston - 3 locations in Dorchester - Boston
HomeStay B&B in Boston - 3 locations in Dorchester
Dorchester
8.7Very Good(370)
Parking
Free Wi-Fi
Air conditioning
AED 727+
Check availability
Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
AED 551+
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Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.3Good(304)
Free Wi-Fi
Air conditioning
AED 811+
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Bay Village Suites - Boston
Bay Village Suites
Bay Village
6.2Okay(368)
Free Wi-Fi
AED 811+
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4BR 1BH Apt in South Boston near Old Harbor Beach - Boston
4BR 1BH Apt in South Boston near Old Harbor Beach
South Boston
5.9Fair(20)
Free Wi-Fi
Air conditioning
AED 689+
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Boston Monadnock Properties - Boston
Boston Monadnock Properties
Dorchester
8.7Very Good(116)
Free Wi-Fi
Air conditioning
AED 618+
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4BR1BTH South Boston Apt perfect for commutes - Boston
4BR1BTH South Boston Apt perfect for commutes
South Boston
4.7Mediocre(30)
Free Wi-Fi
Air conditioning
AED 754+
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Boston Queen Bedroom - Boston
Boston Queen Bedroom
Dorchester
8.1Very Good(158)
Free Wi-Fi
Air conditioning
AED 616+
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Cozy Up In 5br Apt Near Charming Oak Square - Boston
Cozy Up In 5br Apt Near Charming Oak Square
Brighton
7.5Good(21)
Free Wi-Fi
Air conditioning
AED 649+
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Beautiful Victorian house, Room - Boston
Beautiful Victorian house, Room
Dorchester
8.3Very Good(186)
Free Wi-Fi
Air conditioning
AED 510+
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Vacation rentals near Trinity Church

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Quarters On Dot By Thatch - Boston - Outdoor view
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
Air conditioning
AED 650+
Check availability
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AED 0 - AED 577AED 577 - AED 1,150AED 1,150 - AED 1,723AED 1,723 - AED 2,295AED 2,295+ per night

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KAYAK’s insights for holiday rentals in Boston

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Boston with confidence.

Which month has the cheapest vacation rental rates in Boston?

Vacation rentals are cheapest in Boston in February, with average rates of AED 1,925. In comparison, November is the most expensive month, with prices at AED 3,996.

What is the cheapest day of the week to book a vacation rental in Boston?

Tuesday offers the lowest rates in Boston, with an average nightly price of AED 2,327. The highest prices are found on Friday, with average rates at AED 4,170.

How early should you book a vacation rental in Boston?

Book at least 80 days before your stay begins to get the best price for your Boston vacation rental.
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Good to know

Low season

November

High season

December

Average price (weeknight)

AED 798

Average price (weekend night)

AED 864
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 36% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Boston holiday rental deals

  • When travelling to Boston with the goal of sightseeing, you’ll want to spend time in and around the city centre to be close to nearby sights like Boston Common, New England Aquarium, and the Freedom Trail. You’ll find a variety of Boston holiday rentals in and around these areas like Little Italy Historic Suites H3 in North End, Sonder Hancock Suites Chic Studio near Beacon Hill, or 601 Stay Tonight and Center Of Boston Studio Pet-Friendly Laundry in Downtown Boston.
  • If you’re a fan of the arts and hoping to be close to the Museum of Fine Arts, you’ll want to spend your time in one of the Boston house rentals around Fenway Kenmore like the Sunny Private Room, Longwood, Fenway, Sonder | Pierce Boston | Contemporary 1br + Gym, or the Sonder - Pierce Boston.
  • When travelling cheaply and wanting to find budget-friendly accommodation in Boston, you’ll find places that accommodate this need like Bedrooms near Fenway & Downtown Boston in Jamaica Plan, Comfort INN in My Home 1 of 2 available rooms in Roxbury, and a Room at Saint Mary #1.
  • If you’re travelling with mobility issues and require assistance, there’s no reason this should hamper you. Boston holiday homes with disabled access can be found throughout the city. Hilton Garden Inn Boston/Waltham, Best Western Plus Waltham Boston, and Holiday Inn Express Boston-Waltham are a few options that offer this access.
  • When hiring your vehicle to travel through the city, you’re likely to need accommodation that offers secure parking in the city. Boston holiday rentals such as the Comfy, Cozy And Clean Basement Apt With Parking, Sunny Private Room, Longwood, Fenway, and Global Luxury Suites East Boston all offer 24/7 parking for the length of your stay at no additional cost.
  • Pool, airport shuttle, hot tub, parking, pet friendly, and wifi are the most popular holiday rental property amenities in Boston
  • Holiday rentals in Boston are around 175% cheaper than hotels on average. Search here to compare prices for all accommodation types in Boston.
  • The best holiday rental properties in Boston are New Listing A True Gem In South End , Boston!! (9.3, 32 reviews), Little Pearl (9.2, 54), and The Monty Boston (9.1, 41), based on ratings and reviews from real travellers.
  • Dorchester is the neighbourhood in Boston with the most affordable holiday rental properties (124 properties with an average price of AED 849 per night). HomeStay B&B in Boston - 3 locations in Dorchester, Boston Monadnock Properties and Boston Queen Bedroom are the most popular rental properties in Dorchester.
  • If you’re looking for a cheap holiday rental in Boston, you should consider visiting during the low season. The cheapest holiday homes in Boston can be found in November and October.
  • The cheapest night for renting a holiday home in Boston is Friday. In contrast, the most expensive is Saturday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Boston for 30 days.
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FAQs when booking a holiday home in Boston

  • What types of holiday rentals are available in Boston?

    There are loads of different property types that you can make your holiday home in Boston. You’ll find apartments, boats, cabins, chalets, condos, cottages, farm stays, houses, homestays, houseboats, lodges and villas.

  • Are there any pet-friendly holiday rentals in Boston?

    There are a number of dog and pet-friendly Boston holiday rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a holiday rental in Boston for tonight?

    In the last 72 hours, users have found Boston holiday rentals for tonight for as low as AED 445. Search here for similar prices

  • Which are the most popular neighbourhoods to stay in Boston?

    Holiday rentals in Back Bay, Downtown and South End have the most searches on KAYAK. For more information about Boston's different neighbourhoods, check out our Boston's City Guide.

  • How can I find holiday rentals near me in Boston?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • What accommodations are recommended in Boston if I travel with my pet?

    Travelling with your pets is becoming more and more popular with travellers across the globe and travelling to Boston is no different. You’ll find a variety of options that cater to you and your furry friends such as Boston Homestel, Copley House, and Ramada by Wyndham Boston.

  • Where should I stay if I’m looking for luxury?

    Many visitors consider Back Bay/Copley to be one of the most beautiful and upscale neighbourhoods in Boston that includes Copley Square, as well as a variety of shops on Newbury and Boylston Streets. You’ll have access to several Boston holiday rentals in this area that include places like Oasis Guest House, Charlesmark Hotel, The College Club of Boston, and Loews Boston Hotel.

  • What area should I stay in if I’m interested in history?

    Boston’s North End neighbourhood is one of the oldest neighbourhoods in the city and commonly referred to as “Little Italy” due to the settlement of Italian immigrants in the 19th century. You’ll have access to a couple of holiday rentals in the North End like Battery Wharf Hotel, Boston Waterfront, Bricco Suites, Little Italy Historic Suites H3, or Boston Yacht Haven Inn & Marina.

  • Can I find Boston rentals close to fitness facilities?

    Keeping up with a fitness routine while on holiday is more often than not a difficult task. There are a variety of Boston holiday homes like Avid Hotels Boston Logan Airport – Revere, The Sanctuary (Room 3) At The Perthshire House, and Yotel Boston located throughout the city that offers access to a fitness facility at no extra cost.

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Where to stay in Boston?

Our map will help you find the perfect place to stay in Boston by showing you the exact location of each holiday rental.

What Boston holiday rental guests are talking about

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Holiday rentals by topic

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Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean! - Boston
Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean!
West Roxbury
8.6Very Good(79)
Parking
AED 719+
Check availability

Popular topics

Everything you need to know for your stay in Boston

Hotels near airports in Boston

Hotels near Boston Logan Intl Airport

Boston holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Boston. Find cheap holiday homes to rent in Boston. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Boston that suits you best.

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