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Boston vacation rentals

KAYAK searches hundreds of travel sites at once for vacation 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(1121)
Free Wi-Fi
C$ 328+
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Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.7Good(920)
Free Wi-Fi
Pet friendly
C$ 677+
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Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
6.6Okay(41)
Free Wi-Fi
C$ 257+
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Global Luxury Suites East Boston - Boston - Lounge
Global Luxury Suites East Boston
East Boston
7.4Good(152)
Free Wi-Fi
Pool
Pet friendly
C$ 547+
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5br 2bh Bright & Spacious Apt In Brighton - Boston - Bedroom
5br 2bh Bright & Spacious Apt In Brighton
Brighton
7.2Good(19)
Free Wi-Fi
C$ 307+
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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(375)
Parking
Free Wi-Fi
C$ 271+
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Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
C$ 208+
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Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.3Good(304)
Free Wi-Fi
C$ 305+
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Bay Village Suites - Boston
Bay Village Suites
Bay Village
6.2Okay(368)
Free Wi-Fi
C$ 303+
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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
C$ 260+
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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
C$ 248+
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Boston Monadnock Properties - Boston
Boston Monadnock Properties
Dorchester
8.7Very good(120)
Free Wi-Fi
C$ 235+
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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
C$ 278+
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Boston Queen Bedroom - Boston
Boston Queen Bedroom
Dorchester
8.1Very good(158)
Free Wi-Fi
C$ 232+
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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
C$ 244+
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Beautiful Victorian house, Room - Boston
Beautiful Victorian house, Room
Dorchester
8.3Very good(186)
Free Wi-Fi
C$ 192+
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Vacation rentals near Trinity Church

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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
C$ 248+
Check availability
Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1121)
Free Wi-Fi
C$ 328+
Check availability
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KAYAK’s insights for vacation 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 January, with average rates of C$ 55. In comparison, July is the most expensive month, with prices at C$ 468.

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

Wednesday offers the lowest rates in Boston, with an average nightly price of C$ 177. The highest prices are found on Monday, with average rates at C$ 370.

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

January

High season

July

Average price (weeknight)

C$ 212

Average price (weekend night)

C$ 204
Cheapest month to stay with an average 83% drop in price.
Most expensive month to stay with an average 46% 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

  • If you’re traveling to Boston on business, consider staying at West End Corporate Lux in Boston. This fine Boston vacation rental is close to public transportation such as North Station, making it convenient for you to get around the city. There are local bars and restaurants close by, such as The Fours, Finch, and McGinn’s Irish Pub, where you can enjoy the local cuisines.
  • If you wish to travel with your furry friend to Boston, consider staying at Evonify-Corporate, Theatre-District. This Boston vacation rental welcomes pets on request, but charges may apply. It also sits near Park Square, where you can take your pet for a walk while you spend some time together.
  • For those who enjoy spending some time in the pool, consider staying at The Westin Boston Seaport District. This Boston vacation rental has a heated pool where guests can relax and sip on drinks from the bar, and there is always a lifeguard stationed to ensure the safety of the guests by the pool.
  • Are you visiting Boston to explore its famous attractions? Consider staying at Prime Boston Corporate Exclusive Apts. With a stay at this establishment, you’ll be close to attractions such as Boston Massacre Site, Orpheum Theatre, and Benjamin Franklin Statue.
  • Consider staying at North East Downtown Boston Rentals for those traveling with family and looking to have a fun-packed family vacation in Boston. This Boston house rental is close to Richmond & North Streets Park, ideal for picnics and some family fun. The establishment also has a family room with cable television for you and your family to enjoy during your stay.
  • Pool, hot tub, airport shuttle, parking, pet friendly, and wifi are the most popular vacation rental property amenities in Boston
  • Vacation rentals in Boston are around 7% more expensive than hotels on average. Search here to compare prices for all accommodation types in Boston.
  • The best vacation rental properties in Boston are New Listing A True Gem In South End , Boston!! (9.3, 32 reviews), ~30min To Downtown~ The Cosmopolitan (9.2, 57), and Little Pearl (9.2, 54), based on ratings and reviews from real travelers.
  • Dorchester is the neighborhood in Boston with the most affordable vacation rental properties (127 properties with an average price of C$ 337 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 vacation rental in Boston, you should consider visiting during the low season. The cheapest vacation homes in Boston can be found in January and November.
  • The cheapest night for renting a vacation home in Boston is Wednesday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Boston for 3 days.
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FAQs when booking a vacation home in Boston

  • What types of vacation rentals are available in Boston?

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

  • What are some of the most-loved vacation rentals available in Boston?

    There are many types of properties available for Boston vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are 182 Heath st and Quarters On Dot By Thatch.

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

    There are a number of dog and pet-friendly Boston vacation rentals, with around 14% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Boston vacation rentals for tonight for as low as C$ 168. Search here for similar prices

  • How much is a vacation rental in Boston for this weekend?

    In the last 72 hours, users have found Boston vacation rentals for this weekend for as low as C$ 177 per night. Search here for similar prices

  • What are the most popular Boston neighborhoods to book a vacation rental in?

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

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

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

  • Which Boston vacation rental has a fitness center?

    If you enjoy exercising and physical fitness, consider staying at West End Corporate Lux in Boston. This Boston house rental has a well-equipped fitness center with amenities such as exercise bikes and treadmills that are at your disposal. There is also a personal trainer present to assist beginners and pros in the gym.

  • Which Boston house rental is in a quiet area?

    For those looking for a Boston vacation rental in a tranquil neighborhood, consider booking a stay at Evolve East Boston. This establishment is in East Boston in a quiet neighborhood away from the city center. It is convenient for those looking for peace and quiet to relax and enjoy some alone time. This house rental also provides a patio where you can take in Boston sunsets and a beautiful view of the pier.

  • Which Boston vacation rental is close to dining options?

    Consider staying at Sonder-Pierce Boston if you are looking to dig into the Boston local cuisine scene. This Boston vacation rental is conveniently close to most of the city’s restaurants, such as Sweet Cheeks Q, Blackbird Doughnuts, Citizen Public, D’Angelo, and Chipotle, making it easy to access the different dining options.

  • Which vacation rentals are close to shopping centers?

    If you are looking to have a wild shopping experience, consider staying at North East Downtown Boston Rentals. This house rental sits near shopping centers such as Paul Revere Mall, Bob’s Grocery Store, and Faneuil Hall Marketplace. These markets are only a short distance from the vacation rental, and you will get a chance to purchase as many souvenirs as you wish.

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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 vacation rental.

What Boston vacation rental guests are talking about

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Vacation 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(82)
Parking
C$ 270+
Check availability

Popular topics

Everything you need to know for your stay in Boston

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

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