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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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Recommended by KAYAK

Best Boston vacation rentals

These are the best prices for 17-18 Oct.
Oasis Guest House - Boston - Bedroom
Oasis Guest House
Back Bay
8.6Very Good(1536)
Homestay
₹ 30,082+
View availability
Newbury Guest House - Boston - Bar
Newbury Guest House
Back Bay
9.1Wonderful(1350)
Homestay
₹ 32,913+
View availability
The College Club of Boston - Boston - Bedroom
The College Club of Boston
Back Bay
8.0Very Good(1)
Homestay
₹ 25,277+
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Amazing Location studio parking - Boston - Outdoor view
Amazing Location studio parking
North End
10Wonderful(14)
Apartment
₹ 26,328+
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Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available! - Cambridge - Bathroom
Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available!
Riverside
8.6Very Good(68)
Apartment
₹ 44,114+
View availability
Beautiful Apartment-5 Beds-Full Kitchen- - Boston - Living room
Beautiful Apartment-5 Beds-Full Kitchen-
West Roxbury
8.7Very Good(91)
Apartment
₹ 17,931+
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Suites At 143 Arlington Street - Boston
Suites At 143 Arlington Street
Bay Village
6.6Okay(130)
Apartment
₹ 19,389+
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2 bedroom Boston condo in Jamaica Plain with parking - Boston
2 bedroom Boston condo in Jamaica Plain with parking
Jamaica Plain
8.8Very Good(10)
Apartment
₹ 32,461+
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Beautiful 3br 3ba Duplex Parking Best Location Boston - Boston
Beautiful 3br 3ba Duplex Parking Best Location Boston
North End
10Wonderful(24)
Apartment
₹ 125,568+
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Charming Harvard Victorian - Cambridge
Charming Harvard Victorian
West Cambridge
8.5Very Good(29)
Apartment
₹ 47,336+
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Symphony Suites by Thatch - Boston
Symphony Suites by Thatch
Fenway–Kenmore
8.6Very Good(21)
Apartment
₹ 36,262+
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Boston Childrens, Beth Israel, Dana F, Brigham - Brookline
Boston Childrens, Beth Israel, Dana F, Brigham
Brookline, MA, United States
8.2Very Good(12)
Apartment
₹ 34,162+
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Harmony Medical Suites Chinatown - Boston
Harmony Medical Suites Chinatown
Chinatown
8.0Very Good(95)
Apartment
₹ 54,281+
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Beautiful 2-Bedroom, 2-Bath Townhouse - Boston
Beautiful 2-Bedroom, 2-Bath Townhouse
Dorchester
8.4Very Good(99)
Apartment
₹ 26,064+
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~30min to Downtown~ The Cosmopolitan - Boston
~30min to Downtown~ The Cosmopolitan
Hyde Park
9.1Wonderful(63)
House
₹ 24,121+
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~pet Friendly 30min To Downtown~ The Bostonian - Milton
~pet Friendly 30min To Downtown~ The Bostonian
Hyde Park
9.1Wonderful(46)
House
₹ 27,391+
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Vacation rentals near Trinity Church

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Oasis Guest House - Boston - Bedroom
Oasis Guest House
1.1 km from Trinity Church, Boston, United States
8.6Very Good(1536)
Homestay
Free Wi-Fi
₹ 30,082+
View availability
Newbury Guest House - Boston - Bar
Newbury Guest House
0.6 km from Trinity Church, Boston, United States
9.1Wonderful(1350)
Homestay
Free Wi-Fi
₹ 32,913+
View availability
The College Club of Boston - Boston - Bedroom
The College Club of Boston
0.4 km from Trinity Church, Boston, United States
8.0Very Good(1)
Homestay
₹ 25,277+
View availability
Booking Insights

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.

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

Friday offers the lowest rates in Boston, with an average nightly price of ₹ 15,464. The highest prices are found on Thursday, with average rates at ₹ 42,453.

How much is a vacation rental in Boston for tonight by property type?

The best deal for a vacation rental in Boston found by KAYAK users in the last 5 days was ₹ 11,100 in a Homestay. Apartment prices start at ₹ 20,791.

How much is a vacation rental in Boston for this weekend by property type?

The best deal for a vacation rental in Boston found by KAYAK users for the upcoming weekend was ₹ 10,545 in a Homestay. Apartments prices start at ₹ 44,583.

How early should you book a vacation rental in Boston?

Book at least 84 days before your stay begins to get the best price for your Boston vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
April
₹ 21,425
₹ 13,935
Cheapest month to stay with an average 62% drop in price.
Most expensive month to stay with an average 98% 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, parking, air-conditioned, airport shuttle, hot tub, pet friendly, and wifi are the most popular holiday rental property amenities in Boston
  • Holiday rentals in Boston are around 479% cheaper than hotels on average. Search here to compare prices for all accommodation types in Boston.
  • The best holiday rental properties in Boston are Beautiful 3br 3ba Duplex Parking Best Location Boston (10.0, 24 reviews), A beautiful 3BR Apartment near Harvard and MIT. (9.8, 31), and Newbury Guest House (9.1, 1,350), based on ratings and reviews from real travellers.
  • West End is the neighbourhood in Boston with the most affordable holiday rental properties (45 properties with an average price of ₹ 13,912 per night). Stay Alfred on Longfellow Place, The Towers at Longfellow by Global Luxury Suites and Stay Alfred On Canal Street are the most popular rental properties in West End.
  • 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 September.
  • The cheapest night for renting a holiday home in Boston is Wednesday. In contrast, the most expensive is Monday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Boston for 9 days.

FAQs when booking a holiday home in Boston

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

    The average price for a weekly Boston holiday rental found by KAYAK users in the last 2 weeks is ₹ 128,052.

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

    The average price for a monthly Boston holiday rental found by KAYAK users in the last 2 weeks is ₹ 548,795.

  • 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, condos, houses, homestays, houseboats and villas.

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

    There are many types of properties available for Boston holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Newbury Guest House and Quarters On Dot By Thatch.

  • 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 ₹ 11,100. Search here for similar prices

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

    In the last 72 hours, users have found Boston holiday rentals for this weekend for as low as ₹ 10,545 per night. Search here for similar prices

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

    Holiday rentals in Back Bay, Downtown and Dorchester 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.

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.

More options for your stay in Boston

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