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Vacation rentals in Boston

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Travel insights for holiday rentals in Boston

Use these up-to-date, data-driven insights about booking a holiday rental in Boston including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Boston?

The cheapest month to book a vacation rental in Boston is December ($125). Conversely, the most expensive month to stay in Boston is June ($409).

What is the cheapest day to stay in a vacation rental in Boston?

The cheapest day to stay in Boston is Wednesday ($231). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $513.

How far ahead should you book a vacation rental in Boston?

Save money by booking a vacation rental at least 45 days before your trip to Boston. The lowest price found when booking 45 days ahead was $179 per night.
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Cheapest holiday rentals in Boston, Massachusetts

Discover affordable stays in Boston that provide a quality experience without breaking the bank. Hotels in Boston can be found for as low as $164 per night. There is currently one property in Boston that can be booked for this price. Cranmore Mountain Lodge Bed & Breakfast is one of the hotels that can be booked for the lowest price in Boston. Price data was last updated on 30 July 2025
These are the lowest prices we've found on vacation rentals in Boston at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Cranmore Mountain Lodge Bed & Breakfast
Cranmore Mountain Lodge Bed & Breakfast

Cranmore Mountain Lodge Bed & Breakfast

North Conway, NH, United States
2.1 km from city centre
Air conditioning
$164
Avg. per night
View Deal
Starlight Lodge Cape Cod
Starlight Lodge Cape Cod

Starlight Lodge Cape Cod

Dennis, MA, United States
1.3 km from city centre
Air conditioning
$168
Avg. per night
View Deal
The Cambridge Karma House
The Cambridge Karma House

The Cambridge Karma House

Cambridge, MA, United States
0.9 km from city centre
Air conditioning
$254
Avg. per night
View Deal
The Cottages at Nantucket Boat Basin
The Cottages at Nantucket Boat Basin

The Cottages at Nantucket Boat Basin

Nantucket, MA, United States
0.3 km from city centre
Air conditioning
$518
Avg. per night
View Deal

Other accommodations in Boston

Find the perfect holiday rental for your stay in Boston. There are 2,225 hotels in Boston and price data was last updated on 30 July 2025. The average price for a hotel in Boston is $266/night.
The Inn at Longwood Medical
The Inn at Longwood Medical

The Inn at Longwood Medical

342 Longwood Avenue, Boston, MA, United States
4.7 km from city centre
Free Wi-Fi
$260
Avg. per night
View Deal
The Westin Boston Seaport District
The Westin Boston Seaport District

The Westin Boston Seaport District

425 Summer Street, Boston, MA, United States
2.1 km from city centre
Pool
Free Wi-Fi
$274
Avg. per night
View Deal
Doubletree Suites By Hilton Hotel Boston - Cambridge
Doubletree Suites By Hilton Hotel Boston - Cambridge

Doubletree Suites By Hilton Hotel Boston - Cambridge

400 Soldiers Field Road, Boston, MA, United States
4.8 km from city centre
Pool
Free Wi-Fi
$264
Avg. per night
View Deal

Where to stay in Boston

Explore different neighbourhoods and areas within Boston to find the perfect location for your stay. Map data was last updated on 30 July 2025.
Whether you're visiting Boston for leisure or business, utilize the map to find vacation rentals close to your ideal location. You can find more information on a particular vacation rental within the map by clicking on its name.

Facts about staying in Boston

Find useful tips and insights about staying in Boston to help you make the most of your experience. FAQs were last updated on 30 July 2025.

  • How much does a holiday rental in Boston cost?

    The average cost for a holiday rental in Boston is $266/night. A good holiday rental deal in Boston would be for $193/night or less. The cheapest rental deal found recently by our users was $34/night. If you’re flexible with your travel dates, then try to avoid booking August, the most expensive month of the year. Booking July is the cheapest month to book a holiday rental in Boston.

  • What part of Boston is best to stay in?

    Downtown is the best part of Boston to stay in based on our user data. Out of all our users who looked at Boston holiday rentals, 99% of them looked for stays in the Downtown neighbourhood in the last year. The Temple Place Suites 2+3 happens to be the most popular holiday rental in the Downtown neighbourhood of Boston.

  • Are there any Guest house holiday rentals in Boston?

    Yes, there are 12 Guest house holiday rentals in Boston. According to our data, Esjacpe Guest House is currently the most popular Guest house rental in the city.

Find better results for your stay in Boston

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.