Boston Holiday Rentals

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Holiday Rentals in Boston

Cumberland House - A Cozy Historical Stay
Dining

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay
Entire Place to Miami Gallery #41
Private kitchen

Entire Place to Miami Gallery #41

3.5 star property
6.0 out of 10, (3)
"I did not like that I was told on the day of arrival that I would be sharing a two bedroom one bath with another tenant. All my information, including my receipt , stated I was renting the entire property. When I called to get the lock box code I was told I was sharing the unit. I had booked this reservation a year in advance and there was no communication that it was a shared unit. I had the unit booked for graduation weekend and there was no other reservations available in the area. "
Entire Place to Miami Gallery #41
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Private kitchen

Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!

3.0 star property
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Boston you may be interested in

Comfort Suites
Exterior

Comfort Suites

2.5 star property
9.4 out of 10, Exceptional, (375)
"The decor was a bit different and excellent - much different from the usual. The breakfast was outstanding with a great variety of excelent choices."
The price is S$135
includes taxes & fees
8 Dec - 9 Dec
Comfort Suites
Baymont by Wyndham Richmond I-70
Lobby

Baymont by Wyndham Richmond I-70

2.5 star property
8.0 out of 10, Very good, (1032)
"Ver friendly and helpful staff. Enjoyed Richard's breakfast."
The price is S$98
includes taxes & fees
22 Dec - 23 Dec
Baymont by Wyndham Richmond I-70
Quality Inn and Conference Center
Desk, blackout curtains, soundproofing, iron/ironing board

Quality Inn and Conference Center

2.5 star property
7.0 out of 10, Good, (1001)
"Clean"
The price is S$69
includes taxes & fees
22 Dec - 23 Dec
Quality Inn and Conference Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

Are there holiday rentals in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Warm Glow Candle Company, or get out into nature at a spot like Whitewater Memorial State Park. Earlham College and Wayne County Fairgrounds are a couple of places you'll find in the wider area.

What are holiday rentals like in Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.