Springfield Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Springfield holiday rentals

Living room
Brook Road Cabin

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
Brook Road Cabin
Interior
Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Stratton Mtn Ski Chalet w/ Giant Views in Winhall
3.0 star property
Bondville
The price is S$1,719
includes taxes & fees
9 Jan - 10 Jan, 2026
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
In-room dining
Brook Road Condo

Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is S$386
includes taxes & fees
21 Dec - 22 Dec
Brook Road Condo
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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Top Springfield Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Luxurious and friendly resort! Loved it"
Elizabeth 1-night trip
Posted 2 days ago
Woodstock Inn & Resort

Frequently asked questions

Are there holiday rentals in Springfield?

Yes, there are holiday rentals close to the most popular sights in Springfield, or you can select a more secluded option if you're looking for a relaxing stay. The ski slopes and restaurants are several reasons why visitors like Springfield. Make sure you have time to check out the local tours and festivals during your trip.

How many holiday rentals are there in Springfield?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Springfield stay.

What can I see and do in Springfield?

Connecticut River and Skitchewaug State Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Eureka Schoolhouse and Baltimore Covered Bridge.

What are holiday rentals like in Springfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Springfield. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.