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Our top choices for Springfield cottages

Family Cabin, 2 Bedrooms, Mountain View | View from room
Brook Road Cabin

Cottage in Goshen

Brook Road Cabin
3.5 star property
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
$282 nightly
The price is $306
Dec 23 - Dec 24
Total with taxes and fees
Brook Road Cabin
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Cottage in Walpole

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
$259 nightly
The price is $281
Dec 26 - Dec 27
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior
Terrific 3-bedroom cottage with AC in charming Cavendish

Cottage in Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
$538 nightly
The price is $603
Jan 4 - Jan 5, 2026
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
House (3 Bedrooms) | Interior
Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Cottage in Bondville

Stratton Mtn Ski Chalet w/ Giant Views in Winhall
3.0 star property
$1,177 nightly
The price is $1,295
Jan 9 - Jan 10, 2026
Total with taxes and fees
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
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

On The River Inn

On The River Inn

10/10 Excellent
"Rearaurant staff was top notch. "
Daniel 1-night trip
Posted 10 hours ago
On The River Inn

Find out more about Springfield

Springfield Cottages information

Number of reviews
8
Accommodation
95 Cottages
Lowest Price
$281
Highest Price
$1,295

Frequently asked questions

Why book your cottage in Springfield with Expedia?
Reserving a cottage in Springfield is as simple as clicking on your travel dates and selecting an ideal place for a getaway in the outdoors. From ritzy retreats to low-cost properties and cottages that have amenities like laundry facilities, Expedia has something for all styles and tastes. As for the best deals around? We've have them as well!
How can I find cheap cottages in Springfield?
With Expedia's user-friendly filter tool, comparing cheap cottages in Springfield couldn't be simpler. To find properties that are very pocket friendly, narrow down your search by budget, star rating and amenities.
What is there to do in Springfield near my cottage?
If you'd like to make the most of your time in Springfield, find your way to Wilgus State Park. It's popular among locals and tourists alike.

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