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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Cottages in Springfield and around

Woodstock Village Carriage House
Set amidst lush greenery, this traditional building offers a serene and retreat with a gabled roof and symmetrical facade.

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (92)
"We loved the carriage house and its proximity to the town of Woodstock. Perfect to come home at the end of the day. Would definitely recommend to anyone visiting Woodstock! "
Woodstock Village Carriage House
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!
Surrounded by a lush forest, this cabin features a covered porch and a second level with stairs.

Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

10.0 out of 10, Exceptional, (20)
"Clean cute cabin close to ski area well equipped with good living space. "
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Relax in the cottage's outdoor seating area, featuring a wicker chair, cushioned bench, and small table.

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (12)
"We started 2 nights while skiing at Okemo. It was a nice warm cozy spot to relax at the end of the day. Loved that it's a historic stone structure as well. Not to mention the covered bridge that you drive through on the way! "
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Escape to a secluded cabin surrounded by tall trees, featuring a cozy porch and outdoor speakers for a peaceful retreat.

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.6 out of 10, Exceptional, (14)
"We loved the house and especially the location. The views are beautiful and the proximity to town, the mountain and parks make it a fantastic spot to stay."
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, toaster, microwave, and stove with digital controls.

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Cozy Crescent Cottage
Relax on the outdoor deck with a comfortable Adirondack chair and lounge chair.

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (29)
"Cozy, full of character and calming. We look forward to returning."
Cozy Crescent Cottage
Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee
Outdoor dining

Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee

Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee
Brook Road Cabin
Situated in a wooded area, this cabin features a single-story structure with a sloped roof and a cozy front porch.

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. 😊"
Brook Road Cabin
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Enjoy cooking in this well-equipped kitchen with an oven, range hood, and stainless steel sink.

Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

10.0 out of 10, Exceptional, (2)
"We had the BEST time on our short little getaway to the Vermont mountains! We are very familiar with the area but this was our first VRBO. We didn’t really know what to expect but Lizzie’s place was absolutely perfect for our family of 5 (kids ages 2,5 and 7.) The space was cleaner than clean (which is a big deal to us) and updated. It is such a cute and happy little place and we didn’t want to leave. The kids loved the bunk beds, and the rooms couldn’t have been more comfortable and well...
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Relax in this inviting living room with a checkered armchair, sofa, and dining table.

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is €239
includes taxes & fees
16 Jul - 17 Jul
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Cozy Historic Hilltop Cottage with Mount Ascutney View
Set amidst a serene wooded area, this charming home features a traditional gabled roof and a central chimney.

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.8 out of 10, Exceptional, (77)
"Had a great stay at the old school house. Location was perfect for what we needed. Place was super clean and well appointed. Would love to come back again."
Cozy Historic Hilltop Cottage with Mount Ascutney View
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Enjoy cooking in this kitchen with a window view of lush greenery.

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Vermont Country Cottage (Near Village)
Cozy home with a small porch, white picket fence, and a well-manicured lawn.

Vermont Country Cottage (Near Village)

9.4 out of 10, Exceptional, (11)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
House (3 Bedrooms) | Interior

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place "
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Pet-friendly Claremont Vacation Rental!
Relax on the deck with a hammock and comfortable seating.

Pet-friendly Claremont Vacation Rental!

3.0 star property
Pet-friendly Claremont Vacation Rental!
Historic New Hampshire Home: 1 Mi to Boat Launch
Enjoy a peaceful retreat with a porch and two outdoor seating areas.

Historic New Hampshire Home: 1 Mi to Boat Launch

3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Londonderry Chalet w/ Deck, Fire Pit & Views!
Cozy cabin-style room with a high ceiling, wooden beams, and a fireplace, offering a comfortable seating area and loft space.

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!
Private Sunapee Getaway: 2 Mi to Ledge Pond!
Cozy cabin interior with a dining area, seating area, and fireplace.

Private Sunapee Getaway: 2 Mi to Ledge Pond!

3.0 star property
Private Sunapee Getaway: 2 Mi to Ledge Pond!
18 Mi to Skiing: Colorful Home in Springfield!
House (3 Bedrooms) | Interior

18 Mi to Skiing: Colorful Home in Springfield!

3.0 star property
18 Mi to Skiing: Colorful Home in Springfield!
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
House (6 Bedrooms) | Interior

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
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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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.