Holiday Homes in Springfield

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Featured Holiday Homes in Springfield and around

Our top choices for Springfield holiday homes

Sleep Woodstock - 2 Double Beds - Dog Friendly

10.0 out of 10, Exceptional, (1)
"The property is exactly as represented. It’s super clean. Comfortable beds. Bathrooms are updated and nice. It’s right across from a beautiful river and close proximity to quaint downtown Woodstock or nearby Killington. Felt safe and homey. Great communication from property owner. Would recommend! "
Sleep Woodstock - 2 Double Beds - Dog Friendly

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is €300
includes taxes & fees
25 Aug - 26 Aug
Family Friendly Hilltop House In Putney Vermont

Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee

9.8 out of 10, Exceptional, (6)
"The property was very clean. I would stay here again."
The price is €194
includes taxes & fees
22 Sept - 23 Sept
Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

2.0 star property
10.0 out of 10, Exceptional, (13)
"Great place, great host, great location!"
The price is €451
includes taxes & fees
16 Sept - 17 Sept
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
The price is €138
includes taxes & fees
1 Sept - 2 Sept
Whimsical Room & Private Bathroom in Historic Inn

Okemo's Back Room - in the heart of the village on the shuttle route!

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
Okemo's Back Room - in the heart of the village on the shuttle route!

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is €399
includes taxes & fees
25 Aug - 26 Aug
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Lake Front Family Friendly Escape

10.0 out of 10, Exceptional, (3)
"What an amazing place! Very serene, clean and big enough for my family of 5. The hosts thought of everything to make our stay comfortable and memorable. Tough to beat the location! We will absolutely return!"
The price is €371
includes taxes & fees
8 Sept - 9 Sept
Lake Front Family Friendly Escape

The Mountain Escape!

9.8 out of 10, Exceptional, (18)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is €500
includes taxes & fees
1 Sept - 2 Sept
The Mountain Escape!

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!

9.8 out of 10, Exceptional, (26)
"Amazing stay. Perfect weekend friend getaway"
The price is €500
includes taxes & fees
11 Sept - 12 Sept
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!

Studio Suite #3 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee

10.0 out of 10, Exceptional, (4)
"Beautiful views"
Studio Suite #3 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
The price is €437
includes taxes & fees
25 Aug - 26 Aug
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!

10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
The price is €307
includes taxes & fees
5 Sept - 6 Sept
The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!

Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!

9.8 out of 10, Exceptional, (7)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is €281
includes taxes & fees
5 Sept - 6 Sept
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!

Chic Farmhouse Decor | Deck w/View

10.0 out of 10, Exceptional, (51)
"Great cabin about 2 minutes from Mt. Sunapee resort and state park, as well as several lake towns. Beds are extra comfortable and the kitchen has everything we needed. "
The price is €414
includes taxes & fees
17 Sept - 18 Sept
Chic Farmhouse Decor | Deck w/View

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8.0 out of 10, Very good, (2)
"Great place for a ski weekend"
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

The Bridgewater House | Game Room | Hiking | Porch

9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
The Bridgewater House | Game Room | Hiking | Porch

"Big Sky" Retreat Atop Sunapee / Ski + Lake Life

10.0 out of 10, Exceptional, (6)
"We had the most amazing stay at Leah and Chris’s beautiful home! From the moment we arrived, we were blown away by how clean, spacious, and thoughtfully stocked the house was—it truly had everything we could possibly need and more.Our group of 12 (including young kids and dogs!) had tons of space to spread out comfortably, and every single bed was super cozy. The huge yard was perfect for lawn games, which were conveniently provided, and we spent hours outside enjoying the privacy and peaceful...
The price is €986
includes taxes & fees
16 Sept - 17 Sept
"Big Sky" Retreat Atop Sunapee / Ski + Lake Life

Main Street Retreat 4-bedroom w Hot Tub, Walk to Beach, Harbor & Restaurants

10.0 out of 10, Exceptional, (2)
"Great location. Fun weekend. House nicely maintained and supplied. "
Main Street Retreat 4-bedroom w Hot Tub, Walk to Beach, Harbor & Restaurants
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