Holiday Homes in Springfield

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Featured Holiday Homes in Springfield

Our top choices for Springfield holiday homes

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (117)
"My husband and I came from Michigan and met family from Massachusetts to run the Covered Bridges Half Marathon! This spot was so perfect—we loved the coffee bar and just enjoyed how comfortable and homey the whole place feels. We would stay here again in a heartbeat!"
Beautifully renovated with fireplace and coffee bar

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.0 out of 10, Very good, (41)
"This place was great for my family and I. It is very close to Okemo and town "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Idyllic Lakefront House Suited Two Families

9.6 out of 10, Exceptional, (165)
"We really enjoyed our stay at the lake house. We had great views of the lake and the kitchen was very well stocked. The beds were comfortable and the house was very clean and nicely decorated. Thank you for the incredible stay and we will be staying again!"
Idyllic Lakefront House Suited Two Families

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (176)
"Gorgeous log home , spacious, cozy , fun and comfortable ."
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (6)
"Lovely rustic and cozy cabin stay"
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (27)
"Had a great stay, cozy log cabin, beds were very comfortable. So nice to have a few garbage bags, paper towels, soaps and toiletries!! Also some coffee filters:) Hot tub was great too! "
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

9.8 out of 10, Exceptional, (126)
"Terrific and comfortable place to stay! Amazing firepit!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

10.0 out of 10, Exceptional, (110)
"Clean and great location!"
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (59)
"We had so much fun between swimming and having a fire . The place is beautiful and private and yet not to far from everything."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

The Green Mountain Chapel // Old Church repositioned into 3 BR

2.0 star property
10.0 out of 10, Exceptional, (18)
"This is a really beautiful place to stay. The kitchen has pretty much very your would need for a stay, and the host leaves little extras for you. Absolutely would stay here again."
The Green Mountain Chapel // Old Church repositioned into 3 BR

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (218)
"Our family of 4 enjoyed our stay at this lakeside cottage. We paddled the lake in the canoe and kayaks and found the home to be a comfortable and relaxing retreat."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Private Home Walk to Okemo Lifts! Hot Tub/Fire Pit

10.0 out of 10, Exceptional, (75)
"We stayed here with two families over Presidents’ Day weekend and had a great time. House was easy and clean, with a fantastic location, and the owner was easy to communicate with, would definitely recommend it. "
Private Home Walk to Okemo Lifts! Hot Tub/Fire Pit

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

10.0 out of 10, Exceptional, (36)
"Our annual trip was great! The house was fantastic and the owners were very friendly and responsive. Would definitely recommend this awesome house!"
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

Happy Place On Lake Sunapee - 10 minutes from the ski resort

9.6 out of 10, Exceptional, (51)
"We LOVED this place! The house was stocked with all of the essentials, including towels and linens. This made traveling there easier. The swimming area was great too!"
Happy Place On Lake Sunapee - 10 minutes from the ski resort

Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

9.8 out of 10, Exceptional, (37)
"Great property, cozy and well maintained!"
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

Beautiful, private log cabin with huge, relaxing screened porch

10.0 out of 10, Exceptional, (39)
"The spot was amazing and everything was exactly what we wanted. "
Beautiful, private log cabin with huge, relaxing screened porch

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (32)
"Perfect house for a few families to gather and have fun. "
Spacious Riverfront Home 7 Minutes to Stratton!

Perfect Woodstock Getaway! Lovely Riverside Home

9.8 out of 10, Exceptional, (8)
"We had a wonderful stay in Woodstock at this beautiful home. Our hosts were great communicators and so helpful with questions. Our dogs and kids loved the fully fenced yard. Made things so relaxing for us all! We would love to return!!"
Perfect Woodstock Getaway! Lovely Riverside Home

Charming Ranch in the Woods | Woodstock Way

10.0 out of 10, Exceptional, (1)
"This was the perfect place to celebrate our 20th wedding anniversary. Woodstock was a place we frequented throughout our dating years and our marriage. This home was close to town but private. It was absolutely beautiful inside and easy to get to. The owners were communicative from the moment we booked and responded promptly with any questions. It was so easy. We were able to go into town, and come back and relax at the house. It was absolutely perfect. It was as advertised as well. There...
Charming Ranch in the Woods | Woodstock Way

Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE

9.8 out of 10, Exceptional, (99)
"Chad’s home was perfect for our family weekend! Very comfortable and amazing proximity to the mountain and down town. Chad was very responsive all weekend long. "
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
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

Find out more about Springfield

Find out more about Springfield

Springfield Holiday Homes information

Number of reviews
1,266
Accommodation
703 Holiday Homes
Lowest Price
Highest Price