Springfield Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Springfield holiday rentals

A two-story house with a deck, surrounded by dense forest.

1. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is HK$4,229
HK$7,513 total
includes taxes & fees
20 Nov - 21 Nov
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A red house with a covered porch and a chimney.

2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (176 reviews)
"Very pet friendly & nice country location. Host was responsive & helpful."
United States
Neil S.
The price is HK$1,334
HK$2,917 total
includes taxes & fees
16 Nov - 17 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A staircase with wooden steps and white railings, leading to an upper floor.

3. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
10.0 out of 10, Exceptional, (1 review)
"Nice place."
United States
Michael R.
The price is HK$2,353
HK$2,749 total
includes taxes & fees
14 Nov - 15 Nov
Explore the upper valley from this spacious Claremont Home
Dining

4. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is HK$1,475
HK$2,961 total
includes taxes & fees
22 Nov - 23 Nov
Charming Chester Farmhouse near Near VT Slopes
A covered porch with wicker furniture, a table, and chairs.

5. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
Cavendish
10.0 out of 10, Exceptional, (4 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is HK$1,765
HK$4,499 total
includes taxes & fees
14 Nov - 15 Nov
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

6. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (17 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is HK$883
HK$1,390 total
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins
A cabin interior with a wooden staircase, a kitchen with modern appliances, and large windows offering a forest view.

7. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (59 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is HK$1,561
HK$3,185 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

8. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (26 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is HK$2,353
HK$4,042 total
includes taxes & fees
18 Nov - 19 Nov
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A spacious living room with a high ceiling, wooden beams, a fireplace, and large windows.

9. Game Room, Fire Pit & Views! Spacious Ludlow Home

Game Room, Fire Pit & Views! Spacious Ludlow Home
3.0 star property
Ludlow
The price is HK$2,283
HK$6,206 total
includes taxes & fees
15 Nov - 16 Nov
Game Room, Fire Pit & Views! Spacious Ludlow Home
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

10. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"simple, sweet, CLEAN and easy"
United States
walter s.
The price is HK$659
HK$1,959 total
includes taxes & fees
13 Nov - 14 Nov
Cozy Village Condo-Okemo Shuttle
A residential property with a swimming pool, a covered patio, and a detached garage.

11. 3 BR Luxury Condo at Castle Hill - 5 mi to Okemo

3 BR Luxury Condo at Castle Hill - 5 mi to Okemo
Cavendish
The price is HK$2,229
HK$4,390 total
includes taxes & fees
13 Nov - 14 Nov
3 BR Luxury Condo at Castle Hill - 5 mi to Okemo
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

12. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Had a lot here to use and The place was very cute. It’s good if you have small kids they have a lot for that sort of thing. Very clean as well"
United States
sean c.
The price is HK$1,016
HK$3,171 total
includes taxes & fees
30 Nov - 1 Dec
Lakefront Family Fun Retreat
A cozy cabin interior with a wooden ceiling, a sofa, a red armchair, a small table with magazines, and a window with curtains.

13. Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
Andover
10.0 out of 10, Exceptional, (7 reviews)
"The cabin was lovely. Great location . Nicely equipped. "
United States
Betsy S.
The price is HK$1,694
HK$3,225 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

14. Village Fireplace Shuttle Boot Warmers

Village Fireplace Shuttle Boot Warmers
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is HK$1,436
HK$3,288 total
includes taxes & fees
30 Nov - 1 Dec
Village Fireplace Shuttle Boot Warmers
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

15. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is HK$602
HK$1,951 total
includes taxes & fees
15 Nov - 16 Nov
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

16. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is HK$1,804
HK$3,849 total
includes taxes & fees
2 Dec - 3 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A living room with a sofa, a coffee table, and a wooden side table. There are two windows with blue frames and a painting on the wall.

17. 3BR/2BA Near Okemo | Vermont Mountain Getaway

3BR/2BA Near Okemo | Vermont Mountain Getaway
Ludlow
The price is HK$1,469
HK$4,647 total
includes taxes & fees
18 Nov - 19 Nov
3BR/2BA Near Okemo | Vermont Mountain Getaway
A golf course with a winding path, trees, and a hilly landscape.

18. First-floor downtown studio near dining and gear shops, under a mile to Okemo

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is HK$879
HK$2,369 total
includes taxes & fees
15 Nov - 16 Nov
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

19. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is HK$2,197
HK$5,052 total
includes taxes & fees
19 Nov - 20 Nov
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A two-story house with a covered porch, a staircase, and a front door with a wreath.

20. First-floor downtown condo, less than a mile from Okemo Mountain

First-floor downtown condo, less than a mile from Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
The price is HK$1,157
HK$2,504 total
includes taxes & fees
15 Nov - 16 Nov
First-floor downtown condo, less than a mile from Okemo Mountain
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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Find out more about Springfield

Search for holiday rentals in Springfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Springfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Springfield!

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.

What are some of the best holiday rentals that Springfield has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Springfield is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Springfield?

With 10 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 Wilgus State Park and Muckross State Park.

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.