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Springfield Holiday Rentals

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Our top choices for Springfield holiday rentals

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 NZ$1,709
includes taxes & fees
11 Nov - 12 Nov
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

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, (175 reviews)
"Very pet friendly & nice country location. Host was responsive & helpful."
United States
Neil S.
The price is NZ$624
includes taxes & fees
18 Nov - 19 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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 NZ$622
includes taxes & fees
12 Nov - 13 Nov
Explore the upper valley from this spacious Claremont Home

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 NZ$658
includes taxes & fees
11 Nov - 12 Nov
Charming Chester Farmhouse near Near VT Slopes

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 NZ$904
includes taxes & fees
17 Nov - 18 Nov
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

6. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 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 NZ$320
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins

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 NZ$686
includes taxes & fees
11 Nov - 12 Nov
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

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 NZ$912
includes taxes & fees
16 Nov - 17 Nov
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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 NZ$1,404
includes taxes & fees
10 Dec - 11 Dec
Game Room, Fire Pit & Views! Spacious Ludlow Home

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 NZ$457
includes taxes & fees
11 Nov - 12 Nov
Cozy Village Condo-Okemo Shuttle

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 NZ$1,043
includes taxes & fees
11 Nov - 12 Nov
3 BR Luxury Condo at Castle Hill - 5 mi to Okemo

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 NZ$714
includes taxes & fees
11 Nov - 12 Nov
Lakefront Family Fun Retreat

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 NZ$752
includes taxes & fees
11 Nov - 12 Nov
Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

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 NZ$762
includes taxes & fees
30 Nov - 1 Dec
Village Fireplace Shuttle Boot Warmers

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 NZ$405
includes taxes & fees
11 Nov - 12 Nov
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

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 NZ$839
includes taxes & fees
18 Nov - 19 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

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

3BR/2BA Near Okemo | Vermont Mountain Getaway
Ludlow
The price is NZ$987
includes taxes & fees
23 Nov - 24 Nov
3BR/2BA Near Okemo | Vermont Mountain Getaway

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 NZ$551
includes taxes & fees
12 Nov - 13 Nov
First-floor downtown studio near dining and gear shops, under a mile to Okemo

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 NZ$1,171
includes taxes & fees
20 Nov - 21 Nov
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

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 NZ$576
includes taxes & fees
23 Nov - 24 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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Top Springfield Hotel Reviews

Find out more about Springfield

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Springfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Springfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Springfield. Seeing all the best attractions is bound to make you fall in love with Springfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Springfield short-term rentals, that won’t be hard to do.

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.