A town square with historic buildings, a crosswalk, and a street lined with parked cars.

Springfield Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Springfield holiday rentals

Exterior

1. 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, (170 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is HK$1,334
HK$2,909 total
includes taxes & fees
19 Aug - 20 Aug
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Interior

2. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 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$1,766
HK$4,737 total
includes taxes & fees
26 Aug - 27 Aug
Terrific 3-bedroom cottage with AC in charming Cavendish
Interior

3. Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (48 reviews)
"We had a fantastic stay! Can’t wait to return for a summer or fall trip. Cabin was wonderful, clean and full of amenities. It is a plus having access to laundry services."
United States
John H.
The price is HK$1,483
HK$2,989 total
includes taxes & fees
16 Aug - 17 Aug
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
The price is HK$1,640
HK$3,357 total
includes taxes & fees
25 Aug - 26 Aug
Charming Chester Farmhouse near Near VT Slopes
Smart TV, fireplace, books

5. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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$1,624
HK$3,224 total
includes taxes & fees
13 Sept - 14 Sept
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Property grounds

6. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
United States
serena m.
The price is HK$585
HK$2,080 total
includes taxes & fees
26 Aug - 27 Aug
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Exterior

7. Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is HK$4,230
HK$7,928 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Vermont Cabin · Mountain Views · Near Okemo
Interior

8. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is HK$2,032
HK$3,291 total
includes taxes & fees
12 Sept - 13 Sept
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Outdoor pool, a heated pool

9. 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, (23 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$2,354
HK$4,245 total
includes taxes & fees
14 Aug - 15 Aug
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Exterior

10. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
The price is HK$1,525
HK$2,090 total
includes taxes & fees
1 Sept - 2 Sept
Fat Sheep Farm & Cabins
Exterior

11. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is HK$824
HK$2,121 total
includes taxes & fees
26 Aug - 27 Aug
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Terrace/patio

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

Okemo's Back Room - in the heart of the village on the shuttle route!
Ludlow
9.6 out of 10, Exceptional, (16 reviews)
"Cool building, right on main street. Building is undergoing renovation on back porches so some construction material and disruption. The kitchen was not well equiped and needs an update. However, the space is really cool, very open, big bedrooms, decent bedding. Shower is a little small but nice. Good value"
United States
jonathan w.
The price is HK$1,271
HK$3,166 total
includes taxes & fees
20 Aug - 21 Aug
Okemo's Back Room - in the heart of the village on the shuttle route!
Exterior

13. Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Small but well organized and super convenient!"
United States
Mikhail R.
The price is HK$783
HK$1,864 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Exterior

14. Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
West Windsor
10.0 out of 10, Exceptional, (3 reviews)
"It was really great"
United States
Christopher W.
The price is HK$1,924
HK$3,947 total
includes taxes & fees
17 Aug - 18 Aug
Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
Property grounds

15. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is HK$1,146
HK$3,516 total
includes taxes & fees
1 Sept - 2 Sept
Lakefront Family Fun Retreat
Exterior

16. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Ludlow
9.8 out of 10, Exceptional, (16 reviews)
"Great stay, house is clean and has everything you’de ever need. Perfect location to explore the ludlow area. Thanks Bob, we enjoyed ourselves "
United States
Tyler
The price is HK$1,059
HK$2,022 total
includes taxes & fees
26 Aug - 27 Aug
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Property grounds

17. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
8.0 out of 10, Very good, (3 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
The price is HK$1,624
HK$3,467 total
includes taxes & fees
19 Aug - 20 Aug
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Outdoor dining

18. Okemo | Studio Condo + Loft | Near Slopes + Pool

Okemo | Studio Condo + Loft | Near Slopes + Pool
Jackson Gore Base Area
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
The price is HK$1,663
HK$2,126 total
includes taxes & fees
25 Aug - 26 Aug
Okemo | Studio Condo + Loft | Near Slopes + Pool
Interior

19. Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is HK$1,469
HK$2,568 total
includes taxes & fees
17 Aug - 18 Aug
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
TV, fireplace, table football, stereo

20. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is HK$1,419
HK$3,197 total
includes taxes & fees
16 Aug - 17 Aug
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
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

Claremont Motor Lodge

Claremont Motor Lodge

8/10 Good
"The Motel is clean and an easy spot to stop and rest on your travels. It has a coffee maker, small frig, iron, and all the small things that you might want/need. The beds were ok. One of our beds creaked. There were plenty of pillows. The residence have a wonderful vegetable garden in the back that was fun to look at. It is a motel. While it is clean, the bathroom was very dated and the sink was extremely low - usable but very low. It met our needs for an overnight on our travels."
Shari 1-night trip
Posted less than an hour ago
Claremont Motor Lodge

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:

  • View our selection of featured holiday rentals in Springfield
  • Use the map to find apartments and other holiday homes in the Springfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Springfield while they last

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?

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock: This holiday home rental outside of Springfield is located on a river, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Baltimore Covered Bridge 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.