
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
2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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
4. Charming Chester Farmhouse near Near VT Slopes
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
6. Fat Sheep Farm & Cabins
Fat Sheep Farm & Cabins
7. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
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
9. Game Room, Fire Pit & Views! Spacious Ludlow Home
Game Room, Fire Pit & Views! Spacious Ludlow Home
10. Cozy Village Condo-Okemo Shuttle
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
12. Lakefront Family Fun Retreat
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!
14. Village Fireplace Shuttle Boot Warmers
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
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
17. 3BR/2BA Near Okemo | Vermont Mountain Getaway
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
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
20. First-floor downtown condo, less than a mile from Okemo Mountain
First-floor downtown condo, less than a mile from Okemo MountainFind holiday rentals that suit your style
Top Springfield Hotel Reviews

Fireside Inn & Suites West Lebanon
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.


































































