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

Springfield Vacation Rentals

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Springfield vacation rentals

1. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
$343 nightly
The price is $372
Aug 24 - Aug 25
Total with taxes and fees
Explore the upper valley from this spacious Claremont Home

2. Bridgewater Living - Long Trail Suite

Bridgewater Living - Long Trail Suite
Bridgewater
$206 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
Bridgewater Living - Long Trail Suite

3. Sunapee Ski & Lake 3bd 2bath family friendly private patio hot tub 1 min to Mtn

Sunapee Ski & Lake 3bd 2bath family friendly private patio hot tub 1 min to Mtn
Newbury
$914 nightly
The price is $992
Aug 24 - Aug 25
Total with taxes and fees
Sunapee Ski & Lake 3bd 2bath family friendly private patio hot tub 1 min to Mtn

4. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
$207 nightly
The price is $232
Aug 24 - Aug 25
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite

5. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
$206 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
Bridgewater Living - Ski VT Suite
A two-story house with a deck, surrounded by dense forest.

6. 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, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
$902 nightly
The price is $1,010
Aug 30 - Aug 31
Total with taxes and fees
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A red house with a covered porch and a chimney.

7. 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.
$330 nightly
The price is $370
Aug 24 - Aug 25
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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, (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.
$486 nightly
The price is $544
Aug 24 - Aug 25
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

9. 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.
$382 nightly
The price is $428
Aug 25 - Aug 26
Total with taxes and fees
Charming Chester Farmhouse near Near VT Slopes
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

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
$286 nightly
The price is $312
Sep 7 - Sep 8
Total with taxes and fees
Fat Sheep Farm & Cabins
A covered porch with wicker furniture, a table, and chairs.

11. 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.
$543 nightly
The price is $608
Aug 26 - Aug 27
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
A wooden cabin interior with a dining table set for two, a sofa, and a window overlooking a forest.

12. 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, (26 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
$371 nightly
The price is $400
Aug 26 - Aug 27
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

13. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
$291 nightly
The price is $315
Aug 30 - Aug 31
Total with taxes and fees
Brook Road Cabin
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with skylights.

14. Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Okemo Village
10.0 out of 10, Exceptional, (64 reviews)
"The host is extremely friendly and accommodating! The place is large and didn’t feel cramped with two adults and five male teenagers! Perfect in every way, clean, well stocked, and easy access to the slopes!"
United States
Nina
$743 nightly
The price is $840
Aug 24 - Aug 25
Total with taxes and fees
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

15. 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.
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
A rustic interior with a wooden staircase, a kitchen area, and a seating area with a sofa and table.

16. The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
$662 nightly
The price is $768
Aug 24 - Aug 25
Total with taxes and fees
The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

17. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (18 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
$529 nightly
The price is $598
Aug 24 - Aug 25
Total with taxes and fees
New Ludlow Village Home with Stunning Okemo Mountain View
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

18. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
$640 nightly
The price is $694
Sep 4 - Sep 5
Total with taxes and fees
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

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, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
$577 nightly
The price is $646
Aug 24 - Aug 25
Total with taxes and fees
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A spacious living area with a fireplace, a dining area, and a kitchen.

20. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
$1,771 nightly
The price is $1,948
Aug 24 - Aug 25
Total with taxes and fees
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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

White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"Room was satisfactory, was clean, lobby looked nice, staff was mostly friendly except when I decided to stay another night the male clerk seemed frustrated, stating I did not get the same room when I booked it on experian so he had to make some adjustments however I did book the same room. Breakfast was simple, eggs seemed to be powdered so I didn’t get any. There was plenty of parking and was a peaceful stay."
Susan 1-night trip
Posted less than an hour ago
White River Inn and Suites

Find out more about Springfield

Everything you need to know about Springfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Springfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Springfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Springfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Springfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Springfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $308 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Springfield rentals

At Expedia, we put the best Springfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Springfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Springfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Springfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Springfield?

Yes, we offer vacation rentals near top points of interest in Springfield, or you can go with a more secluded option if you want a relaxing place to 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 vacation home rentals that Springfield has to offer?

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock: This vacation home rental near 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 you can immerse yourself in your vacation.

How many vacation rentals are there in Springfield?

With 10 Expedia vacation rentals, you're sure 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 vacation rentals like in Springfield?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Springfield. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.