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

Springfield Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Springfield vacation homes

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 CA $769
CA $1,365 total
includes taxes & fees
Nov 16 - Nov 17
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

2. 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 CA $268
CA $539 total
includes taxes & fees
Nov 22 - Nov 23
Charming Chester Farmhouse near Near VT Slopes

3. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is CA $170
CA $626 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Stay w/ Pond & Massage Chair | Near Okemo

4. 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 CA $185
CA $580 total
includes taxes & fees
Nov 20 - Nov 21
Lakefront Family Fun Retreat

5. 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 CA $318
CA $724 total
includes taxes & fees
Nov 22 - Nov 23
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our weekend stay off peak season. Walkable to town. Clean. Everything you may need is provided. It’s an older house with character. The game room is a bonus for sure!"
United States
Elaine H.
The price is CA $272
CA $566 total
includes taxes & fees
Nov 30 - Dec 1
Bear`s Den in Ludlow, Okemo Views + Epic Game Room

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

Game Room, Fire Pit & Views! Spacious Ludlow Home
Ludlow
The price is CA $337
CA $1,097 total
includes taxes & fees
Nov 16 - Nov 17
Game Room, Fire Pit & Views! Spacious Ludlow Home

8. 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 CA $400
CA $919 total
includes taxes & fees
Nov 16 - Nov 17
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

9. 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, (24 reviews)
"Super friendly host, great property and very clean home close to town."
United States
Larissa R.
The price is CA $374
CA $800 total
includes taxes & fees
Nov 17 - Nov 18
New Ludlow Village Home with Stunning Okemo Mountain View

10. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is CA $202
CA $704 total
includes taxes & fees
Nov 16 - Nov 17
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

11. Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views

Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
Ludlow
10.0 out of 10, Exceptional, (1 review)
"My family and I stayed at this property last weekend and it was amazing!!! We were the first to rent as this is a brand new construction home. Everything inside is brand new from the bedding, furniture and amazing cookware. This house has a few great features that make it top notch: 1: Every bedroom has an en-suite bathroom, so we all had our own space and privacy. The bedrooms were big and beds were so comfortable. The master bedroom has this huge shower and tub that was so nicely designed. 2:...
United States
Michael
The price is CA $1,718
CA $3,062 total
includes taxes & fees
Nov 16 - Nov 17
Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views

12. Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee

Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee
Sunapee
9.8 out of 10, Exceptional, (12 reviews)
"Great stay, the boys will be back! "
United States
Susan B.
The price is CA $571
CA $992 total
includes taxes & fees
Nov 22 - Nov 23
Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee

13. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is CA $301
CA $1,022 total
includes taxes & fees
Nov 16 - Nov 17
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

14. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (28 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
The price is CA $255
CA $785 total
includes taxes & fees
Dec 1 - Dec 2
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

15. Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (32 reviews)
"Great experience and an amazing property"
United States
Tim D.
The price is CA $396
CA $739 total
includes taxes & fees
Nov 16 - Nov 17
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

16. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Londonderry
7.0 out of 10, Good, (2 reviews)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is CA $362
CA $675 total
includes taxes & fees
Nov 17 - Nov 18
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

17. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"The converted barn was absolutely stunning. Kitchen was well appointed and the family room spacious and comfortible."
United States
Tim M.
The price is CA $1,011
CA $1,503 total
includes taxes & fees
Nov 16 - Nov 17
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

18. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (59 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is CA $309
CA $681 total
includes taxes & fees
Nov 16 - Nov 17
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

19. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (66 reviews)
"Had a perfect, relaxing stay in this gorgeous spot. Everything was terrific. Highly recommend!"
United States
Wendy B.
The price is CA $231
CA $412 total
includes taxes & fees
Nov 16 - Nov 17
Family Friendly Hilltop House In Putney Vermont
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Springfield Hotel Reviews

Find out more about Springfield

Springfield Vacation Homes information

Number of reviews
278
Accommodation
651 Vacation Homes
Lowest Price
CA $412
Highest Price
CA $3,062

Explore a world of travel with Expedia