North Springfield Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for North Springfield vacation rentals

A two-story house with a deck, surrounded by dense forest.

1. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

pauline

AED 3,518 total

includes taxes & fees

16 Nov - 17 Nov

A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

2. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Cavendish

Ania H.

AED 1,892 total

includes taxes & fees

14 Nov - 15 Nov

A covered porch with wicker furniture, a table, and chairs.

3. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Cavendish

Mark G.

AED 1,850 total

includes taxes & fees

18 Nov - 19 Nov

A cabin interior with a wooden staircase, a kitchen with modern appliances, and large windows offering a forest view.

4. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cavendish

Joe C.

AED 1,450 total

includes taxes & fees

9 Nov - 10 Nov

5. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

AED 1,386 total

includes taxes & fees

22 Nov - 23 Nov

A red house with a covered porch and a chimney.

6. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Kathy H.

AED 1,366 total

includes taxes & fees

9 Nov - 10 Nov

A staircase with wooden steps and white railings, leading to an upper floor.

7. Explore the upper valley from this spacious Claremont Home

Claremont

Michael R.

AED 1,287 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

8. Cozy Village Condo-Okemo Shuttle

Ludlow

Vanessa W.

AED 942 total

includes taxes & fees

9 Nov - 10 Nov

A wooden cabin interior with a staircase, a sofa, and a table.

9. Adventure Cabin Hot Tub Sauna Trails Game Area

Cavendish

Katherine B.

AED 1,450 total

includes taxes & fees

11 Nov - 12 Nov

A golf course with sand bunkers and a forested area.

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

Ludlow

AED 1,606 total

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

11. Village Fireplace Shuttle Boot Warmers

Ludlow

Justin P.

AED 1,522 total

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

12. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Ludlow

Tina l.

AED 1,745 total

includes taxes & fees

18 Nov - 19 Nov

A cabin interior with a wooden staircase, kitchen area, and large windows offering a forest view.

13. Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes

Cavendish

Kristen A.

AED 1,450 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

14. New Ludlow Village Home with Stunning Okemo Mountain View

Ludlow

Tara

AED 2,089 total

includes taxes & fees

10 Nov - 11 Nov

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

15. Fat Sheep Farm & Cabins

Windsor

Brenda

AED 651 total

includes taxes & fees

17 Nov - 18 Nov

A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

16. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Andover

Lorraine C.

AED 2,464 total

includes taxes & fees

9 Nov - 10 Nov

A multi-story building with a central staircase, outdoor picnic tables, and a clear sky.

17. 2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

Brownsville

AED 1,016 total

includes taxes & fees

11 Nov - 12 Nov

A storefront with a sign that reads 'Southern Pub Cafe' and a Christmas tree outside.

18. Modern 3BR/2BA | 3 Min to Okemo Mountain

Ludlow

AED 2,200 total

includes taxes & fees

9 Nov - 10 Nov

A person relaxing in a hot tub outdoors with string lights in a forested area.

19. Secluded Spa Retreat | Hot Tub + Sauna | Okemo

Ludlow

jaclyn n.

AED 2,088 total

includes taxes & fees

15 Nov - 16 Nov

A cozy living room with a fireplace, comfortable seating, and a television.

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

Ludlow

Elaine H.

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Find vacation rentals that suit your style

Top North Springfield Hotel Reviews

A rustic dining area with wooden beams, tables, chairs, and a fireplace.

The Inn at Weathersfield

Perkinsville

10/10 Excellent

Robert

A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

The Common Man Inn & Restaurant

Claremont

10/10 Excellent

Robert

A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.

Stone Hearth Inn and Eatery

Chester

10/10 Excellent

William

A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

Best Western Springfield Hotel

Springfield

10/10 Excellent

JULIA

A large stone building with a steep roof, surrounded by dense forest and hills.

Castle Hill Resort And Spa

Cavendish

10/10 Excellent

STAFF I want to start by pointing out that the staff at the hotel were above and beyond PHENOMENAL, and I mean ALL THE STAFF. I spent the weekend up there and got stuck with some car problems in a blizzard and dealt with everybody on the staff there. They were some of the nicest people I have ever dealt with in the hospitality industry. When I say all the staff, I mean all the staff! DAY 1. The plow guy helped me get my car out of a spot when my snow chain broke and I couldn’t move. DAY 2...

Steven

A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

Main and Mountain Bar & Motel

Ludlow

10/10 Excellent

Anonymous traveler

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

Pointe at Castle Hill Resort

Cavendish

10/10 Excellent

This is the second time we've stayed in a Suite room. King sized bed in the BR; kitchen with full-sized appliances, LR with pull-out Queen sofa, gas fireplace, bathroom with jetted tub! Very comfortable and fully equipped. Small things were so helpful - like doormats for dirty boots, a bench for putting on boots, a closet for skis, complementary packages of New England coffee, Aveda products in the bathroom, kitchen supplies like dish soap, dishwasher detergent, sponge, towels. Then larger...

Marion

A stone fire pit with chairs around it, set in a grassy area with trees and a large building in the background.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

10/10 Excellent

Jamie

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

Harvest Barn Inn

Bellows Falls

10/10 Excellent

Virginia

A well-maintained garden with a variety of plants and flowers, a wooden pergola, and a gravel path.

Fullerton Inn

Chester Depot

10/10 Excellent

Catherine

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

On The River Inn

West Woodstock

10/10 Excellent

Ayleen

A large, multi-story building with a symmetrical facade, multiple windows, and a balcony with railings.

Echo Lake Inn

Plymouth

10/10 Excellent

Deb

A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

10/10 Excellent

Volodymyr N.

A large two-story house with a front porch and a well-maintained lawn.

The Landgrove

Londonderry

10/10 Excellent

The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the...

Rita

Fat Sheep Farm & Cabins

Windsor

10/10 Excellent

Brenda

Frequently Asked Questions

Can I find vacation rentals in North Springfield?

Yes, you can find vacation rentals close to the most popular attractions in North Springfield, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that North Springfield has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental near North Springfield is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in North Springfield?

While exploring the area, visit family-friendly sights like Maple Lanes, or get outside and enjoy nature at Springfield Nature Area. In the larger area, you’ll find Morningside Flight Park and Mount Ascutney.

What are vacation rentals like in North Springfield?

Vacation rentals are private properties you can reserve for several days or longer in North Springfield. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.

North Springfield Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for North Springfield vacation rentals

1. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

2. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

3. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

4. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

5. Charming Chester Farmhouse near Near VT Slopes

6. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

7. Explore the upper valley from this spacious Claremont Home

8. Cozy Village Condo-Okemo Shuttle

9. Adventure Cabin Hot Tub Sauna Trails Game Area

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

11. Village Fireplace Shuttle Boot Warmers

12. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

13. Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes

14. New Ludlow Village Home with Stunning Okemo Mountain View

15. Fat Sheep Farm & Cabins

16. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

17. 2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

18. Modern 3BR/2BA | 3 Min to Okemo Mountain

19. Secluded Spa Retreat | Hot Tub + Sauna | Okemo

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

Find vacation rentals that suit your style

Top North Springfield Hotel Reviews

The Inn at Weathersfield

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in North Springfield?

What's the top vacation rental that North Springfield has to offer?

What can I see and do in North Springfield?

What are vacation rentals like in North Springfield?