A two-story white house with a porch, American flags, and a stone wall.

Perkinsville Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Perkinsville vacation rentals

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

1. Fat Sheep Farm & Cabins

Windsor

Brenda

SAR 665 total

includes taxes & fees

17 Nov - 18 Nov

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

2. Cozy Village Condo-Okemo Shuttle

Ludlow

Vanessa W.

SAR 963 total

includes taxes & fees

8 Nov - 9 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.

SAR 1,875 total

includes taxes & fees

9 Nov - 10 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.

SAR 1,482 total

includes taxes & fees

9 Nov - 10 Nov

A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

5. Condo a short walk to the Sachem trail with seasonal pool and tennis

Ludlow

SAR 1,082 total

includes taxes & fees

10 Nov - 11 Nov

A room with a stone fireplace, wooden ceiling, and a window with curtains.

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

Ludlow

SAR 1,642 total

includes taxes & fees

9 Nov - 10 Nov

A living room with a sofa, a bench, a fireplace, a TV, and a large window.

7. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Clock Tower Base Area

tiliger01

SAR 855 total

includes taxes & fees

11 Nov - 12 Nov

A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

8. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Clock Tower Base Area

Danna K.

SAR 989 total

includes taxes & fees

10 Nov - 11 Nov

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

9. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

pauline

SAR 3,595 total

includes taxes & fees

20 Nov - 21 Nov

A two-story house with a covered porch, a staircase, and a front door with a wreath.

10. Compact downtown studio condo with kitchenette near the Okemo slopes

Ludlow

Frank R.

SAR 883 total

includes taxes & fees

20 Nov - 21 Nov

A two-story house with a porch, a staircase, and a front door.

11. First-floor downtown studio near dining and gear shops, under a mile to Okemo

Ludlow

Brian

SAR 1,133 total

includes taxes & fees

17 Nov - 18 Nov

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

12. Adventure Cabin Hot Tub Sauna Trails Game Area

Cavendish

Katherine B.

SAR 1,482 total

includes taxes & fees

11 Nov - 12 Nov

13. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Ludlow

Keath

SAR 1,026 total

includes taxes & fees

18 Nov - 19 Nov

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

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

Cavendish

Kristen A.

SAR 1,482 total

includes taxes & fees

11 Nov - 12 Nov

A red house with a covered porch and a chimney.

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

Grafton

Kathy H.

SAR 1,396 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.

16. Village Fireplace Shuttle Boot Warmers

Ludlow

Justin P.

SAR 1,552 total

includes taxes & fees

22 Nov - 23 Nov

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

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

Ludlow

Elaine H.

SAR 1,440 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Ludlow

Tina l.

SAR 1,719 total

includes taxes & fees

17 Nov - 18 Nov

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

19. Explore the upper valley from this spacious Claremont Home

Claremont

Michael R.

SAR 1,316 total

includes taxes & fees

20 Nov - 21 Nov

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

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

Cavendish

Ania H.

SAR 1,926 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Find vacation rentals that suit your style

Top Perkinsville Hotel Reviews

A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.

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

Fat Sheep Farm & Cabins

Windsor

10/10 Excellent

Brenda

A multi-story building with a central staircase, outdoor seating, and a sunset sky.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

10/10 Excellent

Jamie

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

Sleep Woodstock Motel

Woodstock

10/10 Excellent

We were extremely impressed with the Sleep Woodstock Motel! If you get the chance- you need to book this place! Rooms were spacious and super clean, and the bed was extremely comfortable. Room had a fully stocked coffee bar; bathroom had plenty of towels, shampoo, conditioner, and lotion. Each room also has a retro mini fridge with a freezer, microwave, and coffeemaker. There is also a small eating area inside the room, and a table and chairs to sit outside your room on the patio. The room...

John

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 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 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 large estate with a main building surrounded by a well-maintained lawn and a river.

On The River Inn

West Woodstock

10/10 Excellent

Ayleen

A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

Lincoln Inn & Gallery

Woodstock

10/10 Excellent

Jennifer

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 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 cozy living room with a stone fireplace, a leather sofa set, a wooden coffee table, and a patterned rug.

Fullerton Inn

Chester Depot

10/10 Excellent

Catherine

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 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

Frequently Asked Questions

Can I find a vacation rental in Perkinsville?

Yes, we give you a choice of vacation rentals close to well known sights in Perkinsville, or you can select a secluded option if you're looking for relaxation. Perkinsville is known for its restaurants.

What are some of the best vacation home rentals that Perkinsville has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: Visitors like this Perkinsville vacation home rental. It 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 Perkinsville?

North Springfield Lake Recreation Area and Stoughton Pond Recreation Area are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Mt Ascutney State Park and Mount Ascutney.

What are vacation rentals like in Perkinsville?

Vacation rentals are privately owned properties you can book for a couple days or more in Perkinsville. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.

Perkinsville Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Perkinsville vacation rentals

1. Fat Sheep Farm & Cabins

2. Cozy Village Condo-Okemo Shuttle

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

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

5. Condo a short walk to the Sachem trail with seasonal pool and tennis

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

7. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

8. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

9. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

10. Compact downtown studio condo with kitchenette near the Okemo slopes

11. First-floor downtown studio near dining and gear shops, under a mile to Okemo

12. Adventure Cabin Hot Tub Sauna Trails Game Area

13. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

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

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

16. Village Fireplace Shuttle Boot Warmers

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

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

19. Explore the upper valley from this spacious Claremont Home

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

Find vacation rentals that suit your style

Top Perkinsville Hotel Reviews

The Inn at Weathersfield

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Perkinsville?

What are some of the best vacation home rentals that Perkinsville has to offer?

What can I see and do in Perkinsville?

What are vacation rentals like in Perkinsville?