Photo by Courtesy of Okemo Mountain Resort

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Our top choices for Ludlow vacation homes

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is AED 438
AED 1,615 total
includes taxes & fees
16 Nov - 17 Nov
Peaceful Stay w/ Pond & Massage Chair | Near Okemo

2. 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 AED 830
AED 1,785 total
includes taxes & fees
23 Nov - 24 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

3. 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 AED 1,115
AED 1,973 total
includes taxes & fees
29 Nov - 30 Nov
Bear`s Den in Ludlow, Okemo Views + Epic Game Room

4. 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 AED 963
AED 2,060 total
includes taxes & fees
16 Nov - 17 Nov
New Ludlow Village Home with Stunning Okemo Mountain View

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

Game Room, Fire Pit & Views! Spacious Ludlow Home
Ludlow
The price is AED 867
AED 2,768 total
includes taxes & fees
15 Nov - 16 Nov
Game Room, Fire Pit & Views! Spacious Ludlow Home

6. Two 3BR Apartments, One House | 6BR Near Okemo

Two 3BR Apartments, One House | 6BR Near Okemo
Ludlow
The price is AED 1,432
AED 3,995 total
includes taxes & fees
15 Nov - 16 Nov
Two 3BR Apartments, One House | 6BR Near Okemo

7. 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 AED 4,422
AED 7,517 total
includes taxes & fees
15 Nov - 16 Nov
Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views

8. 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 AED 519
AED 1,733 total
includes taxes & fees
15 Nov - 16 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

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

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is AED 775
AED 2,634 total
includes taxes & fees
15 Nov - 16 Nov
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

10. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is AED 211
AED 856 total
includes taxes & fees
15 Nov - 16 Nov
Luxury Condo Tucked in the Heart of Killington

11. 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 AED 1,980
AED 3,361 total
includes taxes & fees
15 Nov - 16 Nov
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

12. CozyDen- Fireplace, Ski Off/ Shuttle On

CozyDen- Fireplace, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AED 490
AED 986 total
includes taxes & fees
15 Nov - 16 Nov
CozyDen- Fireplace, Ski Off/ Shuttle On

13. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is AED 349
AED 668 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Rutland Retreat

14. 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 AED 691
AED 1,399 total
includes taxes & fees
15 Nov - 16 Nov
Charming Chester Farmhouse near Near VT Slopes

15. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.4 out of 10, Exceptional, (8 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AED 502
AED 1,024 total
includes taxes & fees
15 Nov - 16 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

16. Pet Friendly | Game Room | Minutes to Woodstock and Killington

Pet Friendly | Game Room | Minutes to Woodstock and Killington
Bridgewater
10.0 out of 10, Exceptional, (4 reviews)
"We loved the farmhouse. It was very charming and cozy. Plenty of space for us and exactly as advertised. We would definitely stay here again. Thank you"
United States
Lisa G.
The price is AED 793
AED 1,904 total
includes taxes & fees
15 Nov - 16 Nov
Pet Friendly | Game Room | Minutes to Woodstock and Killington

17. 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 AED 1,028
AED 2,481 total
includes taxes & fees
15 Nov - 16 Nov
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

18. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (10 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AED 459
AED 1,893 total
includes taxes & fees
15 Nov - 16 Nov
large ski ranch hot tub close to killington pets ok

19. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Plymouth
8.8 out of 10, Excellent, (5 reviews)
"Everything about the property was beautiful and relaxing. We loved our stay .... We did however run into one issue, while we were enjoying the property, someone claiming to be there to service the hot tub decided to let themselves in with the lock code unannounced while we were undressed and stood there listening to us and only when the dog ran down there did he announce himself. Not sure if simple sent them or if they showed up on their own accord but boy did we get quite the scare and hope...
United States
Adam S.
The price is AED 952
AED 3,065 total
includes taxes & fees
16 Nov - 17 Nov
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

20. Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is AED 819
AED 3,673 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
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.

Learn more about Ludlow

Nestled in the Green Mountains, this historic village charms with its covered bridges and Okemo Mountain's year-round adventures. Visit in autumn when maple trees explode with color, or ski pristine slopes where locals will share their favorite hidden trails.

A ski lift with red chairs, snow-covered trees, and a mountain landscape in the background.
Photo by Courtesy of Okemo Mountain Resort
Open Photo by Courtesy of Okemo Mountain Resort

Top reviews in Ludlow