A street with historic buildings, including a diner and a Blue Star Trading Company.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Ludlow vacation homes

A cozy cabin interior with a dining table, chairs, a sofa, a fireplace, and a ceiling fan.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥18,036
￥69,771 total
includes taxes & fees
Oct 26 - Oct 27
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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 ￥34,982
￥79,583 total
includes taxes & fees
Nov 18 - Nov 19
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A cozy living room with a fireplace, comfortable seating, and a television.

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is ￥28,334
￥63,851 total
includes taxes & fees
Oct 26 - Oct 27
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

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, (22 reviews)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
United States
Tara
The price is ￥42,035
￥93,725 total
includes taxes & fees
Oct 27 - Oct 28
New Ludlow Village Home with Stunning Okemo Mountain View
A bathroom with a toilet, a sink with a mirror above it, and a sign on the wall.

5. 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 ￥188,703
￥353,856 total
includes taxes & fees
Oct 26 - Oct 27
Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

6. 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 ￥21,159
￥77,237 total
includes taxes & fees
Oct 26 - Oct 27
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A two-story house with a covered porch and a garage.

7. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is ￥33,007
￥130,528 total
includes taxes & fees
Oct 26 - Oct 27
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A spacious loft with high ceilings, large windows, and a cozy seating area.

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

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is ￥27,976
￥88,846 total
includes taxes & fees
Oct 25 - Oct 26
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

9. 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
9.8 out of 10, Exceptional, (6 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 ￥13,965
￥36,324 total
includes taxes & fees
Oct 25 - Oct 26
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A large house with a fire pit and outdoor seating.

10. 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 ￥31,346
￥81,801 total
includes taxes & fees
Oct 25 - Oct 26
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

11. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, 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 ￥20,923
￥44,365 total
includes taxes & fees
Oct 26 - Oct 27
CozyDen- Location, Ski Off/ Shuttle On
A cozy living room with a stone fireplace, a sofa, a recliner, and a coffee table.

12. 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 ￥13,338
￥43,893 total
includes taxes & fees
Nov 3 - Nov 4
Luxury Condo Tucked in the Heart of Killington
A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

13. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (17 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is ￥15,516
￥30,700 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Rutland Retreat
Dining

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 ￥32,757
￥66,178 total
includes taxes & fees
Nov 1 - Nov 2
Charming Chester Farmhouse near Near VT Slopes
A house with a wooden deck, a pink flamingo decoration, and a small garden with green plants.

15. Cozy 2 Bedroom close distance to downtown.

Cozy 2 Bedroom close distance to downtown.
Rutland
The price is ￥19,309
￥22,820 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 2 Bedroom close distance to downtown.
A two-story house with a deck, surrounded by dense forest.

16. 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, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥84,493
￥158,352 total
includes taxes & fees
Oct 27 - Oct 28
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

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 ￥43,884
￥110,939 total
includes taxes & fees
Oct 26 - Oct 27
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A cozy living room with a fireplace, a sofa, and a staircase.

18. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
Killington
9.6 out of 10, Exceptional, (73 reviews)
"Great stay. Killer location!"
United States
Matthew P.
The price is ￥27,385
￥120,426 total
includes taxes & fees
Oct 25 - Oct 26
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a large island with seating.

19. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is ￥40,132
￥172,349 total
includes taxes & fees
Nov 1 - Nov 2
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A cozy living room with a fireplace, a television, and a view of a snowy deck.

20. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is ￥29,274
￥114,831 total
includes taxes & fees
Oct 25 - Oct 26
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
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 Ludlow Hotel Reviews

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

8/10 Good
"Large unit - well laid out for three generation visit. Comfortable beds. Kitchen well appointed."
Lori A. 2-night trip
Posted 3 days ago
Winterplace at Okemo, A Vail Resorts Property

Find out more about Ludlow

Ludlow Vacation Homes information

Number of reviews
253
Accommodation
215 Vacation Homes
Lowest Price
￥22,820
Highest Price
￥353,856