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

Holiday Homes in Ludlow

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Ludlow holiday homes

A covered porch with wooden flooring and a railing, featuring outdoor seating and a view of a bridge and greenery.

1. Okemo's Back Room - in the heart of the village on the shuttle route!

Okemo's Back Room - in the heart of the village on the shuttle route!
Ludlow
9.6 out of 10, Exceptional, (17 reviews)
"Perfect location. Neat place. Very clean!"
United States
Frank F.
The price is AU$687
includes taxes & fees
2 Sept - 3 Sept
Okemo's Back Room - in the heart of the village on the shuttle route!
A cozy living room with a fireplace, comfortable seating, and a television.

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is AU$551
includes taxes & fees
3 Sept - 4 Sept
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.

3. 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, (18 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is AU$828
includes taxes & fees
1 Sept - 2 Sept
New Ludlow Village Home with Stunning Okemo Mountain View
A spacious living area with a fireplace, a dining area, and a kitchen.

4. 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 AU$3,061
includes taxes & fees
1 Sept - 2 Sept
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.

5. 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 AU$667
includes taxes & fees
1 Sept - 2 Sept
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A two-story house with a covered porch and a garage.

6. 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 AU$1,168
includes taxes & fees
1 Sept - 2 Sept
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

7. 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 AU$326
includes taxes & fees
7 Sept - 8 Sept
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

8. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is AU$385
includes taxes & fees
1 Sept - 2 Sept
Luxury Condo Tucked in the Heart of Killington
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

9. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is AU$525
includes taxes & fees
20 Sept - 21 Sept
Killington Retreat | Deck-Fire Pit-Mountain Views!

10. 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 AU$580
includes taxes & fees
1 Sept - 2 Sept
Charming Chester Farmhouse near Near VT Slopes
A cozy living room with a brick fireplace, comfortable seating, and large windows offering a view of the outdoors.

11. 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 AU$991
includes taxes & fees
1 Sept - 2 Sept
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
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.

12. CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$376
includes taxes & fees
2 Sept - 3 Sept
CozyDen - AC, Grill, Bike to Mountain, Porch!

13. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 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 AU$243
includes taxes & fees
14 Sept - 15 Sept
Cozy Rutland Retreat

14. 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, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is AU$904
includes taxes & fees
1 Sept - 2 Sept
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A two-story house with a deck, surrounded by dense forest.

15. 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, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AU$1,373
includes taxes & fees
6 Sept - 7 Sept
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A living room with a wooden table, two chairs, a leather sofa, a coffee table, and a brick wall.

16. Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
2.0 star property
Killington
The price is AU$664
includes taxes & fees
2 Sept - 3 Sept
Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

17. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is AU$358
includes taxes & fees
3 Sept - 4 Sept
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A large house with a fire pit and outdoor seating.

18. Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
10.0 out of 10, Exceptional, (2 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
The price is AU$723
includes taxes & fees
1 Sept - 2 Sept
Beautiful 3-bedroom house with AC in charming Bridgewater
A cabin with a deck and a stone chimney.

19. The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is AU$1,480
includes taxes & fees
1 Sept - 2 Sept
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

20. 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, (5 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AU$649
includes taxes & fees
6 Sept - 7 Sept
large ski ranch hot tub close to killington pets ok
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

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel

10/10 Excellent
"We really liked our stay. It was clean, quiet and safe. Comfy bed and very nice and clean bathroom. Very homey feel. Everyone was very helpful and friendly. Would certainly stay there again."
Paull 1-night trip
Posted 9 hours ago
Main and Mountain Bar & Motel

Find out more about Ludlow

Ludlow Holiday Homes information

Number of reviews
208
Accommodation
222 Holiday Homes
Lowest Price
AU$243
Highest Price
AU$3,061