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

Ludlow Vacation Rentals

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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 kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is CA $162
CA $626 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $308
CA $711 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 CA $254
CA $573 total
includes taxes & fees
Oct 22 - Oct 23
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 CA $377
CA $841 total
includes taxes & fees
Oct 23 - Oct 24
New Ludlow Village Home with Stunning Okemo Mountain View
A spacious living area with a fireplace, a dining area, and a kitchen.

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 CA $1,693
CA $3,167 total
includes taxes & fees
Oct 24 - Oct 25
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 CA $190
CA $693 total
includes taxes & fees
Oct 22 - Oct 23
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 CA $296
CA $1,171 total
includes taxes & fees
Oct 22 - Oct 23
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A compact kitchen with a refrigerator, stove, microwave, and sink.

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 CA $252
CA $808 total
includes taxes & fees
Oct 22 - Oct 23
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A spacious living area with a wooden ceiling, a fireplace, and a television mounted on the wall.

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

RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Plymouth
9.0 out of 10, Wonderful, (4 reviews)
"You’re not even full through the door before feeling how cozy of a space it is. My friends and I loved this place. The beds were comfortable and the towels were good quality. Plenty of warm water and all the things that make a place comfy and inviting. The deck is a place you’ll want to spend a lot of time. Beautiful views and a serene setting. I would stay there again."
United States
Amanda B.
The price is CA $280
CA $864 total
includes taxes & fees
Oct 22 - Oct 23
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

10. 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 CA $125
CA $326 total
includes taxes & fees
Nov 2 - Nov 3
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.

11. 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, (3 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 CA $281
CA $736 total
includes taxes & fees
Oct 26 - Oct 27
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A two-story house with a deck, surrounded by dense forest.

12. 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 CA $758
CA $1,421 total
includes taxes & fees
Oct 23 - Oct 24
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
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.

13. 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 CA $188
CA $399 total
includes taxes & fees
Oct 22 - Oct 23
CozyDen- Location, Ski Off/ Shuttle On
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 CA $294
CA $602 total
includes taxes & fees
Nov 9 - Nov 10
Charming Chester Farmhouse near Near VT Slopes
A bunk bed room with two beds, a door, and a window.

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

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is CA $298
CA $1,472 total
includes taxes & fees
Oct 22 - Oct 23
Slopeside Estate Guesthouse: Hot tub, AC, Grill
Exterior

16. 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 CA $394
CA $999 total
includes taxes & fees
Oct 22 - Oct 23
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A mountainous landscape with a valley, snow-covered ground, and a clear sky.

17. 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 CA $118
CA $389 total
includes taxes & fees
Nov 3 - Nov 4
Luxury Condo Tucked in the Heart of Killington
A dining table set with plates, glasses, and a vase with a plant.

18. 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 CA $139
CA $275 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Rutland Retreat
A cozy living room with a brick fireplace, comfortable seating, and large windows offering a view of the outdoors.

19. 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 CA $314
CA $1,001 total
includes taxes & fees
Oct 22 - Oct 23
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

20. Cozy 2 Bedroom close distance to downtown.

Cozy 2 Bedroom close distance to downtown.
Rutland
The price is CA $173
CA $205 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 2 Bedroom close distance to downtown.
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 12 hours ago
Winterplace at Okemo, A Vail Resorts Property

Find out more about Ludlow

Ludlow Vacation Homes information

Number of reviews
126
Accommodation
221 Vacation Homes
Lowest Price
CA $205
Highest Price
CA $3,167

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