Photo by Courtesy of Okemo Mountain Resort

Search Holiday Rentals in Ludlow

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Ludlow holiday rentals

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

1. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
The price is £194
includes taxes & fees
9 Nov - 10 Nov
Cozy Village Condo-Okemo Shuttle
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

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

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is £172
includes taxes & fees
11 Nov - 12 Nov
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

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

Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Property is on 4th floor almost at the end, so you have to walk the most with heavy bags..that was pain.. had problems with heating and cooling system. Also requested for 1 hour late check out at the time of booking, never received any response on top cleaning stuffs were sent to the property sharp at 10 am. Our friends rented another property on the same building and they could easily checked out late at 12:00 pm. Otherwise we enjoyed our stay and proximity to the slope is unparallel."
United States
Indrajit A.
The price is £193
includes taxes & fees
11 Nov - 12 Nov
Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

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

Condo a short walk to the Sachem trail with seasonal pool and tennis
Ludlow
The price is £212
includes taxes & fees
11 Nov - 12 Nov
Condo a short walk to the Sachem trail with seasonal pool and tennis
A two-story house with a porch, a staircase, and a front door.

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

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is £231
includes taxes & fees
11 Nov - 12 Nov
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A two-story house with a porch, a staircase, and a front door.

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

Downtown Ludlow condo with electric fireplace, shuttle stop across the street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Easy stay. Great location."
United States
Zach S.
The price is £205
includes taxes & fees
11 Nov - 12 Nov
Downtown Ludlow condo with electric fireplace, shuttle stop across the street
A two-story house with a covered porch, a staircase, and a front door with a wreath.

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

Compact downtown studio condo with kitchenette near the Okemo slopes
Ludlow
8.6 out of 10, Excellent, (34 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is £178
includes taxes & fees
11 Nov - 12 Nov
Compact downtown studio condo with kitchenette near the Okemo slopes
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

8. Village Fireplace Shuttle Boot Warmers

Village Fireplace Shuttle Boot Warmers
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is £312
includes taxes & fees
30 Nov - 1 Dec
Village Fireplace Shuttle Boot Warmers
A room with a stone fireplace, wooden ceiling, and a window with curtains.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is £318
includes taxes & fees
9 Nov - 10 Nov
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

10. 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 £363
includes taxes & fees
18 Nov - 19 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Living area

11. Modern 3BR/2BA | 3 Min to Okemo Mountain

Modern 3BR/2BA | 3 Min to Okemo Mountain
Ludlow
The price is £451
includes taxes & fees
9 Nov - 10 Nov
Modern 3BR/2BA | 3 Min to Okemo Mountain
A cozy living room with a fireplace, comfortable seating, and a television.

12. 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 £283
includes taxes & fees
9 Nov - 10 Nov
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.

13. 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)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
United States
Tara
The price is £425
includes taxes & fees
9 Nov - 10 Nov
New Ludlow Village Home with Stunning Okemo Mountain View
A modern living room with a fireplace, a television, and a ceiling fan.

14. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is £372
includes taxes & fees
11 Nov - 12 Nov
Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
A modern kitchen with wooden accents, a dining area with a table and chairs, and a staircase leading to an upper level.

15. 11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining

11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
The price is £478
includes taxes & fees
1 Dec - 2 Dec
11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

16. Okemo | Spacious Executive Room w Amenities Nearby

Okemo | Spacious Executive Room w Amenities Nearby
Jackson Gore Base Area
9.0 out of 10, Wonderful, (2 reviews)
"We waited outside the room for 30 minutes to check in at exactly 5 PM when it was obvious that the room was ready earlier. The lack of early check in was a hassle."
United States
David K.
The price is £205
includes taxes & fees
10 Nov - 11 Nov
Okemo | Spacious Executive Room w Amenities Nearby
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

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

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (26 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is £381
includes taxes & fees
14 Nov - 15 Nov
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

18. Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
The price is £292
includes taxes & fees
10 Nov - 11 Nov
Okemo | Charming 1BR Condo + Close to Amenities
A person relaxing in a hot tub outdoors with string lights in a forested area.

19. Secluded Spa Retreat | Hot Tub + Sauna | Okemo

Secluded Spa Retreat | Hot Tub + Sauna | Okemo
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Clean, cozy and so peaceful. So lucky we were able to stay for a night and enjoy the views. Definitley will stay again in the future!!"
United States
jaclyn n.
The price is £426
includes taxes & fees
15 Nov - 16 Nov
Secluded Spa Retreat | Hot Tub + Sauna | Okemo
A spa room with a hot tub, a sink, and a window with a view of the outside.

20. Two Ski-On Condos at Winterplace

Two Ski-On Condos at Winterplace
Okemo Village
The price is £778
includes taxes & fees
12 Nov - 13 Nov
Two Ski-On Condos at Winterplace
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.
View all properties

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
apart-hotel image
Aparthotels
Aparthotels

Top Ludlow Hotel Reviews

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

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
Ludlow

10/10 Excellent

The hotel was fantastic, really comfortable and recently refurbished, we had plenty of space for a family of four. We ate dinner at the sister hotel opposite- the Honestyle Hostel which was amazing, really homely, and honestly some of the best food we have had in the US!- I really recommend both of these places!
United Kingdom
Justin
Reviewed October 30, 2019
Main and Mountain Bar & Motel

Find out more about Ludlow

Everything you need to know about Ludlow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ludlow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ludlow holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ludlow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ludlow. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ludlow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ludlow holiday rentals we have selected for you start as low as £172 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ludlow rentals

At Expedia, we put the best Ludlow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ludlow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ludlow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ludlow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Ludlow?

Yes, there are holiday rentals in Ludlow close to The Ice House Ice Skating, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Ludlow is known for its ski slopes and mountain landscape. Make sure you have time to check out the riverfront and university setting during your trip.

What are some of the best holiday rentals that Ludlow has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This highly rated holiday home rental in Ludlow is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Other favourite homes for rent in Ludlow are Mountainside 5-BR Ski-In/Out Okemo Villa and Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table.

How many holiday rentals are there in Ludlow?

Choose from 250 Expedia holiday rentals in Ludlow for a memorable holiday.

What can I see and do in Ludlow?

Family-friendly attractions include The Ice House Ice Skating and Green Mountain Sugar House, whereas Lake Rescue and Dorsey Park are a couple of great spots to enjoy the outdoors. While here, Okemo Mountain Resort and Fox Run Golf Course are other places worth a visit.

What are holiday rentals like in Ludlow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ludlow. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.