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

Ludlow Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Ludlow vacation rentals

Property grounds

1. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
United States
serena m.
The price is AED 274
AED 974 total
includes taxes & fees
9 Aug - 10 Aug
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
TV, DVD player

2. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
United States
AMY K.
The price is AED 204
AED 876 total
includes taxes & fees
18 Aug - 19 Aug
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Exterior

3. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is AED 386
AED 993 total
includes taxes & fees
9 Aug - 10 Aug
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Golf

4. Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is AED 366
AED 1,130 total
includes taxes & fees
9 Aug - 10 Aug
Well-appointed studio right downtown - less than a mile to Okemo Mountain
TV, DVD player, books, video library

5. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is AED 204
AED 1,063 total
includes taxes & fees
18 Aug - 19 Aug
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Exterior

6. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Ludlow
9.8 out of 10, Exceptional, (16 reviews)
"Great stay, house is clean and has everything you’de ever need. Perfect location to explore the ludlow area. Thanks Bob, we enjoyed ourselves "
United States
Tyler
The price is AED 496
AED 950 total
includes taxes & fees
18 Aug - 19 Aug
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Golf

7. Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is AED 366
AED 852 total
includes taxes & fees
17 Aug - 18 Aug
Efficient condo near slopes with kitchenette & great location
Smart TV, fireplace, books

8. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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 AED 562
AED 1,252 total
includes taxes & fees
11 Aug - 12 Aug
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
TV

9. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
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 AED 540
AED 1,664 total
includes taxes & fees
18 Aug - 19 Aug
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Terrace/patio

10. 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, (16 reviews)
"Cool building, right on main street. Building is undergoing renovation on back porches so some construction material and disruption. The kitchen was not well equiped and needs an update. However, the space is really cool, very open, big bedrooms, decent bedding. Shower is a little small but nice. Good value"
United States
jonathan w.
The price is AED 595
AED 1,473 total
includes taxes & fees
10 Aug - 11 Aug
Okemo's Back Room - in the heart of the village on the shuttle route!
Interior

11. Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (87 reviews)
"Beautiful and immaculately clean home located within walking distance to downtown, shopping, and restaurants. Very quiet location. We felt safe and comfortable at this home. Property has 3 bedrooms and 5 very comfortable beds. The attic bedroom has 3 single beds which is handy for larger families. Loved sitting around the fire pit and was pleased that our yard was separated from the neighbors. Thank you so much for sharing your hospitality."
United States
Kristen
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
House (2 Bedrooms) | Interior

12. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is AED 1,043
AED 1,642 total
includes taxes & fees
12 Aug - 13 Aug
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Dining

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, (17 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is AED 985
AED 2,184 total
includes taxes & fees
9 Aug - 10 Aug
New Ludlow Village Home with Stunning Okemo Mountain View
Outdoor dining

14. Okemo | Studio Condo + Close to All Amenities

Okemo | Studio Condo + Close to All Amenities
Jackson Gore Base Area
The price is AED 663
AED 838 total
includes taxes & fees
10 Aug - 11 Aug
Okemo | Studio Condo + Close to All Amenities
TV, fireplace, foosball, stereo

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is AED 699
AED 1,536 total
includes taxes & fees
19 Aug - 20 Aug
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Outdoor pool, a heated pool

16. 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, (23 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 AED 1,102
AED 1,987 total
includes taxes & fees
9 Aug - 10 Aug
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Property grounds

17. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
8.0 out of 10, Very Good, (3 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
The price is AED 841
AED 1,718 total
includes taxes & fees
12 Aug - 13 Aug
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Outdoor dining

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

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
The price is AED 891
AED 1,125 total
includes taxes & fees
1 Sep - 2 Sep
Okemo | Charming 1BR Condo + Close to Amenities
Interior

19. The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
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 AED 1,245
AED 2,795 total
includes taxes & fees
9 Aug - 10 Aug
The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
TV

20. Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"convenient to okemo"
United States
marcus l.
The price is AED 675
AED 2,524 total
includes taxes & fees
23 Aug - 24 Aug
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ludlow Hotel Reviews

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel

10/10 Excellent
"Very cool hotel and bar"
Patricia 2-night trip
Posted 2 days ago
Main and Mountain Bar & Motel

Frequently asked questions

Can I find vacation rentals in Ludlow?

Yes, we give you a choice of vacation rentals in Ludlow near Green Mountain Sugar House, or you can choose a more remote option if you'd like a relaxing place to 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 vacation home rentals that Ludlow has to offer?

Okemo Mountain Lodging by Vail Resorts: Visitors like this Ludlow vacation home rental. It is in the mountains and offers an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Some other top choices in Ludlow are Mountainside 5-BR Ski-In/Out Okemo Villa and Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo.

How many vacation rentals are there in Ludlow?

Choose from 247 Expedia vacation rentals in Ludlow for a memorable vacation.

What can I see and do in Ludlow?

Family-friendly attractions include Green Mountain Sugar House and The Ice House Ice Skating, whereas Buttermilk Falls and Lake Rescue 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 vacation rentals like in Ludlow?

Vacation rentals are private properties you can reserve for a couple days or more in Ludlow. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.