Holiday Homes in Ludlow

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Ludlow and around

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Fridge, microwave, oven, stovetop

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very good, (39)
"This place was great for my family and I. It is very close to Okemo and town "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Alpine 6-BR Estate On Okemo Mountain
Outdoor spa tub

Alpine 6-BR Estate On Okemo Mountain

10.0 out of 10, Exceptional, (2)
"Nice place"
Alpine 6-BR Estate On Okemo Mountain
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!
Exterior

Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

10.0 out of 10, Exceptional, (46)
"Our family had a great stay in Ludlow for a four day ski vacation. Tom and Patti were great hosts and their home is convenient to both Okemo and Killington. The hosts communicated well with us and their place was perfect for our needs (family of 4), clean, and convenient to downtown Ludlow and restaurants. "
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Exterior

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

10.0 out of 10, Exceptional, (36)
"Our annual trip was great! The house was fantastic and the owners were very friendly and responsive. Would definitely recommend this awesome house!"
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Exterior

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (174)
"Gorgeous log home , spacious, cozy , fun and comfortable ."
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Quaint lakefront home with a fire pit and beautiful views
Property grounds

Quaint lakefront home with a fire pit and beautiful views

9.4 out of 10, Exceptional, (96)
"We had a great time staying at this cabin. It’s really well located and was perfect for our stay."
Quaint lakefront home with a fire pit and beautiful views
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (214)
"Only a 4 minute drive from the slopes!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Ski Chalet with Hot Tub on Okemo Mountain
Outdoor spa tub

Ski Chalet with Hot Tub on Okemo Mountain

10.0 out of 10, Exceptional, (43)
"Wonderful House - Held 2 Families Perfectly3 min drive to mountain The hot tub is great addition "
Ski Chalet with Hot Tub on Okemo Mountain
Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue
Property grounds

Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue

10.0 out of 10, Exceptional, (1)
"The house was fantastic, soft furnishings made us feel right at home. Pool room in the basement was great fun. Great location, peaceful, comfortable and immaculately maintained home. Owners were super responsive for any questions and made us feel at ease. Thank you!"
Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue
Okemo Modern Mountain Escape - 5 bedroom, 3 bathroom house
Fridge, microwave, oven, stovetop

Okemo Modern Mountain Escape - 5 bedroom, 3 bathroom house

10.0 out of 10, Exceptional, (6)
"Easy to work with the owner. Great house and location."
Okemo Modern Mountain Escape - 5 bedroom, 3 bathroom house
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
Exterior

Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

9.8 out of 10, Exceptional, (37)
"Great property, cozy and well maintained!"
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
Spacious 9-BR Downtown Residence 3-Min to Okemo
TV, offices

Spacious 9-BR Downtown Residence 3-Min to Okemo

10.0 out of 10, Exceptional, (6)
"It was very nice for the whole family!"
Spacious 9-BR Downtown Residence 3-Min to Okemo
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Dining

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (40)
"Convenient to Okemo. Has everything you need for a ski week or weekend! "
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Relaxing mountain setting w/private hot tub, 5 minutes to Okemo. Pet friendly!
Outdoor dining

Relaxing mountain setting w/private hot tub, 5 minutes to Okemo. Pet friendly!

8.8 out of 10, Excellent, (8)
"Convenient to okemo and a great place for our family. "
Relaxing mountain setting w/private hot tub, 5 minutes to Okemo. Pet friendly!
Maplewood 5-BR Lake House 10-min to Okemo
Dining

Maplewood 5-BR Lake House 10-min to Okemo

Maplewood 5-BR Lake House 10-min to Okemo
Mountainside 5-BR Ski-In/Out Okemo Villa
TV, fireplace, offices

Mountainside 5-BR Ski-In/Out Okemo Villa

2.0 star property
9.8 out of 10, Exceptional, (6)
"It was a great property for a large group! Great location and manager was super helpful."
Mountainside 5-BR Ski-In/Out Okemo Villa
Luxury Ski Chalet - Okemo Killington
Property grounds

Luxury Ski Chalet - Okemo Killington

10.0 out of 10, Exceptional, (9)
"Great location great house for a family and a host that provided all the details. We had a fantastic family vacation."
Luxury Ski Chalet - Okemo Killington
Lakefront home with amazing views, fireplace, firepit, & gas grill
Fridge, microwave, oven, stovetop

Lakefront home with amazing views, fireplace, firepit, & gas grill

9.8 out of 10, Exceptional, (71)
"Loved the house and the view and the fireplace and the area - great vacation!!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Okemo mountain house with private hot tub
Property grounds

Okemo mountain house with private hot tub

10.0 out of 10, Exceptional, (3)
"Really enjoyed our stay! Great location, easy access to all the places in town. The place was clean, well stocked, fun for the kids and adults, and the host was super responsive! The porch was great to have for grilling and star gazing! "
Okemo mountain house with private hot tub
Townhome with patio & on-site pool, hot tub, sauna & tennis access
Interior

Townhome with patio & on-site pool, hot tub, sauna & tennis access

9.8 out of 10, Exceptional, (8)
"Clean and convenient "
Townhome with patio & on-site pool, hot tub, sauna & tennis access
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.
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

Jackson Gore Village

Jackson Gore Village

10/10 Excellent
"We stayed during off-season while in town visiting family. Gorgeous room, very clean and kitchenette had everything we needed. On-site restaurant was a tad pricey, but very high quality. Plenty of activities on site for the kids. "
Marc 3-night trip
Posted 1 day ago
Jackson Gore Village