Okemo Trailside Condos

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USA > Vermont > Okemo Trailside

Make Okemo Trailside your next getaway—choose from 32 great vacation rentals

Fresh powder, small-town charm, and new memories on the mountain are waiting for you at Okemo Trailside Condo rentals. There’s an adventure for everyone, from skiing or snowboarding, to enjoying the endless views of Vermont. Getaway to the great northeast.

Okemo Trailside vacation rentals for every getaway

Dog-friendly Hot tub Internet
Tamarack 12: Archie’s at SouthFace 3D Tour
1 Bedroom | 1.5 Bath | Sleeps 6

Tamarack 12: Archie’s at SouthFace - Ludlow, VT

From $83
Okemo Trailside 23B, Lower Level 3D Tour
1 Bedroom | 1 Bath | Sleeps 6

Okemo Trailside 23B, Lower Level - Ludlow, VT

From $54
Tannen Spitz
5 Bedroom | 2 Bath | Sleeps 13

Tannen Spitz - Ludlow, VT

From $149
25 Trailside Road 3D Tour
4 Bedroom | 2 Bath | Sleeps 11

25 Trailside Road - Ludlow, VT

From $137
Okemo Trailside 8E 3D Tour
1 Bedroom | 1 Bath | Sleeps 6

Okemo Trailside 8E - Ludlow, VT

From $54

View 27 more homes

Recent Okemo Trailside vacation rental reviews

Alexander S. | Apr 2022
We took a quick ski trip and were so happy about the accommodations. No detail was left out. The owners ensured that all you needed to do was show up. Thank you!!
Princess H. | Apr 2022
Stayed there several weekends this year and plan to continue to rent it. Great convenience and well set up with all you need. Not to mention the throwback snowboards on the walls.
John E. | Mar 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Explore our Okemo Trailside Condos in Ludlow, VT

Ludlow, VT is postcard-perfect with its quaint downtown area and stunning foliage or snow-capped peaks with the change of season. There are plenty of hiking trails, small artisan farm tours, and coffee shops to peruse between trips up and down the slopes. Don’t forget a souvenir of Vermont’s famous maple syrup to enjoy when you get back home.

With Okemo Trailside Condos, you can find a home base that suits you best with ski-in/ski-out options and room for the whole family. The popular ski resort is known for its stunning views and winter thrills. When you’ve had your fill of adventure, come back to your cozy rental and savor resort-style amenities.