Ludlow Vacation Rentals

Compare 102 vacation rentals.
USA > Vermont > Ludlow

Make Ludlow your next getaway

The perfect place for a relaxing escape from everyday life, Ludlow is a quiet Vermont town that is known for its vibrant history and natural beauty. A popular ski resort destination, Ludlow is home to the family-friendly Okemo Mountain Resort. 

Explore Ludlow condo rentals, house rentals, studios, and more

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Condo rentals

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House rentals

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Studios

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Popular amenities for Ludlow vacation rentals

Popular
Dog-friendly Hot tub Internet
Champagne Supernova
1 Bedroom | 1 Bath | Sleeps 4

Champagne Supernova - Ludlow, VT

$141 avg / night
4.71 (7)
Sweet Retreat
0 Bedroom | 1 Bath | Sleeps 4

Sweet Retreat - Ludlow, VT

$140 avg / night
4.37 (38)
Ludlow Lax
0 Bedroom | 1 Bath | Sleeps 4

Ludlow Lax - Ludlow, VT

$127 avg / night
4.3 (23)
Teddy's Getaway
1 Bedroom | 1 Bath | Sleeps 4

Teddy's Getaway - Ludlow, VT

$166 avg / night
4.45 (22)
Okemo Mountain Lodge C106
1 Bedroom | 1 Bath | Sleeps 4

Okemo Mountain Lodge C106 - Ludlow, VT

$220 avg / night
4.23 (26)

View 97 more homes

Recent Ludlow guest reviews

The location was perfect and the tiny homes were everything we needed. Very cute and cozy
Tracey S. | Nov 2024
Everything was great.
David K. | Oct 2024
We loved the house and especially the location. The views are beautiful and the proximity to town, the mountain and parks make it a fantastic spot to stay.
Jeannie V. | Oct 2024
Ludlow vacation rental FAQ

Yes, 37 of our Ludlow homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 178 of our Ludlow vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Ludlow vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Ludlow team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Ludlow, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

While the slopes at Okemo Mountain Resort may be the main reason for your next Ludlow vacation, you’ll be pleasantly surprised to find that there is so much more to see and do in this historic Vermont town! Originally chartered in 1761, Ludlow has a number of historic sites that you can visit. You can also sample locally-sourced maple syrup, do a little antiquing and pick up a souvenir to bring home, and dine in some of the Okemo Valley’s finest restaurants during your stay in one of our Ludlow vacation rentals. 

Things to do in Ludlow, VT

Without a doubt, one of the biggest draws for visitors to the area is the Okemo Mountain Resort. Known as “the big Vermont ski mountain that gets the little things right,” you’ll find diverse trails that will delight both novices and pros, exceptional snow, and plenty of family-friendly fun. In 2010, Parents Magazine rated Okemo Mountain as the Top U.S. Family Snow Resort. With 667 acres of skiable area and 121 runs, there’s something on the slopes for everyone!

After your adventures on the slopes, head down High Street and take an educational trip back in time inside the Black River Academy Museum. This unique museum features authentic recreations of the Ludlow of yesterday, including a classroom circa 1900 that may very well have been the same room Calvin Coolidge sat in when he attended the school as a boy. 

During the warmer months, hike the almost six-mile Healdville Trail. Although a bit of a challenging hike, the beautiful waterfalls and breathtaking 360-degree views from the fire tower at the very top of Okemo Mountain make it a worthwhile adventure! 

Day trips from Ludlow, VT

Less than 40 miles southwest of Ludlow, you can visit Manchester and enjoy the spectacular drive and incredible views to the summit of Mount Equinox. Although a small town, Manchester is also known for its variety of outlet stores and boasts a number of great restaurants.

If you want to stay closer to home, head just seven miles west to the historic Crowley Cheese Factory. You can sample delicious, handcrafted cheeses made the same way since 1824 at this unique factory. The Crowley Cheese Factory is located adjacent to Green Mountain National Forest, a Vermont natural treasure where you’ll find hiking trails, cycling paths, and beautiful lakeside sites for family picnics.

For a real taste of early America, head north just 11 miles to Plymouth Notch! Here you can stroll among the ancient headstones of settlers and Revolutionary War soldiers in the Plymouth Kingdom Cemetery, visit the birthplace of Calvin Coolidge, or wander through the historic district, complete with colonial era homes, farmsteads, a one-room schoolhouse, and a general store.

Enjoy the history and natural beauty of southwestern Vermont from the comfort of one of our Ludlow vacation rentals! Take a stroll back in time through the middle of town, ski down the nearby slopes at the Okemo Mountain Resort, or explore the nearby Green Mountain National Forest. 

With so much to do, this might just become the spot for your annual New England vacation! 

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