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Ludlow Vacation Rentals

1 - 42 of 121 rentals
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Highland Views #06 - Ludlow, VT Vacation Rental

Highland Views #06

Ludlow, VT
3 Bed 3 Bath Sleeps 10
- - - - - - - 335 135 135 135 135 135 225 225 145 145
Alpine Peace AD610 - Ludlow, VT Vacation Rental

Alpine Peace AD610

Ludlow, VT
3 Bed 2 Bath Sleeps 7
290 255 255 255 255 255 360 360 130 130 130 130 130 195 195 135 135
Pleasant Street 64 - Ludlow, VT Vacation Rental

Pleasant Street 64

Ludlow, VT
4 Bed 3 Bath Sleeps 13
330 295 295 295 295 295 395 395 150 150 150 150 150 235 235 160 160
Masonic Temple #3 - Ludlow, VT Vacation Rental

Masonic Temple #3

Ludlow, VT
4 Bed 3 Bath Sleeps 11
- - - - - - - - - - - - - - - - -
Pleasant Street 31 Unit B - Ludlow, VT Vacation Rental

Pleasant Street 31 Unit B

Ludlow, VT
1 Bed 1 Bath Sleeps 4
160 125 125 125 125 125 195 195 99 99 99 99 99 125 125 99 99
Sears Farmhouse - Ludlow, VT Vacation Rental

Sears Farmhouse

Ludlow, VT
2 Bed 2 Bath Sleeps 6
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Urban Retreat - Ludlow, VT Vacation Rental

Urban Retreat

Ludlow, VT
2 Bed 1 Bath Sleeps 6
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Amato Carriage House, Upper Level - Ludlow, VT Vacation Rental
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Okemo Trailside 34C - Ludlow, VT Vacation Rental

Okemo Trailside 34C

Ludlow, VT
3 Bed 2.5 Bath Sleeps 8
- 240 255 255 255 240 - - 120 130 130 130 130 195 195 135 135
Pedra - Ludlow, VT Vacation Rental

Pedra

Ludlow, VT
5 Bed 4.5 Bath Sleeps 10
485 295 320 320 320 320 635 635 160 160 160 160 160 320 320 170 175
Country Comfort Retreat - Ludlow, VT Vacation Rental

Country Comfort Retreat

Ludlow, VT
4 Bed 2 Bath Sleeps 8
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Plum 6 - Ludlow, VT Vacation Rental

Plum 6

Ludlow, VT
3 Bed 2 Bath Sleeps 10
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Brookhaven B2 - Ludlow, VT Vacation Rental

Brookhaven B2

Ludlow, VT
3 Bed 2 Bath Sleeps 8
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Brookhaven B3 - Ludlow, VT Vacation Rental

Brookhaven B3

Ludlow, VT
3 Bed 2 Bath Sleeps 8
- - - - - - - - - 125 130 130 130 215 215 140 140
Okemo Trailside 46D - Ludlow, VT Vacation Rental

Okemo Trailside 46D

Ludlow, VT
4 Bed 2.5 Bath Sleeps 10
340 295 295 295 295 295 420 420 150 150 150 150 150 235 235 160 160
Braillard Carriage House - Ludlow, VT Vacation Rental

Braillard Carriage House

Ludlow, VT
1 Bed 1 Bath Sleeps 4
155 120 120 120 120 120 190 190 90 90 90 90 90 120 120 99 99
Ludlow's Gem - Ludlow, VT Vacation Rental

Ludlow's Gem

Ludlow, VT
2 Bed 1 Bath Sleeps 6
- 99 99 99 99 99 195 195 85 85 85 85 85 130 130 90 90
Kettlebrook D8 - Ludlow, VT Vacation Rental

Kettlebrook D8

Ludlow, VT
2 Bed 2 Bath Sleeps 6
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Pleasant Street 43 - Ludlow, VT Vacation Rental

Pleasant Street 43

Ludlow, VT
4 Bed 2 Bath Sleeps 11
285 245 245 245 245 245 355 355 150 150 150 150 150 235 235 160 160
Woodward's Bungalow - Ludlow, VT Vacation Rental

Woodward's Bungalow

Ludlow, VT
3 Bed 3 Bath Sleeps 8
295 265 265 265 265 265 375 375 130 130 130 130 130 215 215 140 140
Okemo Trailside 21C - Ludlow, VT Vacation Rental

Okemo Trailside 21C

Ludlow, VT
4 Bed 2 Bath Sleeps 10
- 320 335 335 335 335 455 455 165 165 165 165 165 250 250 170 170
Pleasant Street 31 Unit A - Ludlow, VT Vacation Rental

Pleasant Street 31 Unit A

Ludlow, VT
1 Bed 1 Bath Sleeps 4
160 125 125 125 125 125 195 195 99 99 99 99 99 125 125 99 99
Harold House - Ludlow, VT Vacation Rental

Harold House

Ludlow, VT
5 Bed 3 Bath Sleeps 10
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North House Lodge 52 - Ludlow, VT Vacation Rental

North House Lodge 52

Ludlow, VT
3 Bed 2 Bath Sleeps 8
295 265 265 265 265 265 375 375 130 130 130 130 130 215 215 140 140
Pleasant Street 49-Lower Level - Ludlow, VT Vacation Rental
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Ledgewood A4 - Ludlow, VT Vacation Rental

Ledgewood A4

Ludlow, VT
3 Bed 2 Bath Sleeps 10
- 275 290 290 290 290 395 395 130 130 130 130 130 215 215 140 140
Sweet Pauline Cottage - Ludlow, VT Vacation Rental

Sweet Pauline Cottage

Ludlow, VT
2 Bed 1 Bath Sleeps 6
225 140 140 140 140 140 280 280 99 99 99 99 99 155 155 115 115
The Mary Lou - Ludlow, VT Vacation Rental

The Mary Lou

Ludlow, VT
2 Bed 1 Bath Sleeps 8
225 140 140 140 140 140 280 280 99 99 99 99 99 155 155 115 115
Ludlow Colonial #304 - Ludlow, VT Vacation Rental

Ludlow Colonial #304

Ludlow, VT
1 Bed 1 Bath Sleeps 4
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North House Lodge 54 - Ludlow, VT Vacation Rental

North House Lodge 54

Ludlow, VT
3 Bed 2 Bath Sleeps 6
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Ludlow Family Hideaway - Ludlow, VT Vacation Rental

Ludlow Family Hideaway

Ludlow, VT
3 Bed 1.5 Bath Sleeps 8
- - - - - - - - - 125 130 130 130 170 170 140 140
Okemo Mountain Condo - Ludlow, VT Vacation Rental

Okemo Mountain Condo

Ludlow, VT
1 Bed 1 Bath Sleeps 6
240 130 130 130 130 130 185 185 90 90 90 90 90 130 130 99 99
Froehlich Mountainside Home - Ludlow, VT Vacation Rental

Froehlich Mountainside Home

Ludlow, VT
5 Bed 2.5 Bath Sleeps 12
- 255 285 285 285 270 - - 190 195 195 195 195 320 320 195 220
Pleasant Street 49-Upper Level - Ludlow, VT Vacation Rental
- - - - - - - - - - - - - - - - -
Amato Carriage House, Lower Level - Ludlow, VT Vacation Rental
- - - - - - - 160 90 90 90 90 90 120 120 99 99
Ludlow Family Retreat - Ludlow, VT Vacation Rental

Ludlow Family Retreat

Ludlow, VT
3 Bed 2 Bath Sleeps 7
280 245 245 245 245 245 345 345 125 125 125 125 125 195 195 130 130
Okemo Pines Birch Lane #64 - Ludlow, VT Vacation Rental

Okemo Pines Birch Lane #64

Ludlow, VT
4 Bed 4.5 Bath Sleeps 8
- - - - - - - - - - - - - - - 160 170
Okemo Trailside 45C - Ludlow, VT Vacation Rental

Okemo Trailside 45C

Ludlow, VT
3 Bed 2.5 Bath Sleeps 8
295 270 270 270 270 270 375 375 130 130 130 130 125 - - - -
Brookhaven B6 - Ludlow, VT Vacation Rental

Brookhaven B6

Ludlow, VT
3 Bed 2 Bath Sleeps 6
295 260 260 260 260 260 365 365 130 130 130 130 130 195 195 135 135
Pleasant Street 72 - Ludlow, VT Vacation Rental

Pleasant Street 72

Ludlow, VT
4 Bed 4 Bath Sleeps 12
- - - - - - - - - - - - - - - - -
Ludlow Colonial #302 - Ludlow, VT Vacation Rental

Ludlow Colonial #302

Ludlow, VT
2 Bed 1 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Ludlow Country Home - Ludlow, VT Vacation Rental

Ludlow Country Home

Ludlow, VT
4 Bed 2 Bath Sleeps 9
- - - - - - - - - - - - - - - - -
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About Ludlow

Ludlow rated 4.8 out of 5 based on 91 reviews Ludlow, VT

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. 

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 homes! 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, you'll quickly discover why so many people love Vermont! 

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