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Ludlow Vacation Rentals

1 - 42 of 116 rentals
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Pleasant Street 31 Unit A - Ludlow, VT Vacation Rental

Pleasant Street 31 Unit A

Ludlow, VT
1 Bed 1 Bath Sleeps 4
120 99 70 70 70 70 99 99 70 70 70 70 70 99 99 75 75
Masonic Temple #3 - Ludlow, VT Vacation Rental

Masonic Temple #3

Ludlow, VT
4 Bed 3 Bath Sleeps 11
240 215 165 165 165 165 215 215 165 165 165 165 165 215 215 175 175
North House Lodge 54 - Ludlow, VT Vacation Rental

North House Lodge 54

Ludlow, VT
3 Bed 2 Bath Sleeps 6
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Pedra - Ludlow, VT Vacation Rental

Pedra

Ludlow, VT
5 Bed 4.5 Bath Sleeps 10
290 155 140 140 140 140 160 160 140 140 140 140 140 160 160 140 145
Okemo Trailside 46D - Ludlow, VT Vacation Rental

Okemo Trailside 46D

Ludlow, VT
4 Bed 2.5 Bath Sleeps 10
225 155 115 115 115 - - - - 115 115 115 115 155 155 125 125
Ludlow Colonial #304 - Ludlow, VT Vacation Rental

Ludlow Colonial #304

Ludlow, VT
1 Bed 1 Bath Sleeps 4
115 85 - - - - - - - - - - - - - - -
Okemo Trailside 45C - Ludlow, VT Vacation Rental

Okemo Trailside 45C

Ludlow, VT
3 Bed 2.5 Bath Sleeps 8
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Froehlich Mountainside Home - Ludlow, VT Vacation Rental

Froehlich Mountainside Home

Ludlow, VT
5 Bed 2.5 Bath Sleeps 12
290 190 140 140 140 140 160 150 - - - - - - 140 140 145
Brookhaven B2 - Ludlow, VT Vacation Rental

Brookhaven B2

Ludlow, VT
3 Bed 2 Bath Sleeps 8
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Winterplace G101 - Ludlow, VT Vacation Rental

Winterplace G101

Ludlow, VT
2 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - 99 99
Ledgewood A4 - Ludlow, VT Vacation Rental

Ledgewood A4

Ludlow, VT
3 Bed 2 Bath Sleeps 10
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Woodward's Bungalow - Ludlow, VT Vacation Rental

Woodward's Bungalow

Ludlow, VT
3 Bed 3 Bath Sleeps 8
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Brookhaven B6 - Ludlow, VT Vacation Rental

Brookhaven B6

Ludlow, VT
3 Bed 2 Bath Sleeps 6
- 125 99 99 99 99 130 130 99 99 99 99 99 130 130 99 99
Pleasant Street 64 - Ludlow, VT Vacation Rental

Pleasant Street 64

Ludlow, VT
4 Bed 3 Bath Sleeps 13
225 155 115 115 115 115 155 155 115 115 115 115 115 155 155 125 125
Braillard Carriage House - Ludlow, VT Vacation Rental

Braillard Carriage House

Ludlow, VT
1 Bed 1 Bath Sleeps 4
115 90 70 70 70 70 90 90 70 70 70 70 70 90 90 70 70
Okemo Mountain Condo - Ludlow, VT Vacation Rental

Okemo Mountain Condo

Ludlow, VT
1 Bed 1 Bath Sleeps 6
130 90 75 75 75 75 99 99 75 75 75 75 75 99 99 80 80
Alpine Peace AD610 - Mount Holly, VT Vacation Rental

Alpine Peace AD610

Mount Holly, VT
3 Bed 2 Bath Sleeps 7
170 120 99 99 99 99 130 130 99 99 99 99 99 130 130 99 99
Sears Farmhouse - Ludlow, VT Vacation Rental

Sears Farmhouse

Ludlow, VT
2 Bed 2 Bath Sleeps 6
135 99 90 90 90 90 115 115 90 90 90 90 90 115 115 99 99
Pleasant Street 72 - Ludlow, VT Vacation Rental

Pleasant Street 72

Ludlow, VT
4 Bed 4 Bath Sleeps 12
245 165 125 125 125 125 165 165 125 125 125 125 125 165 165 135 135
Brookhaven B3 - Ludlow, VT Vacation Rental

Brookhaven B3

Ludlow, VT
3 Bed 2 Bath Sleeps 8
- 130 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Country Comfort Retreat - Ludlow, VT Vacation Rental

Country Comfort Retreat

Ludlow, VT
4 Bed 2 Bath Sleeps 8
225 150 150 150 150 150 240 240 150 150 150 150 150 240 240 155 155
Pleasant Street 49-Upper Level - Ludlow, VT Vacation Rental
- - 99 99 99 99 130 130 99 99 99 99 99 130 130 99 99
Amato Carriage House, Upper Level - Ludlow, VT Vacation Rental
135 99 90 90 90 90 115 115 90 90 90 90 90 115 115 99 99
Highland Views #06 - Ludlow, VT Vacation Rental

Highland Views #06

Ludlow, VT
3 Bed 3 Bath Sleeps 10
- - - - - - 135 140 99 99 99 99 99 140 140 115 115
Sweet Pauline Cottage - Ludlow, VT Vacation Rental

Sweet Pauline Cottage

Ludlow, VT
2 Bed 1 Bath Sleeps 6
- 99 99 99 99 99 130 130 99 99 99 99 99 130 130 99 99
Okemo Pines Birch Lane #64 - Ludlow, VT Vacation Rental

Okemo Pines Birch Lane #64

Ludlow, VT
4 Bed 4.5 Bath Sleeps 8
240 160 125 125 125 125 - - 125 125 125 125 125 160 160 130 130
North House Lodge 52 - Ludlow, VT Vacation Rental

North House Lodge 52

Ludlow, VT
3 Bed 2 Bath Sleeps 8
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Brookhaven D1 - Ludlow, VT Vacation Rental

Brookhaven D1

Ludlow, VT
3 Bed 2 Bath Sleeps 8
- - 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Okemo Trailside 34C - Ludlow, VT Vacation Rental

Okemo Trailside 34C

Ludlow, VT
3 Bed 2.5 Bath Sleeps 8
195 130 99 99 99 99 130 130 99 99 99 90 - - - - 99
Urban Retreat - Ludlow, VT Vacation Rental

Urban Retreat

Ludlow, VT
2 Bed 1 Bath Sleeps 6
140 99 90 90 90 90 120 120 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
130 90 90 90 90 90 135 135 90 90 90 90 90 135 135 99 99
Mountains View Cabin  - Ludlow, VT Vacation Rental

Mountains View Cabin

Ludlow, VT
3 Bed 2.5 Bath Sleeps 8
- - - 90 - - - - - - - 90 99 125 125 99 99
The Mary Lou - Ludlow, VT Vacation Rental

The Mary Lou

Ludlow, VT
2 Bed 1 Bath Sleeps 8
150 115 99 99 99 99 130 130 99 99 99 99 99 130 130 99 99
Pleasant Street 31 Unit B - Ludlow, VT Vacation Rental

Pleasant Street 31 Unit B

Ludlow, VT
1 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - 70 75
Plum 6 - Ludlow, VT Vacation Rental

Plum 6

Ludlow, VT
3 Bed 2 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Brookhaven D4 - Ludlow, VT Vacation Rental

Brookhaven D4

Ludlow, VT
3 Bed 2 Bath Sleeps 8
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Pleasant Street 43 - Ludlow, VT Vacation Rental

Pleasant Street 43

Ludlow, VT
4 Bed 2 Bath Sleeps 11
170 135 115 115 115 115 155 155 115 115 115 115 115 155 155 125 125
Amato Carriage House, Lower Level - Ludlow, VT Vacation Rental
115 90 70 70 70 70 90 90 70 70 70 70 70 90 90 70 70
Okemo Trailside 19B, Upper Level - Ludlow, VT Vacation Rental
- - - - - - - - - - - - - - - - -
Okemo Trailside 21C - Ludlow, VT Vacation Rental

Okemo Trailside 21C

Ludlow, VT
4 Bed 2 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Okemo Trailside 08E - Ludlow, VT Vacation Rental

Okemo Trailside 08E

Ludlow, VT
1 Bed 1 Bath Sleeps 6
115 90 70 70 70 70 90 90 70 70 70 70 70 90 90 70 70
Pleasant Street 49-Lower Level - Ludlow, VT Vacation Rental
195 135 99 99 99 99 135 135 99 99 99 99 99 135 135 99 99
Page 1 of 3

About Ludlow

Ludlow rated 4.7 out of 5 based on 105 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 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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