
Pet-friendly holiday rentals in Ludlow
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Top-rated pet-friendly home rentals in Ludlow
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Updated 6BR Home 4 min to Okemo w fenced in yard!
Fully renovated! This single-family home is a perfect getaway for you and your friends or family to enjoy some of the best terrain in the Northeast at Okemo Mountain, located just 5 minutes away. After a day on the slopes come home, unwind and relax or head to downtown Ludlow area to enjoy restaurants, bars, shopping and more. Pet-friendly, large fenced in yard. Nearby attractions: - Camp Plymouth State Park & Echo Lake - Fox Run Golf - Buttermilk Falls hiking and swimming - Killington Skiing!
4.93 out of 5 average rating, 101 reviews
Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning
4.99 out of 5 average rating, 155 reviews
Cozy Ski Condo In Historic Mill - on shuttle route
2 bedroom, 1 bathroom condo located in the historic Mill Building (1834). This top floor end unit offers views of Okemo Mtn while overlooking the Black River. With exposed brick walls, wooden beams, high ceilings & a wood burning fireplace we hope you enjoy the coziness of this rustic space after a long day of adventure. Firewood, linens, towels, & cooking needs are provided for added comfort. Our condo is centrally located, walkable to shops/restaurants & is on the shuttle route to Okemo.
4.96 out of 5 average rating, 153 reviews
Private, Large 4BR home | Pet friendly | 10 Acres
Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.
4.93 out of 5 average rating, 103 reviews
Ludlow Village Victorian with prime location
Renovated Vintage Village Victorian on Okemo ski shuttle route. Enjoy old village character with a modern twist, many original features throughout have been preserved while updating the house. Enjoy convenient location on ski shuttle and walk to shops and restaurants. Master, 2nd, and 3rd bdrm have king beds, 4th bdrm is semi-private loft with bunkbeds. Den has pull out couch and pocket doors that can be closed to make a private 5th bdrm. Ottoman in living room converts to a twin bed.
4.9 out of 5 average rating, 103 reviews
Ludlow Village/Okemo Shuttle - Oma K's Kottage
This house comfortably accommodates 8 people and boasts a large modern kitchen, additional dining area, cozy living room and attached garage. Walking distance to pubs, restaurants and shopping. Conveniently located in Ludlow Village, Oma K's Kottage offers premier winter skiing at Okemo Mountain Resort and access to nearby lakes and river water sports in summer. Whether it’s hiking, cycling, golf or fly-fishing, this ideal location has something for everyone. Come stay and play at Oma K’s.
4.96 out of 5 average rating, 112 reviews
Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo
Come enjoy your getaway in a log cabin! Located near downtown Ludlow, we’re less than a half-mile from Main Street and less than a 5-minute drive to Okemo's base lodge. We are also on the Okemo Mountain bus route for easy mountain access! This home is the perfect location for year-round outdoor adventures and downtown restaurants. Enjoy a peaceful morning coffee on the front porch while listening to the river, or your après-ski in the hot tub on the back porch! @blackbearcabinvt
4.96 out of 5 average rating, 123 reviews
VT Lakefront House, Lake Fun, Fall Foliage and Ski
Newly renovated, air conditioned, lake front home with a hot tub, fire pits and modern finishes. Tons of space, super comfortable beds. Plus TWO LARGE bonus rooms. Year-round fun; swim, kayak, golf and fish in the summer; hike and fall foliage in the fall and ski in the winter. 7 minutes from Okemo and 22 minutes from Killington. Cook with a stunning view of the lake, watch a movie by the fire or hottub. Outdoor shower, game room, movie room, screened porch and much more!
4.88 out of 5 average rating, 104 reviews
All Season Lovely and Zen Okemo Mt Lodge Condo
Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the fireplace, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.
4.93 out of 5 average rating, 182 reviews
Modern Okemo Smart Cabin - As Seen On DIY Channel
This is a brand new modern timber frame smart cabin in Ludlow (~5 min from Okemo). The house was recently featured on DIY / Discovery’s acclaimed TV show, Building Off The Grid. Warm up after a day of skiing or riding with heated floors and a walk-in shower. Charge up your electric vehicle in the private garage. Directly access the VAST snowmobile trail from the backyard or sit back on the porch and soak up the views. Message host about renting for next winter season!
4.96 out of 5 average rating, 113 reviews
Spacious Renovated Barn Apt on 100 acres!
Our unique hideaway is only two miles from many restaurants and cute shops in Ludlow, and we are 1 mile from the gorgeous Buttermilk Falls and Jackson Gore at Okemo Mountain Resort where you can enjoy mountain biking, a ropes course or skiing and riding! Enjoy 100 acres of hiking or snowshoeing right outside your door. There is nice fire fire pit, hot tub and outdoor seating. Perfect location for the outdoor enthusiast or a relaxing weekend in cool VT air!
4.95 out of 5 average rating, 908 reviews
Renovated Vermont Schoolhouse – Close to Okemo
Time for recess! Our totally renovated and expanded schoolhouse is a perfect retreat with all the comforts of home. It has high ceilings, lots of natural light, and plenty of spaces to gather or have some quiet time. Fully stocked kitchen w/DW. 3 bdrms (3 beds, 2 queen/1 full), 2.5 baths. W/D. Close to Ludlow, Okemo/Jackson Gore, Stratton, Killington, Castle Hill Spa and plenty of lakes and ponds.
4.94 out of 5 average rating, 112 reviewsPopular amenities for Ludlow pet-friendly home rentals
Pet-friendly house rentals

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
4.99 out of 5 average rating, 170 reviews
1st floor, Okemo contemporary country 3 BR 2 BA
4.88 out of 5 average rating, 155 reviews
Mountain views - hot tub, games, minutes to lakes
4.97 out of 5 average rating, 108 reviews
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
4.95 out of 5 average rating, 324 reviews
Modern 3-bedroom A-frame in Londonderry w/ Pond
4.99 out of 5 average rating, 155 reviews
Cozy private cabin near Okemo! Large Hot tub!
4.83 out of 5 average rating, 107 reviews
Custom cabin on Mt Ascutney, Fall and Winter Days…
4.97 out of 5 average rating, 138 reviews
Charming, Cozy Cape
4.98 out of 5 average rating, 179 reviewsPet-friendly home rentals with a pool

Vermont Horse Farm
4.92 out of 5 average rating, 159 reviews
Topridge 3BR w Foliage Views & Private Hot Tub!
4.93 out of 5 average rating, 115 reviews
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
4.96 out of 5 average rating, 223 reviews
Ski-In/Out, Pools, Hot Tub, Pet-Friendly
4.95 out of 5 average rating, 182 reviews
Log Cabin Near Stratton/Mt Snow
4.79 out of 5 average rating, 279 reviews
Ski Mountain View Estate
4.96 out of 5 average rating, 142 reviews
Beautiful Bromley/Manchester VT Retreat w/hot tub
4.9 out of 5 average rating, 184 reviews
The Brick House on Washington Street
4.93 out of 5 average rating, 251 reviewsPrivate, pet-friendly home rentals

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
4.95 out of 5 average rating, 270 reviews
Cozy VT Log Cabin Minutes to Okemo & Killington
4.96 out of 5 average rating, 111 reviews
Private Hilltop farm apartment
4.97 out of 5 average rating, 481 reviews
~The ClubHaus~
4.99 out of 5 average rating, 132 reviews
Modern 3 Bedroom 4 Bath Villa w HotTub/ back trail
4.93 out of 5 average rating, 57 reviews
Five Bedroom Family Home on Okemo with A.C. splits
4.98 out of 5 average rating, 45 reviews
Private Mountain House with hot tub
5.0 out of 5 average rating, 31 reviews
Escape to VT chalet between Okemo and Killington
4.98 out of 5 average rating, 60 reviewsDestinations to explore
- New York Holiday rentals
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- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Monadnock State Park
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Crotched Mountain Ski and Ride





