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50 Rentals In Plymouth
United States
Vermont
Windsor Area
Plymouth
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Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Secluded 2600 sq ft home 15 min from Okemo+Killington
4
4.0
8
Plymouth Vermont Private vacation home
From $473 per night
(USD)
Historic 1840's Home with large deck, outdoor living room & fire pit. Sleeps 19!
7
5.0
19
Plymouth Vermont Private vacation home
From $954 per night
(USD)
Lakefront Vacation House w/ quiet, sandy beach/boats -
4
2.0
10
Plymouth Vermont Private vacation home
From $495 per night
(USD)
New Construction 4 season Killington VT Ski House on Lake Amherst okemo
3
2.0
8
Plymouth Vermont Private vacation home
From $361 per night
(USD)
Dog Friendly Ski House with Hot Tub
3
1.0
8
Plymouth Vermont Private vacation home
From $477 per night
(USD)
Vermont Luxury Farmouse-Close to Okemo and Killington, Hot Tub & Custom Sauna
4
2.0
8
Plymouth Vermont Private vacation home
From $1022 per night
(USD)
Beautiful Mountain Getaway for Skiing
4
3.0
8
Plymouth Vermont Private vacation home
From $470 per night
(USD)
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
4
5.0
8
Plymouth Vermont Private vacation home
From $1713 per night
(USD)
Country house minutes from Killington and Okemo
4
3.0
10
Plymouth Vermont Private vacation home
From $1213 per night
(USD)
Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace
4
3.0
8
Plymouth Vermont Cottage
From $855 per night
(USD)
\"The Arched Chalet\" Stunning Green Mountain views close to Killington and Okemo
4
2.0
7
Plymouth Vermont Chalet
From $683 per night
(USD)
Mountain View Retreat within minutes of Okemo Mountain
4
3.0
8
Ludlow Vermont Private vacation home
From $796 per night
(USD)
OZ CHALET - 4 Bedroom Ski Chalet Between Killington and Okemo
3
2.0
10
Plymouth Vermont Chalet
From $998 per night
(USD)
Bright, Family-Friendly Lake View House Close to Okemo, Killington, Pico, Lakes
4
4.0
8
Plymouth Vermont Private vacation home
From $414 per night
(USD)
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
4
2.0
8
Plymouth Vermont Chalet
From $624 per night
(USD)
Camp Amherst: Ski and Lakeside Retreat. Killington/Okemo, Firepit, private dock!
3
3.0
6
Plymouth Vermont Private vacation home
From $617 per night
(USD)
Northern Comfort @ Osprey Place - Plymouth, VT
3
4.0
6
Plymouth Vermont Private vacation home
From $583 per night
(USD)
Ski Retreat Townhome in Plymouth, VT
3
2.0
6
Plymouth Vermont Private vacation home
From $513 per night
(USD)
All-seasons fun in Ludlow, Vermont
3
2.0
8
Plymouth Vermont Private vacation home
From $766 per night
(USD)
Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes!
3
2.0
6
Plymouth Vermont Condo
From $362 per night
(USD)
Lakefront cabin with dock, hot tub, fire pit!!
3
2.0
6
Plymouth Vermont Private vacation home
From $609 per night
(USD)
Snowledge II by Okemo/Killington
2
1.0
6
Plymouth Vermont Private vacation home
From $340 per night
(USD)
Serene 4-BR Retreat 11-min to Okemo
4
3.0
8
Plymouth Vermont Private vacation home
From $526 per night
(USD)
Escape to Your Own Private Vermont Retreat
3
1.0
6
Plymouth Vermont Chalet
From $868 per night
(USD)
Cozy 3-bedroom condo located in Plymouth, VT . 12 miles to Okemo mountain-
3
3.0
8
Plymouth Vermont Condo
From $370 per night
(USD)
Fall 2026 - www.tysonbarn.com
3
2.0
6
Plymouth Vermont Private vacation home
From $446 per night
(USD)
5BR Chalet in Historic Town bet Killington & Okemo
5
3.0
12
Plymouth Vermont Chalet
From $397 per night
(USD)
Swim, Ski & Sip: Lakefront Retreat in Plymouth
3
3.0
6
Plymouth Vermont Private vacation home
From $383 per night
(USD)
Charming Cabin on Lake Amherst - Private Dock, Fireplace, Firepit, Pet-Friendly
3
2.0
6
Plymouth Vermont Cabin
From $389 per night
(USD)
Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond
4
2.0
8
Plymouth Vermont Chalet
From $2386 per night
(USD)
Equinox Haus: Private retreat, pool table, hot tub, game room & hiking trails
4
2.0
8
Plymouth Vermont Private vacation home
From $571 per night
(USD)
Cheerful chalet w/sauna & hot tub - amazing location near Okemo & Killington
3
4.0
6
Plymouth Vermont Chalet
From $577 per night
(USD)
Hidden Kingdom | Near Echo Lake, Private Retreat w/ Outdoor Space
4
2.0
8
Plymouth Vermont Private vacation home
From $628 per night
(USD)
Mountain Retreat near Okemo | Spectacular Views
4
3.0
8
Plymouth Vermont Private vacation home
From $629 per night
(USD)
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
3
2.0
6
Plymouth Vermont Private vacation home
From $344 per night
(USD)
Vermont Mountain Chalet • Hot Tub • Near Skiing
4
3.0
8
Plymouth Vermont Cabin
From $676 per night
(USD)
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
3
2.0
8
Plymouth Vermont Private vacation home
From $374 per night
(USD)
Fantastic 4-bedroom Lake~Ski House w/ gas fireplace. Pet friendly!
4
3.0
8
Plymouth Vermont Private vacation home
From $730 per night
(USD)
Lakefront 4-BR Retreat Near Okemo
4
2.0
8
Ludlow Vermont Private vacation home
From $766 per night
(USD)
Riverfront dog-friendly house w/ fireplace, close to Killington & Okemo resorts
4
2.0
8
Plymouth Vermont Private vacation home
From $594 per night
(USD)
Rustic home with a private hot tub, cable, & washer/dryer
3
2.0
6
Plymouth Vermont Private vacation home
From $364 per night
(USD)
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
3
2.0
6
Plymouth Vermont Condo
From $691 per night
(USD)
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
2
1.0
4
Plymouth Vermont Private vacation home
From $260 per night
(USD)
Two-story condo with forest views, Echo Lake beach access, pool, dock & tennis
3
3.0
6
Plymouth Vermont Condo
From $565 per night
(USD)
Mountain Escape - HotTub - FirePit - BBQ - Hiking - Near Lakes
3
3.0
8
Plymouth Vermont Cabin
From $573 per night
(USD)
Restored Vermont Cabin • Scenic Route 100 • Near Killington, Okemo & Wood...
3
2.0
6
Plymouth Vermont Cabin
From $329 per night
(USD)
Close to Hiking and Lakes - Cozy Mountain Cabin
3
3.0
8
Plymouth Vermont Private vacation home
From $490 per night
(USD)
Near Okemo & Killington: Home w/ Sauna & Fireplace
4
4.0
8
Plymouth Vermont Cabin
From $769 per night
(USD)
All-Season Lake House Between Okemo & Killington!
2
2.0
4
Plymouth Vermont Private vacation home
From $490 per night
(USD)
8-Acre Retreat with Trails, 7 Min to Killington
3
2.0
8
Plymouth Vermont Private vacation home
From $376 per night
(USD)
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