Vacation rentals in Plymouth

Mountain Views, Hot tub, Trails, Pond, BBQ

Private Pond | Post & Beam | Nature Retreat | Hot Tub Sleeps up to 8 Welcome to your peaceful escape in the woods. This custom-built, post-and-beam home sits on 5 wooded acres with private frontage on a tranquil 6+ acre pond—perfect for nature lovers, quiet seekers, and family or friend groups looking to unwind. Highlights: * 4 bedrooms | 2.5 baths * 3 King beds & 1 Twin Bunk. All memory foam mattresses * 30-ft ceilings, reclaimed beams * Fully equipped kitchen * 75” TV, arcade, board games

Escape to VT chalet between Okemo and Killington

Escape to private 3-bedroom cabin on 2 wooded acres between Okemo and Killington. Perfect for families, couples, friends and their dogs, Bigfoot Chalet gives the privacy of a secluded Vermont retreat while keeping you close to skiing, hiking, lakes and local attractions. Highlights: • Between Okemo (6 miles) & Killington Skyeship (12 miles) • Pet friendly • Fire pit and fire place • 2 private wooded acres • Deck • Fully equipped kitchen • Workspace Come for skiing, foliage, hiking or lakes.

~The ClubHaus~

Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

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.

Ludlow Lake & Ski Cottage - Adventure Awaits!

Relax and unwind at our charming cottage directly on Lake Rescue in Ludlow, VT. Enjoy stunning lake views, direct access to water activities (kayaks and paddle boat included!), with close proximity to Okemo Mountain Resort (5 min), Fox Run Golf Club (5 min) and Killington Mountain Resort (15 min - Skyeship). Perfect for your family or a group of friends to take advantage of everything the area has to offer. Our cozy house offers everything you need for your relaxing (or adventurous) getaway!

Cozy Cottage Lakefront

Cozy 3BR Lake home, enjoy year-round adventure & relaxation. Summer-enjoy swimming, paddling, and fishing right from the lake, or roast marshmallows at the fire pit under the stars. Winter, hit the slopes & come home to cozy up in a warm, inviting space. Explore nearby hiking trails, grab a bite at one of the many local restaurants, or plan a day trip to a charming VT town. Whether you're skiing, leaf-peeping, lake lounging, or just unwinding, this home is the ideal base for all-season fun.

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Thundersnow | Woods • Mountains • Peaceful

Ideally located just 20 minutes to Killington via Bear Mountain and Skyeship, and 10 minutes to the quieter backside of Okemo. Thundersnow is a cozy year-round cabin tucked in the Green Mountains close to Woodstock and Ludlow’s great dining . With a classic stone fireplace, game room, and inviting spaces, it’s the perfect home base for four-season adventures—whether skiing, hiking, or simply relaxing with loved ones and soaking in the peaceful surroundings.

Kingsley Grist Mill Waterfall & Private Beach OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

Wooded Vermont Getaway 15 mi to Okemo & Killington

Fall in Vermont starts here. Escape to Plymouth, VT for crisp autumn days, colorful foliage, kayaking on Echo Lake, a small lakeside beach, and scenic biking and hiking trails - all from a peaceful home tucked in the woods. Spend your days exploring the brilliant fall colors, then return to unwind at Hawk Hill Lodge. Perfect for families and groups of friends looking for nature, comfort, and an unforgettable Vermont fall getaway.

Quiet Couples Retreat near Killington and Okemo

Clean and comfortable rural guest house in quiet and serene setting on 68 acres of land in Plymouth on Vermont Route 100, a top 10 scenic road in the US. Only 15 minutes from Killington and Okemo and minutes from hiking, lakes, fishing, boating, swimming, and a state beach and boat landing. Historic Woodstock is 15 miles away. Guests must be 21+. Inquiries from guests with no prior reviews on Airbnb will be further screened.