Holiday rentals with a kayak near Okemo Mountain Resort

4.94 out of 5 average rating, 123 reviews

Home in Grafton

The Grafton Chateau

Welcome to the Grafton Chateau, a gorgeous secluded and private country retreat for all of your family and friends. With six bedrooms and a den, four baths, two fireplaces, a sauna and a large private pond beautifully situated on 67 acres of woodlands, the Grafton Chateau is the perfect comfortable home base for ski trips, hiking, antiquing, or just enjoying the scenery while you sit around the fire pit. The garage has outdoor recreation gear, like snowshoes and sleds. The den has a variety of toys, and games for kids and adults. The whole house, sauna house, barn and all 67 acres are all yours! We are always available by phone, text, or email if you have any questions. Grafton is just about the most charming Vermont town you can find and is convenient to four ski mountains and every other outdoor activity you can imagine.

4.98 out of 5 average rating, 111 reviews

Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

4.98 out of 5 average rating, 164 reviews

Farm stay in Croydon

Lighthouse Inn the Woods~peaceful farmhouse stay

Our cabin is perfectly private, comfortably cozy, and surprisingly sunny. Fully stocked kitchen allows for easy meal prep away from home. Comfy seats for everyone around the TV or table. You'll feel so at home you might never want to leave. A good night's sleep is paramount in a peaceful vacation. We offer only 100% cotton or linen bed linens on our extraordinarily comfortable beds as well as black out curtains in each bedroom. Book your stay to let us show you what luxury and rest feel like.

4.97 out of 5 average rating, 32 reviews

Lakefront Contemporary Home 4 Minutes to Okemo

Beautiful lakefront Vermont house -. just over a 1 mile to Okemo and town of Ludlow. Easy access to Jackson Gore. Renovated with lake and mountain views, Hi speed WIFI, two story fireplace, large heated mudroom, open floor plan living area and fully stocked kitchen with granite counters. . Main level king master with renovated bath. Upstairs 2 queen bedrooms, 1 with bunks. For summer, main living area with AC, deck with couch seating area and Blackstone griddle. 3 Kayaks and fire pit.

4.94 out of 5 average rating, 137 reviews

Home in Poultney

VT Lake House living with sunset views!

Welcome to the Vermont Lake House North Bay, situated on a quiet dead-end drive on the North Bay of Lake Saint Catherine, offering incredible sunset views and large lake frontage on one of the best spots on LSC. With a lakeside sitting area and dock, large deck, horseshoes, fire pit, kayaks, and an expansive lawn, there is no shortage of ways to unwind and take in the serenity of this quintessential Vermont lake house, during every season. For more pics, follow us on IG @vtlakehouse_northbay

4.93 out of 5 average rating, 338 reviews

Home in Poultney

Waterfront Vermont Lake House w/ Canoe/Kayak/SUPs

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Superhost

4.75 out of 5 average rating, 4 reviews

*NEW Lake Rescue Life*W/ Hot Tub/Kayaks/Canoe/Dock

Discover your private mountain sanctuary where lakeside tranquility meets alpine adventure! This intimate retreat wraps you in comfort after exhilarating days at Okemo Mountain (8 mins away). Let worries melt away as you soak in the hot tub under starlit skies, or share stories on the deck while gentle lake breezes whisper through the trees. Whether it's family game night or romantic evenings, every moment here becomes a cherished memory. 2 - 1 person kayaks 1 - 15' Canoe that fits 4

5 out of 5 average rating, 38 reviews

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 Gondola). 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 getaway.

Apartment in Middletown Springs

4.89 out of 5 average rating, 259 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

4.94 out of 5 average rating, 64 reviews

Valhalla

Welcome to Valhalla on Lake Rescue! We are a lovely four season home with plenty of options right outside our doorstep. Jump on a kayak or throw your hiking shoes on and explore Okemo Mountain and the gorgeous surrounding area. We are just 5 minutes from Okemo and 35 minutes from Killington, Bromley and Magic ski mountains. Our newly renovated home is a 7 minute drive to downtown Ludlow with great restaurants and shops.

4.98 out of 5 average rating, 52 reviews

Home in Newport

Lakeview | Family-friendly | Stargaze | Relax

Welcome to Lakeside Lodge, your perfect escape on the tranquil shores of Crescent Lake. Swim, paddle, or fish in the summer; marvel at fall’s breathtaking foliage; skate on the frozen lake in winter; or enjoy the fresh blooms of spring. Whether you’re a busy mom seeking relaxation, a family craving adventure, or a remote worker in search of serenity, this is more than just a getaway—it’s where lifelong memories begin.