Holiday houses in Tiny Pond

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Location · Value · Walkability

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.

Family · Location · Getting around

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.

Family · Location · Getting around

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!

Family · Location · Layout

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.

Family · Value · Getting around

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

Location · Value · TV

Stylish AFrame w/ Lake Rescue Access

- A frame centrally located for skiing, hiking, golf, mt biking, or just relax by the lake (we share one acre lakeside with 5 other homes - it’s a 5 min walk from house) - Great for families or couples with 4 bedrooms and 3 baths (plus a loft) stretched out over 3 floors - Fully stocked kitchen, wood burning stove, fire pits and nicely setback from the road for privacy - Loaded basement with pool, darts, ping pong, games and books, backgammon, etc. - Available canoe, SUP and life vests

Location · Family · Sleep quality

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

Location · Value · Hiking

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!

Value · Location · Heating

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.

Value · Location · Comfort

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

Location · Family · Kitchen

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!

Location · Value · Sleep quality