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Chuck's Place

With plenty of warm days ahead, we're stoked for the upcoming season. Chuck's a private home on 7 sunny acres overlooking Mt Ascutney. Great for hiking, biking, skiing, snowshoeing- or R&R! A note about Airbnb fees: Airbnb shifted their 15.5% guest fees to the host. We had to raise our rate to compensate. We are loyal to offer accessible ski vacations for your friends & family at the cost of a hotel room! Dollars a day at Ascutney or on your Indy/Ikon/Epic pass. Hit up the 20% on longer stays.

Charming New England Cape

This is our family home, the house that I was born and raised in 73 years ago. Built by my parents in 1941, it has a beautiful back yard with a year round flowing stream with a footbridge, a couple of buildings that were a horse barn and playhouse from my youth, and even an old mill dam. Located just a few minutes to shopping (Grocery, Pharmacy etc) & the local hospital. Within 25 minutes to Okemo, and several other ski areas are within an hours drive! We hope that you will enjoy your stay!

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Mt. Sunapee 4 Bedroom Log Home

Relax with the whole family within this 2700sq ft log cabin on a wooded lot. 10 minutes to Mt. Sunapee and Lake Sunapee. Snowmobile, bike, cross county ski, and ATV trail runs right off backyard. 2 Minute drive to Gunnison Lake. 4 bedroom, 2 bath log cabin home, situated on just over 2 acres. Direct and easy access to Trail 391 which connects to many snowmobile trails throughout the state. Sip coffee from the farmer's porch. Inside, cozy up to the warmth of the wood stove on a winter day.

Newport Jail “Break”

Located in historic downtown Newport, centrally located on Main Street. Stay in the jail addition of the 1843 County Safe Building. Completely renovated. Walking distance to several restaurants and stores. 8 miles to Mount Sunapee. Enjoy your unique experience taking a jail “break” or prison “escape”. 2 original jail cells with new sets of comfortable bunk beds, lockers and a smart TV in each cell. Small kitchenette with refrigerator, microwave, coffee maker and toaster. LR/DR & 3/4 bath.

Private & Cozy Farmhouse in New Hampshire

Escape to our relaxing farmhouse in a quiet corner of Charlestown, NH. Overlooking farm fields, old barns and the Connecticut River, this property is the perfect quiet getaway! The house is within walking distance of the river as well as downtown Charlestown. It is located between Claremont, NH and Keene, NH making it a great midway point to access both for shopping, area attractions and a number of ski resorts. Minutes from I-91. Come and make yourself at home in this private getaway!

Cornish-Windsor Bridge Retreat with Amazing Views

Set on the edge of the Connecticut River, this 6-bedroom, 2.5-bath home boasts amazing river and mountain views from sprawling wrap-around porches. Built in 1849, it has been respectfully updated with modern luxuries including a walk-in shower room with a clawfoot bathtub overlooking views of the river and mountain scenery. This location is an excellent starting point for exploring the many fine regional destinations including Saint-Gaudens National Historic Park, just two miles North.

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.

Dog-Friendly | Fenced Yard | Fall Hikes & Foliage

Tucked beneath Vermont pines, our cozy A-frame is a peaceful escape for couples, families & furry friends. Soak in the sunlight pouring into the living room, gather in the backyard for s’mores, or curl up by the pellet stove after a day of hiking. It’s a slice of heaven you’ll never want to leave. ✔ Dog-friendly w/ fenced backyard ✔ Queen loft + main-floor bedroom ✔ Full kitchen & fast WiFi ✔ Peaceful deck + outdoor firepit w/ string lights ✔ Grill and table for outdoor dining

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

The Loft at Weathersfield

Close to Okemo, The Loft at Weathersfield, is just 1/2 hour south of Woodstock / Hanover area and 22 minutes from Okemo Mountain. The Loft, is located in a private agricultural setting with easy access to Vermont's best biking, hiking, fly fishing, skiing, and many equine trails. The loft is 900 square feet with a kitchen/dining room, living room, full bath, one bedroom with a queen bed and one twin bed. There is a spacious deck off the kitchen and a car port underneath.

Studio 154, Sunapee/Dartmouth region sleeps 4

Studio 154 is tucked away on a quiet cul-de-sac in a country setting. 18 mins to Lebanon and 25 mins to Mount Sunapee. A short drive through the neighborhood past mountain views, King Blossom Farm Stand, and meadows that frequently host wildlife and sunsets. The studio has 2 queen sized beds, 3/4 bath, love seat, dining table and work desk. Enjoy fast WIFI, 42" tv, USB plugs next to the night stands and tv shelf. Service fee is included in the price!