Holiday rentals with breakfast in Vermont

Sunrise/Sunset Tiny House | Mountain Views

We’re a Vermont family-run tiny house rental with 10 years of hosting experience. Perched on a hillside overlooking the Green Mountains and an established sugarbush, this bright, modern tiny home offers sweeping views from Mt Mansfield to Elmore Mountain. Minutes from Green River Reservoir State Park and a short drive to Stowe & Smugglers’ Notch, it’s the perfect base for exploring Vermont. Experience tiny home living with modern comforts while enjoying some of Vermont’s most spectacular views.

The Farm Cottage- Quiet 1BR on Hobby Farm

Welcome to our peaceful 1-bedroom cottage on a small hobby farm, perfect for couples or solo travelers visiting the Bennington area. This cozy space is designed for rest and simplicity. Whether you're in town visiting family, exploring local trails, or just passing through for a few days, you’ll have a comfortable place to unwind and recharge. Thoughtful touches like fresh eggs from our chickens and homemade jams await you, while the cozy setup makes it easy to settle in and feel at home.

Howling Wolf Farm Yurt--A Magical Glamping Retreat

Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

#7 - Hemlock Hideaway Cabin

Cabin 7 - Hemlock Hideaway is the ideal spot for a private getaway! Open year round, Robert Frost Mountain Cabins offers 7 fully furnished, artisan-crafted cabins at a picturesque & secluded setting in the Green Mtn National Forest. A true getaway of rustic charm and contemporary comforts! This award-winning, licensed, regulated & Health Dept inspected lodging establishment consistently receives a Sparkling Clean rating on AirBnB and 5 stars for cleanliness on TripAdvisor.

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.

Waldhaus - Modern Forest Cabin

Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.

Cozy Screen house on a waterfall

Glamping- Camping in a fully weatherized screen house overlooking the waterfalls on the grounds of the Historic Starksboro Millhouse. New fullXL 10 inch cooling memory foam mattress/ bed certipur certified. We provide single or double LL Bean flannel sleeping bags . No gear . No problem. Hot shower. Private toilet. Grill. Outdoor kitchen. The perfect retreat or romantic getaway for two. Third person ok if it works as a double and single

Trestle Farm

Trestle Farm, formerly a 50-year old horse rescue ranch, which we are transforming into a floriculture farm. 12 acres of open meadows to enjoy. If you’re looking for a bit of old, rustic Vermont, Trestle Farm offers all you need for a peaceful getaway, and yet it is just minutes to Rutland. With over 30 years of estate caretaking experience we welcome you to Trestle Farm to share this special Vermont hideaway.

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Vermont Treehouse with Hot Tub — Open All Winter

Nestled in two giant pine trees at the edge of a 20-acre pond, this true Vermont treehouse features a private cedar hot tub, fire pit, and canoe for exploring the water. Open year-round, it’s perfect for a cozy getaway, romantic retreat, or winter snow adventure, just 5 minutes from downtown Newport and 22 minutes to Jay Peak Ski Resort.

The Quechee Haus: VT Retreat with Outdoor Hot Tub

Relax, rejuvenate, and restore at the Quechee Haus. Located just 10 minutes from downtown Woodstock, 30 minutes from Killington, and around the corner from the family-friendly Quechee Ski Resort, this 3-bed, 3-bath modern retreat offers everything you need for the perfect winter getaway.