House holiday rentals in Cavendish

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Beautiful Woodstock Home-Perfect for entertaining

Newly renovated - 4 bedroom, 3 bath house, perfect for relaxing or entertaining. Close to all that the Woodstock Village and the Upper Valley has to offer. Amazing location! Only 1.5 mi to the Woodstock Green. Explore the property and feast on the blackberries in summer, raid the tomato garden in the late summer/early fall, and pick the wild fall apples for munching or baking. Bring your snowshoes or cross country skis (in winter) or hiking shoes in summer and explore the property and beyond!

The Oaks - secluded rural estate w/ amazing views

Relax in this private house secluded off a 1,000-ft driveway in the hills of NH overlooking Mt. Ascutney and the Connecticut River valley. This is the 45-acre estate known as "The Oaks" previously owned by painter Maxfield Parrish. Huge oak trees and rocky ledges abound. Great for gatherings with family or friends. Close to Dartmouth College, Woodstock, and ski areas - or just sit on the porch and take in the views. Weddings and reunions can be hosted (tent rentals and catering by others).

Midcentury Hillside Retreat - Summer Paradise

Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

Stylish Vermont Cabin | Views · Trails · Luxe

There is something about spring and summer at the Red House that makes you stop and gaze. Watch the hills come back to life from the porch, coffee in hand, as green rolls up the valley and wildflowers take over the fields. Hike or bike to a trailhead five minutes from the front door. Gather around the fire pit and wonder how dark and wide the night sky can be. The Red House sits within reach of some of the best restaurants in New England and patiently awaits the discerning traveler.

The Vermont Farmhouse|Hiking|Dog Trails|Village

Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

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.

Meadow View. 35 acres outside your door!

Meadow View - pet friendly home away from home. 35 acres- including 2 trout ponds and 25 acres of wooded trails (perfect for hiking, cross country skiing/snow shoeing!). Featuring a newly remodeled kitchen and bathroom. Minutes from Mt. Ascutney (trails galore, rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min Killington 45 min)

7-Acre VT Estate | Barn, Trails & Mountain Views

Peaceful 3BR home Near Woodstock & Mt. Ascutney Step onto seven private acres where mountain views stretch to the horizon and the only sounds are birdsong and the rustle of leaves. This modern country home is the rare Vermont retreat that has it all - room to roam, horses welcome, and enough comfort inside to make you forget about unplugging was ever hard. Whether you're here to ride, hike, explore Woodstock's villages, or simply do nothing, this is your base.

@SunapeeSeasons—Across from Dewey Beach, Lake View

Welcome to 'Sunapee Seasons'—overlooking Dewey Beach on Lake Sunapee and 8 minutes from Mount Sunapee, with each theme bedroom celebrating one iconic season in this ever-changing region. Let in the breeze and unwind indoors ...or simply walk to the sand beach across the street. In winter Mt. Sunapee is just up the road, and come fall the entire property is bathed in foliage. Once you've seen one "Sunapee season" we know you'll want to experience them all!

Okemo-Ludlow, fireplace, hottub, sleeps 14

5 miles to Okemo Mountain, this private and spacious setting offers access to hiking, skiing, snowmobiling or cycling. After hours of fun, relax by the fireplace, soak in the hot tub, cook a well-deserved meal or plan an evening out. A perfect location for families or groups of friends. We have implemented the infection control plan recommended by the CDC. See “Other things to note” for our cleaning details.