Holiday rentals in Maidstone

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Top-rated holiday rentals in Maidstone

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Top guest favourite
Aerial view of the property reveals a charming farm layout with multiple buildings, surrounded by lush greenery and rolling hills. The roofs feature a classic metal design, blending with the natural landscape. A winding gravel path connects the buildings, inviting exploration of the scenic surroundings.
Farm stay in Saint Johnsbury
4.99 out of 5 average rating, 108 reviews

Unique stay at a horse sanctuary

Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.

Top guest favourite
A fire pit surrounded by four blue chairs is set on a manicured lawn at dusk, with a panoramic view of mountains silhouetted against a pastel sky. Lush greenery stretches towards the horizon, enhancing the serene outdoor setting.
Chalet in Whitefield
4.97 out of 5 average rating, 306 reviews

Mountain View Chalet

Welcome to our Mountain View Chalet! With a gorgeous mountain vista this home is centrally located to area attractions! Mountain View Grand Resort is just down the road. Bretton Woods & Cannon are a short drive. Hiking trails, lakes, ski, & snowmobile trails all close by! Close to Littleton, Bethlehem, & Lancaster! Enjoy the landscaped back yard w/ fire pit & screened in patio. Hang inside & enjoy the view from the sunroom, or snuggle up on the couch in the cozy living room with wood stove.

Top guest favourite
Large glass sliding doors open to a deck, offering expansive views of the surrounding landscape, including distant mountains. Natural light floods the interior space, highlighting the warm-toned floors and minimalist design. A small coat rack is mounted nearby for convenience.
Cabin in Burke
5 out of 5 average rating, 110 reviews

Mountain view cabin, close to ski Burke Mountain!

Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

Top guest favourite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton
4.99 out of 5 average rating, 227 reviews

The Binocular: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Top guest favourite
A cathedral ceiling is highlighted by wooden beams, above a wall of large windows that frame views of the surrounding tree-covered mountains. Natural light floods the space, creating an open and airy atmosphere.
Cabin in Jefferson
4.93 out of 5 average rating, 226 reviews

Sparkling New White Mountain Home

Get away to the beauty of New Hampshire’s White Mountains! Hike or fish, dine or explore, snowmobile or ski- or stay in and enjoy the view from the wall of windows. Located only three miles from Santa’s Village and within 20 miles of Mount Washington and Breton Woods, the 3-bedroom house offers rustic modern styling, queen-sized bunk beds and gas fireplace. The large deck and open cathedral floor plan provide the comforts of home within view of the White Mountains.

Top guest favourite
Home in Whitefield
4.97 out of 5 average rating, 294 reviews

Lux Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). Luxurious Cottage on private pond with Hot Tub, outdoor fireplace, gas fire table & complimentary wine, a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces. 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Top guest favourite
A quaint log cabin is surrounded by vibrant autumn foliage, with the colorful leaves creating a striking contrast against the natural greenery. The cabin features a welcoming facade and a sloped roof, set on a spacious lawn under a bright sky.
Cabin in Burke
4.99 out of 5 average rating, 148 reviews

Russell's Cabin

Quaint log cabin. Access to Coronary on Kingdom Trails is right across the road when the trails are open. What to do during STICK SEASON? Gravel ride and hike, of course!!!! Sleeps 1-4. Upstairs bedroom has a king bed that can be split into two twin XL beds...whatever works best for you. Futon in downstairs living area can sleep 2. We also have two memory foam folding beds available if sleeping on a futon isn't your thing for the 3rd/ 4th guests.

Top guest favourite
Cabin in Burke
4.99 out of 5 average rating, 343 reviews

Razzle's Cabin trailside

Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!

Top guest favourite
The exterior of the newly built apartment showcases a wooden facade with natural elements, surrounded by green landscaping. A covered porch with hanging flower baskets adds charm. The driveway features a gravel surface, leading to two garage doors that complement the design.
Flat in Lancaster
4.95 out of 5 average rating, 153 reviews

White Mountains Retreat

Are you ready to disconnect? Enjoy a peaceful getaway in the heart of the White Mountains where you have beautiful mountain views, the opportunity to see wildlife, and experience the peace and quiet of nature. Brand new build centrally located in the White Mountains: -10 minutes from downtown Lancaster -15 minutes from Santa's Village & Waumbek Golf Club -Less than 30 minutes from several popular 4,000 foot mountain hiking trails

Top guest favourite
A rustic cabin stands surrounded by autumn foliage, showcasing wooden siding and two front windows. The covered porch features a set of outdoor chairs, inviting guests to sit and enjoy nature. Layers of fallen leaves create a colorful carpet at the cabin's base.
Cabin in Danville
4.99 out of 5 average rating, 124 reviews

The Cabin

Welcome to The Cabin! This cozy, rustic cabin is a part of 85 private acres in Danville, VT, just up the road from The Forgotten Village at Greenbank’s Hollow. Perched at the crest of a 12 acre pasture, enjoy both local and long range views of the Presidential Range. Trails lead you in various directions throughout the woods. The Cabin is a place to breathe deep, enjoy nature, and simply get away from it all!

Top guest favourite
A serene pond surrounded by lush greenery reflects a colorful sunset in the sky. The tranquility of the water enhances the surrounding trees and plants, creating a peaceful outdoor setting ideal for relaxation and nature appreciation.
Cabin in Stewartstown
4.98 out of 5 average rating, 321 reviews

Moose Pond Lodge Snowmobile and ATV

Moose Pond Lodge is a two bedroom cabin located directly on the snowmobile and ATV trail. The cabin is also perfect for hunters, fishermen, and outdoor lovers of all kinds, or anyone just looking for a quiet place to get away and relax. The deck offers beautiful mountain views, and there are two ponds on the property for catch and release fishing in the warmer months.

Top guest favourite
The treehouse stands tall on wooden supports among a dense forest of tall trees. Its wooden exterior features a spacious deck with railings, while warm light glows from within, casting a welcoming ambiance. The natural surroundings create a serene atmosphere.
Treehouse in Hardwick
4.98 out of 5 average rating, 869 reviews

Vermont Treehouse in the Woods with Sauna & Stream

Welcome to Stone City Treehouse! Stone City is a quiet retreat in the Vermont woods where time slows, and nature leads. Thoughtfully crafted spaces—treehouse & glamping stays, forest sauna, and gathering circles—invite deep rest, reconnection, and simple beauty. Come be held by fire, trees, and stillness, and leave feeling grounded, inspired, and gently restored.

Popular amenities for Maidstone holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Essex County
  5. Maidstone