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Holiday houses in Fairfield

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Top-rated holiday rentals in Fairfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A light-filled living area features a couch and a coffee table, alongside a flat-screen TV on a modern stand. An open kitchen, equipped with stainless steel appliances, is visible in the background, complemented by a dining table near the stairs.
Bungalow in Cambridge
4.8 out of 5 average rating, 122 reviews

Cozy Condo in the Heart of Smugglers' Notch Resort

Recently renovated condo in the heart of Smugglers' Notch. The cozy condo features a full kitchen with luxury modern appliances and an open floor plan with a beautiful bay window overlooking Morse Mountain. Additional highlights include: * TV's with Roku so you can connect to your streaming platform * Full kitchen & dining table, perfect for entertaining * Free parking * Comfortable double pull out bed in main living space for additional guests * Walking distance to all Smuggs resort amenities

Top Guest favourite
A two-story house is set amid a well-kept lawn, featuring a symmetrical facade with multiple large windows. A welcoming covered entryway is centrally positioned, framed by neatly trimmed hedges and a winding stone pathway leading to the front door.
Bungalow in Farnham
4.96 out of 5 average rating, 379 reviews

Beautiful 4 1/2 renovated private entrance, terrace, BBQ

#CITQ 304712 exp. 04/30/2026 Bright accommodation in the half basement of my house with a very well-equipped full kitchen. Private and independent entrance at the front of the house for your privacy. Central island. Living room with workspace, 4K TV, Netflix, unlimited Wi-Fi. Spacious master bedroom with TV, queen bed and single sofa bed. Second adjoining bedroom with Smart TV, double bed and single armchair bed. To the left of the house, you have your private outdoor area with BBQ, picnic table

Top Guest favourite
A serene outdoor space features a patio table surrounded by chairs, set against the calm waters of Metcalf Pond. A large umbrella provides shade, while an American flag gently flutters nearby. The backdrop includes rolling hills adorned with autumn colors.
Cottage in Fletcher
5 out of 5 average rating, 163 reviews

Metcalf Pond Camp Convenient to Smugglers Notch

Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Top Guest favourite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Apartment in Underhill
4.97 out of 5 average rating, 391 reviews

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Top Guest favourite
The exterior of the cottage is showcased, featuring a charming wooden structure with a peaked roof. Light wooden siding complements the rustic feel. A door and windows offer glimpses of the interior, surrounded by a grassy area and trees under a partially cloudy sky.
Farm stay in Fairfield
4.97 out of 5 average rating, 439 reviews

Meadow Cottage on Organic Farm with Mountain Views

The Meadow Cottage is perched on a picturesque knoll in the back of our 300 acre working dairy farm. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries, restaurants and antique stores. Or just relax at the farm, watch us milk the cows or cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Top Guest favourite
A cozy sitting area features a couch and an armchair, complemented by decorative cushions. Wall art is displayed above a television, and a kitchenette is visible in the background. Warm lighting enhances the inviting atmosphere in this thoughtfully arranged space.
Guest suite in Waterbury Center
4.94 out of 5 average rating, 481 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

Top Guest favourite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5 out of 5 average rating, 276 reviews

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Guest favourite
The loft's interior showcases wooden beams and high ceilings, creating a spacious atmosphere. A dining table for four sits beside a cozy cast iron fireplace. The fully-equipped kitchen features green cabinetry, while sunlight streams through a window adorned with a sheer curtain.
Cabin in Cambridge
4.97 out of 5 average rating, 203 reviews

Secluded Riverside Loft next to Smuggs

Welcome to our Smugglers Notch getaway! Family owned (my husband Matt and me)! This private cozy loft is immersed in 20 acres of beautiful nature tucked away in the mountains and aside the Brewster River. Enjoy the river's soothing sounds as you cook, sleep, and unwind from a day of outdoor activities. Only a 3 min. drive to all of the activities at Smuggler's Notch Resort, restaurants, bars, and hiking, as well as the magical Golden Dog Farm "Golden Retriever Experience".

Superhost
A cozy dining area features a white table surrounded by four chairs, with one wooden chair providing a contrasting touch. A contemporary lamp illuminates the space, while a wall of wood panels adds warmth. A large window allows natural light to brighten the room.
Chalet in Saint-Armand
4.87 out of 5 average rating, 146 reviews

Nice pied-à-terre, perfect for visiting the area.

In St-Armand🇨🇦, a small house ideal as a pied-à-terre for visiting the area/wine route. 3 km from the border, near 133, it allows you to visit Vermont without sleeping in the United States. With a bedroom (double bed + single inflatable mattress), a living room with smart TV without cable for your subscriptions (Netflix…), a well-equipped kitchen, bathroom/shower and a dining room. There is double parking. It's a modest house near the neighbors and the noisy road.

Top Guest favourite
A modern living area features a comfortable brown sofa beside a wooden coffee table. Exposed wooden beams run across the ceiling, while a staircase leads to an upper level. Natural light fills the space through large windows, creating a warm and inviting environment.
Cabin in Montgomery
4.95 out of 5 average rating, 155 reviews

Jay Peak Retreat

The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, and 3.5 from Boston.

Top Guest favourite
A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.
Cabin in Wolcott
5 out of 5 average rating, 160 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Top Guest favourite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guesthouse in Highgate
4.97 out of 5 average rating, 715 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Popular amenities for Fairfield holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Franklin County
  5. Fairfield