Holiday rentals in Fairlee

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Top-rated holiday rentals in Fairlee

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

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Guest favourite
The kitchen features a long counter with eight red and white patterned bowls placed on plates, complemented by pendant lights above. A bookshelf with assorted books is seen in the background, alongside glass front cabinets showcasing decorative items.
Guest suite in Fairlee
4.88 out of 5 average rating, 207 reviews

Cloud 9 Private Suite Retreat

This space is perfect for a short weekend getaway or a traveling nurse/other traveling professional for a long term stay. Only 27 miles from DHMC! We are within walking distance of hiking, ATV and snowmobile trails! This cozy and charming in-law apt is located inside our large home with its own private entrance, parking, kitchen, living room, bathroom and electric fireplace! You will also fall in love with our beautiful mountainous views this place will leave you feeling like you’re on cloud 9!!

Top guest favourite
Tiny home in Fairlee
5 out of 5 average rating, 179 reviews

Private, 1 bedroom boutique tiny home

This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Top guest favourite
Flat in Fairlee
4.98 out of 5 average rating, 158 reviews

Kismet Cottage, Perfect for longer stays

Welcome to your home away from home! This charming, fully-furnished 1-bedroom apartment sits right on the lake, offering serene views and a peaceful retreat after a long shift. With four major hospitals located within a 30-minute commute, this is the ideal spot for traveling nurses looking for comfort and convenience. Everything you need is here from a cozy queen bed to a fully equipped kitchen and comfortable living space including a laundry room so you can stay fresh and ready for your shifts.

Guest favourite
A rustic cabin is nestled among the trees, showcasing its wooden exterior and a metal roof. Tall windows allow natural light to fill the space. Surrounding greenery, including ferns and bushes, adds to the secluded atmosphere. A stone wall and picnic table can be seen in front.
Cabin in Sharon
4.93 out of 5 average rating, 296 reviews

forest retreat; off-grid writers cabin

Secluded rustic charm, circa 1900 cabin in the woods getaway, spend time in nature surrounded by forest, brook, wildlife, hiking trails, fall foliage, mountain biking skiing. Sauna, Cold Plunge, Outdoor Shower & Hot Bath (seasonal) Unwind from the outside world and reconnect with your self or your loved ones and the natural world around you. Loft with real beds, well stocked kitchen, grill, outhouse, Glamping! Close to Woodstock, VT and Killington, S. Royalton, White River, Lebanon & Hanover NH

Top guest favourite
The hot tub is positioned outdoors, offering views of the surrounding mountains through the trees. Clean water is visible within the tub, showing a vibrant blue hue. The edge of the tub features a textured surface and controls for a relaxing experience.
Home in Orford
4.98 out of 5 average rating, 158 reviews

Romantic Mountain Getaway

Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

Top guest favourite
Home in Fairlee
4.96 out of 5 average rating, 580 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

Top guest favourite
A wooden structure with a snow-covered roof is framed by trees, illuminated warmly from within. Snow blankets the ground, highlighting a serene outdoor setting. The structure features large windows, allowing glimpses of the cozy interior amidst the winter landscape.
Townhouse in Fairlee
4.99 out of 5 average rating, 276 reviews

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

Top guest favourite
The spacious living area features exposed post-and-beam architecture and large windows allowing natural light. A futon daybed sits against the wall, complemented by a comfortable reclining chair. A wooden dining table and well-equipped kitchen are visible in the background, enhancing the open-plan layout.
Guest suite in Orford
4.99 out of 5 average rating, 101 reviews

Beautiful post & beam loft apartment

This unique loft apartment, on 70-acres, is a quiet “getaway” designed for relaxation, recreation and restoration. Also excellent for remote work. Apartment is defined by its beautiful post-and-beam architecture and light-filled space. Includes: * private bedroom * large open-plan living room with sleeping nook, dining area, smart TV * dedicated workspace * well-equipped kitchen w/ new appliances * bathroom with bath/shower Above the garage, apartment has a private entrance with keypad.

Top guest favourite
Tiny home in West Fairlee
4.96 out of 5 average rating, 196 reviews

Off Grid Tiny House

This sweet little house is great for those who want to get away from it all. It's like camping but with many more creature comforts. The house has hot and cold water in the summer but is off for the season now, end of October. The house does not come with sheets and towels but if you need that, please let me know and I’ll make that happen for a small fee ($15)! Great for kids! Mountain biking and hiking locally and right out your door. 10% veteran discount. Spectacular and cozy in the winter.

Top guest favourite
An indoor infrared sauna is enclosed in glass, showcasing wooden slats along the walls and built-in seating. Soft lighting highlights the space, emphasizing the clean and serene environment. A plush robe is visible, hung on a nearby hook, suggesting comfort and relaxation.
Home in Newbury
4.98 out of 5 average rating, 194 reviews

Wright’s Mountain Retreat

A perfect romantic getaway, this secluded property sits on a private 10-acre lot located off from a well-maintained dirt road. The home sits on an open knoll with beautiful views and surrounding pastures. Recently remodeled, it features a private indoor infrared Sauna. Cell phone service is limited but WiFi is available. Located minutes from the Wright’s Mountain / Devil’s Den Town Forest hiking trail, named a National Scenic Trail in 2018. This is a non-smoking property.

Guest favourite
Home in Fairlee
4.97 out of 5 average rating, 101 reviews

The Milldale Farmhouse

One of The Top Antique Farmhouse Rentals in Vermont! Experience the privacy & jaw dropping landscape of a massive untouched 400 acre farm with a babbling brook and no neighbors in sight. Sleeping 18, This historical farmhouse with updates is hugged by beautifully maintained pastures, a pristine forest and a horse ranch. A welcoming fully equipped quartz counter top kitchen and chic main floor bathroom, comfortable living room w/ a fire place will make you feel at home.

Top guest favourite
A renovated barn with a dark exterior is set against a backdrop of mountains. The structure features wooden decks and large windows, allowing for views of the surrounding landscape filled with trees, and open fields.
Barn in Fairlee
4.91 out of 5 average rating, 562 reviews

Private Barn On a Hilltop in Fairlee, Vermont

This carefully renovated barn is located in the hills of Fairlee, five minutes from I-91. A stand-alone private space with two spacious living areas and decks overlooking ponds and the mountains. You're welcome to bring your dog; please note there is a $75 pet fee for the length of your stay. With direct access to extensive hiking trails and minutes from Lake Morey and the Lake Morey Country Club there's lots of fun things to do.

Popular amenities for Fairlee holiday rentals

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Fairlee?

    Four-legged friends are welcome in Fairlee. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Fairlee?

    Yes! Work meets play with ease at over 20 vacation rentals in Fairlee featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Fairlee?

    Fairlee has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Fairlee?

    Experience the best of Fairlee with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Fairlee have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Fairlee. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Fairlee have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Fairlee. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Fairlee have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Fairlee. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Fairlee have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Fairlee. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Fairlee

  • Total holiday rentals

    Explore 50 holiday rentals in Fairlee

  • Nightly prices starting at

    Fairlee holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Fairlee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Fairlee rentals

  • 4.9 Average rating

    Fairlee stays are highly rated by guests – averaging 4.9 out of 5!

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