Family-friendly holiday rentals in Fairlee

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!

Indoor spaces · Kitchen · Quiet

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.

Indoor spaces · Family · Outdoor spaces

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!!

Kitchen · Family · Skiing

Marty's Country Home - 2 night min, pet friendly

Easy walking distance to town, 18-hole golf course, Lake Morey (beach pass included). Hiking, snowshoeing, cross country skiing and outdoor ice skating track are also within walking distance. Dartmouth Skiway only 15-20 minutes away. Other larger ski areas about 1- 1 1/2 hours away. Located 1/4 mi off of Exit 15 on I-91. Approximately 15 miles from Hanover, NH: Dartmouth College, Dartmouth Medical Center, King Arthur Flour Store, VT Bike & Brew (10% discount w/code) & more. Great for families!

Kitchen · Indoor spaces · Checkout

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.

Kitchen · Family · Comfort

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.

Family · Indoor spaces · Layout

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..

Kitchen · Family · Walkability

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.

Kitchen · Indoor spaces · Getting around

Private studio apartment in quiet Vermont village

This private accessory unit is attached to our historic brick house, built in 1820. It's ~15 minutes to Hanover NH, and provides all the essentials—including coffee, laundry, air conditioning, and reliable internet. Surrounded by green spaces, from the meadow in the backyard to the community garden across the street, it's still close to area attractions. We are on a state route, three minutes to the interstate (I-91). You can walk to trails and a covered bridge over a waterfall.

Indoor spaces · Family · Outdoor spaces

The Milldale Farmhouse

The Milldale Farmhouse: Where Vermont’s Ancient Soul Whispers Through Time In the hushed heart of Vermont’s timeless countryside, where golden pastures melt into whispering forests and a gentle brook sings its eternal lullaby, stands The Milldale Farmhouse — one of the most enchanting antique farmhouse rentals in all of Vermont. This historic gem, lovingly preserved and thoughtfully updated, rests like a cherished heirloom upon a sprawling 400-acre estate of untouched beauty.

Kitchen · Family · Amenities

Camping on a Private Pond

A serene place in nature to unplug and unwind. It's private and quiet with the exception of the sound of the running brook. (NO WIFI or CELL service at the cabin) May come to the house if you need to get in touch during your stay. There is local hiking and two large lakes close by. Farmer's markets and acclaimed theatre are available throughout the Fall Season along with local beer-fests. Most of all, we have one of the most stunning foliage seasons in the country!

Family · Kitchen · Amenities

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.

Family · Kitchen · Outdoor spaces