Holiday rentals with a kayak in Orange County

4.43 out of 5 average rating, 7 reviews

Cottage in Fairlee

Lakeside Cottage at Lake Morey Resort | 4 Seasons

This quaint 1BR/1BA cottage sits lakeside on lovely Lake Morey & across from the golf course w/ a private deck, stunning lake views, extra pull out sofa and shared lawn & gardens. Nothing stands between you, Lake Morey and all the best of Vermont! Fairlee boasts forest & conservation hiking, summer & winter lake activities, ATV & snowmobile trails, golf, hot air ballooning, restaurants, drive-in & more. Just off I-91 & minutes to Dartmouth College & Skiway, Appalachian Trail & 25A to White Mtns.

4.98 out of 5 average rating, 148 reviews

Flat in Fairlee

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.

4.96 out of 5 average rating, 111 reviews

Home in Fairlee

Marty's Country Home - 2 night minimum

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!

5 out of 5 average rating, 40 reviews

Cabin in Washington

Serene Vermont cabin on a horse farm

Idyllic Vermont, there's something for everyone! The Bunkhouse is a cozy and peaceful off-the-Grid cabin but with all the comforts of home. Located in rural central Vermont. Limitless activities: Hiking, biking, swimming in our pond, wildlife viewing, snowmobiling (BYO), sledding, equine trail riding (bring your own horse only) or just relax in our comfortable cabin or by the pond. We are in a remote, quiet area- perfect for recharging and reconnecting! We love it here and think you will too!

4.98 out of 5 average rating, 124 reviews

Home in Orford

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.

4.99 out of 5 average rating, 257 reviews

Townhouse in Fairlee

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..

5 out of 5 average rating, 10 reviews

Home in Waitsfield

Private 5BR Mt. view, pool, new hot tub

New to AirBnB, but not new to renting! See reviews of our property on a competitor's site #2421942. A beautiful mountain view, relaxing hot tub, and refreshing pool await you! Our pet-friendly home in the Mad River Valley is: - 10-15 min drive to ski Sugarbush, Mad River Glen, Mt. Ellen, Lareau Farm, Round Barn Inn, hiking trails & waterfalls, - 7 min drive to downtown Waitsfield & Warren - 20 min from Norwich University. The house sleeps 12 - perfect for families or getaways with friends.

4.88 out of 5 average rating, 8 reviews

Cabin in Lyme

Edgewood Rustic 1BR, lake access

Rustic 1BR cabin. Loch Lyme Lodge, Yankee Magazine "Best Cabin On A Pond". Cozy 2-room (1 BR) cabin w/ breakfast in summer. This cabin does not allow pets. Private Post Pond waterfront, family friendly. Breakfast included late June-Labor Day. 20 cabins; if Airbnb calendar shows full, see Loch Lyme Lodge website. Clay tennis courts, gardens, beach, kayaks, walking trails. Lyme is 10 miles N of Hanover, NH (Dartmouth), Connecticut River border with VT, White Mtn. Relax here. NO CLEANING FEES

5 out of 5 average rating, 17 reviews

Cabin in Fairlee

The Swimming Hole on Lake Morey

This cozy lakefront cabin on the east side of Lake Morey is 100 years old, yet features 3 levels of decking, wrap-around screened-in porch, floating dock, 4 kayaks, and a paddleboard. A full kitchen, 2 dining tables, and washer/dryer will make your stay comfy. The Swimming Hole is a great place to enjoy sunsets, swimming, grilling, and kayaking with family and friends. With Morey Mountain trails across the street and the Town Forest across the lake, there is plenty to do on water and land.

5 out of 5 average rating, 36 reviews

Home in Ryegate

Cozy Lake Lodge with Kayaks Fishing & Campfire Fun

Escape to the peaceful beauty of Vermont in our cozy 2-bedroom, 1-bath cabin. This home offers a true Vermont experience with knotty pine walls and a warm, inviting atmosphere throughout. The upstairs features a fully equipped kitchen, along with a large dining table. Downstairs, you'll find a comfortable living room, ideal for unwinding after a day of outdoor adventures. An additional sleep space with 2 twin beds is also located on this level, bringing the total sleeping capacity to 6.

5 out of 5 average rating, 8 reviews

Cabin in Brookfield

Private Mountaintop Retreat w/ Gorgeous Views

Located at the end of a quiet county road, this newly renovated mountaintop retreat is the perfect place to relax, escape the hustle of daily life, and soak in the natural beauty of Vermont. Nestled on 70 private acres of pristine forest, rolling meadows, and open lawn with gorgeous views, Pumpkin Rim Retreat comfortably sleeps 10 guests in 3 cozy cabins with a well-equipped kitchen, 3 bathrooms, 2 living spaces, swimming pond, fire pit, lawn games, and indoor/outdoor dining options.

4.95 out of 5 average rating, 57 reviews

Home in Bethel

150 acres of serenity at Light Hill in Barnard, VT

To the people who have seen it, Light Hill is considered one of the most beautiful properties in the Barnard area. With its long range views, it is secluded and surrounded by 150 acres of sweeping lawns, untamed forests, tall pines and a swimmable pond. Hiking trails begin off the back yard. Walk down our driveway to Locust Creek where you can swim, fish or just watch the river flow. Woodstock, Silver Lake and the iconic Barnard General Store are just minutes away.

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House rentals with a kayak

4.97 out of 5 average rating, 402 reviews

Private room in Royalton

Log Heaven

RobRating, 5 stars2 months ago

A really unique stay with Annette - her home is beautiful and she was very welcoming.

Home in Warren

4.55 out of 5 average rating, 11 reviews

2BR cottage with high ceilings & kayaks - dogs ok

KarynRating, 5 stars4 months ago

Enjoyed a short get-a-way to ski. Loved the location and the views. Wish we had more time to stay but we had to cut our trip short to do college tours (that were rescheduled due to snow storms). We would definitely go back again.

Home in Orford

5 out of 5 average rating, 3 reviews

Lake, Laughs & Firelight: 4BR Retreat Awaits!

GrigoryRating, 5 stars9 months ago

excellent place, thank you!

4.87 out of 5 average rating, 80 reviews

Private room in Bradford

Colorful bedroom with mountain view in Vermont

MadelynRating, 5 stars1 month ago

Would definitely recommend this stay to others! Don gave me some great recommendations and Jennifer was always responsive both before and during the booking. Thank you guys so much!

4.73 out of 5 average rating, 185 reviews

Private room in Bradford

Lovely mountain views from full bedroom in Vermont

BrianRating, 5 stars1 month ago

I had a great stay. The room was large and comfortable and the house had everything needed for a nice stay. The desk was upstairs and close to the room and worked great for working. The house is close to restaurants and shops downtown and there's really nice park nearby. Jennifer and Don are incredibly nice and hospitable. They put a lot of care into making it a good stay.

Home in Fairlee

4.97 out of 5 average rating, 32 reviews

Sweet Blue Door Cottage near Lake Morey Resort!

KristineRating, 5 stars4 months ago

The picture doesn't do the house justice. It seems to be an old farmhouse carefully renovated with additional of a super large room in the back with all windows, large farmhouse style table and chairs and 3-sided couch with big screen. Perfect. The location is so easy for snowshoeing, x cntry skiing across the street, ice skating on lake in 5 min walk and close to hi way and downhill ski areas. Thank you.

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Cabin rentals with a kayak

EricRating, 5 stars9 months ago

Cabin in Lyme

Wicopywood Rustic 1BR Cabin Lake

We had a wonderful stay at the Loch Lyme Lodge! The staff was super friendly and very accommodating. Our cabin itself was very quaint, well taken care of and the bathroom was super clean. The amenities and recreational opportunities were fantastic! We had so much fun on the provided paddleboards and canoes and kayaks! We can’t wait to go back. They are generous enough to allow you to continue using their recreational amenities and areas even throughout the day you check out. Sweet! It was all-in-all, a very enjoyable stay.

MarkRating, 5 stars24 months ago

Cabin in Lyme

Wildwood Rustic,1BR, kitchenette

Our Stay was very peaceful. Jay and Amy were very easy to work with and everyone was super nice. Being Pet friendly was a big help during our travels as well. The Cabin experience was exactly what you would picture it to be. Simple living, calm, and very peaceful.

Cabin in Thetford

4.95 out of 5 average rating, 21 reviews

Glenwild II on Lake Fairlee, VT

ChristaRating, 5 stars10 months ago

Beautiful peaceful stay. Thank you, Lyn, for working with us to find dates for our special family trip! Meant so much to my mother in law and to us! We all wanted to stay longer but alas our farm back in Maine needed us back. Always a pleasure to be back in Vermont and this time was made even more special because of Glenwild.