Guesthouse vacation rentals in Addison County

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Top-rated guesthouse rentals in Addison County

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Guest favorite

Guesthouse in Warren

4.97 out of 5 average rating, 35 reviews

Prickly Mtn. guest house - funky cool place

Get away from it all! Super cool renovated guest house that can either be rented along with the bigger main house, [4 story 3BR 2BA in Warren] as extra space, or as a separate rental. Quiet respite or romantic getaway. Cozy Elm wood stove right off the kitchen, & a new heat/air pump upstairs. This place has one bedroom which looks out onto an expansive deck with a private forest. Pull-out single bed in upstairs study for an extra guest.Washer/dryer, brand new fixtures & a sweet new bathroom.

Guest favorite

Guesthouse in Waitsfield

5 out of 5 average rating, 51 reviews

Beautiful Newly Constructed- 1 Bedroom Apartment

NEW CONSTRUCTION! Located just a 1/2 mile from the base of Mt. Ellen, access to classic Mad River Valley mountain bike trails just outside the door. This newly constructed apartment has over 1000ft of living space and large windows covering every wall. This quiet apartment is a great Vermont get away for a couple or small family. Spacious living room, kitchen, bedroom, combined with the natural light and views on two sides allows you to take in all the best that this part of Vermont has to offer

Guest favorite

Guesthouse in Lincoln

5 out of 5 average rating, 20 reviews

Hemlock House With Mountain Views

Tucked away on 120 acres in a peaceful end of the road location at the foot of Mt Abraham, surrounded by national forest. Minutes to hiking and walking trails with access to a spring fed pond. Good for swimming, catching native brook trout or just relaxing nearby. Perfect for families and friendly dogs are welcome. Rural location—a car is a must. 15 minutes to Bristol, 30 minutes to Middlebury. 30 minutes to Mad River Glen, 30 minutes to Middlebury Snowbowl and 45 Minutes to Sugarbush.

Guest favorite

Guesthouse in Warren

5 out of 5 average rating, 62 reviews

Detached Guest House Apt on 100 Secluded Acres

As a family vacation home since 1978, we finally moved to Warren full time in 2015 and built this guest house / detached garage apartment so family & friends could stay too. The home, off a paved road, is situated on 100 acres in a wooded meadow adjacent to the Green Mountain National Forest. While totally secluded, we are mere minutes to town, ski resorts, swim holes, hiking, biking, golf and the great area restaurants. If you are looking to make the move too, I am a licensed Vermont Realtor.

Guest favorite

Guesthouse in Salisbury

4.91 out of 5 average rating, 65 reviews

Stylish & Welcoming Middlebury Area Retreat

Come swim, hike, or ski while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. -Single Family home also now available as1 or 2 BRs 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

Guest favorite

Guesthouse in Monkton

4.99 out of 5 average rating, 489 reviews

Cozy & Peaceful 40 Acre Retreat - Pups Welcome

The Barn at Grousewood, located 35 minutes to Burlington. If you are looking for a cozy, relaxing get away, we welcome you to our converted barn. Spin some vinyl, read or play games. Centrally located for day trips to breweries, hikes and restaurants. We have hiking trails for snowshoeing and exploring our woods full of wildlife. Deer, bear, bobcat, owls, porcupine, wild turkey, grouse and more. Enjoy a fire outside or relax in front of the hearth. WiFi for traveling workers & dog friendly.

Guest favorite

Guesthouse in Bristol

5 out of 5 average rating, 62 reviews

Studio Retreat

About this Space Our cozy Studio Retreat is nestled in the woods on the 2nd floor of our detached garage, 5 min outside the charming village of Bristol. Bristol has several very good restaurants, shops, an art gallery and a library. You'll find hiking, biking trails and swimming. Middlebury is 15 min away and offers art galleries, breweries, a winery, shops, restaurants, hiking, skiing and more. Burlington is 45 min away, Sugarbush & Mad River Glen ski areas are just 30 min away. Lots to do!

Guest favorite

Guesthouse in Ferrisburgh

5 out of 5 average rating, 74 reviews

Vick's Picks Studio

Private studio space filled with natural light, ambient lighting on dimmers, clean modern furnishings, queen size bed, modern fold down sofa, kitchen area with 4 burner gas stove top, Breville toaster oven, refrigerator, ceiling fan, separate bathroom with shower and closet, plenty of parking. Located on a quiet road on 15 acres in Ferrisburgh, VT with picturesque views of the Adirondack Mountains. Central to unique small towns nearby, Lake Champlain, and Burlington, VT.

Guest favorite

Guesthouse in Middlebury

4.86 out of 5 average rating, 106 reviews

Historic Farmhouse in Middlebury

We offer a historic, four bedroom farmhouse in a peaceful, rural setting surrounded by wetlands, forrest, and farms. This is a family and pet friendly property with a private entrance, full kitchen, living and dining areas, full and half bathrooms, access to our fenced backyard, and dedicated laundry facilities. By making arrangements ahead of your stay, you can use our 3 season party barn; send us a message letting us know how and when you would like to use it.

Guest favorite

Guesthouse in Vergennes

4.97 out of 5 average rating, 112 reviews

Private Guesthouse in the heart of Vergennes

Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.

Guest favorite

Guesthouse in Addison

5 out of 5 average rating, 11 reviews

"The Little Red House" guesthouse

15 minutes from Vergennes and Middlebury! The Little Red House is located on our family's 5.5-acre property, far enough from our house for you to have privacy. The room and bathroom make up half of the building's main level. We've included a few kitchen items (plus fridge) so that you can enjoy coffee/tea/etc. Incredible views, outdoor seating area, separate parking lot, and a peaceful, rural setting. One queen bed and a fold-out couch. TV with Roku.

Guest favorite

Guesthouse in Salisbury

4.94 out of 5 average rating, 94 reviews

Miss Dee's Retreat

A natural light-filled garage apartment in a serene wooded setting awaits you after a day of adventures. Fall asleep to woodland sounds of crickets & peeper frogs on a super-comfy queen-sized bed with Casper Wave mattress & soft linens. Awaken to the sound of birdsong & start your day with a cup of coffee or tea on the patio. Power up for another day of adventuring with a breakfast of eggs from our happy hens.