
Guesthouse vacation rentals in Orleans County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Orleans County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Hilltop Guesthouse #1
Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.
ValueFamilyPool

Charming Church *Glamping-Esque Experience Brewery
Roadside Pint Brewery, Taproom & Church - Close to biking & skiing! Centrally located in East Haven, VT - Take in the nearby slopes with cross-country skiing and snowboarding, or check out other outdoor activities such as biking and hiking. KTA minutes away Mountain Views, Lakes, Hiking Trails Stunning, restored 1876 chapel on-premise of Roadside Pint in the Northeast Kingdom of Vermont. *Dog friendly!* Stay in this historic, renovated Church, built in 1876. Craft brewery right next door!
LocationNearbyIndoor spaces

Teeny Tiny Cottage on Lake Eden Water Front
This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2) kayaks (1) two man canoe (1) Row Boat, and dock space rental for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.
LocationFamilyAccess

Three-bedroom farmhouse in downtown East Burke
Our three bedroom farmhouse is tucked on a quiet corner of the property, though guests still enjoy easy access to all of The Village Inn's amenities including the sauna. Featuring stainless appliances and granite countertops as well as three bedrooms, this is a spacious and peaceful place to call home! If you are eager to spend time outside, there's a covered porch overlooking the vineyard, private stone patio and riverside seating area with a fire pit. Come for a weekend or stay for a week!
LocationFamilyAmenities

Farm Stay in Burke at Firefly Farm
By staying at Firefly Farm in the Northeast Kingdom, you get to experience a connection with the earth, be part of the community and ride the trails. Our guest house is small (120 sq ft), cozy, and the perfect place to set up base for exploring. Though small in size, the space includes a table that converts into a bed, a bed above the table, a kitchenette, and a bathroom with a full sized shower. Stay with us and enjoy the beauty of the Northeast Kingdom! We do not charge any cleaning fees.
ValueFamilyIndoor spaces

Cozy retreat in Northeast kingdom Greensboro VT
Relax in this calm, stylish space. The guest unit (1 queen bed+a pull out couch) was built in 2023. Located on an extremely quiet rise well back from the road and overlooking Caspian Lake. Cross-country skiing right out the door. Less than 1 hour away from Stowe and Burke Mt, 10 minutes to Hill Farmstead Brewery or Barr Hill, minutes away to library, tennis, golf, art center, public beach, stores. Easy access to the trail network of Highland Lodge and Craftsbury Outdoor Center.
LocationFamilySleep quality

Romantic Lakefront Retreat w/Firepit, Kayaks&Views
Wake up to tranquil water views, paddle the lake in complimentary kayaks, & unwind by the fire under a blanket of stars. Songbird Studio VT is a cozy, romantic tiny cabin designed intentionally for couples seeking peace, nature, and connection. Originally a recording studio, this thoughtfully renovated retreat offers a quiet, intimate escape that feels worlds away, yet close to Vermont’s best adventures. Nestled on Lake Eden with easy access to Stowe, Jay Peak & NEK adventures.
LocationFamilyLaundry

Beautiful Chalet minutes to Jay Peak Resort
Our guest house "Le Petit Chalet" is only a few years old, has very beautiful wooden walls and floors, and is both elegant and warm. We love all dogs and your well behaved pet is welcome The house is very comfortable, with all utilities big and small including coffee machine, nespresso machine, food processor, etc Jay Peak is the best ski resort of the East, guaranteed the best snow no matter the conditions. Great for skiing and snowboarding, on the slopes and in the glades.
ValueLocationHospitality

Tranquil spot in the NEK. 9.2 m. from Jay Peak.
Just under 10 miles from Jay Peak Resort (15 to 20 min. drive), and 9.5 miles to Newport, this is a tranquil spot to launch your hiking or biking trip, or your alpine ski trip. XC skiing is available at Jay Peak, and in Newport on the Memphremagog Ski Trails. We are 5.6 miles from Quebec. The guest house is also a great place to simply unwind and rest. It is not an appropriate space for children.
LocationCleanlinessAmenities

Greensboro Camp Eligo Cottage
Quaint Vermont cottage for your next hideaway. Perfect for a small family or groups of friends looking for a getaway to enjoy the outdoors in all seasons. This is the guest cottage to our Camp Eligo vacation home and can be rented separately or in tandem with that listing. The listing url for the main house is https://www.airbnb.com/rooms/22747159
LocationFamilyPets

Northwoods Cabin; the perfact remote city escape!
Welcome to this beautifully crafted post & beam guest house in East Craftsbury. Lovely forest views, a running stream out back. Although 1 small dog is generally fine, please read further about the pet policy. And please, register your pet as a guest. There is a pet fee. Check in 3pm. Check out 11am and please park in designated spot.
ValueLocationSkiing

Ride-In/Ride-Out Kingdom Trails Studio
If you love unique spaces, being outside, and living a *little* bit on the edge, this rustic studio (aka the “Sleepshop”) is the spot for you! Situated on the Kingdom Trails, Dashney Nordic System, and a stone's throw from Burke Mountain and East Burke Village, the Sleepshop is ideally located for the adventurous couple or small family.
FamilyLocationNearby
Popular amenities for Orleans County guesthouse rentals
Family-friendly guest house rentals

Guesthouse
LocationIndoor spacesSleep quality

Hilltop Guesthouse #1
LocationFamilyCleanliness

Northwoods Cabin; the perfact remote city escape!
LocationFamilyNearby

Farm Stay in Burke at Firefly Farm
ValueFamilySolo travel

Darling Hill Trailside Guest House
FamilyLocationCleanliness

Cozy retreat in Northeast kingdom Greensboro VT
LocationFamilyHeating

Teeny Tiny Cottage on Lake Eden Water Front
LocationFamilySleep quality

Brookside Loft in East Haven
FamilyLocationNearby
Guest house rentals with a patio

Lakeview Room #2 (Jay)
LocationValueCondition

Naturally Vermont

Northwoods Cabin; the perfact remote city escape!
FamilyValueView

Cozy retreat in Northeast kingdom Greensboro VT
LocationFamilyOutdoor spaces

Sunset Heights: stunning view, surrounded by lakes
LocationFamilyAmenities

Romantic Lakefront Retreat w/Firepit, Kayaks&Views
FamilyLocationNearby

Three-bedroom farmhouse in downtown East Burke
FamilyLocationWalkability

Bayley Hazen Guest House: Views, Sauna, Trails
Guest house rentals with a washer and dryer

Bayley Hazen Guest House: Views, Sauna, Trails

1 bdrm sleeps 4/5, with kitchen
ViewSkiingSleep quality

Your own corner of the Northeast
HikingWifiHospitality

Brookside Loft in East Haven
LocationFamilyParking

Sunset Heights: stunning view, surrounded by lakes
LocationFamilyCleanliness

Tranquil spot in the NEK. 9.2 m. from Jay Peak.
LocationViewCleanliness

Beautiful Chalet minutes to Jay Peak Resort
LocationValueTV

Three-bedroom farmhouse in downtown East Burke
FamilyLocationWalkability
Destinations to explore
- Tiny house rentals Orleans County
- Private suite rentals Orleans County
- Ski-in/ski-out rentals Orleans County
- Rentals with pools Orleans County
- Townhouse rentals Orleans County
- Rentals with a kayak Orleans County
- Family-friendly rentals Orleans County
- Chalet rentals Orleans County
- Waterfront rentals Orleans County
- Rentals with lake access Orleans County
- Condo rentals Orleans County
- Rentals with beach access Orleans County
- Campsite rentals Orleans County
- Pet-friendly rentals Orleans County
- Rentals with a hot tub Orleans County
- Apartment rentals Orleans County
- Beachfront rentals Orleans County
- Cabin rentals Orleans County
- House rentals Orleans County
- Guesthouse rentals Vermont
- Guesthouse rentals United States
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Mont-Orford National Park
- Spa Bolton
- Cold Hollow Cider Mill
- Pump House Indoor Waterpark
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Green River Reservoir State Park
- Little River State Park
- Parc d'environnement naturel de Sutton




