
Vacation rentals in Orwell
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Orwell
Guests agree: these stays are highly rated for location, cleanliness, and more.

My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Cozy Contemporary Downtown Texaco
Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

Lake Dunmore Getaway — Foliage Views & Ski Retreat
About this space Perched directly on the shores of Lake Dunmore, our lakefront getaway transforms into a four-season escape when the temperatures drop. In autumn, enjoy foliage views over the water, crisp mornings on the deck, and easy drives to Vermont’s most scenic byways. When winter arrives, we’re your basecamp for adventure — just 30 minutes to Middlebury Snow Bowl, 45 minutes to Killington or Sugarbush, and minutes to local snowmobile trails, ice fishing spots, and Middlebury College.

Charming tiny house with great VT location!
Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

Summer View Lake House
One of a kind year round lake house in the most peaceful setting on all of Lake George! Summer View is where you will find a relaxing vacation, stunning views, modern amenities, and an overall memorable vacation for years to come. Paddle-board around the protected bay, rent a boat and go out on Lake George's peaceful north end and return to your own dock space, sip coffee during the sunrise on the screened porch and head over to your private beach with views of rogers rock for the sunset!

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling perfect for any admirer of a beloved wizarding world, or anyone who just truly appreciates a isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled among the branches of several maple trees, providing a magical and secluded escape from the hustle and bustle of everyday life.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Pristine Cottage, Grand Piano, Massage Studio
Meticulously clean, custom built cottage with grand piano & massage studio on property. Beam ceilings, wood floors, oriental carpets, & lots of art. Complete Kitchen Shower with shampoo, conditioners & body wash provided. New private deck, tables & chairs... outside art work. Swedish Massage with steamed towels & hot stones available in log cabin on site discounted to $70 for visiting guests

Castleton Cottage
This is a newly renovated first floor one bedroom apartment. It has all the amenities of home including a walk-in shower, full kitchen, and a pull-out sofa. It is within walking distance of Lake Bomoseen and its many amenities, including boat rentals and creemees. This is a non-smoking unit. Please let us know if you have any questions.

The Berghüttli: The Coziest Cabin in Vermont
The Berghüttli is a Swiss-inspired mountain hut and farm stay located in Goshen, VT (population 168). Inspired by the tradition of mountain huts in the alps, the Berghüttli provides a completely private mountain escape surrounded by National Forest. Take a VIDEO TOUR: search "The Berghüttli" on Youtube
Popular amenities for Orwell vacation rentals
Other great vacation rentals in Orwell

Charming Vermont Schoolhouse

Quiet Contemporary Farmhouse

Parkview Hot Tub Oasis

Scotch Hill Cabin

Charming farmhouse at Sunrise Orchards

Convenient Vermont Getaway

3-bedroom getaway 15 minutes from Middlebury

Lakefront-Mountain View Lodge on Lake Champlain
Destinations to explore
- Plainview Vacation rentals
 - New York Vacation rentals
 - Long Island Vacation rentals
 - Boston Vacation rentals
 - Greater Toronto Area Vacation rentals
 - East River Vacation rentals
 - Hudson Valley Vacation rentals
 - Jersey Shore Vacation rentals
 - Philadelphia Vacation rentals
 - Mount Pocono Vacation rentals
 - Quebec City Vacation rentals
 - The Hamptons Vacation rentals
 
- Okemo Mountain Resort
 - Sugarbush Resort
 - Six Flags Great Escape Lodge & Indoor Water park
 - Gore Mountain
 - Magic Mountain Ski Resort
 - Bolton Valley Resort
 - Whiteface Mountain Ski Resort
 - West Mountain Ski Resort
 - Fort Ticonderoga
 - Cochran's Ski Area
 - Pico Mountain Ski Resort
 - Lake George Expedition Park
 - Dorset Field Club
 - Hildene, The Lincoln Family Home
 - Bromley Mountain Ski Resort
 - Autumn Mountain Winery
 - Lucky Bugger Vineyard & Winery
 - Ekwanok Country Club
 - Fox Run Golf Club
 - Cozy Cottages & Otter Valley Winery
 - Ethan Allen Homestead Museum
 - Leahy Center for Lake Champlain
 - Burlington Country Club
 - Country Club of Vermont
 
- Family travel hub Tips and inspiration
 - Family budget travel Get there for less
 - Vacation ideas for any budget Make it special without making it spendy
 - Travel Europe on a budget How to take the kids to Europe for less
 - Outdoor adventure Explore nature with the family
 - Bucket list national parks Must-see parks for family travel
 - Kid-friendly state parks Check out these family-friendly hikes