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Our top choices for Orwell vacation homes
1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Historic Victorian Estate 4 Bed 2 Bath Fast WifiFair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Great quick stay on the way to the Adirondacks"
Natalie B.
The price is CA $191
CA $408 total
includes taxes & fees
Nov 19 - Nov 20
2. Purple Door Cottage in the heart of Middlebury!
Purple Door Cottage in the heart of Middlebury!Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
carol m.
The price is CA $237
CA $537 total
includes taxes & fees
Nov 12 - Nov 13
3. Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets
Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & SunsetsBridport
10.0 out of 10, Exceptional, (3 reviews)
"the home was very clean, plenty of space, there were many amenities which may the stay very pleasant."
Robert H.
The price is CA $577
CA $1,143 total
includes taxes & fees
Dec 2 - Dec 3
4. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ DockLeicester
8.0 out of 10, Very good, (2 reviews)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
Eric A.
The price is CA $482
CA $1,043 total
includes taxes & fees
Nov 12 - Nov 13
5. Cozy Rutland Retreat
Cozy Rutland RetreatRutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
Susan E.
The price is CA $133
CA $255 total
includes taxes & fees
Nov 30 - Dec 1
6. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Charming Barn Carriage House in Green Mountains of Vermont Near MiddleburyRipton
9.8 out of 10, Exceptional, (7 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
Lani C.
The price is CA $325
CA $396 total
includes taxes & fees
Nov 28 - Nov 29
7. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop ResortChittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
Carl P.
The price is CA $222
CA $767 total
includes taxes & fees
Nov 12 - Nov 13
8. Kingsley Homestead - 2 Bedroom retreat
Kingsley Homestead - 2 Bedroom retreatRutland
The price is CA $236
CA $259 total
includes taxes & fees
Nov 20 - Nov 21
9. Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Relaxing Rutland Retreat Near Skiing, Dining & HikingRutland
10.0 out of 10, Exceptional, (1 review)
The price is CA $529
CA $979 total
includes taxes & fees
Nov 14 - Nov 15
10. Beautiful timber frame just minutes to Middlebury!
Beautiful timber frame just minutes to Middlebury!New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
Suzanne L.
The price is CA $498
CA $1,076 total
includes taxes & fees
Nov 12 - Nov 13
11. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
Matthew T.
The price is CA $513
CA $1,204 total
includes taxes & fees
Nov 12 - Nov 13
12. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & FireplaceHancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
Katie H.
The price is CA $850
CA $1,397 total
includes taxes & fees
Dec 3 - Dec 4
13. 4BR Home | Walk Downtown Rutland + Trails
4BR Home | Walk Downtown Rutland + TrailsRutland
10.0 out of 10, Exceptional, (8 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
Dominic C.
The price is CA $254
CA $507 total
includes taxes & fees
Nov 14 - Nov 15
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top reviews in Orwell
Shoreham Inn
Shoreham InnShoreham
10/10 Excellent
The owners were incredibly hospitable, the place is charming and cozy, it felt extremely welcoming
Shelley
