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Our top choices for Benson 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)
"Very clean and comfortable. Would definitely rent again!"
Molly T.
The price is CA $191
CA $390 total
includes taxes & fees
Nov 10 - Nov 11
2. Cozy Rutland Retreat
Cozy Rutland RetreatRutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
Susan E.
The price is CA $114
CA $232 total
includes taxes & fees
Nov 10 - Nov 11
3. Kingsley Homestead - 2 Bedroom retreat
Kingsley Homestead - 2 Bedroom retreatRutland
The price is CA $236
CA $256 total
includes taxes & fees
Nov 10 - Nov 11
4. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
new 2 bedroom close to killington and bike trails this is pet ok downstairs unitMendon
9.4 out of 10, Exceptional, (8 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
Aurore H.
The price is CA $126
CA $308 total
includes taxes & fees
Nov 10 - Nov 11
5. Beautiful Lake House with whole house renovation & fresh modern appeal!
Beautiful Lake House with whole house renovation & fresh modern appeal!Crown Point
9.6 out of 10, Exceptional, (14 reviews)
"Nice location and views. Very peaceful quaint neighborhood, close to historical areas if that perks your interests ."
Melissa B.
The price is CA $380
CA $532 total
includes taxes & fees
Nov 10 - Nov 11
6. 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 $480
CA $1,044 total
includes taxes & fees
Nov 11 - Nov 12
7. 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 $530
CA $979 total
includes taxes & fees
Nov 10 - Nov 11
8. large ski ranch hot tub close to killington pets ok
large ski ranch hot tub close to killington pets okMendon
9.2 out of 10, Wonderful, (10 reviews)
"The hot tub was great after a day of skiing."
Callison A.
The price is CA $202
CA $760 total
includes taxes & fees
Nov 15 - Nov 16
9. 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 $578
CA $1,099 total
includes taxes & fees
Dec 1 - Dec 2
10. 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 $220
CA $516 total
includes taxes & fees
Nov 11 - Nov 12
11. 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 $324
CA $394 total
includes taxes & fees
Nov 28 - Nov 29
12. 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 $511
CA $1,199 total
includes taxes & fees
Nov 10 - Nov 11
13. Brant Lake Retreat–Sleeps 25 | Hot Tub | Gore Mtn.
Brant Lake Retreat–Sleeps 25 | Hot Tub | Gore Mtn.Brant Lake
The price is CA $1,109
CA $2,602 total
includes taxes & fees
Nov 10 - Nov 11
14. Copeland Cabin - Charming Lake House in the Adirondacks
Copeland Cabin - Charming Lake House in the AdirondacksFort Ann
10.0 out of 10, Exceptional, (49 reviews)
"Extremely charming house! Perfect for a quiet get away!"
Halley S.
The price is CA $418
CA $972 total
includes taxes & fees
Nov 15 - Nov 16
15. 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 10 - Nov 11
16. Peaceful 1-bedroom bungalow with AC in charming Wells
Peaceful 1-bedroom bungalow with AC in charming WellsWells
9.6 out of 10, Exceptional, (4 reviews)
"This is the most amazing spot. Our second time staying here after the horse races and we will definitely be back next summer. You guys are awesome!"
Donna A.
The price is CA $290
CA $353 total
includes taxes & fees
Nov 30 - Dec 1
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 Benson
Lake Bomoseen Lodge
Lake Bomoseen LodgeBomoseen
10/10 Excellent
Superbe endroit avec une vue sur le lac incroyable !
Jimmy
