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Compare 220 Vacation Homes in Benson with updated reviews, rates, and availability.

Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK

9.6 out of 10, Exceptional, (41)
"Amazing view from the back deck, very clean home, plenty of room for our family of 6. Will definitely be staying here again next time we're in Lake George!"
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK

Luxurious guest home with private art gallery in the heart of a historic village

10.0 out of 10, Exceptional, (13)
"Absolutely unique and amazing experience staying here. Space is gorgeously appointed and impeccably clean. Walk out the door right into a cute town with all the amenities right there. Edward was the perfect host: attentive to detail, communicative and pleasant. We will definitely stay here again if in the area! "
Luxurious guest home with private art gallery in the heart of a historic village

Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

10.0 out of 10, Exceptional, (69)
"We were looking for something for our “baby moon” before I go back to work. We had a dream checklist and this home checked off everything on our list. We brought our 3mo old and our dog and had a peaceful weekend enjoying the hot tub, the Blackstone, and the cozy fireplace. We had some questions that were answered immediately. Can’t wait to go back with friends when it’s warmer not enjoy the pool and yard more! Love love lovd"
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach

9.6 out of 10, Exceptional, (155)
"Fantastic!! Cozy!!! gorgeous views! The whole experience was wonderful. Cannot wait to go back. Owner was very responsive!"
Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (41)
"Great place and location!"
Beautiful 4-Bedroom Home beside Middlebury College

The Brandon Inn - King Room

8.4 out of 10, Very Good, (5)
"The Branford Inn was a historic hotel that despite its age was very nice."
The price is AED 569
AED 728 total
includes taxes & fees
24 Nov - 25 Nov
The Brandon Inn - King Room

Cozy Private Bedroom with Own Entrance - No Shower

10.0 out of 10, Exceptional, (3)
"This place is a nice, cozy little getaway. Great location!! Host has thought of every little accoutrement one might need when you're away from home, everything from hand lotion to a French press!! This was my second stay here, definitely won't be my last!! Love it!"
The price is AED 294
AED 448 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Private Bedroom with Own Entrance - No Shower

Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D

10.0 out of 10, Exceptional, (3)
Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D

Vermont Lake House

10.0 out of 10, Exceptional, (13)
"We couldn't have had a better time! The house was meticulously clean and so pretty, and absolutely loved the long deck looking out on the water. The fire pit was great fun in the evenings and there was lots of outdoor space for enjoying a good time. The hosts were so warm and friendly and responded quickly to any questions. Loved it!"
Vermont Lake House

Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour

9.8 out of 10, Exceptional, (99)
"Very nice and clean property with a beautiful view from the deck! The fire pit was lovely in the evening and the host supplied ingredients for making s’mores! The sky was completely clear and we enjoyed star gazing while we enjoyed the fire! The host provided quick responses to questions I asked and provided amazingly detailed information about the property, which was very much appreciated. I would definitely recommend the Rye Chalet to others and hope to stay again soon!!! "
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour

Picturesque Family Getaway: Close to Beach ~ Yard!

10.0 out of 10, Exceptional, (18)
"The property was easy to find, plenty of driveway space for parking, quiet and comfortable. I will be a return visitor."
Picturesque Family Getaway: Close to Beach ~ Yard!

Middlebury Gem open concept and 5 minutes from town

10.0 out of 10, Exceptional, (68)
"Our second time staying here and once again it did not disappoint. Great location, spacious, and clean with all the amenities! Our family had a blast "
Middlebury Gem open concept and 5 minutes from town

The Brandon Inn - Family Suite For Four

10.0 out of 10, Exceptional, (1)
"Very charming historic inn. Suite was perfect for our family of four. We all liked the historic elevator! The bar looked very nice and hopefully it will be open more consistently. The town had several good restaurants. We would stay here again for sure!"
The price is AED 716
AED 916 total
includes taxes & fees
24 Nov - 25 Nov
The Brandon Inn - Family Suite For Four

Cozy Home, Minutes from Killington! Washer/Dryer & Free Disney+/Peacock!

10.0 out of 10, Exceptional, (26)
"This was our second stay at this property. We chose it last year due to its convenient location and chose to stay this year because we liked it so much. It's spacious, clean, and has everything we need for a 9 day stay. Located in Mendon on Route 4, it's just 10 minutes to Pico-Killington, less than 5 minutes to Route 7, and no more than 10 minutes to downtown Rutland. "
Cozy Home, Minutes from Killington! Washer/Dryer & Free Disney+/Peacock!

Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!

7.0 out of 10, Good, (2)
"This rental was not only clean and roomy but in a great spot. It was spacious throughout and the beds were comfortable. The backyard and hot tub were very nice too.. I would definitely stay again!"
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!

Beechwood - 4 Bedrooms and 3 Baths, sleeps 10

10.0 out of 10, Exceptional, (1)
"We loved our stay here. Only 18 minutes from killington. The house was clean and cozy. I’d definitely book again."
Beechwood - 4 Bedrooms and 3 Baths, sleeps 10

Lake George,Lakefront,Sleeps 20, 3-homes, 8 bedrooms, lakefront deck, boat avail

10.0 out of 10, Exceptional, (87)
"Stayed here with my family over the Columbus Day Holiday weekend for a family reunion. The three units on the property were exactly as described. Everything was exceptional. It was clean, comfortable and carefully taken care of. The checkin and check out processes were simple. Communication with the property manager was easy via text with questions—there was only one. Highly recommend this property for a large gathering. There is plenty of gathering space and also room for a little private time....
Lake George,Lakefront,Sleeps 20, 3-homes, 8 bedrooms, lakefront deck, boat avail

Lakefront Chalet on Brant Lake - Adirondack Cabin

9.8 out of 10, Exceptional, (16)
"Generally a good stay and close to our homes for a family get together...so hard with family so busy these days. The lake is close and nice, great for kids. A few points where house could have been a bit better, but owner was accessible and accommodating. Make sure you bring towels and bath stuff. 👍👍"
Lakefront Chalet on Brant Lake - Adirondack Cabin

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

9.4 out of 10, Exceptional, (25)
"Beautiful property with amazing view of the lake the directions were a little off according to the website but we found it very enjoyable and relaxing stay"
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Dog-Friendly Getaway W/ Free WiFi, Gas Fireplace, Deck, Lake View & Washer/Dryer

9.8 out of 10, Exceptional, (17)
"We enjoyed the setting. Very rustic in the Adirondacks. The home is nice and well equipped, including canoes and kayaks. We had some issues with mice in the kitchen, including droppings on silverware and dishes, getting into food. The company sent someone out and they placed a lame Mouse trap on the floor. We did have to rewash the dishes and silverware due to mouse droppings. Their explanation was that since it is a house in the woods, we should expect these types of things to occur. I think...
Dog-Friendly Getaway W/ Free WiFi, Gas Fireplace, Deck, Lake View & Washer/Dryer
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.
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Other property types in Benson

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (176)
"Right on a quiet lake - so peaceful and nice. Great back porch and a dock at the shoreline. Nice big open layout had a great feel to it. I was there alone but it would be outstanding for a group that likes to sit outside and have a fire and make the most of the scenery."
The price is AED 514
AED 658 total
includes taxes & fees
4 Dec - 5 Dec
Ultimate relaxing vacation

Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

10.0 out of 10, Exceptional, (69)
"We were looking for something for our “baby moon” before I go back to work. We had a dream checklist and this home checked off everything on our list. We brought our 3mo old and our dog and had a peaceful weekend enjoying the hot tub, the Blackstone, and the cozy fireplace. We had some questions that were answered immediately. Can’t wait to go back with friends when it’s warmer not enjoy the pool and yard more! Love love lovd"
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!

9.2 out of 10, Wonderful, (93)
"Beautiful property and location is ideal for a getaway "
Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!
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.