
Holiday rentals in Benson
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Top-rated holiday rentals in Benson
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Top guest favourite

Home in Shoreham
5 out of 5 average rating, 75 reviewsVantage Point Guest House Mountain Views
JacobRating, 5 stars7 months ago
A fantastic location for a family vacation! The house was very spacious and comfortable and there was a ton to do (indoors & outdoors) in the area. We thoroughly enjoyed our stay and would love to come back!
Superhost

Cabin in Shoreham
4.89 out of 5 average rating, 64 reviewsKoselig Cabin: Lakefront cabin w/ stone beach
ShannonRating, 5 stars3 weeks ago
Very nice, peaceful cabin. View is beautiful. Cabin has everything you need. Kayaking right outside your door. Nice spot to relax and unplug.
Top guest favourite

Place to stay in Middletown Springs
5 out of 5 average rating, 13 reviewsOff-Grid Meadow Cabin Glamping Retreat
CoreyRating, 5 stars5 months ago
The Meadow Cabin was amazing. I wanted to go somewhere off-grid for a night and couldn’t have asked for a better place. There is a great story behind this cabin as well! I had everything I needed and nothing I didn’t. I spent about 24hrs in total there and never felt the need to play music or open a book. I just enjoyed the space, indoor and out, and took in the scenery. Will absolutely go back next time I need to disconnect!
Top guest favourite

Flat in Fair Haven
4.94 out of 5 average rating, 36 reviews4th st upstairs apartment
MaceoRating, 5 stars2 months ago
I felt right at home. If you’re looking for a comfortable & very clean place this is the place to be!
Top guest favourite

Treehouse in Moretown
5 out of 5 average rating, 84 reviews4-Season Treehouse @ Bliss Ridge; Best Views in VT
JonathanRating, 5 stars6 days ago
We had a great (but too short!) stay in Jordan and Dan’s beautiful treehouse. It was cozy and adventurous all at once, exactly the kind of experience we were hoping for. Our 4-year-old son called it his “biggest adventure yet” and has already asked when we’re coming back, which pretty much says it all. The space was well-stocked, thoughtfully designed, and full of charm. The decor and overall style were even more impressive in person. Jordan and Dan really thought of everything, and it shows. Would absolutely recommend for anyone looking for something a little special.
Guest favourite

Tiny home in Orwell
4.92 out of 5 average rating, 38 reviewsOff-Grid Cabin Camping
JarrettRating, 5 stars2 weeks ago
Me and my group stayed here for graduation celebration and the place met every expectation. Although we could not use the outdoor area due to rain, the sound of the cabin being it by the rain made the cooking, games and stories unforgettable. The host were also very attentive to our every need due to the muddy conditions we found ourselves in. Couldn't have asked for better!
Top guest favourite

Home in Orwell
4.97 out of 5 average rating, 33 reviewsHeron Bluff on East Creek
AbigailRating, 5 stars2 days ago
Wonderful stay in an incredibly beautiful location! The home and surrounding property absolutely took our breath away. Also clean and cozy, with plenty of opportunity to enjoy the outdoors. Stayed in the area in order to participate in a local triathlon, but would very much like to come back here just to relax and enjoy this blissful escape in beautiful Vermont.
Guest favourite

Cabin in Bridport
5 out of 5 average rating, 7 reviewsThe Tacklebox on Lake Champlain, Sauna & Hot Tub
TristaRating, 5 stars1 month ago
I had such a peaceful stay at this incredibly charming spot. I brought my dog, Clover, and we spent nearly every moment on the deck, soaking up the view of the lake and watching the birds. The setting was serene, quiet, and just what I needed to reset. The home itself was cozy and full of character, with everything we needed for a relaxing getaway. I’m so grateful for the care that went into this place, it truly felt like a little lakeside retreat. We can’t wait to come back!
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Gore Mountain
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Lake George Expedition Park
- Autumn Mountain Winery
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Ekwanok Country Club
- Fox Run Golf Club
- Willard Mountain
- Lincoln Peak Vineyard
- Gooney Golf
- Adirondack Extreme Adventure Course
- Killington Adventure Center