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Benson Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Benson vacation rentals

A rustic cabin with a wooden porch, a door, and a large potted plant.

1. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (26 reviews)
"Another great stay."
United States
leonard
The price is ￥28,169
￥44,271 total
includes taxes & fees
Sep 28 - Sep 29
Unique family-friendly Vermont cabin!
A lakeside cabin with a wooden deck and a view of the lake.

2. Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.6 out of 10, Exceptional, (25 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
The price is ￥16,403
￥22,139 total
includes taxes & fees
Oct 20 - Oct 21
Trout House Village Resort
A two-story house with a covered porch and a gabled roof.

3. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.0 out of 10, Wonderful, (36 reviews)
"Very nice house to stay in Fair Haven VT. Worked perfectly for us and beautiful area. Clean and has everything you need."
United States
Amy G.
The price is ￥31,141
￥56,872 total
includes taxes & fees
Sep 29 - Sep 30
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A wooden deck with wicker furniture and a canopy in a forest setting.

4. Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole

Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole
Crown Point
7.6 out of 10, Good, (7 reviews)
"Great spot to relax creekside. Clear directions and great hospitality. Convenient swimming spot on the property with tubes for the whole family to enjoy"
United States
Ronald Z.
The price is ￥5,977
￥10,308 total
includes taxes & fees
Sep 28 - Sep 29
Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole
A wooden deck with metal chairs overlooking a body of water and a green hill in the distance.

5. Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views
Ticonderoga
9.6 out of 10, Exceptional, (38 reviews)
"Super pretty views and a very quiet and tranquil stay :)"
United States
Mackenzie C.
The price is ￥84,931
￥166,375 total
includes taxes & fees
Sep 30 - Oct 1
Lake George Water Front Cabin Spectacular Views
A spacious living room with a stone fireplace, wooden beams, large windows, and a cozy seating area.

6. Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo
Hague
9.8 out of 10, Exceptional, (104 reviews)
"This condo has the most amazing views.of Lake George. We really enjoyed our stay and the calm/quiet area. Weather was a little cool so we were able to spend more time on the deck during the day. Vary spaciois rooms and 30 mins to Bolton Landing. Haugue is a cute little town with a beautiful landscape. We will be back."
United States
Alkan E.
The price is ￥28,310
￥61,103 total
includes taxes & fees
Sep 29 - Sep 30
Breathtaking Mountain Views Surround New Lakefront Condo
A wooden deck with wicker furniture and a canopy in a forest setting.

7. Nomadic Nook: Sprinter vans, small pop-ups or tents with private waterfall

Nomadic Nook: Sprinter vans, small pop-ups or tents with private waterfall
Crown Point
The price is ￥6,920
￥11,374 total
includes taxes & fees
Sep 28 - Sep 29
Nomadic Nook: Sprinter vans, small pop-ups or tents with private waterfall
A historic town with a river, buildings with traditional architecture, and a waterfall.

8. *Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
9.6 out of 10, Exceptional, (11 reviews)
"This is the first review I have ever written. The property and the ownership were fantastic. I found the property to be better than advertised and can’t wait to stay there again. Highly recommended! "
United States
Steve S.
The price is ￥12,858
￥43,650 total
includes taxes & fees
Oct 5 - Oct 6
*Downtown Middlebury Waterfall Studio Apartment*
A yurt with a red door, a visible interior with a fire, and snow outside.

9. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is ￥16,200
￥23,429 total
includes taxes & fees
Sep 28 - Sep 29
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A dining table set with plates, glasses, and a vase with a plant.

10. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is ￥14,784
￥29,317 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

11. 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 unit
Mendon
9.8 out of 10, Exceptional, (6 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."
United States
Aurore H.
The price is ￥14,580
￥36,025 total
includes taxes & fees
Sep 28 - Sep 29
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A shower area with dark marble tiles and a pebble-patterned floor.

12. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥33,815
￥57,954 total
includes taxes & fees
Oct 14 - Oct 15
Comfy Cottage with Private Hot Tub in Historic East Poultney
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

13. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (95 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is ￥22,412
￥33,911 total
includes taxes & fees
Oct 18 - Oct 19
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Two white plastic chairs facing a stream with rocks and trees in the background.

14. Private Waterfall Oasis: Secluded Creekside Camping at Putnam Creek

Private Waterfall Oasis: Secluded Creekside Camping at Putnam Creek
Crown Point
9.6 out of 10, Exceptional, (4 reviews)
"quiet, secluded & relaxing. our kids enjoyed the swimming hole and waterfall, and we enjoyed the sounds of the creek as we slept. highly recommend! "
United States
Kevin D.
The price is ￥5,977
￥10,308 total
includes taxes & fees
Sep 28 - Sep 29
Private Waterfall Oasis: Secluded Creekside Camping at Putnam Creek
A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

15. Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful location with Mountain views. Property owners were wonderful hosts."
United States
Jane
The price is ￥17,694
￥23,342 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful 1-bedroom cabin with AC in wonderful Wells
A modern living room with a fireplace, a sofa, a coffee table, and a white door.

16. Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
9.8 out of 10, Exceptional, (13 reviews)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
The price is ￥42,324
￥59,378 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful Lake House with whole house renovation & fresh modern appeal!
A wooden deck with a metal railing, black plastic chairs, and a large window overlooking a forested area.

17. Glamping Escape House - reconnect with nature without giving up comfort.

Glamping Escape House - reconnect with nature without giving up comfort.
Ticonderoga
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed a three night stay with family. The listing is very accurate. This is glamping. If that is what you are expecting you should be delighted. Some nice additional highlights were an ample source of firewood, nice swings, a battery operated fan. Also, the shower was a pleasant surprise. I was not expecting a hot shower. It is a great system. I would say it provides about a one yard reservoir providing heated water. Very nice. Hosts were very helpful and went above and beyond to...
United States
patricia A.
The price is ￥24,378
￥31,102 total
includes taxes & fees
Sep 28 - Sep 29
Glamping Escape House - reconnect with nature without giving up comfort.
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

18. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is ￥58,980
￥108,158 total
includes taxes & fees
Sep 28 - Sep 29
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A sunroom with a large window, wicker furniture, and a fish mounted on the wall.

19. Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (60 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
The price is ￥16,514
￥64,153 total
includes taxes & fees
Oct 9 - Oct 10
Quaint, friendly cottage with lakefront location & water views
A two-story house with a porch, two red doors, and a blue exterior.

20. Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (34 reviews)
"Great location, very clean"
United States
Karyn M.
The price is ￥17,829
￥49,117 total
includes taxes & fees
Sep 28 - Sep 29
Downtown Middlebury 3 BR Home - Walk Everywhere!
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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Top Benson Hotel Reviews

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

10/10 Excellent
"Charming Bed and Breakfast. Hosts are very helpful. Delicious Breakfast. I highly recommend Bentley House."
Glenda 1-night trip
Posted 2 hours ago
Bentley House Bed and Breakfast

Find out more about Benson

Search for holiday rentals in Benson on Expedia! You can easily find your home rentals, villas, holiday apartments in Benson using one of the methods below:

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Look no further and take a look at our great range of rental properties in Benson!

Frequently asked questions

Can I find vacation rentals in Benson?

Yes, there are vacation rentals near well known attractions in Benson, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Benson?

SPECTACULAR WATERFRONT HOUSE ON LAKE GEORGE: This vacation home rental outside of Benson is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Benson?

Perch Pond and Sunset Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Bomoseen State Park and Benson Public Library are other places worth a visit.

What’s a vacation rental in Benson like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Benson. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.