Benson Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Benson vacation rentals

House (4 Bedrooms) | Interior

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
3.0 star property
Fair Haven
10.0 out of 10, Exceptional, (1 review)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
United States
Angel
$823 nightly
The price is $897
Apr 12 - Apr 13
Total with taxes and fees
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
Property grounds

Camping Classic ADK style Creekside

Camping Classic ADK style Creekside
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.
$62 nightly
The price is $70
May 3 - May 4
Total with taxes and fees
Camping Classic ADK style Creekside
Fridge, microwave, oven, stovetop

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, (73 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
$160 nightly
The price is $179
Apr 12 - Apr 13
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Interior

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.8 out of 10, Exceptional, (14 reviews)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
$376 nightly
The price is $421
Apr 11 - Apr 12
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Private kitchen

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.
$205 nightly
The price is $230
Apr 13 - Apr 14
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Spa

Comfy Cottage in Historic East Poultney

Comfy Cottage in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
$266 nightly
The price is $298
Apr 12 - Apr 13
Total with taxes and fees
Comfy Cottage in Historic East Poultney
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
$262 nightly
The price is $294
Apr 11 - Apr 12
Total with taxes and fees
Unique family-friendly Vermont cabin!
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
$167 nightly
The price is $186
Apr 12 - Apr 13
Total with taxes and fees
Cozy Rutland Retreat
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
$189 nightly
The price is $210
Apr 23 - Apr 24
Total with taxes and fees
Trout House Village Resort
Fridge, microwave, oven, stovetop

Feel the real VT! Ski Killington and a foodie’s delight!

Feel the real VT! Ski Killington and a foodie’s delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
$500 nightly
The price is $526
Apr 13 - Apr 14
Total with taxes and fees
Feel the real VT! Ski Killington and a foodie’s delight!
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
7.0 out of 10, Good, (2 reviews)
"We had to head up to killington early and we found this place to crash before our rental was open. The place was great. It was clean and the check in and check out process was very easy. Beds were comfortable. "
United States
tyler m.
$274 nightly
The price is $309
Apr 11 - Apr 12
Total with taxes and fees
Centrally located apartment for the skier & outdoor enthusiast
Private kitchen

Cozy 3BR Getaway Near Lake George & Lake Champlain- Pet Friendly-Sleeps 8!

Cozy 3BR Getaway Near Lake George & Lake Champlain- Pet Friendly-Sleeps 8!
Ticonderoga
$272 nightly
The price is $307
Apr 12 - Apr 13
Total with taxes and fees
Cozy 3BR Getaway Near Lake George & Lake Champlain- Pet Friendly-Sleeps 8!
Interior

Charming 3-bedroom house in Crown Point with WiFi and AC

Charming 3-bedroom house in Crown Point with WiFi and AC
Crown Point
9.8 out of 10, Exceptional, (7 reviews)
"We had a very good stay at this property. Very clean and beautiful view of the lake. Overall a relaxing stay with family "
United States
Kaitlynd K.
$413 nightly
The price is $467
Apr 11 - Apr 12
Total with taxes and fees
Charming 3-bedroom house in Crown Point with WiFi and AC
Exterior detail

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (31 reviews)
"Great location, very clean"
United States
Karyn M.
$275 nightly
The price is $303
Apr 16 - Apr 17
Total with taxes and fees
Downtown Middlebury 3 BR Home - Walk Everywhere!
Smart TV, fireplace, books, stereo

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
8.8 out of 10, Excellent, (27 reviews)
"Clean home. Easy to find and conveniently located to shops, stores and restaurants. "
United States
Antony C.
$257 nightly
The price is $288
Apr 13 - Apr 14
Total with taxes and fees
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Private kitchen

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
$156 nightly
The price is $174
Apr 12 - Apr 13
Total with taxes and fees
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Smart TV, fireplace

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

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
$483 nightly
The price is $545
Apr 11 - Apr 12
Total with taxes and fees
Beautiful Lake House with whole house renovation & fresh modern appeal!
Smart TV

Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy
Ticonderoga
9.8 out of 10, Exceptional, (60 reviews)
"This was an excellent, comfortable place for our non-profit members to split while participating at a Fort Ticonderoga event. The layout can't be beat for camaraderie but privacy, group decisions but breakout nooks, views but convenience. We all wished we could stay longer! "
United States
Christine B.
$506 nightly
The price is $572
Apr 26 - Apr 27
Total with taxes and fees
Moose Lodge - Rustic and Cozy
Exterior detail

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
Castleton
9.0 out of 10, Wonderful, (12 reviews)
"Very nice property, beautiful time of year to visit Vermont. Colors were wonderful."
United States
Teresa V.
$706 nightly
The price is $791
May 1 - May 2
Total with taxes and fees
Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
Living area

2BR + Loft Cabin—Firepit, Beach, Outdoor Patio, Near Lake George & Gore Mountain

2BR + Loft Cabin—Firepit, Beach, Outdoor Patio, Near Lake George & Gore Mountain
Warrensburg
10.0 out of 10, Exceptional, (1 review)
"The cabin was beautiful, lots of natural light. There was a snow storm the day we arrived and they had come and plowed the large drive the next night so we didnt need to shovel much. Everything was very clean and the host was very helpful and responsive! Would definitely stay again!"
United States
Teresa B.
$474 nightly
The price is $526
Apr 11 - Apr 12
Total with taxes and fees
2BR + Loft Cabin—Firepit, Beach, Outdoor Patio, Near Lake George & Gore Mountain
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

6/10 Okay
"The room was fine, the staff was horrible. I stayed one night for work, I needed to extend my stay and waiting at the front desk from 7:15 until almost 8:30 and no one showed up. I called the hotel and of course when I called I was standing at the front desk and the phone rang right in front of me. I have to go back to Rutland VT for work again and I will not be staying there"
Bentley 1-night trip
Posted 15 hours ago
Days Inn by Wyndham Rutland/Killington Area

Find out more about Benson

Everything you need to know about Benson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Benson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Benson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Benson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Benson. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Benson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $179 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Benson rentals

At Expedia, we put the best Benson vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Benson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Benson vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Benson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Private Adirondack Getaway. Close to Lake George and VT for winter activities.: This vacation home rental outside of Benson is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Benson?

Sunset Lake and Perch Pond 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.