Benson Holiday Rentals

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Holiday Rentals in Benson

5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi

5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi

Killington Retreat | Deck-Fire Pit-Mountain Views!

8.8 out of 10, Excellent, (3)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
Killington Retreat | Deck-Fire Pit-Mountain Views!

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill

10.0 out of 10, Exceptional, (27)
"Perfect location for skiing, the views are truly something, we had a blast. "
The price is NZ$1,454
includes taxes & fees
12 July - 13 July
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill

Feel the real VT! Lakes, hikes, foodie’s delight!

2.0 star property
The price is NZ$953
includes taxes & fees
21 July - 22 July
Feel the real VT! Lakes, hikes, foodie’s delight!

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

10.0 out of 10, Exceptional, (14)
"This house was beautiful, from the gallery on the first floor to the amazing kitchen and bedroom upstairs. Being walking distance from town. I wish I had more time to stay. The host was so nice and accommodating! "
The price is NZ$673
includes taxes & fees
13 July - 14 July
Luxurious guest home with private art gallery in the heart of a historic village

Historic Brandon Inn Room for Three

10.0 out of 10, Exceptional, (4)
"Awesome place, great staff"
The price is NZ$376
includes taxes & fees
13 July - 14 July
Historic Brandon Inn Room for Three

The Brandon Inn - Fourth Floor Queen Room

8.4 out of 10, Very good, (5)
"Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc"
The price is NZ$311
includes taxes & fees
13 July - 14 July
The Brandon Inn - Fourth Floor Queen Room

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 NZ$354
includes taxes & fees
13 July - 14 July
The Brandon Inn - King Room

The Brandon Inn - Double Room

8.0 out of 10, Very good, (1)
The price is NZ$376
includes taxes & fees
13 July - 14 July
The Brandon Inn - Double Room

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 NZ$462
includes taxes & fees
13 July - 14 July
The Brandon Inn - Family Suite For Four

The Brandon Inn - Double Queen

The price is NZ$419
includes taxes & fees
22 July - 23 July
The Brandon Inn - Double Queen

The Brandon Inn - Bridal Suite

The price is NZ$483
includes taxes & fees
13 July - 14 July
The Brandon Inn - Bridal Suite

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

The price is NZ$1,154
includes taxes & fees
14 July - 15 July
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center

The price is NZ$1,191
includes taxes & fees
13 July - 14 July
The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center

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

9.0 out of 10, Wonderful, (12)
"I don’t even want to give a good review… because then everyone will know of this secret treasure !!! We’ve stayed here multiple times and we just love it !!!!"
The price is NZ$1,373
includes taxes & fees
27 July - 28 July
Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Make memories at this unique and family-friendly Vermont cabin!

10.0 out of 10, Exceptional, (1)
"This place smell like fresh cut wood and place beautiful outside and inside. This place has all the stuff of home inside, the hardwood floor from top to bottom and each room has a special place to make home. The front entrance make you feel like home with plants hanging and plants out front and porch is great sitting out and grill food . The owners are really nice and helpful. I would recommend this place to everyone. Had many ppl stop asking about the place and how to rent this out."
The price is NZ$528
includes taxes & fees
14 July - 15 July
Make memories at this unique and family-friendly Vermont cabin!

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

8.6 out of 10, Excellent, (22)
"Property was very clean and had everything you could possibly need or want. Owner was very accommodating and responsive."
The price is NZ$573
includes taxes & fees
14 July - 15 July
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Spacious 5bedroom house in superb Whitehall with WiFi, Fire Place & More!

2.0 star property
5.4 out of 10, (3)
"Oct 4-6th This house was very spacious ,lots of room for my party.Walls was very dirty, fans dusty , no grill or fire pit.Basketball hoop was blocked by landlord personal vehicles.Blankets and sheets needs to be updated.Spiders everywhere ,ice machine didn’t work, tub was dirty overall looks like someone lives in this property and left for the weekend.We cleaned up and had lots of fun and made the best out of our stay."
The price is NZ$1,282
includes taxes & fees
12 July - 13 July
Spacious 5bedroom house in superb Whitehall with WiFi, Fire Place & More!

country setting

The price is NZ$1,725
includes taxes & fees
12 July - 13 July
country setting

3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!

10.0 out of 10, Exceptional, (4)
"Wonderful place close to town and the lake. Plenty of room for our family. We all enjoyed our stay."
The price is NZ$535
includes taxes & fees
22 July - 23 July
3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!
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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Frequently asked questions

Can I find holiday rentals in Benson?

Yes, there are holiday rentals close to the most popular sights in Benson, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Benson has to offer?

Incredible Family Getaway Home With Boat Dock: This holiday home rental outside of Benson is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 holiday rental in Benson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Benson. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.