Vacation rentals in Benson

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Top-rated vacation rentals in Benson

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Farm stay in Salisbury

4.95 out of 5 average rating, 263 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This adorable cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Apr 24 – May 1

G$19,314 GYD per night
Guest favorite

Guest suite in Castleton

4.98 out of 5 average rating, 111 reviews

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K TV, surround sound system. Wi-Fi access. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage. Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 25 min to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Aug 16 – 23

G$24,711 GYD per night
Guest favorite

Guesthouse in Granville

4.9 out of 5 average rating, 779 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Near Lk George, Lk Champlain, Saratoga, Manchester & Rutland, VT. Hiking, fishing and swimming nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive recommended in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Feb 18 – 25

G$21,511 GYD per night

Popular amenities for Benson vacation rentals

Other great vacation rentals in Benson

Guest favorite

Guesthouse in Pawlet

4.91 out of 5 average rating, 282 reviews

Picturesque Cabin on the Mettowee

Jan 17 – 24

G$25,097 GYD per night
Guest favorite

Home in Middlebury

4.99 out of 5 average rating, 349 reviews

Nice one bedroom cottage

Mar 26 – Apr 2

G$27,965 GYD per night
Guest favorite

Tiny home in Pittsford

4.96 out of 5 average rating, 154 reviews

Charming tiny house with great VT location!

Jun 2 – 9

G$25,026 GYD per night
Guest favorite

Cabin in Wells

4.95 out of 5 average rating, 149 reviews

Gatsby's Getaway

May 30 – Jun 6

G$24,623 GYD per night
Guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 238 reviews

Small New Haven Cozy Cottage

Jun 18 – 25

G$16,154 GYD per night
Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 582 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Jan 30 – Feb 6

G$30,396 GYD per night
Guest favorite

Apartment in Rutland

4.96 out of 5 average rating, 514 reviews

Your home away from home

Nov 26 – Dec 3

G$20,771 GYD per night
Guest favorite

Apartment in Hancock

4.95 out of 5 average rating, 144 reviews

Suite in the Green Mountains

Oct 30 – Nov 6

G$19,610 GYD per night
Guest favorite

Condo in Killington

4.95 out of 5 average rating, 124 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Aug 25 – Sep 1

G$20,858 GYD per night
Guest favorite

Place to stay in Orwell

4.95 out of 5 average rating, 37 reviews

Historic Brookside- Private Suite In Historic Home

Jul 5 – 12

G$35,713 GYD per night
Guest favorite

Apartment in Ticonderoga

5.0 out of 5 average rating, 26 reviews

Cabin at Lake's George/Champlain

Jan 9 – 16

G$28,489 GYD per night
Guest favorite

Apartment in Whitehall

4.91 out of 5 average rating, 35 reviews

Contemporary King apartment with futon

Jun 30 – Jul 7

G$22,300 GYD per night

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