Vacation rentals in Rutland County

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Top-rated vacation rentals in Rutland County

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

Guest favourite
Castle in Clarendon
Kingsley Grist Mill, Covered Bridge and Waterfall.
America's only original Grist Mill & Covered Bridge residence, as seen on HGTV's "You Live in What?", (Se.2. ep.1) & worldwide on the Netflix travel series "World's Most Amazing Vacation Rentals" (Se. 2, ep 7). Join us for our 10th season as central Vermont's iconic adult getaway featuring private beach on Vermont's warmest river with tethered, relaxing, float tubes & two private decks overlooking Mill River's secluded waterfall. Come make history with us ! Near Killington & Okemo Mtns.
Sep. 25 – Oct. 2
$600 CAD per night
4.98 out of 5 average rating, 433 reviews
Guest favourite
Guest suite in Castleton
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.
Feb. 3 – 10
$159 CAD per night
4.98 out of 5 average rating, 105 reviews
Guest favourite
Guesthouse in Wallingford
Vermont Home Central to Ski Areas-No Cleaning Fees
Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!
Jan. 6 – 13
$214 CAD per night
4.98 out of 5 average rating, 575 reviews

Popular amenities for Rutland County vacation rentals

Other great vacation rentals in Rutland County

Guest favourite
Apartment in Clarendon
Dog heavenly! Private, beautiful and relaxing.
Jul. 26 – Aug. 2
$202 CAD per night
4.95 out of 5 average rating, 253 reviews
Guest favourite
Cottage in Poultney
The Cottage in East Poultney
Mar. 16 – 23
$205 CAD per night
4.97 out of 5 average rating, 108 reviews
Guest favourite
Guesthouse in Pawlet
Picturesque Cabin on the Mettowee
May 11 – 18
$177 CAD per night
4.91 out of 5 average rating, 282 reviews
Guest favourite
Guesthouse in Granville
Moon Valley Country Retreat no clean fee pets yes
Jul. 18 – 25
$167 CAD per night
4.9 out of 5 average rating, 774 reviews
Guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
Dec. 16 – 23
$186 CAD per night
4.98 out of 5 average rating, 701 reviews
Guest favourite
Cabin in Granville
Quaint log cabin nestled in the woods
Dec. 3 – 10
$176 CAD per night
4.98 out of 5 average rating, 131 reviews
Guest favourite
Cottage in Brandon
Henrietta’s Hideaway-Walk Downtown!
Apr. 29 – May 6
$121 CAD per night
4.91 out of 5 average rating, 260 reviews
Guest favourite
Guesthouse in Castleton
Bomoseen Bungalow
Feb. 20 – 27
$134 CAD per night
4.97 out of 5 average rating, 230 reviews
Guest favourite
Cabin in Wells
Gatsby's Getaway
May 3 – 10
$186 CAD per night
4.95 out of 5 average rating, 148 reviews
Guest favourite
Home in Granville
Home by the Mettowee River- Simply the best!
Aug. 19 – 26
$153 CAD per night
4.85 out of 5 average rating, 147 reviews
Guest favourite
Cabin in West Rutland
VT MOUNTAIN LOG CABIN, CLOSE TO KILLINGTON/PICO
Mar. 21 – 28
$298 CAD per night
4.87 out of 5 average rating, 150 reviews
Guest favourite
Home in Rutland
ONE ROOM SCHOOL HOUSE
Sep. 16 – 23
$370 CAD per night
5.0 out of 5 average rating, 120 reviews

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