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.
Condo in Killington
4.95 out of 5 average rating, 124 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits
Aug 25 – Sep 1
Tiny home in Pittsford
4.96 out of 5 average rating, 154 reviewsCharming tiny house with great VT location!
Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.
Jun 2 – 9
Guest suite in Castleton
4.98 out of 5 average rating, 111 reviewsMi 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
Vacation rentals for every style
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Popular amenities for Rutland County vacation rentals
Other great vacation rentals in Rutland County
Home in Granville
4.85 out of 5 average rating, 149 reviewsHome by the Mettowee River- Simply the best!
Aug 14 – 21
Bungalow in Castleton
4.81 out of 5 average rating, 299 reviewsLake Bomoseen Bungalow
Oct 8 – 15
Apartment in Rutland
4.88 out of 5 average rating, 145 reviewsZen Studio
Jul 6 – 13
Apartment in Fair Haven
4.85 out of 5 average rating, 152 reviewsSpacious One Bedroom - Walk To Town, Restaurants
Nov 15 – 22
Apartment in Pittsford
4.99 out of 5 average rating, 116 reviewsWaterfront cottage walk-out suite.
Jun 24 – Jul 1
Cottage in Brandon
4.91 out of 5 average rating, 264 reviewsHenrietta’s Hideaway-Walk Downtown!
Jun 25 – Jul 2
Apartment in Chittenden
5.0 out of 5 average rating, 222 reviewsVermont Country Suite
Nov 19 – 26
Condo in Ludlow
4.92 out of 5 average rating, 118 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
Aug 7 – 14
Apartment in Clarendon
4.91 out of 5 average rating, 129 reviewsVermont Horse Farm
Oct 25 – Nov 1
Cottage in Whitehall
4.99 out of 5 average rating, 160 reviewsHillside Cottage @ The Mettawee Retreat
Nov 28 – Dec 5
Castle in Clarendon
4.98 out of 5 average rating, 433 reviewsKingsley Grist Mill, Covered Bridge and Waterfall.
Nov 18 – 25
Home in Rutland
4.87 out of 5 average rating, 75 reviewsLovely 2-Bedroom on 25 acres
May 12 – 19
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