Holiday rentals in West Rutland

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Top-rated holiday rentals in West Rutland

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

Guest favourite

Tiny home in Pittsford

4.96 out of 5 average rating, 154 reviews

Charming 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.

15–22 Jun

$161 SGD per night
Guest favourite

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.

19–26 Sep

$156 SGD per night
Guest favourite

Cabin in West Rutland

4.88 out of 5 average rating, 153 reviews

VT MOUNTAIN LOG CABIN, CLOSE TO KILLINGTON/PICO

REAL VERMONT LOG CABIN ON MOUNTAIN, W/ PINE WOOD WALLS & FURNISHINGS. 16 MILES TO PICO SKI RESORT, JUST A LITTLE FARTHER TO KILLINGTON. PRIVATE SETTING W/ 2 BEDROOMS, 2 FULL BATHS. 1 QUEEN BED, 1 DOUBLE & SINGLE BUNK BED, COUCH AND AIR BED THAT LOOKS/FEELS LIKE A REGULAR BED. HOUSE SLEEPS 6. FIRE PIT & GRILL. GREAT IN FALL FOR LEAF PEEPING. CLOSE TO DINING, MOVIES, SKATING & STORES IN RUTLAND. SEE CHECK IN INSTRUCTIONS FOR CABIN INFO. PLS COMPLETE 1 PAGE CONTRACT PRIOR TO ARRIVAL.

12–19 Oct

$263 SGD per night

Popular amenities for West Rutland holiday rentals

Stay near West Rutland's top sights

Wilson Castle9 locals recommend
Price Chopper17 locals recommend
Mary's Cafe3 locals recommend

Other great holiday rentals in West Rutland

Guest favourite

Flat in Rutland

4.87 out of 5 average rating, 185 reviews

Simply Welcoming, Rutland VT

15–22 Dec

$159 SGD per night
Guest favourite

Apartment in Killington

4.95 out of 5 average rating, 124 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

25 Aug – 1 Sep

$134 SGD per night
Guest favourite

Guest suite in Shrewsbury

4.91 out of 5 average rating, 258 reviews

Valley View

19–26 May

$122 SGD per night
Guest favourite

Farm stay in Salisbury

4.95 out of 5 average rating, 263 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

3–10 May

$124 SGD per night
Guest favourite

Flat in Chittenden

5.0 out of 5 average rating, 222 reviews

Vermont Country Suite

31 Dec – 7 Jan

$195 SGD per night
Guest favourite

Home in Rutland

5.0 out of 5 average rating, 120 reviews

ONE ROOM SCHOOL HOUSE

22–29 Sep

$316 SGD per night
Guest favourite

Flat in Rutland

4.86 out of 5 average rating, 102 reviews

Charlie's Place

19–26 Mar

$167 SGD per night
Guest favourite

Guest house in Granville

4.9 out of 5 average rating, 780 reviews

Moon Valley Country Retreat no clean fee pets yes

26 Aug – 2 Sep

$161 SGD per night
Guest favourite

Guest house in Pawlet

4.91 out of 5 average rating, 282 reviews

Picturesque Cabin on the Mettowee

11–18 Sep

$162 SGD per night
Guest favourite

Flat in Clarendon

4.91 out of 5 average rating, 129 reviews

Vermont Horse Farm

24 Nov – 1 Dec

$137 SGD per night
Guest favourite

Cabin in Wells

4.95 out of 5 average rating, 149 reviews

Gatsby's Getaway

9–16 Jul

$159 SGD per night
Guest favourite

Cottage in Brandon

4.91 out of 5 average rating, 264 reviews

Henrietta’s Hideaway-Walk Downtown!

16–23 Mar

$141 SGD per night

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