Rutland Cottages

A forest with autumn foliage and a distant view of a town.

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Our top choices for Rutland cottages

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon

Ariel W.

Quaint, friendly cottage with lakefront location & water views

Poultney

Jim V.

includes taxes & fees

3 July - 4 July

Quaint lakefront home with great views & full kitchen

Poultney

includes taxes & fees

3 July - 4 July

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester

Jeremy H.

includes taxes & fees

26 July - 27 July

Comfy Cottage with Private Hot Tub in Historic East Poultney

Poultney

Karen C.

includes taxes & fees

5 July - 6 July

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow

includes taxes & fees

17 July - 18 July

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish

Mark G.

includes taxes & fees

6 July - 7 July

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Ludlow

includes taxes & fees

6 July - 7 July

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Top Rutland Hotel Reviews

Mountain Meadows Lodge

10/10 Excellent

"Warm and friendly environment- beautiful setting with lake access - staff is there to make one’s experience perfect."

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

8/10 Good

"Need blackout curtains (very bright before 6am) Overall nice and spacious room Air conditiones at times smells musty - needs to be cleaned? Bummer about pool being closed and ac not -working on lower level amenities (heat wave) Very pleasant staff- daily check ins via text appreciated"

On The River Inn

8/10 Good

"We ended up staying at On the river after we failed to spend the night at our Airbnb. There was a F1 tornado that hit the Woodstock area the night before and there was no electricity. Anyway, the hotel sits on a lovely spot and their grounds are beautiful. We enjoyed their breakfast and hot tub/pool area. I can’t give this place a 5 star rating for the following reasons. It is a pet friendly hotel which we love because we our pet lovers. However, the carpet in our room smelt like dog pee. Cleaning is upon request and there is a time frame to request that. We followed instructions yet our room was not done. We try to help conserve and never ask for cleaning on a 2 night stay but our daughter had a nose bleed so we needed her sheets changed and last, the person at the bar was not the friendliest towards my husband. We paid over $500 a night. I’m aware that Woodstock is a very pricey destination but still. Coming from Texas $500+ a night you expect a lot!"

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