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Displaying 6 - 10 of 42 rentals matching your search criteria
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Sparrow Cottage

4.8444 (45 guest reviews)
2 Bedrooms
2.5 Bathrooms

Sleep alongside the tree tops at Sparrow Cottage, a charming arts and crafts style 2 bedroom cottage that overlooks the mountains within the picturesque, upscale Village of Cheshire.

Stone Circle Cottage

4.9118 (34 guest reviews)
2 Bedrooms
2 Bathrooms

The Scottish Highlands inspired Stone Circle Cottage will have you feeling like you’ve been transported. Nestled in a grove of rhododendrons and mountain laurel, this home has the feeling of seclusion while only being a few minutes from town.

Pine Creek Cabin

5.0000 (24 guest reviews)


  • Old Fort
2 Bedrooms
2.5 Bathrooms

Where you'll go to relax and unwind. Located in a private, gated community, Pine Creek Cabin is tucked away in the midst of a 3,000 acre nature preserve.

Owl's Nest

5.0000 (28 guest reviews)
2 Bedrooms
2.5 Bathrooms

One of the original tree houses in the Village of Cheshire, Owl's Nest has been recently upgraded with customized features and new furnishings.


4.7826 (23 guest reviews)
2 Bedrooms
2.5 Bathrooms

Come enjoy Ravenscroft, a beautiful home in the Village of Cheshire. Authentically decorated with arts and crafts antiques but fully equipped with a modern kitchen and amenities.