Photo by Anna Arsenault

Wingdale mountain rentals

We found 47 mountain rentals — enter your dates for availability

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September 2025

October 2025

Find the best place to stay - Wingdale

View of The Lake House and Lake Weil from game room

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

Sleeps 14 · 5 bedrooms · 3 bathrooms

Gorgeous 1822 Farmhouse and gardens, featured in Better Homes & Gardens Magazine

Sleeps 9 · 5 bedrooms · 2 bathrooms

Breathtaking lake views while grilling out and soaking up the sun with family!

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Sleeps 8 · 3 bedrooms · 2 bathrooms

Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

Sleeps 14 · 3 bedrooms · 2 bathrooms

Top rated rentals - Wingdale

Premier Host

Lovely and homey

Kim and Kevin were super communicative and friendly, and the home was clean and beautifully decorated. The coffee cake was the cherry on top. Perfect for our group! Would absolutely stay again.

Emily H.

Stayed May 2025

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Enjoy full kitchens, laundry, pools, gardens and more
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