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Dudley houses

We found 64 houses — enter your dates for availability

Explore Dudley house rentals

Image of Your Cottage on the Lake

Your Cottage on the Lake

Sleeps 5 · 3 bedrooms · 2 bathrooms

Image of 3-bedroom house on Webster Lake with amazing views, beach and boat launch access

Premier Host

3-bedroom house on Webster Lake with amazing views, beach and boat launch access

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of This is a friendly home. More fun and relaxing home.

This is a friendly home. More fun and relaxing home.

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Waterfront Tiny House Cabin Off Grid Camp in Historic Woodstock CT

Waterfront Tiny House Cabin Off Grid Camp in Historic Woodstock CT

Sleeps 4 · 1 bedroom · 0+ bathrooms

Image of Beautiful modern Lakehouse with private lake access for year-round getaways

Beautiful modern Lakehouse with private lake access for year-round getaways

Sleeps 10 · 3 bedrooms · 3 bathrooms

Image of The Tree House at Underhill Hollow

Premier Host

The Tree House at Underhill Hollow

Sleeps 4 · 2 bedrooms · 2 bathrooms

Find spaces that suit your style

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Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value