Book Wingdale Cottages
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Cottages in Wingdale
![Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC](https://images.trvl-media.com/lodging/67000000/66170000/66169900/66169877/8f7efaeb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
![Reset and Relax in Luxury Cottage](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/d0af8e6a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reset and Relax in Luxury Cottage
![Dainty New Preston Cottage w/ Dock & Lake Views!](https://images.trvl-media.com/lodging/22000000/21680000/21679100/21679059/c3df3752_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Dainty New Preston Cottage w/ Dock & Lake Views!
![Be in Nature at this Gorgeous Riverfront Cabin](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/f855a842_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Be in Nature at this Gorgeous Riverfront Cabin
![Idillic summer getaway in Litchfield Hills, CT.](https://images.trvl-media.com/lodging/58000000/57420000/57410100/57410074/f936845d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Idillic summer getaway in Litchfield Hills, CT.
![Sweet Dotti's Cottage on Candlewood Lake - 60M NYC](https://images.trvl-media.com/lodging/74000000/73220000/73212100/73212076/357fbe1a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
![Lakeview property in private community. Lake & beach access. Swim/Kayak all day!](https://images.trvl-media.com/lodging/96000000/95650000/95643100/95643005/f891a5d5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
![Candlewood Lake Retreat with year round views](https://images.trvl-media.com/lodging/87000000/86690000/86685700/86685655/916e9d5b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Candlewood Lake Retreat with year round views
![Two Bedroom Cottage Close To Town](https://images.trvl-media.com/lodging/86000000/85960000/85954400/85954358/27a08edc_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Two Bedroom Cottage Close To Town
![Modern, cozy 3 bedroom lakeside cottage](https://images.trvl-media.com/lodging/97000000/96200000/96196500/96196441/8e8df65d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Modern, cozy 3 bedroom lakeside cottage
![Cozy 2-bedroom Cottage with Access to Bantam Lake](https://images.trvl-media.com/lodging/94000000/93400000/93399800/93399725/c0ac76b9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cozy 2-bedroom Cottage with Access to Bantam Lake
Top trending hotels in Wingdale
![DoubleTree by Hilton Poughkeepsie](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/e40cfc9d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)
DoubleTree by Hilton Poughkeepsie
Wingdale Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Wingdale that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Wingdale is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Wingdale Cottages essential information
Accommodation | 54 Cottages |
---|---|
Lowest Price | CA $143 |
Highest Price | CA $244 |
Popular accommodation | Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC, Reset and Relax in Luxury Cottage, Dainty New Preston Cottage w/ Dock & Lake Views!, Be in Nature at this Gorgeous Riverfront Cabin, Idillic summer getaway in Litchfield Hills, CT., Sweet Dotti's Cottage on Candlewood Lake - 60M NYC, Lakeview property in private community. Lake & beach access. Swim/Kayak all day!, Candlewood Lake Retreat with year round views, Two Bedroom Cottage Close To Town, Modern, cozy 3 bedroom lakeside cottage, Cozy 2-bedroom Cottage with Access to Bantam Lake, Lakefront Brewster Vacation Rental w/ Private Dock |