
Cottage holiday rentals in Canandaigua
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Top-rated cottage rentals in Canandaigua
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A Wise Getaway / Farm Cottage Near Keuka Lake
Welcome to 'A Wise Getaway' Amish-Built 800 Sq Ft Cottage on 50-Acre Farm – No Cleaning Fee! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Lakefront &Wine Trails: Little Blue Cottage FLX
Nestled in the heart of the Finger Lakes and Seneca Lake Wine Trail, you'll find a perfect lakefront getaway in this newly updated 3 bedroom, 2 bath cottage. Enjoy your morning coffee on the private dock overlooking Seneca Lake. Cozy up next to a campfire and enjoy the stunning night-sky display. Launch the kayaks to enjoy the peace and serenity of Seneca Lake’s waters. This cottage has everything for a family or group of friends to relax and rejuvenate. Located just minutes off the Wine Trail!

🍷CLOUD WINE COTTAGE FLX🍷secluded w/HOT TUB!!!
Keep it simple at this peaceful and centrally-located place. Located on the Cayuga Wine Trail, with the Seneca Wine Trail 8 miles away. Travel down a long gravel driveway to a modern cottage hidden back in the trees. Enjoy peaceful campfires, relax in the hot tub, watch Netflix or Disney plus on our smart tv, or bring your favorite blue rays/dvds with you to watch. The cottage has a beautiful open floor plan with a fully equipped kitchen for all your cooking needs and fully stocked coffee bar.

Cottage Home with Lake and Sunset Views
Located on a peaceful private road, this stunning vacation cottage is a perfect place to relax and unwind both outside and indoors in All Season. Ideal getaway retreat with modern amenities, including full bath and stunning views. Spacious and bright open floor plan with large windows and cozy furnishings perfect for family gatherings. and sunset view lake house. Dock/ swimming/water activities included. Enjoy your own private beach access. Entire property offers a warm, inviting atmosphere.

Blūm on the Hill Cottage in the Finger Lakes
Enjoy a peaceful stay in our cottage located just over 2 miles from the quaint village of Penn Yan on Keuka Lake. Relax in the newly renovated 2 bedroom, 2 full bath home with a fully equipped dine-in kitchen, spacious living room with electric fireplace, and dining room. Enjoy the fresh air on the back deck with Keuka Lake peeking through the trees. Take in the sites of the many trails, vineyards, breweries and state parks in the area during your stay. So just relax, you're on lake time.

Hideaway House >HOT TUB< *Secluded w/Amazing Views
The Getaway Hideaway House is tucked near the scenic Honeoye and Canandaigua Lake Wine & Brewery Trail—perfect for wine lovers, adventurers, and those seeking a peaceful escape. Enjoy stunning valley and hillside views from the living room or while relaxing in the year-round covered hot tub on the patio. Just a short drive (under 10 minutes) to Naples for great dining and entertainment. Note: Due to the hillside location, AWD or 4WD is recommended during inclement weather for safe access.

Cottage Retreat in the Heart of the Finger Lakes
Welcome to the FLX! Our home is located in the rural center of the eastern branch of the Seneca Lake wine & food trail and only 7 mi from the Cayuga Lake trail. Seneca Lake is on the other side of the village of Willard (~1mi drive), Watkins Glen, Geneva, and Seneca Falls are all within a 25-min drive, and Ithaca is ~35-mins away. Wineries, breweries, cideries, distilleries, phenomenal eateries and food trucks, cheese houses, ice cream shops (and lakes!) are just around the corner. Enjoy!

Peppermint Cottage
Nestled in peaceful Upstate N.Y., between Finger Lakes Wine Country and Lake Ontario and right in the heart of the Erie Canal is the Peppermint Cottage. The Peppermint Cottage is a unique destination. The Peppermint Cottage is a place for guests to “Step Back in Time” and experience the simple pleasures of life including a warm fire, relaxing under the stars in a hot tub, sauna or strolling our gardens. Family friendly establishment. Birders, bicyclists and outdoor enthusiasts welcome.

The Cottage by Canandaigua Lake
Cozy cottage just a short walk from private Lake access for swimming & sunsets, private boat launch, general store w/ice cream, playgrounds & basketball courts. 5 min drive to CMAC, 10 min to downtown Canandaigua & Wegmans & a short drive to Naples for hiking & grape pies or Bristol Mountain for skiing & fall foliage. Fully equipped kitchen w/electric oven, air fryer, microwave, k-cup coffee maker. Wi-Fi w/Fire TV, hammock & board games galore. Perfect for couples & solo travelers!

Unique, renovated country cottage
A quiet very relaxing private home out in the Finger Lakes region. High speed internet & roku tv provided. Gas fireplace, airconditioning. Open loft bedroom with great star gazing while laying in bed. There are multiple wineries and breweries that are just a short drive. Penn Yan, Hammonsport & the town of Naples just a short drive. Kueka Lake State Park 5 miles away. Note: Sorry this cottage is not suitable for small children, due to the loft cable style railings.

FLX Guest House: Lovely Sunsets, Lakefront Cottage
*Special off season monthly rates for visiting nurses and medical professionals.* Remote vibes minutes from town, this dog-friendly property sits directly on 100+ ft of private lakefront. Perched 20 steps above the water, the FLX Guest House boasts southern views and spectacular sunsets all year long. Nestled in the heart of the Finger Lakes, there are endless wineries, breweries and outdoor all season adventure options nearby! Infant items available upon request.

Captain Frank's Lakeside Get Away
Simply kick back and relax in the cutest lakeside cottage on Honeoye Lake! You can see large mouth bass swimming right by the shoreline. There is plenty of room for the whole family. There is an additional two bedroom upper cottage that can be rented as well for more family and friends. Come see what the finger lakes are all about! I have included a nice fireplace so you can even enjoy the winter months. Enjoy relaxing in a hot tub overlooking the lake.
Popular amenities for Canandaigua cottage rentals
Cottage rentals with a hot tub

Comfort and Luxury- Keuka Lake Dream Property

Waterfront Cottage with Hot Tub - Starlight Cove

Cozy 2 Bedroom Cayuga Waterfront Cottage

Lakefront Oak Cottage • Hot Tub & Fire Pit

Lake Therapy On Keuka | Lakefront | FLX | Hot Tub

Lake Spirit-Lakefront-Hot tub-Pet friendly-Boats

Keuka Lakefront Cottage

The Willow Haus: Seneca Lake Wine Trail w/ Hot Tub
Pet-friendly cottage rentals

Cozy Cottage with 45' Lake Frontage and Kayaks

The Hideaway on Hobart - New /Recently Renovated

Windswept Farm

Enjoy spectacular sunsets at The Chalet at Keuka!

Heart of the Fingerlakes Wine Country

Quiet 2 bedroom cottage with deck by Seabreeze

Intimate Stay with Lake View in Wine/Beer Country

Lake Ontario, Sodus, Rock beach, Great views!
Private cottage rentals

Grandma's Cottage

Lakefront Home with Stunning Sunset Views & Patios

Lakeview retreat with beach access. Wineries CMAC

The Place at Crystal Beach

Charming Waterfront Finger Lake Cottage with Dock

Finger Lakes Unwind @ Conesus Lake - Lakeview

Castle Cottage with Fast Wifi on Wine Trail

Barefoot Bungalow with shared private Lake Access
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- Letchworth State Park
- Watkins Glen State Park
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- The Strong National Museum of Play
- Bristol Mountain
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Cayuga Lake State Park
- Stony Brook State Park
- Hamlin Beach State Park
- Watkins Glen International
- Keuka Lake State Park
- Sciencenter
- High Falls
- Hunt Hollow Ski Club
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- Keuka Spring Vineyards
- Standing Stone Vineyards
- Bet the Farm Winery
- Hunt Country Vineyards
- Granger Homestead and Carriage Museum



