Head to Canandaigua Lake for relaxation and fun year-round. Nature lovers can visit the High-Tor Wildlife Management Area for relaxing days spent hiking, birdwatching, and fishing. Families can enjoy not only the kayaking, swimming and picnicking that the lake affords, but also experience fun at the wave pool at the Roseland Waterpark. Canandaigua Lake, one of the Finger Lakes, is in the heart of upstate New York’s wine country, so adults can enjoy visiting wineries or following the local beer trails. Vacation rentals in Canandaigua Lake range from cozy cottages to expansive estates right on the lakeshore, all surrounded by natural beauty. Here are the ten best places to find a vacation rental on and near Canandaigua Lake.

1. Canandaigua Lake Waterfront

Enjoy custom-built log homes or cottages overlooking the beauty of Canandaigua Lake. Beautiful lakeview patios let you relax at sunset with a glass of the wine you picked up during your afternoon visit to local wineries. You can also rest in the shade of 60-foot trees towering overhead before walking straight out to the lake. Many of the waterfront properties include kayaks or other small boats, along with all the life jackets and other equipment you need to spend a glorious day on the water.

2. Bristol Hills

Head to the Bristol Hills on the west side of Canandaigua Lake to enjoy a true sense of seclusion surrounded by natural beauty. Wintertime often requires four-wheel drive vehicles to reach some of the vacation homes here, but the endeavor is worth it, because you will enjoy stunning views of Bristol Mountain and the ski resort there. Go hiking in this area during the summer, or visit local breweries and wineries for a relaxing time.

3. Bristol Harbor Resort

This classy lakefront resort community offers something for every visitor, whether you’d rather golf on the Robert Trent Jones, Jr. golf course and play tennis in the summer, or head to the ski slopes in the winter. Treat yourself to an evening at the New Wine and Culinary Center, which features gourmet foods and wines from every winery in New York.

4. Sycamore Landing

At the south end of Canandaigua Lake, you can relax as you enjoy unobstructed views of the mountains and the lake, or just look up to watch a bald eagle soaring by. This vacation spot along the shores of Canandaigua Lake offers privacy and peace for artists and writers, or just for anyone who wants to escape the bustle of the city for some welcome beauty and quiet.

5. Bristol Mountain

Enjoy relaxing in front of a fireplace in a ski condo near Bristol Mountain, or take the whole family to have fun in a spacious, luxurious log cabin near the slopes. Prime skiing and snowboarding await you at the Bristol Mountain ski resort, or you can enjoy snowshoeing along many miles of stunningly beautiful trails. Some vacation spots let you watch the action on the mountain from your cozy living room, while others have hot tubs where you can soak after a chilly day of skiing or boarding.

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6. South Bristol

Head to wine country and take in the beauty of the Finger Lakes region when you stay in South Bristol. More often than not, vacation rentals in this area come fully equipped with everything you need for badminton, ping pong, corn hole and croquet. This is the perfect setting for an afternoon or evening barbecue with scenic views of the sparkling lake.

7. Jones Beach

Gather with friends and family right on the west shore of Canandaigua Lake. Head out for hiking through the Bare Hill Unique Area state forest, where wildflowers are in abundance during the spring and summer months. The Hazlitt Red Cat winery awaits you in the charming nearby village of Naples, and after your day enjoying everything that this resort community has to offer, you can head back to your vacation rental to stargaze or read a book in front of the fireplace.

8. Downtown Canandaigua

If you want to enjoy having all the delights of a small town just outside your door, opt for a vacation rental in downtown Canandaigua, where you might even end up staying in a refurbished fire station or a strikingly modern loft. Gather for a long weekend with good friends to enjoy checking out local microbrews, or grab tickets to a hot concert at the Constellation Brands-Marvin Sands Performing Arts Center. Follow the local beer trails, or plan a relaxing afternoon at the lake or at the beautiful Sonnenberg Gardens. Everything is within walking distance or a short drive away when you’re in the heart of Canandaigua.

9. Canandaigua Luxury

Whether it’s a family reunion, a destination wedding or a gathering of old friends, Canandaigua luxury vacation rentals offer a level of comfort and even luxury to let you truly indulge yourself. Pick out a lakefront estate with its own dock, and enjoy hanging out on an expansive lawn, or hit the nearby casinos for some extra fun.

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