Cottage holiday rentals in Canandaigua

4.99 out of 5 average rating, 148 reviews

A single-story cottage is set among lush greenery, featuring a welcoming front entrance with a blue door. The well-maintained yard includes vibrant shrubs and trees surrounding the home, with a large garage visible to the right, adding to the property’s charm.

Cottage in Penn Yan

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.

A welcoming living space features comfortable seating, including two brown leather chairs and a stylish bench. Natural light enters through large windows, highlighting the wooden beams overhead. A flat-screen TV is mounted on the wall, while decorative touches like plants and wall hooks add character.

4.95 out of 5 average rating, 197 reviews

Lake Escape >HOT TUB< Walk to the lake >near CMAC<

The Getaway Lake Escape is a cozy cottage along the scenic Canandaigua Lake Wine & Brewery Trail, offering seasonal lake views and mature gardens. Fully equipped with all the essentials, it's just a short drive to wineries, dining, shopping, and entertainment. Located in a quiet, private community with shared lake access just a 2-minute walk away—perfect for swimming and unwinding. Relax in the year-round hot tub with a glass of wine or your favorite beverage after a day of exploring.

4.97 out of 5 average rating, 118 reviews

Cottage in Naples

Canandaigua lake - Heron Cove Sanctuary

The only house in 500' of lakefront. Quiet & beautiful & private. [See pics & feedback] A panoply of personal watercraft. 10 min to village of Naples. House is upgraded mid-century cottage over a bridge at the end of the road – secluded, at the bottom of a cliff. Outdoor hot tub, living room fireplace. Big beautiful lake - right there - you'll feel it in your heart. The wifi is decent, but we recommend that you don't use, because it's best to sit lakeside and watch the stars!

4.9 out of 5 average rating, 485 reviews

A warm, inviting living space features a rustic brick fireplace with a crackling fire, surrounded by a wooden rocking chair and a decorated Christmas tree adorned with twinkling lights. The wooden walls and warm tones create a cozy atmosphere.

Cottage in Lyons

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.

A charming cottage is presented with a light-colored siding and welcoming front porch. Lush greenery and colorful flowers surround the entrance, complemented by a decorative wreath on the door. A clear blue sky provides a bright backdrop, enhancing the peaceful setting.

4.92 out of 5 average rating, 131 reviews

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!

4.87 out of 5 average rating, 123 reviews

A charming red cottage surrounded by lush green grass stands against a soft evening sky. Tall trees frame the home, and a front porch features glass French doors that invite natural light inside.

Cottage in Branchport

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.

A living area features a gray sofa paired with a wooden coffee table. A small dining area with a round table and four chairs is visible in the background. Natural light streams through the windows, illuminating the space. A wicker chair and side table add detail to the setting.

4.82 out of 5 average rating, 190 reviews

Cottage with Canandaigua Lake Access

Just up the path from the private deeded swimming beaches, our newly remodeled cottage (after last year‘s devastating destruction by a tree) has been carefully decorated to ensure comfort to make you feel at home. This 2 bedroom 1.5 bath cottage has many spaces to enjoy including the enclosed porch & back deck. We invite you to stay up to 14 days June - August; or longer outside of our summer season. Please inquire on availability and pricing outside of dates above.

The image captures a serene sunset over a tranquil lake, with gentle waves reflecting warm colors. The horizon features rolling hills, and scattered clouds are illuminated by the fading light, creating a peaceful atmosphere.

4.98 out of 5 average rating, 100 reviews

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.

4.9 out of 5 average rating, 378 reviews

A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.

Cottage in Hammondsport

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 🐾 $50 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

4.79 out of 5 average rating, 278 reviews

Cottage in Honeoye

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.

4.95 out of 5 average rating, 208 reviews

A comfortable living area showcases a spacious gray sofa and two tan leather chairs arranged around a wooden coffee table. A ceiling fan is mounted above, and ambient lighting is provided by two lamps. A decorative rug adds warmth to the hardwood floor.

Cottage in Hemlock

Cottage in Hemlock

The peaceful atmosphere of this lovely home has everything you’ll need for a restful stay. Within a few miles of Hemlock, Canadice, Conesus, and Honeoye Lakes, enjoy canoeing, kayaking, fishing in the lakes or hiking, biking on the many nearby trails. Close to the Finger Lakes wine trails, local breweries, and distilleries. You’ll have the entire home to yourself. The bedroom has a queen size bed, and there are two self-inflating twin size air mattresses.