Holiday rentals with a kayak in Ontario County

Canandaigua Lakefront | 5 Mins to Naples | Dock

Ready for a relaxing lakeside escape? This charming lake house offers stunning views of Bare Hill and the perfect spot to unwind. Enjoy the spacious screened-in lakeside porch, stay connected with WiFi, and take advantage of the nearby free boat launch at the south end of the lake. Whether you’re planning a getaway with friends or family, this cozy cottage is the ideal place to slow down, soak up the scenery, and make lasting memories. 🚗 10-minute drive to Bristol Mountain Ski Resort 🏔️ 🚗 2

Luxury Cabin | 55 Acres, Ponds, Hot Tub & Game Rm

Modern luxury meets nature at this completely updated 4 bedroom, 2.5 bath retreat featuring a spacious living area, game room with pool table, wet bar and a fully equipped kitchen. Relax in the hot tub on the deck overlooking 3 private ponds, explore acres of lush forest or gather by the fire pit and make s'mores under the stars. Enjoy peaceful seclusion with upscale amenities at this cabin in the woods - perfect for families or friends seeking a balance of comfort, adventure, and tranquility.

The Hideaway on Hobart - New /Recently Renovated

The Hideaway on Hobart is a fully renovated cottage just steps from Honeoye Lake, a true hidden gem of the Finger Lakes. Located at the north end of the lake, guests enjoy access to a private community beach, park, and boat launch. The home features two bedrooms, an exceptional kitchen and open common space, plus an amazing deck for relaxing or entertaining. Two ski resorts (Hunt Hollow & Bristol) are less than 15 minutes away for year-round fun and access to a private dock is provided.

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!

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

Cozy Bungalow on a Beautiful Lake

Welcome to your getaway - our cozy bungalow right on Honeoye Lake! Located in the rolling hills of the Finger Lakes on our waterfront property. We look forward to your stay! Comfortably sleeps 2 in a full-sized bed & 1 on our couch. The property includes flat-land lake access, seasonal dock, fire pit, gas grill, gazebo & patio, kayaks for rent, WiFi, TV/DVD, YouTube TV, cook-your-own breakfast w/eggs & fruit provided, seasonal A/C, and a pub & marina in walking distance.

The Green House

Get away from it all when you stay under the stars at this beautiful farm situated on 80 acres of rolling farmland, hills and forests, with horses, chickens and Nigerian Dwarf goats. Walk out the sliding glass door to a fully fenced pool and hot tub overlooking the beautiful rolling hills and woods. We live right next to the Green House. The Famous Finger Lake Wineries and Breweries are a short drive away. We are also 20 minutes away from Bristol Mountain Ski Resort.

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.

Beautiful Keuka Lake home close to Penn Yan.

Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.

The Bear Camp on Honeoye Lake

Discover tranquility at The Bear Camp, a private cabin on the shores of Honeoye Lake. This peaceful retreat offers exclusive waterfront access, with a dock and several patios to take in the lake. Whether you're on the lake, lounging by the water, or relaxing inside, you'll cherish the stunning views through large windows overlooking the lake. This newly renovated 1-bedroom, 1-bathroom cabin combines comfort and charm, making it a perfect getaway on the lake.

The Best Getaway on the Keuka Lake Wine Trail

Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!

Cozy Lake Cottage • Pet Friendly

Relax at this fully renovated year-round cottage just steps away from Honeoye Lake! Sleeps 4 with a queen bedroom and a queen sofa bed. Enjoy a modern kitchen, updated bath, bright living space, spacious deck, fire pit, and fully fenced pet-friendly yard. Short walk to the community beach, playground, and boat launch (dock access may be available). Minutes from shops, restaurants, wineries, trails, and Bristol Mountain—your perfect Finger Lakes getaway!