Holiday rentals in South Bristol

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Top-rated holiday rentals in South Bristol

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A hot tub is situated on a wooden deck, offering a view of Canandaigua Lake and the surrounding snowy landscape. The tranquil scene is enhanced by the soft hues of a sunset sky, with trees framing the view in the background.
Chalet in Naples
4.97 out of 5 average rating, 155 reviews

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

Top guest favourite
The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.
Home in Canandaigua
4.96 out of 5 average rating, 365 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

Top guest favourite
Home in Naples
5.0 out of 5 average rating, 14 reviews

Cloud Wine Canandaigua-Lake Views & Hot Tub in FLX

Escape to serenity at our beautiful Cedar Chalet, where peaceful lake views and cozy comforts create the perfect getaway. Surrounded by nature and designed for relaxation, this serene retreat invites you to slow down and soak in every moment. Warm cedar interiors and inviting spaces make this chalet feel both luxurious and homey. Whether you’re planning a romantic weekend, a quiet escape, or a relaxing trip with friends, our Cedar Chalet offers the perfect balance of comfort, beauty, and peace.

Top guest favourite
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guest house in Naples
4.98 out of 5 average rating, 299 reviews

Grandpa-T’s Guest Cottage at Hawks Landing

Welcome to Grandpa-T’s Guest Cottage at Hawks Landing… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cottage!

Top guest favourite
A hot tub is positioned under a covered deck, featuring clear water reflecting the blue sky. Lush green hills and trees are visible in the background, creating a serene natural setting.
Home in Naples
4.99 out of 5 average rating, 184 reviews

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

Located in the heart of the Finger Lakes Wine Region there is no shortage of adventures to be had. Summer vacations with all the amenities of home and the fun of your own pond, a hot tub, fire pit and a large yard. Fall brings beautiful foliage, nearby wineries for tours, tastings & hiking trails. In the Winter, a 10 minute trip to Bristol Mountain for slope recreation or even sledding on our very own property. Close to CMAC concert venue and Naples Grape Fest for the best grape pie ever!

Top guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 162 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 252 reviews

Bristol Hills Cabin

Experience the perfect blend of rustic charm and modern comfort in our 3-bedroom, 1-bath cabin tucked into the Bristol Hills. Located just minutes from Bristol Ski Resort, Honeoye and Canandaigua Lakes, it’s the perfect home base for both relaxation and adventure. Unwind in the hot tub and take in the area's natural beauty from the spacious deck. Cozy up by the fire, and enjoy a fully equipped kitchen and bathroom for an easy and comfortable stay in the Finger Lakes region.

Top guest favourite
A spacious living area features a natural stone fireplace, surrounded by comfortable seating including a dark blue armchair and a light grey sofa. Large windows bring in natural light, and artwork adorns the wooden walls, enhancing the cabin's inviting ambiance.
Home in Canandaigua
5.0 out of 5 average rating, 117 reviews

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

This log cabin chalet tucked back in the woods invites you to kick back and relax, with a cozy fireplace, hot tub, and rejuvenating sauna adding to the luxurious atmosphere. Nestled in the woods on 9 acres, the property provides a tranquil haven, complete with walking trails that allow you to connect with nature. Whether you're enjoying the warmth of the fireplace or strolling through the peaceful surroundings, this home offers the perfect blend of comfort and tranquility.

Top guest favourite
Four white Adirondack chairs are positioned around a stone fire pit, facing a serene lake. The shoreline is lined with green trees, and the sky is dotted with fluffy clouds. A natural stone pathway leads to the seating area, offering a peaceful spot for relaxation.
Home in Naples
4.96 out of 5 average rating, 104 reviews

The Chosen Spot: lakefront, hot tub, wineries, ski

The home is the last house on a private road, in a cove with distant neighbors, offering great privacy & solitude. A family of bald eagles nests in the cove. The huge 2nd story deck adorns the entire front of the house. Best views on the lake to enjoy your morning coffee or afternoon glass of wine while soaking in this little slice of heaven. Bring your boat, we have a whip mooring & hoist. Boat launch 3 mi Note: late June -Labor day, 7 nite min checkin/out Fri only.

Guest favourite
Home in Rushville
5.0 out of 5 average rating, 6 reviews

Sanctum at Sunset Lake

Sanctum at Sunset Lake is a private, design-forward retreat on the coveted east shore, offering rare, unobstructed sunset views across the water. Thoughtfully curated with natural textures and expansive windows, the home blurs indoor and outdoor living. Mornings bring soft light and stillness; evenings are reserved for golden hour and quiet reflection. Designed for rest, presence, and elevated comfort, Sanctum is more than a stay—it’s a reset.

Top guest favourite
The main living area features tall vaulted ceilings with large windows allowing natural light to fill the space. A comfortable seating area is arranged around a coffee table, with a television and fireplace visible. Dual sliding glass doors lead to a view of the outdoors.
Townhouse in Canandaigua
4.88 out of 5 average rating, 145 reviews

Luxurious chalet, just steps away from 4 lifts

Enjoy our best location and Ideal for a family getaway, just steps from 4 lifts, everything you will need is right there, Pro Shop, Tune Up or rental steps away. Bristol works with reloadable ski tickets/passes wear on left side when you use. You can load online and we have lots, look in drawer under microwave and save $5 each or walk that ticket over to Bristol Mountain and they will help, very friendly and no crowds, love this place.

Top guest favourite
Home in Middlesex
5.0 out of 5 average rating, 15 reviews

Peaceful lake front home with amazing views.

Welcome to #WeekendSuits-Sunnyside Lakehouse! Take it easy and truly relax in our year-round 4-bedroom lake house nestled on the tranquil and pristine south end of Canandaigua Lake. With incredible views, amazing sunsets, access to a private dock (boat launch is directly across the lake from us), and 50 feet of waterfront it is the perfect spot for a nature lovers getaway with family and friends.

Popular amenities for South Bristol holiday rentals