Home Vacation Rentals By Owner In Naples, NY

Showing 20 Of 64 Vacation Rentals
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Exceptional(101)

$295.63

/ Nightly
Cabin

Wine Country Getaway--Jim's South Bristol Guest House

Naples, New York, United States

Need a gift Gift certificates are available.brSummer is coming! Now is the time to reserve.brBook your trip now!br brCome to the Finger Lakes and wander the Hills in search of wineries and a whole variety of outdoor activities. brbrWe have over 20 acres, with a whole host of outdoor games for your family entertainment. Try corn hole, disc golf and even ping pong, in addition to croquet, tether ball and bocce ball and badminton. Fun for the whole family!brbrRent is $500 a weekend or any two nights and $1600 per week.brbrLovely private 3 bdrm Guest House -- the third bedroom is a separate area with pullout couch-- located in South Bristol. 20 acres to walk about with three ponds, grapevines, view of Canandaigua Lake. Beautiful patio to relax on and cookout. brbrArbor Hill Winery and Brews and Brats is around the corner and Bristol Harbour and Bristol Mountain just a short distance away. Great start and ending point after touring the wineries in the Finger Lakes. brbrThere are 3 bedrooms (one with a queen bed and one with a set of bunks and the third with a pullout queen couch (1/2 bath is located off this room.) There are 1 1/2 baths. Kitchen has seating for 6-8. Linens and towels are provided. Washer and Dryer. Wi-Fi and satellite TV. brbrWe ask that the place is left as you found it and please strip beds you use. Thanks for looking!brbr'No other region has such an abundance of natural beauty and amazing attractions. From the pristine lakes, gorgeous waterfalls, and magnificent parks to the charming villages, one-of-a-kind museums, and unique shopping opportunities, the Finger Lakes has something for everyone to enjoy in all four seasons of the year.'brbrYou'll never have trouble finding activities and attractions in the Finger Lakes. Known as the Outdoor Lover's Paradise, there are unlimited recreational opportunities for the entire family. There are many antique stores, art galleries and theaters; and of course you can always visit one of the Finger Lakes region's famous wineries and a must try --- Grape Pie --- especially just a short distance down the road on Rt 21S at Monica's Pies. She also makes many other delicious pies and also a great chicken pot pie.brbrCome the last weekend of September for the Naples Grape Festival. brbrEmail or call me for more information.brbrbrbrKeywords: Cabin, Country Retreat, Guest House, Private Apartment
Bed 3

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Bath 1

Bath

Sleep 6

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$370.88

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Chalet

Cloud Wine Canandaigua- Hot tub & Lake Views in FLX Wine Country

Naples, New York, United States

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.brWarm 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.brStep inside to an inviting open-concept living area with soaring ceilings, natural cedar finishes, and large windows that showcase beautiful views of the lake. Wildlife-inspired décor adds a cozy, lodge-style feel while still keeping the space bright and comfortable.br • Comfortable living room with plush seating and smart TVbr • Fully equipped kitchen with everything needed for cooking and entertaining, including a fully stocked coffee barbr • Dining area perfect for gathering with family or friendsbr • Multiple bedrooms with comfortable beds and quality linensbr • Clean, updated bathrooms stocked with essentialsbrTake full advantage of the natural setting with outdoor amenities designed for relaxation:br • Private hot tub overlooking the lakebr • Peaceful wooded surroundings with frequent wildlife sightingsbrLocated in the heart of South Bristol, you’ll be close to everything the Finger Lakes region has to offer:br • Minutes to Canandaigua Lake accessbr • Nearby wineries, breweries, and restaurantsbr • Close to Bristol Mountain for skiing and year-round outdoor activitiesbr • Easy access to hiking trails and scenic drivesbrbrPerfect Forbr • Couples looking for a romantic getawaybr • Families or small groupsbr • Wine trail weekendsbr • Relaxing retreats in naturebrbrGuest AccessbrGuests have full access to the chalet and outdoor spaces, including the private hot tub and deck.brbrAdditional Notesbr • Wildlife is common in the area—please enjoy from a distancebr • AWD/4WD necessary during winter monthsbr • Quiet setting ideal for relaxationbrbrThis cedar chalet offers the perfect balance of comfort, views, and nature—making it an ideal home base for your Finger Lakes stay.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(15)

$469.69

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Private Vacation Home

Spacious Naples Vacation Rental w/ Private Hot Tub

Naples, New York, United States

Experience your next Finger Lakes retreat from the comfort of this historic 4-bedroom, 4-bath Naples vacation rental. With proximity to lakeside days, multiple kitchens and living areas, and an amenity-packed yard, this home is the perfect escape! Explore attractions around Canandaigua Lake, check out Grimes Glen Park, or indulge in the local wine scene at the Naples Grape Festival. Whether you're seeking outdoor adventures or simply a tranquil getaway, this centrally located retreat has it all!brbr-- THE PROPERTY --brbrPets Welcome w/ Fee | Private Sauna | 3,900 Sq Ft | Gazebo w/ Giant Chess Board | Close to Boat LaunchbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed, Twin Sleeper Chair | Bedroom 3: 2 Twin Beds | Bedroom 4 (Apartment): Queen Bed | Living Room: Queen Sleeper SofabrbrINDOOR LIVING: Smart TV, electric fireplace, dining tables, breakfast bar, piano, infrared saunabrOUTDOOR LIVING: Covered porches, gas grill, outdoor seating areas, gazebo, private hot tub, fire pitbrKITCHEN: Dishwashers, stove/ovens, fridges, coffee maker, microwave, tea kettle, dishware/flatware, basic cooking essentialsbrGENERAL: Free WiFi, keyless entry, central A/C, washer/dryer, iron/ironing board, towels/linens, beach towels, hair dryer, complimentary toiletries, trash bags/paper towelsbrFAQ: Pet fee (paid pre-trip)brACCESSIBILITY: Multi-level home, 4 steps to enter, bedroom & bathroom on main levelbrPARKING: Driveway (3 vehicles), RV/trailer parking allowed, street parking available (first-come, first-served)brbr-- THE LOCATION --brbrWINE COUNTRY: Inspire Moore Winery (0.8 miles), Hazlitt Red Cat Cellars (0.9 miles), Arbor Hill Grapery & Winery (7 miles), Randall-Standish Vineyards (11 miles), Raymor Estate Cellars (19 miles)brOPT OUTSIDE: Grimes Glen Park (1 mile), Conklin’s Gully (2 miles), Canandaigua Lake South End State Boat Launch (4 miles), High Tor Wildlife Management Area (6 miles), High Tor Wildlife Management Area (6 miles), Cook Point - Canandaigua Lake (8 miles), Honeoye Lake (15 miles), Stony Brook State Park (20 miles)brAREA ATTRACTIONS: Naples Grape Festival (0.4 miles), Bristol Valley Theater (0.5 miles), Reservoir Creek Golf Course (1 mile), Lake View Point Scenic Overlook - Naples Rd (4 miles), Bristol Mountain Ski Resort (10 miles), Bristol Mountain Aerial Adventures (21 miles)brAIRPORT: Greater Rochester International Airport (48 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $150 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This multi-level home requires 4 steps to enter. While it offers a bedroom and full bathroom on the main level, additional stairs are required to access bedrooms located on the upper levels
Bed 4

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Bath 4

Bath

Sleep 11

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$2586.07

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Cottage

Peaceful Sanctuary: “The Definition of Lakefront Luxury”

Naples, New York, United States

Welcome to Peaceful Sanctuary, an elegant Finger Lakes vacation rental located on the beautiful shores of Canandaigua Lake. This spacious and luxurious vacation home offers stunning lake views from nearly every room, making it the perfect retreat for families or groups seeking comfort, style, and tranquility.brbrStep inside and be greeted by a bright great room with floor-to-ceiling windows framing the breathtaking lake scenery. Relax by the dramatic fieldstone gas fireplace or gather around the large dining table that comfortably seats 12 — perfect for memorable meals with family and friends. A convenient wet bar with a wine cooler adds to the sophisticated yet welcoming atmosphere.brbrThe gourmet kitchen is a chef's dream, featuring granite countertops, custom cabinetry, a gas range with double ovens, and a large butcher block prep table. Whether you're preparing a casual breakfast or a full feast, this vacation home has everything you need.brbrThe luxurious master suite is your private haven, complete with a king-size bed, elegant en suite bath with a garden tub, double shower, and granite finishes. Step outside to a peaceful patio where you can enjoy beautiful sunsets over the fields.brbrUpstairs, you'll find four additional bedrooms and three full bathrooms. Two bedrooms have private balconies overlooking the lake, and a recreation room offers an Xbox and full-size sofa, perfect for kids or anyone wanting to unwind indoors.brbrOutside, enjoy the oversized screened porch with a cozy fieldstone fireplace, plenty of seating, and a built-in spa that seats 5-6 adults — the ideal way to relax after a day of exploring the Finger Lakes. There's also a barbecue area with lake views for outdoor dining.brbrThis Finger Lakes vacation rental includes 150 feet of natural lake frontage, a boat lift, and a dock, giving you easy access to the water for boating, swimming, and fishing. Parking for six vehicles is available, and the level lot with just a few steps to the beach makes access simple and enjoyable.brbrLocated near wineries, local dining, and attractions, Peaceful Sanctuary offers the perfect blend of luxury and location for your next vacation. Book your stay today and create unforgettable memories at this spectacular Canandaigua Lake vacation home.brbrThis property is closely monitored for responsible renting and must abide by South Bristol Rental Guidelines. Short Term Rental – Operating Permit #2025-0025brbrGood Neighbor Statement:brThis home is located in a residential area in the Town of South Bristol and guests shall be courteous and respectful of the property and privacy rights of the residents of the neighboring houses and properties. brGuests must comply with the Noise Law of the Town of South Bristol as set forth in Chapter 113 of the Code of the Town of South Bristol.brAll renters will be subject to New York Penal Law 240.20 or any successor statute regarding disorderly conduct.brLittering is illegal.brAll fires must be attended.brThere shall be no use of, or trespass upon, lands of neighboring houses or properties for any purpose at any time.brThe use of fireworks and firecrackers of any kind are prohibited on the rental property.brNo recreational vehicles, travel trailers, tents, or other temporary shelters shall be used in conjunction with a short-term rental unit to house guests, tenants, or other individuals on the premises. brbrPlease note: Children are included in the maximum occupancy.brbrOccupancy: This property is closely monitored for responsible renting. The maximum occupancy of each home is the number of guests allowed on the premises at any given time. This includes both day and overnight guests. brbrNote: br1. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. br2. Homes are not handicap accessible, unless stated in the description.br3. Air conditioning is not available unless listed as an amenity. If available, air conditioning is considered a seasonal amenity and is only available May 15 - October 15.br4. Where pets are allowed it is indicated. Otherwise, pets are not allowed. Homes are not guaranteed allergen-free, even those that do not allow pets.br5. Docking capabilities may vary based on current water levels. Docking is not guaranteed if water levels are low and/or high due to seasonal weather and climate changes.br6. Outdoor amenities, including furniture, watercraft and firepit are not available between October 15 - May 15.
Bed 6

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Bath 5

Bath

Sleep 12

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$474.91

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Guest House

Glen Hollow Guest House: Hot Tub/Sauna+Waterfall!

Naples, New York, United States

Set along the Canandaigua Lake Wine Trail, just 10 minutes from Bristol Mountain and the Village of Naples, Glen Hollow Guest Cottage blends the privacy of a standalone vacation rental with the comfort and character of a wine country inn—and welcomes one well-behaved dog.brbrPlease note: This is the guest cottage only, the owner is on premise in the main home. Parking is shared between the two homes, with two designated spaces.brbrThe SpacebrbrThis historic cottage was thoughtfully restored over more than two years by award-winning design firm Cultrara Associates, preserving its heritage while introducing refined modern comforts. The surrounding Finger Lakes region is celebrated for its natural beauty, rich history, and innovative food and wine culture--and Glen Hollow is itself an award-winning winery & vineyard.brbrThe Guest House's main level features an inviting open layout with a cozy sitting area and kitchen designed for both function and charm. Seating for four surrounds a ventless porcelain-glazed cast iron stove, creating a warm gathering space. Handcrafted kitchen cabinets made from original barn wood are paired with concrete and maple countertops, custom-stained using wine from Keuka Lake Vineyard. Sliding reclaimed barn doors lead to the main-level bedroom, where original Douglas fir shiplap walls add warmth and character.brbrThe bathroom—once a horse stall—has been transformed into a rustic yet luxurious retreat. A waterfall shower head, along with stone, slate, and handcrafted leaded glass, creates a spa-like experience with timeless appeal.brbrUpstairs, a former hayloft has been converted into a stunning primary loft suite. A king bed with a canopy anchors the space, offering a peaceful and elegant place to unwind. Refurbished antique barn doors open to a private sitting area with tranquil views of the creek below, inviting nature indoors.brbrGrounds & WellnessbrbrGlen Hollow has welcomed travelers since at least 1886, and guests today still enjoy the calming presence of the babbling brook and nearby waterfall. For those seeking relaxation and renewal, the property offers access to a hot tub, sauna, and massage space. A fully licensed, Reiki-trained massage therapist is available for on-site treatments by appointment.brbrLocationbrbrThe Village of Naples is just a 10-minute drive south, home to craft beverage favorite Hollerhorn Distilling, and wineries Inspire Moore, Hometown Wine Co. and Hazlitt. To the north, Canandaigua offers vibrant lakefront dining, breweries, boutique shopping, and events at New York Kitchen. Whether you’re visiting for a wedding, a romantic escape, or a relaxed weekend with family or friends, Glen Hollow makes an ideal home base.brbrPlease Note:brbr*Bristol Harbour’s beach and swimming area are reserved for residents only. For swimming, Onanda Park is a five-minute drive north on West Lake Road, with larger sandy beaches available in Canandaigua, approximately 15 minutes away.brbr*When the guest house is rented separately, all spa activity areas are the exclusive space of the renters as well as the entire back yard, back patio, greenhouse, meditation garden, and woodland path with access to the brook. The waterfall is not on property, but is a ten minute walk up the brook. You will find the space extremely private and secluded.brbrImportant information:brbr*When walking in the woodland path, guests should follow strict tick protocol, as with any wooded or meadow areas in upstate NY. This is true for any property in the finger lakes region.
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(41)

$500.69

/ Nightly
Cabin

Naples Cabin w/ Lake Views & Wraparound Deck!

Naples, New York, United States

If you're planning a vacation to the Finger Lakes Region and want lake views, a quiet location, and easy access to outdoor activities, this Naples vacation rental is just what you need! The 3-bedroom, 2-bath cabin features a large wraparound deck with beautiful views of Canandaigua Lake. Plus, you’ll be conveniently located just 3 miles from the nearest boat launch and 6 miles from Bristol Mountain! After a day full of adventure, relax with a BBQ on the deck or a cozy movie night indoors.brbr-- THE PROPERTY --brbr6 Mi to Bristol Mountain Ski Resort | Gas Grill | Spacious Yard | 3 Mi to Boat & Kayak LaunchbrbrBedroom 1 (Loft): Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen BedbrbrINDOOR LIVING: Flat-screen TV, DVD player, fireplace, dining tablebrOUTDOOR LIVING: Wraparound deck, balcony (access via bedroom 1), lake viewsbrKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, drip coffee pot, coffee grinder, toaster, spices, trash bags & paper towelsbrGENERAL: Free WiFi, central A/C & heating, complimentary toiletries, linens & towels, hair dryerbrFAQ: No excessive noise (10:00 PM-7:00 AM Sun-Thurs & 11:00 PM-7:00 AM Fri-Sat)brACCESSIBILITY: Stairs required for entry, 2-story cabin, 2 bedrooms & full bathrooms on 1st floorbrPARKING: Driveway (4 vehicles), no garage access, no recreational vehicles, travel trailers, or tents allowedbrbr-- THE LOCATION --brbrOUTDOOR ACTIVITIES: Canandaigua Lake - boat launch (3 miles), Bristol Mountain Ski Resort (6 miles), Honeoye Lake (12 miles), Kershaw Park (18 miles)brNEARBY: Naples (4 miles), Majestic Hills Golf Course (8 miles)brEXPLORE THE AREA: Canandaigua (18 miles), Rochester (42 miles)brAIRPORT: Frederick Douglass Greater Rochester International Airport (44 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No fireworks or firecrackers of any kindbr- Any outside fires have to be attended at all timesbr- No litteringbr- The maximum occupancy is strictly 6 guests br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story cabin requires steps for entry and additional steps to access the loft bedroombr- NOTE: Per the South Bristol noise ordinance, excessive noise is prohibited from 10:00 PM until 7:00 AM Sunday through Thursday and 11:00 PM until 7:00 AM Friday and Saturdaybr- NOTE: This rental is in a residential area in the Town of South Bristol and renters shall be courteous and respectful of the property and privacy rights of the residents of neighboring houses and property. There will be no trespassing upon, lands of neighboring houses or properties for any purpose at any time. All renters are subject to New York Penal Law chapter 240.20 regarding disorderly conduct
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(32)

$980.94

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Private Vacation Home

The Chosen Spot: Secluded, Views, Wineries, Hot tub, Skiing, Pet friendly!

Naples, New York, United States

This Lakefront home is on the South end of Canandaigua Lake, in the heart of the Finger Lakes/Wine Country, in the quaint town of Naples, NY - home of the Great Naples Grape Festival. Several breweries, four wineries, homemade ice cream and grape pies and great restaurants. Also hiking at Grimes Glen (2 waterfalls) skiing, and golf (Reservoir Creek) in Naples. Cummings Nature Center, Letchworth State Park and Watkins Glen nearby for great hiking. brbrThis home is the last house on a private road, in a cove with very distant neighbors to the North, and no immediate neighbors to the South, offering unparalleled privacy and solitude. There is ample parking and loads of privacy. It boasts 450+ feet of beach front with beach entry swimming, huge 2nd story deck with views, boat dock, 2 kayaks, 1 canoe, 2 paddle boards, hammock, fire pit, gas BBQ, picnic table, life jackets and everything you need for great summer fun at the lake or any time of year! Also pet friendly upon approval. This home has great beach level access- No stairs or elevator! Shale entry for swimming great for all ages and pets. You can bring your boat. There is a whip mooring for your use with room to keep your trailer at the house. The boat launch is 5 min away in Woodville and also Smith Boys marina where you can rent a boat. ( Please note in peak season June- Aug, a 7 nite min applies with checkin /checkout on Friday only. brbrNov-April long-term rental opportunities at a deep discount for a month or longer allows access to ski weekends and remote work over the winter. brbrThe huge 2nd story deck along the entire front of the house provides stunning lake views up the entire 15 mile long lake. The best views on the whole lake - maybe in all of the Finger Lakes! Canandaigua Lake is one of the best the Finger Lakes has to offer with pristine waters for swimming and great fishing with very little boat traffic at the South end of the lake. Gorgeous peace and solitude.brbrThe home is 2000 sq feet with 3 levels. The lower beach level has a large family room with foosball table and pull out sofa. There is a private bedroom with queen bed and full bath on this level with walk out to the lower deck/hot tub and the beach. Upstairs is the main level with living room, dining area (seats 8) and full kitchen. Also a master bedroom with queen bed and full bath. This level walks out to the large 2nd story deck with BBQ, outside dining table and the best views ever! One more level up is the large loft with a king bed, two twin beds and great views of the lake. brbrThere are two full bathrooms; one with tiled walk in shower and one with tub/shower combo. Lower level game room has smart TV & foosball. Also smart TV in FR on main level. Board games and cards provided. Great remote work space with wifi, monitor, hdmi and desk. Well stocked kitchen. Coffee/tea, spices and cooking basics supplied. brbrThis is a super secluded spot. Great swim area. No seaweed. Walk in entry - great for kids and adults alike. Hot tub on the beach level year round. A family of eagles permanently nests in the cove. BBQ and fire pit outside (wood provided). Adirondack chairs. Canoe, 2 kayaks and 2 paddle boards. Lots of parking and privacy.brThe Area:br5 Minute drive to Bristol Mountain for skiing in winter /Ariel Adventure in summer!brQuaint town of Naples 10 minutes away with 2 wineries, 2 breweries, Ice cream shop, golf course and great restaurants. Also amazing hiking at Grimes Glen (2 large waterfalls) in Naples. Fun stops are in Naples are Suttons Spoons (an outdoor/fishing store) that hasn't changed since I was a kid and the Wizard of Clay, world renowned potter. Cummings Nature Center and Ontario County park close by for great outdoor enjoyment year round with hiking /mountain biking and Xcountry ski trails. Stony Brook and Letchworth state parks nearby for scenic hiking. brAttractions: br2 Wineries within 10 minutes South of the house (in Naples): Inspire Moore Wineries (with Roots Cafe) and Hazlitt Red Cat Cellars.br2 Wineries within 10 min North of the house (In Bristol Springs): Heron Hill Wine Tasting Room & Arbor Hill Grapery (Brew & Brats eatery). Lots of outdoor seating. Friday night steak dinners and live music outdoors, per their schedule. brHollerhorn Distillery in Naples. Great deck and cool vibe. Live music.brNaples Brewing Company, Main St Naples. brEngine 14 Brewery, Naples.brTwisted Rail Brewery on North end of Canandaigua lake. brNoble Shepard Brewery in Bloomfield (near Wizard of Clay). brThe Middletown Tavern in Naples - the locals bar. Go there for cheap draft beer, great chicken wings and a pool table. br brPlenty the Bakery in Bristol Springs a couple miles away (on your way to Bristol Mtn). Their specialty is Sticky buns and breakfast sandwiches! And they have great Kimchee and quiches. Also some outdoor seating. brFor the world famous Naples grape pie check out Joseph's Wayside Market for Cindy's pies (and Monica's pies open only in the Fall). Also lots of great local produce and other local treats at this outdoor farmers market. (Open daily. Closed mid Nov to May 1st)brLynnie Lou's Ice Cream (just South of Joseph's Market - Closes mid Oct ; reopens May 1st) Best Homemade Ice Cream ever and my good friend, Lynn, is the owner.brArtizan's Gifts from the Finger Lakes in Naples. Beautiful art and cool, crafty items. brSuttons Spoons on Main Street. It has fishing tackle and hunting gear but also clothing and more. It's like a step back into time walking into the store. Pick up a great Suttons Spoons souvenir T-shirt for only $10. Just check the place out for fun!brFolk Art Guild, East Hill Gallery 1445 Upper Hill Road, Middlesex NY 14507 brReservoir Creek Golf Course in Naples. Check website for specials brFinally, no visit to the area is complete without checking out The Wizard of Clay. Please tell Pegge and Jamie the Standish family sent you. Jamie is a world famous potter and makes all his art here. If he's there, be sure to ask for a demonstration. No reservation required. His wife Pegge runs the store. She is a hoot. Noble Brewery is nearby. brCMAC outdoor concert venue in Canandaigua gets National bands. Bristol Valley Theater in Naples is fun for summertime live theater.Note: Advance wine tasting reservations recommended in Summer and Fall. brMark are Mary are superhosts and very responsive and helpful with local reco's. brbrNaples restaurants: brNeopolitan - great gourmet pizza & paninis brLuigis - pizza and the best subs brCaruso's Cafe/coffee shop - breakfast/bagels/lunch etc brNaples Valley BBQ - Great eats! brRoots Cafe - Healthy fare and Wine at Inspire Moore Winery. Eclectic vibe. brThe Redwood - breakfast diner style brOld School Cafe - Breakfast, brunch, bakery, coffee & alcohol drinks at the gorgeous hand carved wood bar - excellent food. Always a Vegan option. My friends Trish & Joe converted an old schoolhouse. Trish is a 5 star chef and excellent baker. Joe makes the drinks!brThe Naples Hotel - bar & restaurant. An historic site in Naples in center of town with wrap around porch. br brActive Stuff: Great hiking at Ontario County Park or Conklin's Gully. Also highly recommend Cummings Nature Center - walking trails with beautiful scenery. Bristol Mountain for skiing (Alpine & Nordic) in the winter and Arial Adventure in the summer (opens May 1). Ontario County park for hiking, sledding and cross country skiing. Grimes Glen hiking/waterfall (only when it's warm, as you will be hiking in the stream much of the time) in the town of Naples. It's a stunning hike. Kinda feels like you're in Hawaii. I grew up hiking these falls. A sweet place. Also Watkins Glen Falls hike is a spectacular hike (about an hour drive).brbrGroceries: 10 min to Naples (Sur-Fine grocery); 20 min to Canandaigua (Wegmans)brFour wineries with tastings within a 10 mile radius. More restaurants in Canandaigua at North end of the lake.brbrBoating, hiking, biking, wine tasting, fall foliage, downhill and X-country snow skiing, peaceful serenity all year round. Total privacy!brbrThe space:brRustic cottage with new flooring/bathrooms Fall 2020. New stove Fall 2021; Dishwasher installed Fall 2021. And hot tub for a bit of luxury!br2 bedrooms + Loft. Sleeps 8 max.brAlso queen sleeper sofa in Lower FRbrAll linens & towels are provided.brPrivate septic very close to waters edge requires limited laundry and shorter showers to ensure it functions well for the future. Guidelines online and at the home. brLate June through mid Sept there is a 7 nite minimum; checkin/out of Friday only. brPet friendly (dogs only) $25/day/pet, upon approval.brMust be 25 or older to rent. No parties.br$295 cleaning fee.brbrTruly the best view on the entire lake! Beautiful any time of year.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(3)

$734.25

/ Nightly
Chalet

NEW! Hot-Tub, Sauna, Mins to Bristol MTN Ski Resort.

Naples, New York, United States

✦Book Now for Pre-Launch Rates✦ brbr-Architectural Digest–inspired luxury chalet with year-round Canandaigua Lake viewsbr-Fully secluded 5.5-acre setting at the top of a private drivebr-Massive wraparound porch with panoramic lake + mountain vistasbr-Brand-new 6-person hot tub + 4-person barrel sauna br-Outdoor lounge with propane fireplace + dining on the main deckbr-Backyard firepit with 10 Adirondack chairs under string lightsbr-Custom swing pergola with two hanging egg chairs overlooking the lakebr-Floor-to-ceiling windows + exposed beams for “living in the view” vibesbr-5 bedrooms + loft + tower lounge (wine-viewing room with mini fridge)br-Heated garage game room with pool table, shuffleboard, bar & 85” TVbrbrWelcome to Summit & Cellars!brbrA grand, design-forward chalet perched above Canandaigua Lake—where luxury feels effortless and the views never clock out. Tucked away on 5.5 private acres, this home is made for groups who want space to spread out, unforgettable gathering areas, and the kind of setting that turns a normal weekend into a “remember when we stayed there ” story.brbrFrom the moment you arrive, you’ll feel the difference: a long, private approach, a wraparound porch that seems to float over the treetops, and year-round lake and mountain views that follow you from room to room.brbrOutdoor living, elevatedbrbrThe front deck is the main event. Right off the living room and kitchen, you’ll find a lake-facing hot tub, a barrel sauna, and a cozy outdoor lounge anchored by a propane fireplace—the perfect spot for sunset cocktails, morning coffee, or an après-ski-style wind-down. There’s also a dining table for six, so meals can be served with a view that never gets old.brbrDown in the yard, the vibe shifts to classic Finger Lakes magic: a custom firepit with 10 Adirondack chairs under string lights for s’mores and late-night conversations, plus a swing pergola with two egg chairs that practically begs you to slow down and stay a while.brbrStunning interiors with “wow” built inbrbrInside, the chalet leans into mountain-luxe: massive exposed beams, a custom log staircase, and towering floor-to-ceiling windows that frame the lake like living artwork. The living room is bright and comfortable with a plush sofa, accent chairs, an electric fireplace, and a 55” Smart TV—ideal for cozy nights after a day of exploring.brbrThe open-concept kitchen and dining area is designed for real group trips. You’ll have a large table for eight, plus four bar stools at the island for snacks, wine pours, and conversation while someone cooks. The kitchen is fully stocked with everything needed for home-cooked meals, and the coffee bar is a guest favorite: Keurig Duo (drip + K-cups), a French press, and complimentary coffee/tea extras to start your mornings right.brbrA dedicated desk beneath the staircase gives you a quiet spot to check in on work—if you must.brbr**Sleeping layout**brbrThis home is built for privacy and comfort across multiple levels:brbrMain Level (3 bedrooms + full bath):brbrTwo bedrooms with King beds + Smart TVsbrbrOne bedroom with a Queen bed + Smart TVbrbrShared full bath with double vanity and a large walk-in rain showerbrbrToiletries provided (shampoo, conditioner, body wash, hand soap) + hair dryerbrbrLoft Level:brbrA cozy seating nook overlooking the great room with more lake viewsbrbrPrimary suite with King bed, large Smart TV, electric fireplace, walk-in closet, and ensuite bath (double vanity + tub/shower combo)brbrPrivate balcony with a table for two—perfect for sunrise coffeebrbrPack ’n Play available in the closet for little travelersbrbrbrTower Level (the “Summit”):brbrYour private viewing lounge—sip wine or mocktails at a custom live-edge bar facing a huge picture window, with four bar stools, two lounge chairs, and a mini fridge. It’s a favorite spot for golden hour.brbrLower Level:brbrA large 5th bedroom with King bed, Smart TV, walk-in closetbrbrConvenient half bath in the hallwaybrbrbrA show-stopping heated garage game room with an après-ski theme: 85” Smart TV, big comfortable seating, shuffleboard, billiards, and a bar area for casual hangsbrbrParking:brbrYou’ll have ample parking options: up to 5 vehicles can park at the upper level, and there’s also a lower flat parking area near the main road for 2–3 vehicles if preferred. 4WD is highly recommended in the winter months. brbrThe Finger Lakes at your doorstepbrbrYou’re minutes from the charm of Naples, NY—think coffee shops, small-town character, and quick access to local wineries and breweries. For bigger grocery runs and more dining options, Canandaigua is about 20 minutes away (including stores like Walmart and other essentials). This is a perfect home base for lake days, tastings, and scenic drives through vineyard country.brbrTown of South Bristol Short-Term Rental Permit 2026-0001
Bed 5

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Bath 2

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Sleep 10

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Exceptional(1)

$3151.0

/ Nightly
Private Vacation Home

Hot Tub While Taking In Lake Front View

Naples, New York, United States

Discover the epitome of comfort in our 7-bedroom, 6-bathroom retreat near Canandaigua Lake, a haven for outdoor enthusiasts. This spacious, ski resort-inspired home, designed for up to 16 guests, offers the perfect setting for family trips. Nestled close to the thrilling slopes of Bristol Mountain, it`s a skier`s paradise, while also being a gateway to the beauty of Finger Lakes wineriesbrbrSouth Bristol Permit #2023-0056 | 3,150 Sq Ft | Children`s Playroom | 16 Maximum Occupancy | 12 On-Site Parking SpacesbrbrBedroom 1: A lavish retreat with a California king bed, offering unparalleled comfort and space.brbrBedroom 2: Ideal for families or groups, it features a queen bunk bed, providing both elegance and functionality.brbrBedroom 3: A cozy haven with a queen bed, perfect for unwinding after a day of adventure.brbrBedroom 4: Another inviting space with a queen bed, ensuring a peaceful night`s sleep.brbrBedroom 5: A charming room with a full bed, designed for a comfortable and restful stay.brbrBedroom 6: Elegance meets relaxation with a queen bed, creating a serene atmosphere.brbrBedroom 7: Ideal for accommodating guests or larger groups, it offers another queen bunk bed, making efficient use of space without compromising on style.brbrPrivate Pool: Dive into a private pool with depths ranging from 4 to 8 feet, offering a refreshing escape during the warm months. During the colder seasons, the pool is heated, providing year-round enjoyment.brbrHot Tub: Unwind in a secluded hot tub, where soothing bubbles and scenic views create the perfect sanctuary for relaxation.brbrGrill and Fridge: A dedicated outdoor kitchen space features a grill for BBQ enthusiasts, while a fridge ensures that beverages and ingredients are always within reach for alfresco dining.brbrOutdoor Entertainment: Whether you`re hosting gatherings or enjoying family time, the outdoor entertainment area is equipped for your every need. With ample seating, a fire pit, and breathtaking views of the surrounding mountains and lake, it`s an inviting space for making memories.brbrBoating: Home is located just 5 minutes away from public access boat ramp on Canandaigua Lake!brbrState-of-the-Art Appliances: It features top-of-the-line appliances, including a stainless steel refrigerator, full range, oven and a dishwasher for effortless meal preparation and clean-up.brbrExpansive Countertops: Ample granite countertops provide ample space for food preparation, making it easy to whip up culinary delights.brbrCustom Cabinetry: Beautiful custom cabinetry offers plenty of storage for cookware, utensils, and pantry items, keeping everything organized and easily accessible.brbrIsland with Seating: A spacious kitchen island with seating allows for casual dining, meal prep, or simply a place to gather and socialize.brbrGENERAL: Free WiFi, linens, towels, washer & dryer, central air conditioning & heating, complimentary toiletries, hair dryer, iron/board, keyless entrybrbrPARKING: Driveway (12 vehicles), no RV/trailer parkingbrbrMINUTES AWAY FROM ARBOR HILL GRAPERY & WINERY, BRISTOL MOUNTAIN SKI RESORT AND MUCH MORE!brbrPlease note that you will be required to purchase VRBO`s 89$ insurance policy after your booking is confirmed.
Bed 8

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Bath 5

Bath

Sleep 16

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Exceptional(2)

$658.26

/ Nightly
Private Vacation Home

Historical Canandaigua Lakefront | Kayak/Paddlebrd

Naples, New York, United States

Perfectly nestled between Canandaigua and Naples, NY, this location offers the ideal home base for experiencing all the Finger Lakes has to offer. Whether you're sipping your way through award-winning wineries, browsing charming local shops, enjoying world-renowned trout fishing on Canandaigua Lake, Skiing/Snowboarding at Bristol Mountain or hiking to nearby waterfalls, adventure and relaxation await around every corner. There's truly something here for everyone.brbrWake up to peaceful mornings on the deck, coffee in hand as the sun rises over the water. Inside, this unique historic wine storage building has been thoughtfully converted into a warm and inviting home, blending rustic charm with modern comfort. The open layout, and large windows create a space designed for relaxation while showcasing stunning lake views from every angle. The fully equipped kitchen makes it easy to enjoy home-cooked meals together.brbrSpend your afternoons unwinding in the screened-in lakeside gazebo—perfect for relaxing, cooking out, and enjoying time together. Play yard games, head out on the water with a paddleboard or kayak, or simply soak up the sunshine. Step down to the dock to cast a line and enjoy a peaceful afternoon fishing. Whether you’re curled up with a book, sharing a glass of wine, or taking in the scenic views, this is the perfect place to slow down and stay awhile.brbrAs the day winds down, gather around the lakeside fire pit with family and friends. Roast marshmallows, share stories, and watch the stars light up the night sky. With the soothing sounds of the lake and the rich history of this one-of-a-kind home, every moment becomes a lasting memory.brbrWhether you're exploring the Finger Lakes Wine Trail or enjoying the shops, dining, and attractions in nearby Canandaigua, this home is the perfect home base for your adventure—or simply a destination in itself.brbrKey Features: Lake Access Homebr✨ Lake views br ️ 3 cozy bedrooms with 1 king, 1 queen bed, and 2 twin beds upstairs and a pull out sofa downstairsbr 2 full bathrooms br ️ Fully equipped kitchen with granite counters br Charming balcony and patio for relaxing next to a small babbling creekbr Fire pit and gazebo lakesidebr On-site parking (4 cars max) br Kayaks and paddle boards, plus life vests for safe water adventures brbrWhat people are saying:br 5.0 starsbrBy Ellen K – stayed Jul 2025brWe had a great stay! We especially enjoyed the paddle boards, kayaks and dock area! The kitchen was well furnished for cooking. The house is conveniently located with 15-20 minute drive to restaurants.brbr 5.0 starsbrBy Tim M – stayed Aug 2025brAwesome house! Communication was great and we had a wonderful time.brbr 5.0 starsbrBy Shannon C – stayed Nov 2025brResponsive host, nice house stocked with necessities and great location! We loved our stay.brbrStep into a beautiful lakeside retreat where calming decor, cozy living spaces, and breathtaking lake views await you. Perfect for a romantic getaway, this home offers everything you need to make lasting Finger Lakes memories, from cozy indoor spaces to scenic outdoor lounging spots. brbr#### Bedrooms: br ️ 3 thoughtfully designed bedrooms brbrThe main floor offers 1 queen pull out sofa. Upstairs features 3 rooms, which includes a king bedroom, a queen bedroom and a double twin bedroom.brbr#### Bathrooms: br Two full bathrooms brbrThe home features two full bathrooms—one on the main floor and one on the upstairs level. Hairdryers are provided for your convenience. brbr#### Kitchen and Dining: br ️ Modern kitchen and spacious dining area brbrThe kitchen, complete with granite counters, white cabinetry, and ample cookware, makes meal prep a breeze. Dine at the large farmhouse table and bring everyone together. brbr#### Lounge: br Cozy living area with lake views brbrThe living area boasts comfortable seating and lake views. Enjoy quiet mornings or lively evenings here, with easy access to the balcony for coffee or wine with a view. brbr#### Outdoor Space: br Lake view balcony, patio, fire pit, gazebo, and watercraft brbrStep outside to enjoy a grassy lawn on the lake across a quiet street, fishing, and a fire pit for evening gatherings, and a private lakeside gazebo. For water enthusiasts, take advantage of the kayaks and paddle boards, plus life vests for safe and fun lake activities. The balcony and patio spaces are ideal for morning coffee, sunbathing, or stargazing. brbr#### Parking: br Free on-site parking 4 cars maxbrbr✨ Vibe Short Term Rental Management provides the following complimentary amenities ✨ brbr One towel per guest br Two pillows per guest br ️ Linens for each bed br☕ K-Cups br Creamer br Sugar br ️ 13-gallon garbage bags br ️ 3-gallon garbage bags br Salt br ️ Pepper br Cooking spray br ️ Dishwasher pods br Laundry pods br Sponge br ️ Dish soap br Hand soap brPaper towelsbrToilet PaperbrbrBook your getaway with Vibe today!br 20-Min Drive to Canandaigua ️br 13-Min Drive to Naples’ wineries and breweries brbrNOTE: ONLY SMALL BOAT CAN BE TIED TO THE DOCK, MAX 16-20ft NO LARGER AND NO PONTOON BOATS. WATER LEVELS MAY VARY. PLEASE BRING BUMPERSbrbrGrill- Guest are responsible for refilling the propane. Please clean after each usebrbrUpon arrival, please review the property and notify us of any issues or damages within the first hour of your stay. This allows us to address them promptly and ensure you have an enjoyable experience
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(3)

$977.29

/ Nightly
Private Vacation Home

Lake A Lot: Charming and Modern - Canandaigua Lake Dream Home!

Naples, New York, United States

Escape to Lake A Lot, a spacious and inviting Finger Lakes vacation rental on the west side of Canandaigua Lake. This warm and tastefully decorated vacation home offers stunning lake views, comfortable living spaces, and plenty of room for family and friends.brbrThe open living area features cathedral ceilings and large sliding glass doors that let in plenty of natural light and offer amazing views of the lake. The fully equipped kitchen boasts stainless steel appliances and a large island with seating, making meal prep and gathering easy. Enjoy meals together at the large wooden dining table or outside on the upper deck's grill area.brbrRelax in the comfortable living room with Smart TV, or step onto the screened-in porch and deck, perfect spots to enjoy your morning coffee or an evening glass of Finger Lakes wine while soaking in the scenery.brbrThe master bedroom offers a queen bed and direct access to the upper deck. Two additional bedrooms and a bonus living area with a daybed are located downstairs, with sliding doors that open to another deck featuring a hammock for relaxing in the fresh air.brbrDown by the lake, a large dock with Adirondack chairs and a shaded boat house provide plenty of space to lounge or play with water toys. The boat house even includes a mini fridge to keep your drinks cool.brbrMinutes from downtown Naples and 20 minutes from Canandaigua, Lake A Lot offers the perfect blend of peaceful lakefront living with easy access to local wineries, dining, and attractions.brbrBook your stay at this beautiful Finger Lakes vacation home and make unforgettable memories by the lake!brbrThis property is closely monitored for responsible renting and must abide by South Bristol Rental Guidelines. Short Term Rental – Operating Permit #2025-0086brbrGood Neighbor Statement:brThis home is located in a residential area in the Town of South Bristol and guests shall be courteous and respectful of the property and privacy rights of the residents of the neighboring houses and properties. brGuests must comply with the Noise Law of the Town of South Bristol as set forth in Chapter 113 of the Code of the Town of South Bristol.brAll renters will be subject to New York Penal Law 240.20 or any successor statute regarding disorderly conduct.brLittering is illegal.brAll fires must be attended.brThere shall be no use of, or trespass upon, lands of neighboring houses or properties for any purpose at any time.brThe use of fireworks and firecrackers of any kind are prohibited on the rental property.brNo recreational vehicles, travel trailers, tents, or other temporary shelters shall be used in conjunction with a short-term rental unit to house guests, tenants, or other individuals on the premises. brbrPlease note: Children are included in the maximum occupancy.brbrNOTE: Your safety matters to us! Lake A Lot has exterior security cameras. The cameras do not look into any interior living areas.brbrPer New York state and county regulations, the occupancy for this property is strictly limited. The maximum occupancy stated on this listing is the number of guests allowed on the premises at any given time, including infants and children. This includes both day and overnight guests, no exceptions.brbrNote: br1. You will receive an email upon confirmation with a link to our Guest License Agreement which is a copy of our Rental Rules that must be signed and returned within 7 days of receiving. br2. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. br3. Homes are not handicap accessible, unless stated in the description.br4. Air conditioning is not available unless listed as an amenity. If available, air conditioning is considered a seasonal amenity and is only available May 15 - October 15.br5. Homes are not guaranteed allergen-free, even those that do not allow pets.br6. Docking is not guaranteed if water levels are low and/or high due to seasonal weather and climate changes.br7. Outdoor amenities, including furniture, watercraft, and firepit are not available between October 15 - May 15.br8. 1 dog allowed maximum and $100 plus tax non-refundable pet fee applies.
Bed 3

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Bath 2

Bath

Sleep 8

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