Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail | House in Naples

Your Fun Uncle called...he's lending you THE house.
The one where nobody checks the time, kids disappear into the game room for hours, and someone always ends up at the fire pit saying, "five more minutes."
Private 5-acre wooded hilltop with lake views, a 1,200 sq ft turf-floor game room packed with skee-ball, ping pong, air hockey, foosball, cornhole, and more.
First winery is 4 minutes away. Bristol Mountain is 7. Beach is 9.
Designed for 10, dogs welcome, zero boring allowed.
— ABOUT THE PROPERTY —
Some houses you stay in. Some houses you remember.
The Hill House has four living spaces, five bedrooms, two decks, a fire pit, five acres of wooded hilltop, and a 1,200 sq ft game room that is technically a garage but has completely forgotten that. There is always somewhere to be and always somewhere to escape to. The group can be together without being on top of each other. That is harder to find than it sounds.
Warm, a little weird, and completely intentional. If that sounds like your kind of place, welcome home.
— THE HIGHLIGHTS —
★ 1,200 sq ft turf-floor game room — skee-ball, ping pong, air hockey, foosball, basketball shootout, cornhole. Not a pool table in a corner.
★ 5 bedrooms, 5 real beds — nobody on a pull-out or in a loft
★ Dining table that seats all 10 at the same time
★ 4 separate living spaces — sunroom, great room, family room with fireplace, basement den
★ Canandaigua Lake views from a private 5-acre wooded hilltop
★ King suite with private ensuite bath and lake-view balcony
★ Gerald. He judges nobody. He approves of everything.
★ Board game wall: Clue, Pictionary, Finger Lakes-opoly, Scattergories, Monopoly, UNO and more
★ Covered front deck with string lights and gas fire table
★ Back deck with outdoor dining table for 10
★ Full water treatment system + reverse osmosis tap — great water, no well water surprises
★ 4 min to first winery on the Canandaigua Lake Wine Trail
★ 7 min to Bristol Mountain ski resort
★ 9 min to public beach on Canandaigua Lake
★ 20 min to CMAC outdoor concert amphitheater
— THE BASEMENT DEN —
You walk in through the basement. Cedar-paneled walls, a leather sofa, vintage cane chairs, a TV, and a green velvet bench from a Knights of Columbus Hall. This is where the teenagers set up immediately. It's also where the kids migrate when they need their own world, away from the adults who are trying to have a conversation upstairs. The ski rack in the corner keeps winter gear organized. The door at the end connects directly to the game room, which means by the time anyone has put their bags down, someone has already picked up a paddle.
— THE GAME ROOM —
Not a pool table in a corner. Not a dart board on a wall.
A 1,200 sq ft garage finished with turf flooring and loaded for people who take fun seriously: skee-ball, ping pong table, air hockey table, foosball table, basketball shootout arcade, cornhole, and a giant Tetris installation that makes absolutely no apologies for existing. And yes, there is an outdoor playhouse inside the garage. The Fun Uncle does not follow conventional rules about what goes where.
Young kids have the playhouse. Older kids claim ping pong immediately. Adults who said they were just going to watch end up under the umbrella with a drink, calling the shots. Thirty minutes later someone has drawn up a tournament bracket, and the evening is no longer what anyone planned. Rain, shine, or apres-ski — nobody is bored.
— THE SUNROOM —
Someone always finds this room and decides it belongs to them.
Floor-to-ceiling windows on two sides, cedar-paneled walls, hanging plants, a live-edge dining table, rattan lounge chairs, a papasan that gets claimed within the first hour, and a chess table in the corner. This is where a grandparent sits down with a grandkid and teaches them chess or checkers while the rest of the house does whatever it does. Nobody interrupts that. It opens directly into the great room so everything flows together, but the sunroom has its own quiet gravity. Morning coffee here becomes the ritual by day two. Evening wine was always the plan.
— THE GREAT ROOM —
The heart of the house and where the trip actually happens.
A soaring wood-planked ceiling with skylights runs the length of the open-concept living room, kitchen, and dining area. Two full sofas, original art, two octagon windows — because of course there are. This is where the adult kids cook dinner while grandparents are in the sunroom and the grandkids are somewhere in the basement — voices carrying up through the floor, everyone accounted for, nobody in anyone's way. The kitchen island is command central. Someone claims a barstool and doesn't leave for the rest of the afternoon. Bar seating for three, full electric range with hood vent, subway tile backsplash, stainless appliances, open shelving. Fully stocked and built for a group that actually wants to cook.
The dining table seats all ten — because someone always gets left at the kids' table and that someone is usually an adult and it is not happening here.
The water is worth a mention: full treatment system plus a reverse osmosis tap at the kitchen sink. Clean, clear, actually good. Fill your bottles freely.
— THE FAMILY ROOM —
🫎 Gerald the moose lives on the wall in here. He takes everything in, judges nothing, approves of everything. He has been the backdrop to more board game arguments than anyone can count and he has never once taken a side.
Cedar walls, electric fireplace, and a floor-to-ceiling board game wall stocked with Clue, Pictionary, Finger Lakes-opoly, Scattergories, Monopoly, UNO, Dominoes, TriBond, Bop It — yes Bop It, the game you didn't think you needed until it gets passed around the circle and suddenly everyone's wrist hurts and nobody wants to stop — and more. This is where the rainy afternoon goes. Where the after-dinner argument about which game to play happens every single time. Where the teenagers who said they were going to bed are still sitting two hours later. Gerald watches. Gerald approves.
— THE BEDROOMS —
Bedroom 1 — King, main level. Private ensuite bath and a private balcony overlooking the lake. The grandparents' room, if this is that kind of trip — they've earned it. If this is a group of friends, may the best bracket win.
Bedroom 2 — King, upper level. Lake views and a cozy sitting area that makes it genuinely hard to leave in the morning. A very gracious second place finish.
Bedroom 3 — Queen, upper level. Crib available for the little ones who have no idea how good they have it.
Bedroom 4 — Queen, main level. Cedar walls, an iron bed frame, and a Bicentennial Chief Justice Windsor Armchair once described simply as "the fat man chair." It is large. It is beautiful. It is exactly right for this house.
Bedroom 5 — Queen, main level. Home to Ben Franklin — a hand-carved wooden chair of deeply uncertain origin who plays cello and asks nothing of anyone. Guests photograph him. We don't ask why.
Bedroom 1 has its own ensuite. Bedrooms 2, 3, 4, and 5 share a full bath and a half bath. Both bathrooms have personality. The photos will explain.
— OUTDOOR LIVING —
The covered front deck is where the trip exhales. String lights overhead, a gas fire table at the center, lounge chairs and a chaise for people who have nowhere to be. This is where the group ends up after dinner and where nobody actually wants to go inside.
The back deck is for the mornings and the meals. A full outdoor dining table set for ten, backed by a wooded hillside with an exposed shale rock ledge rising behind it. Private, dramatic, exactly the kind of setting that makes a simple breakfast feel like something worth remembering.
The fire pit is where the night goes. Ten black Adirondack chairs — one for each of you, because it was intentional — set against the shale rock face with five acres of woods surrounding it. No road noise. No neighbors. Just the fire, the dark, and whoever is still out there at midnight saying five more minutes. You already know who that is.
— THE AREA —
Arbor Hill Winery — 4 min. First stop on the Canandaigua Lake Wine Trail, practically in the backyard.
Grimes Glen County Park — 10 min. Waterfall hike through a shale gorge. Best easy hike in the Finger Lakes.
Bristol Mountain — 7 min. Skiing and snowboarding in winter, chairlift rides and zip lines in warmer months.
Canandaigua Lake Onanda Park public beach — 9 min.
Naples Brewing Company — 12 min. Craft beer on Main Street. Try the Grape Pie Sour.
Inspire Moore Winery — 12 min. Local Naples favorite.
Hazlitt's Red Cat Cellars — 12 min. Historic Widmer Winery in Naples.
Monica's Pies — 10 min. Grape pie. Open year-round. Non-negotiable.
CMAC — 20 min. The Finger Lakes' premier outdoor concert amphitheater. Dave Matthews, Kenny Chesney, The Killers, Hozier. If there's a show on your weekend, this is the move.
Hollerhorn Distilling — 15 min. Maple spirits, gin, whiskey. Worth a stop.
Engine 14 Brewery — 13 min. Fire house-themed craft brewery.
Old School Cafe — 12 min. Creative brunch in a renovated 1870s schoolhouse.
Naples Grape Festival — Late September. A regional institution.
A couple of utility areas are reserved for maintenance access, but otherwise you have the run of the place. Self check-in via smart lock — your code will be sent before arrival.
We're remote hosts but easy to reach, with a local support team on call if anything comes up.

Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail is located in Naples. Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail provides accommodation, featuring Wellness Facilities, Fireplace/Heating, Internet, among other amenities. This House features Wellness Facilities, Fireplace/Heating, Internet, to make your stay a comfortable one.

Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail has 5 Bedrooms , 2 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Naples has interesting places to visit. If you want to learn more about the House in Naples, such as places to visit and things to do nearby, you can check below to learn more.