
House holiday rentals in Penn Yan
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Top-rated house rentals in Penn Yan
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Keuka Lake Hilltop Cottage
This is a unique modern home on a beautiful setting. A circular, 15 sided layout with lots of light overlooking Keuka Lake. Well furnished in a country setting. Enjoy the fresh air and quiet. Internet from TMobile 5G. No network TV included. Guests should bring their own media devices. A HDMI compatible TV is provided. No air conditioning but high airflow due to fans, circular house and bluff location. Memory foam pad is available for use with futon or fold out. Monthly discount only Nov to Mar.

Experience Finger Lakes at The Best of Both Abode
Nestled on the main road just inside Penn Yan, Best of Both Abode is a split-level home in the heart of the Finger Lakes. About 30 minutes to Watkins Glen, Geneva, or Canandaigua. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. The perfect place for couples, families, groups of friends, and traveling workers. Enjoy our spacious lawn and deck, or cozy up inside. We invite you to come make yourself feel at home.

Modern Colonial Walking Distance to Town & Outlet
Perfect destination for families or friends seeking to experience the beauty of the Finger Lakes. Located steps from the Outlet Trail. This clean, and spacious home offers convenience, charm and comfort. Walking distance to downtown area restaurants. This is an ideal location to access both the Seneca and Keuka Lake wine trails. Two blocks from the public boat launch with plenty of off street parking for your boat and trailer. Barbecue on the grill or relax outside on the patio by the fire.

Keuka Gully Cabin
Traveling small? inquire for discount! 10 Acres 2 Trails 4 Breweries and wineries within 5 min 1 Wood burning stove 2 Zone MrCool 4 Bedrooms 5 Lake views 1 washer/dryer 1 Superhost As you drive up the semi-private road, you'll wind through picturesque vineyards and serene woods, arriving at your quiet cabin. The property boasts a tranquil gully, perfect for relaxing, hiking, and simply enjoying nature. The charming Village of Penn Yan is just around the corner, waiting for you to explore.

Finger Lakes Winery Farmhouse
Experience the heart of Hector's wine country in our large, charming 3 bed, 2 bath farmhouse adjacent to Damiani Wine vineyards and an active wine production barn. This historic, 100+ year old home features a renovated kitchen and 2 full baths, with thoughtfully curated, eclectic modern farmhouse decor. Great for families or groups of friends, this cozy, well stocked home lets you catch a glimpse of the wine-making and grape growing process next door. Easy lake access is just down the road.

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake
Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.

Waterfront Escape in Seneca Lake Wine Country
A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

Charming Keuka Lake Home Away from Home
Enjoy the Finger Lakes region from this quaint Cape Cod style home located just steps from Keuka Lake. Fondly nicknamed the Blue Iris Inn, this private home offers plenty of living space, a very large kitchen, comfortable private bedrooms, spotless bathrooms, on-site laundry and abounding outdoor space complete with a patio and gas grill. We are in the heart of the Keuka and Seneca Lake Wine & Beer trails and the State Park with beach access is just around the corner. Adventure awaits!

The Creek House Private Home & Scenic Grounds
The Creek House: a fully renovated 1 bdrm, 1 bath home with a full modern kitchen and large new deck situated right next to a year round babbling brook. The creek is 15 feet from the foot of the deck stairs; its sounds lull guests to sleep each night. Frogs, salamanders, crayfish, and all manner of forest life abound. The stream meanders through the mixed park like and wooded parcel ending at a 25’ wide 6’ high waterfall. Antique clawfoot tub. Water may have a sulfur smell (see below).

Mutual Fun Keuka Memories
If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

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 Onyx Chalet by Keuka Lake
Keep it simple at this peaceful and centrally-located place. Our Chalet is a newly remodeled house on the edge of Penn Yan within sight of Keuka Lake. Seasonal lake views and beautiful sunset skies. A stones throw from Morgan Marine and Red Jacket park. Walking distance from restaurants and a public beach. Master bedroom on main floor with queen bed and access to bathroom. Two bedrooms upstairs and large bathroom. Comfortably sleeps 6-8 people.
Popular amenities for Penn Yan house rentals
House rentals with a pool

Hazlitt Winery Poolhouse

FLX Watkins Glen, Hiking, Wine Country, Waterfalls

Fireplace, theater room, & fully equipped kitchen

Camp S’mores- Modern A-Frame with Pool

Charming Pittsford Home-Indoor Pool-4 bedrooms

Comfy Ranch House 3BR/2BA

Foster Hideaway - lake views, pool, hot tub.

South West Cottage: Cozy Getaway, King Beds, Pool
Weekly house rentals

Cozy Village of Penn Yan Home, Near Keuka Lake

A-Frame on Seneca

Little red ranch house

The Cork Cottage | On Seneca Wine Trail | Fire Pit

Lake Access | Stunning Views | Modern Design

*NEW* Wine Cottage w Sweeping Views of Seneca Lake

The Best Getaway on the Keuka Lake Wine Trail

Funky Penn Yan Cottage
Private house rentals

Stunning 150-Foot Beachfront in the Finger Lakes

The French House on Main Street

Keuka Park Place

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Wine Country Cottage

Cozy 2 bed 2 bath single wide near highway

Live The Lifestyle

Charming Fairport Retreat Rochester Ny
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $266 AUD | $229 AUD | $315 AUD | $247 AUD | $311 AUD | $318 AUD | $366 AUD | $383 AUD | $349 AUD | $295 AUD | $318 AUD | $271 AUD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Quick stats about house rentals in Penn Yan

Total holiday rentals
Explore 30 holiday rentals in Penn Yan

Nightly prices starting at
Penn Yan holiday rentals start at $148 AUD per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Penn Yan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Penn Yan rentals

4.8 Average rating
Penn Yan stays are highly rated by guests—averaging 4.8 out of 5!
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- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- Chimney Bluffs State Park
- The Strong National Museum of Play
- Sea Breeze Amusement Park
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Stony Brook State Park
- State Theatre of Ithaca
- Watkins Glen International
- Keuka Lake State Park
- Cascadilla Gorge Trail
- Women's Rights National Historical Park
- High Falls
- Sciencenter
- Keuka Spring Vineyards
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- University of Rochester
- Finger Lakes




