House vacation rentals in Penn Yan

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Quick stats about house rentals in Penn Yan

  • Total vacation rentals

    Explore 30 vacation rentals in Penn Yan

  • Nightly prices starting at

    Penn Yan vacation rentals start at G$29,300 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Penn Yan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Penn Yan rentals

  • 4.8 Average rating

    Penn Yan stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Penn Yan

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

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Top guest favorite
The living room features a comfortable seating arrangement with a leather sofa and a rocking chair. A stone fireplace is centered on the wall, above which a television is mounted. Soft natural light filters through sheer curtains, creating a warm ambiance.
Home in Penn Yan
4.99 out of 5 average rating, 246 reviews

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.

Top guest favorite
A cozy bedroom is highlighted by a spacious bed topped with a patterned quilt. A small table and chair set is positioned nearby, complemented by a wall-mounted flat-screen TV. Soft lighting is provided by a window partially covered by a dark shade.
Home in Penn Yan
4.96 out of 5 average rating, 117 reviews

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.

Guest favorite
Home in Keuka Park
4.92 out of 5 average rating, 108 reviews

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.

Top guest favorite
An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.
Home in Burdett
4.98 out of 5 average rating, 263 reviews

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Top guest favorite
A wooden dock extends into the calm waters of Seneca Lake, featuring a ladder for easy access. Two chairs are positioned on the dock, inviting relaxation. The overcast sky reflects softly on the water's surface, creating a serene atmosphere.
Home in Penn Yan
4.99 out of 5 average rating, 274 reviews

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.

Top guest favorite
A tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.
Home in Keuka Park
4.94 out of 5 average rating, 290 reviews

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!

Guest favorite
A rustic bed frame made of logs supports a white quilted coverlet. A decorative throw blanket, featuring a pattern of greens and browns, is laid over the foot of the bed. A small bedside table with a lamp is positioned nearby, along with a pillow that adds a touch of comfort.
Home in Dundee
4.84 out of 5 average rating, 172 reviews

Country cottage

A cozy cottage located on a rural crossroad right in the heart of the finger lakes. Just off the wine trail with wineries close by. 15 min from watkins glenn and 5 min from dundee. The huose has 2 bedrooms upstairs, each with a queen sized bed and a recliner. Downstairs is a fully furnished kitchen including k-cup coffee maker, microwave and kitchen stove. A large bathroom with a bathtub and shower. Laundry room with washer and dryer. Living room with couch and recliners.

Top guest favorite
A charming red ranch home is surrounded by colorful autumn foliage. A covered porch with seating is visible at the front, while leaves cover the ground. The residence features a metal roof and a well-maintained stone border, creating an inviting entrance.
Home in Penn Yan
4.97 out of 5 average rating, 102 reviews

Little red ranch house

Come check out our little red ranch in Penn Yan, NY. We are located in the heart of the Finger Lakes, the beautiful Keuka Lake is 1 1/2 miles away with a few public beach access points & parks! If you’re here for the wine you picked the right spot - Keuka Lake and Seneca Lake wineries are a short drive. We also are walking distance to the local shops on Main St. & many restaurants/bars. The Keuka Outlet Trail is right down the street and is great for walking and biking!

Top guest favorite
A serene lakeside home is positioned on a gently sloping green hill, featuring a spacious deck that overlooks the water. Surrounding trees provide a natural setting. The structure showcases large windows, allowing for abundant natural light and expansive views of the lake.
Home in Penn Yan
4.98 out of 5 average rating, 284 reviews

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.

Top guest favorite
The exterior of the chalet showcases a newly remodeled black house with wooden shutters. A small deck is visible in front, surrounded by greenery. The roof is steeply pitched, and a garage is attached to one side, blending neatly with the overall design.
Home in Penn Yan
4.99 out of 5 average rating, 136 reviews

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.

Top guest favorite
A well-maintained entrance showcases a path leading to the screened-in porch. Lush green shrubs and colorful flower pots are placed along the sides. Natural sunlight illuminates the area, highlighting the inviting façade of the single-story home.
Home in Penn Yan
4.91 out of 5 average rating, 117 reviews

Squeaky clean private country setting

Pine Country Lodge is situated on a quiet country road and surrounded by woods and Mennonite farms, minutes away from world-class wineries, breweries and the beautiful Keuka Lake. Penn Yan is less than 5 miles away. Our 1 story home is ideal for a family of 6 or 3 couples. Enjoy a cup of coffee or a drink on the screened in porch and watch the abundant wildlife in the backyard. We have excellent Wi-fi but do not have a TV Sorry , no pets allowed

Top guest favorite
An inviting kitchen area features a compact dining table with two chairs, a refrigerator, and a microwave. Light-colored cabinetry contrasts with the warm yellow walls. A comfortable seating area is present, and a door leads to the outdoor space, allowing natural light to fill the room.
Home in Geneva
4.98 out of 5 average rating, 109 reviews

Suite #1 - New Duplex on Seneca Lake Wine Trail

Located in the town of Geneva and on Seneca Lake Wine Trail. Across the street from Belhurst Castle where you can enjoy lunch, dinner, and wine tasting while taking in the views of Seneca Lake. Short drive to downtown and other local shopping. Great for a couple or friends get-away! You'll want to enjoy the surrounding lakes, waterfalls, vineyards & breweries, farmers markets, any many restaurants in the area.

Popular amenities for Penn Yan house rentals

When is the best time to visit Penn Yan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,206 GYDG$32,439 GYDG$41,857 GYDG$34,950 GYDG$43,950 GYDG$44,996 GYDG$51,693 GYDG$54,204 GYDG$49,391 GYDG$48,554 GYDG$38,927 GYDG$39,345 GYD
Avg. temp-3°C-2°C2°C8°C15°C20°C22°C21°C17°C11°C5°C0°C
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