Penn Yan vacation rentals

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Top-rated vacation rentals in Penn Yan

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

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Guest favorite

Cabin in Penn Yan

4.94 out of 5 average rating, 193 reviews

Penn Yan/Keuka Lake/Wine Trail, Outlet Trail Cabin

Brand new Cabin borders the Keuka Lake Outlet/Trail. The Keuka Lake Outlet is the waterway that runs from Keuka Lake to Seneca Lake. The Outlet trail is a 6+ mile walking/biking trail with great views, waterfalls, etc. Cabin has heat/A.C, microwave, refrigerator, coffee pot, USB charging outlets for cell phones. Outdoor cook grill and fire pits for campfires. We do have Tent/Camper/RV space/hook ups if needed. Modern flush toilet, sink, shower. Now offering private destination Weddings

Oct 2 – 9

ﺩ.ﺇ406 per night

Guest favorite

Home in Penn Yan

4.92 out of 5 average rating, 152 reviews

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.

Mar 25 – Apr 1

ﺩ.ﺇ445 per night

Guest favorite

Apartment in Hector

4.96 out of 5 average rating, 254 reviews

Private Lakefront on Seneca Wine Trail

You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

Feb 6 – 13

ﺩ.ﺇ503 per night

Guest favorite

Guest suite in Penn Yan

4.95 out of 5 average rating, 145 reviews

Overlooking beautiful Keuka: Sunrise to Sunset!

A self-contained apt right in the heart of the beautiful Finger Lakes. Close to Keuka College, parks, restaurants, museums, trails, wineries, and kayak/bike rentals. Room for boats/trailers. Self-check in with lock box Super clean, lower apartment features a private entrance. It has a large bedroom with a comfortable king size bed, convertible to two twins, upon request. Twin/mattresses on floor can sleep up to 2 children ($15 ea) or 1 more adult($40)per night Private bathroom with shower.

Mar 25 – Apr 1

ﺩ.ﺇ425 per night

Guest favorite

Guesthouse in Hammondsport

4.89 out of 5 average rating, 256 reviews

A Wise Getaway AirBnB

800 Sq Ft Amish Built Cottage offering simple, cozy getaway for family & outdoor enthusiasts. Just minutes from the Village of Hammondsport & Award Winning Wineries & Breweries! ***Whole House is Handicap Accessible*** DIRECT TV- HBO, Showtime, Cinemax, Starz, MLB, NBA & NFL Sports Packages WIFI Pet Friendly Fire pit & grill 2 miles to Keuka Lake 5 min to Waneta & Lamoka lake 5 min to NY State Hunting Grounds 20 Minutes to Watkins Glen, NY 25 Minutes to Penn Yan, NY 30 Minutes to Corning, NY

Oct 7 – 14

ﺩ.ﺇ349 per night

Guest favorite

Farm stay in Penn Yan

5.0 out of 5 average rating, 158 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our new building's private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

Sep 25 – Oct 2

ﺩ.ﺇ533 per night

Guest favorite

Home in Penn Yan

4.97 out of 5 average rating, 175 reviews

Guyanoga Getaway ~Peaceful Setting

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.

Dec 30 – Jan 6

ﺩ.ﺇ696 per night

Guest favorite

Cottage in Penn Yan

4.99 out of 5 average rating, 167 reviews

Seneca Lake refuge in the middle of 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.

Mar 26 – Apr 2

ﺩ.ﺇ1,128 per night

Guest favorite

Guest suite in Dresden

5.0 out of 5 average rating, 166 reviews

Finger Lakes Wine Country Suite

Beautifully restored 1875 village home 2 blocks from Seneca Lake, in the heart of wine country. Our quaint village is centrally located on Seneca Lake where over 50 wineries/breweries await you. Keuka outlet trail is a few blocks away- use our bikes to explore gorgeous waterfalls and trails. Your spacious private suite has a separate entrance and porch all to yourself with mini frig,microwave and Keurig. along with an en suite bathroom. The Copper Barn next door has additional lodging.

Jan 3 – 10

ﺩ.ﺇ538 per night

Guest favorite

Apartment in Penn Yan

4.97 out of 5 average rating, 442 reviews

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka is accessible thru Red Jacket Park and visible from the property, but not directly on the water. Please use satellite imagery:). There is a sidewalk from the property to town for Guests who prefer to walk.

Oct 25 – Nov 1

ﺩ.ﺇ390 per night

Guest favorite

Guest suite in Naples

4.97 out of 5 average rating, 350 reviews

Sher's MILLION DOLLAR VIEW Artistic & Peaceful

Your newly decorated, 900 sq. ft. apartment comes complete with full kitchen, living room with wood burning stove, bedroom, private bath, and laundry room. You will love the amazing views on your 10 acre getaway including 2 ponds and hidden woods. Only a mile from the village of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, and only 15 min. to Bristol Mountain. Great for couples, solo adventurers, and business travelers.

Feb 1 – 8

ﺩ.ﺇ421 per night

Guest favorite

Home in Penn Yan

4.99 out of 5 average rating, 154 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.

Nov 30 – Dec 7

ﺩ.ﺇ1,146 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Penn Yan vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Penn Yan's top sights

Seneca Farms55 locals recommend

Indian Pines Park16 locals recommend

The Keuka Restaurant12 locals recommend

Keuka Lake Wine Trail28 locals recommend

Penn Yan Diner16 locals recommend

Silverbird Woodfired8 locals recommend

Other great vacation rentals in Penn Yan

Guest favorite

Home in Penn Yan

4.99 out of 5 average rating, 182 reviews

Experience Finger Lakes at The Best of Both Abode

Dec 14 – 21

ﺩ.ﺇ1,051 per night

Guest favorite

Chalet in Penn Yan

4.98 out of 5 average rating, 120 reviews

NEW Seneca Lake View Chalet with pond

Aug 19 – 26

ﺩ.ﺇ710 per night

Guest favorite

Guest suite in Bloomfield

4.93 out of 5 average rating, 285 reviews

Farm House Suite 15 minutes from Canandaigua lake

Aug 7 – 14

ﺩ.ﺇ255 per night

Guest favorite

Home in Keuka Park

4.93 out of 5 average rating, 213 reviews

Mutual Fun Keuka Memories

Jan 1 – 8

ﺩ.ﺇ747 per night

Guest favorite

Cottage in Ovid

4.97 out of 5 average rating, 200 reviews

The Cottage at the Three Bears

Jan 4 – 11

ﺩ.ﺇ468 per night

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