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Vacation rentals in Penn Yan

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Top-rated vacation rentals in Penn Yan

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

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Top guest favorite
Cabin in Dundee
5 out of 5 average rating, 112 reviews

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Top guest favorite
Apartment in Penn Yan
4.97 out of 5 average rating, 540 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 Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center

Guest favorite
Home in Penn Yan
4.91 out of 5 average rating, 197 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.

Guest favorite
Chalet in Penn Yan
4.94 out of 5 average rating, 154 reviews

HUGE Covered Porch ON LAKE-Kayaks/Bikes/Air Hockey

ON THE BEACH offers all the comforts of home! No steps to entry! Right on the water! Dock, boat hoist, kayaks, and bikes! With 3 bedrooms and 2 baths, laundry, a fully stocked kitchen, WIFI, and big screen TV's, you'll feel comfortable immediately. The game room has an XBOX 360, Big Screen TV, & Air Hockey, plus a cozy fireplace. This year round home offers A/C plus ceiling fans in the summer and gas heat in the winter. Close to town, restaurants, wineries, breweries, distilleries, and skiing

Top guest favorite
Home in Penn Yan
4.99 out of 5 average rating, 243 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
Guest suite in Penn Yan
4.96 out of 5 average rating, 202 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.

Top guest favorite
Cottage in Penn Yan
4.99 out of 5 average rating, 141 reviews

Blūm on the Hill Cottage in the Finger Lakes

Enjoy a peaceful stay in our cottage located just over 2 miles from the quaint village of Penn Yan on Keuka Lake. Relax in the newly renovated 2 bedroom, 2 full bath home with a fully equipped dine-in kitchen, spacious living room with electric fireplace, and dining room. Enjoy the fresh air on the back deck with Keuka Lake peeking through the trees. Take in the sites of the many trails, vineyards, breweries and state parks in the area during your stay. So just relax, you're on lake time.

Top guest favorite
Farm stay in Penn Yan
4.98 out of 5 average rating, 235 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.

Top guest favorite
Home in Penn Yan
4.99 out of 5 average rating, 248 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.

Guest favorite
Apartment in Penn Yan
4.71 out of 5 average rating, 206 reviews

2nd Fl. Studio Walkable In town no cleaning fee

1870 Historic Victorian 2nd floor studio with separate kitchen. No smoking or vaping inside of the unit please. No parties. Guests need to climb deck stairs and inside staircase to access apartment. Steps from downtown, near wineries, breweries, restaurants. Locally owned family home with pets. Stove, microwave, blender, toaster, refrigerator, coffeemaker. Propane BBQ grill Queen, single day bed trundle underneath (all beds in the same room) Free wifi, Netflix, Roku tv, YouTube tv

Top guest favorite
Home in Keuka Park
4.94 out of 5 average rating, 277 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!

Top guest favorite
Bungalow in Penn Yan
4.98 out of 5 average rating, 121 reviews

Qka Lake Daze jr.

Newly renovated Keuka Lake bungalow. Full kitchen and tile bath and shower. Cottage has king size bed, full laundry common living area and small eat in space. Covered full front porch for relaxing and eating meals while enjoying listening to the waves. Beautiful flat beach frontage with your own dock and fire pit. Sit back and enjoy the lake breeze while laying in the hammock or leaning back in the adirondack chairs. Come explore all the attractions of the Finger Lakes.

Popular amenities for Penn Yan vacation rentals

Quick stats about vacation rentals in Penn Yan

  • Total rentals

    60 properties

  • Nightly prices starting at

    G$22,951 GYD before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Penn Yan?

    Yes! Work meets play with ease at over 20 vacation rentals in Penn Yan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Penn Yan?

    Four-legged friends are welcome in Penn Yan. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Penn Yan have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Penn Yan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penn Yan have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Penn Yan. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Penn Yan?

    Penn Yan has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Penn Yan?

    Experience the best of Penn Yan with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Penn Yan have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Penn Yan. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Penn Yan?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 10 homes with a bbq area, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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  5. Penn Yan