
Holiday rentals in Penn Yan
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Quick stats about holiday rentals in Penn Yan

Total holiday rentals
Explore 60 holiday rentals in Penn Yan

Nightly prices starting at
Penn Yan holiday rentals start at £61 per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Penn Yan holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Penn Yan rentals

4.9 Average rating
Penn Yan stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Penn Yan
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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

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.

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.

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.

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.

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 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.

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!

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.

Corks & Country Roads
Escape to the heart of the Finger Lakes in this cozy 3-bedroom ranch home in Penn Yan! Just minutes from downtown shops, restaurants, the scenic Keuka Outlet Trail, Keuka Lake, and the famous Seneca Farms. Relax after a day of exploring with outdoor dining, a fire pit under the stars, and a peaceful setting perfect for families, couples, or wine trail adventures. Close to wineries, hiking, boating, and all the best of the Finger Lakes!

Lakefront A-Frame | Hot Tub, Dock & Views | Seneca
Experience true relaxation at this cozy lakefront A-frame retreat on Seneca Lake, featuring a private dock for one small boat. Perfect for families or couples, the home offers comfortable furnishings, a fully stocked kitchen, and a warm living space with beautiful lake views. Enjoy kayaking, fishing, or simply unwinding by the water, then explore nearby wineries along the Seneca and Keuka Wine Trails or dine in nearby Penn Yan.
Popular amenities for Penn Yan holiday rentals
Other great holiday rentals in Penn Yan

3BR Cottage | Wi-Fi | Deck with Fire Table & Grill

Wine Trail • Keuka Lake • Crispin Hill • Fire Pit

Escape to Heart of Finger Lakes!

Live The Lifestyle

Sunset Views: Keuka Lake Escape

"Keuka Blue" modern Keuka lakeview studio

Carriage House Loft at The Laurentide Inn above Laurentide Beer Company

Sheridan House-Studio:upscale apartment on Main St
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £95 | £113 | £134 | £153 | £154 | £170 | £177 | £148 | £151 | £135 | £110 |
| 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 |
Frequently Asked Questions
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.
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 family-friendly vacation rentals in Penn Yan?
Penn Yan has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Penn Yan?
Experience the best of Penn Yan with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Penn Yan have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Penn Yan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Penn Yan have wifi?
Absolutely! We offer over 30 house rentals with wifi in Penn Yan. Enjoy a tailored experience with all the comforts you desire.
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 Apartment Rentals in Penn Yan?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- The Strong National Museum of Play
- Bristol Mountain
- Sea Breeze Amusement Park
- Fair Haven Beach State Park
- Chimney Bluffs State Park
- Taughannock Falls State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Cascadilla Gorge Trail
- Rochester Institute of Technology
- Fox Run Vineyards
- University of Rochester
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- High Falls
- Ithaca College
- Ontario Beach Park





