
Holiday rentals in Penn Yan
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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

On Lake, Stunning Views, Sunrises, Pet Friendly!
We are right on the lake! The view is amazing and the atmosphere is serene and relaxing. Conveniently located. The fully stocked cottage is comfortable and offers a homey feel - clean, updated. Gas fireplace offers additional warmth & ambiance. Fabulous deck with amazing views! Dock/beach area with fire pit. Master bedroom - watch the sunrise right from bed! Kitchen is fully stocked, seating for 6, laundry and two bathrooms. Plenty of parking and a lovely private yard. Linens included

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.

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.

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.

Budget Petfriendly 2nd fl Studio in PY walkable
1870 Historic Victorian 2nd floor studio with separate kitchen. No parties. 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

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!

Private Keuka Lake-front Chalet | Stunning Views
This four-season get-a-away sits directly on the Keuka Lake Wine Trail and is ready for your weekend vineyard adventure. The 171' feet of private lakefront is the quintessential summer escape or fall foliage photo vista. The home features three bedrooms, two full bathrooms, and can easily sleep ten comfortably. The downstairs game room is designed with the kids in mind. The great room has a beautiful natural stone fireplace, perfect for relaxing after a great day on the Lake.

Waneta Lakeside Cottage
Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

Pet Friendly Keuka Yurt
Escape to Your Private Yurt Retreat! Nestled on 6 acres near Keuka Lake, this all-season Yurt offers the perfect blend of relaxation and adventure. Enjoy a complimentary cup of coffee, stargaze under the dome, and explore nearby wineries and Watkins Glen. Amenities include: cozy queen bed, full kitchen, heat & A/C, fast Wi-Fi, and outdoor fire pit. Plus, we don’t charge a pet fee—bring your furry friends! Have questions? Message us anytime—we’re happy to help!
Popular amenities for Penn Yan holiday rentals
Other great holiday rentals in Penn Yan

Keuka Lake Getaway

Little red ranch house

2 King Beds, Wineries + Watkins Glen at VineHaus

Hillside Home

Stunning Keuka Lake Home! Kayak, SUP, Fish, Swim

Sunset Views: Keuka Lake Escape

Garden Escape

Allardice House
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £112 | £117 | £119 | £134 | £152 | £153 | £170 | £177 | £147 | £150 | £134 | £109 |
| 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 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 $100 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 air conditioning?
Absolutely! We offer over 30 house 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 House Rentals in Penn Yan?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 £60 per night before taxes and fees

Verified guest reviews
Over 3,720 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!
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- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- The Strong National Museum of Play
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Stony Brook State Park
- Watkins Glen International
- Keuka Lake State Park
- Cascadilla Gorge Trail
- Finger Lakes
- Sciencenter
- Keuka Spring Vineyards
- Hunt Hollow Ski Club
- High Falls
- Memorial Art Gallery
- Buttermilk Falls State Park
- Ithaca Farmers Market
- State Theatre of Ithaca
- Fox Run Vineyards




