A snow-covered cityscape with a river, industrial buildings, and a bridge.

Penn Yan Vacation Rentals

Dates

November 2026

December 2026

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Top Penn Yan Hotel Reviews

Two wooden cabins with porches, surrounded by greenery and a paved path leading to them.

Los Gatos Bed & Breakfast

Penn Yan

10/10 Excellent

Nitin

An outdoor patio with tables and chairs, overlooking a lake.

Hampton Inn Penn Yan

Penn Yan

10/10 Excellent

Vincenzo

A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.

Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

10/10 Excellent

Definitely lived up to its "fabulous" rating! Everyone was super friendly and helpful. The room was very nice and clean. The bed and pillows were super comfortable. The options for the continental breakfast were many and even nicer was that everything was individually wrapped (but fresh, NOT pre-packaged and sealed with no expiration date!) and pancake machine was touchless. A little further off the interstate than we anticipated but worth the drive. Would stay again

Rex

A large building with a grand entrance, multiple balconies, and a flagpole with an American flag.

The Mansion at Keuka Lake

Keuka Park

10/10 Excellent

Richard

Two wooden chairs facing a table with a plate of fruit and two glasses of water on a wooden deck with a view of a body of water and greenery.

The Inn at Glenora Wine Cellars

Dundee

10/10 Excellent

Deborah

A hotel room with a fireplace, a round wooden table with a bottle of wine and glasses, a chair, and a bed with a black and white throw blanket.

Canandaigua Guesthouse

Canandaigua

10/10 Excellent

Christine

A bedroom with a large bed, a leather sofa, wooden flooring, and a view of a building through large windows.

The Benjamin Hotel

Watkins Glen

10/10 Excellent

catherine

An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.

Sutherland House Victorian Bed & Breakfast

Canandaigua

10/10 Excellent

Brent

A modern indoor pool area with lounge chairs and a view of the outdoors.

Inns of Aurora Resort & Spa

Aurora

10/10 Excellent

The location, of course, makes it a standout, as well as the attention to detail. The decor is thoughtful--beautiful and welcoming. Anna and Renee were warm and attentive innkeepers. And COVID regulations were very good. I stayed in room #9, which was fully outfitted in Mackenzie Child. It had a lake view and was quite cozy and comfortable. I would like to return in a warmer season to better experience the lake. If I had to name one negative, it's that the water pressure was pretty weak in the...

Maria

A log cabin bedroom with a large bed, wooden walls, a chandelier, and a fireplace.

Chalet of Canandaigua

Canandaigua

10/10 Excellent

Jennifer

A bedroom with a bed, a chair, a small table, and a wall-mounted picture.

Burdett House Bed & Breakfast

Burdett

10/10 Excellent

Cynthia

A bedroom with a large bed, a dresser, a nightstand, a mirror, and a door leading to a bathroom.

The Yorkshire Inn

Phelps

10/10 Excellent

Jason

A wooden cabin with a covered porch, a dining area, and a kitchen visible through the sliding glass doors.

Lakeside Resort

Watkins Glen

10/10 Excellent

Jillian

A two-story house with a front porch, green shutters, and a chimney.

B&B at Oliver Phelps

Canandaigua

10/10 Excellent

This was a short stay at a Bed and Breakfast. We arrived in the pm, I did a bicycle ride while my wife shopped. We checked in around 5 and left the next morning around 10:00. It was a great B&B. Run by a husband and wife. Great breakfast with locally grown foods. We just didn't have enough time to really enjoy the stay. Hope to go back some day and spend more time there. If you are there in the fall watch where you park or the falling walnuts could cause dents.

John

An outdoor patio with a fire feature, stone walls, and modern outdoor furniture.

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Western Gardens

10/10 Excellent

Tyson

A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.

The Lake House on Canandaigua

Canandaigua

10/10 Excellent

Amanda

Best Western Plus The Hammondsport Hotel

Hammondsport

10/10 Excellent

Michael

A large, two-story house with a wrap-around porch, surrounded by lush greenery and trees.

Gothic Eves Inn and Spa Bed and Breakfast

Downtown Trumansburg

10/10 Excellent

Bradley

A hallway with a wooden staircase, blue walls, and a door with a glass window.

The Naples Hotel

Naples

10/10 Excellent

Holly

Find out more about Penn Yan

Everything you need to know about Penn Yan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Penn Yan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penn Yan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Penn Yan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penn Yan. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Penn Yan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $70 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Penn Yan rentals

At Expedia, we put the best Penn Yan vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Penn Yan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penn Yan vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penn Yan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Penn Yan?

Yes, we have vacation rentals in Penn Yan close to Arts Center of Yates County, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors to Penn Yan speak positively about the scenic lakeside and top-notch restaurants in this destination. While you're here, grab a bite or have a drink at the wineries.

What are some of the best vacation home rentals that Penn Yan has to offer?

Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!: This highly rated vacation home rental in Penn Yan is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Penn Yan is Keuka East: Spacious & Comfy.

How many vacation rentals are there in Penn Yan?

With 156 Expedia vacation rentals, you're sure to find just the right place for your Penn Yan stay.

What’s there to see and do in Penn Yan?

Keuka Lake Outlet Trail and Keuka Lake State Park are a couple of scenic spots to enjoy the outdoors, whereas Oliver House Museum is one of the cultural attractions. Other places in town to visit include The Windmill Farm & Craft Market and Fox Run Vineyards.

What’s a vacation rental in Penn Yan like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Penn Yan. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.

Penn Yan Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Find vacation rentals that suit your style

Top Penn Yan Hotel Reviews

Los Gatos Bed & Breakfast

10/10 Excellent

Find out more about Penn Yan

Everything you need to know about Penn Yan vacation rentals

Penn Yan vacation rentals: An excellent choice for every season

How to find incredible deals on Penn Yan rentals

Frequently Asked Questions

Are there vacation rentals in Penn Yan?

What are some of the best vacation home rentals that Penn Yan has to offer?

How many vacation rentals are there in Penn Yan?

What’s there to see and do in Penn Yan?

What’s a vacation rental in Penn Yan like?

Explore a world of travel with Expedia