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

Penn Yan Vacation Rentals

Where to?

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Penn Yan vacation rentals

A hallway with a wooden door, a console table with a mirror and flowers, and a patterned rug.

1. Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Penn Yan

Ami D.

$478 nightly

Nov 17 - Nov 18

Total with taxes and fees

A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

2. Pet Friendly Keuka Yurt

Penn Yan

Sharon

$200 nightly

Dec 7 - Dec 8

Total with taxes and fees

A compact kitchen with a sink, stove, and wooden cabinets.

3. Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

Penn Yan

$240 nightly

Nov 22 - Nov 23

Total with taxes and fees

A wooden deck with a covered area, a door, and a view of a grassy yard with trees.

4. Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

PennYan

Aaron W.

$200 nightly

Nov 12 - Nov 13

Total with taxes and fees

A patio with a table, a bench, and a view of the sunset over the water.

5. Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.

Penn Yan

Pat S.

$342 nightly

Nov 12 - Nov 13

Total with taxes and fees

A waterfront dining area with a grill, chairs, and an umbrella.

6. 1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

Penn Yan

Jen B.

$274 nightly

Nov 14 - Nov 15

Total with taxes and fees

A living room with a sofa, a coffee table, a floor lamp, and a bookshelf.

7. Private Backyard & Deck · Family-Friendly

Penn Yan

Emily W.

$355 nightly

Nov 12 - Nov 13

Total with taxes and fees

A lakeside deck with a fire pit, wooden chairs, and a dock extending into the water.

8. Seneca Lake Cottage | Lakefront Retreat

Torrey

Jason J.

$369 nightly

Dec 6 - Dec 7

Total with taxes and fees

A kitchen with a wooden table, two chairs, a microwave, and a brick wall.

9. Sub Level Effiency

Geneva

Patrick

$77 nightly

Nov 12 - Nov 13

Total with taxes and fees

A living room with a beige sofa, a coffee table, and a large window.

10. Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Dresden

Joseph S.

$516 nightly

Nov 14 - Nov 15

Total with taxes and fees

A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

11. A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.

Romulus

Stacie S.

$313 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern living room with a sliding barn door, a gray armchair, a wooden coffee table, and a gray sofa with patterned throw blankets.

12. The Geneva Getaway- remodeled apartment walking distance from downtown Geneva

Geneva

Melissa N.

$160 nightly

Nov 12 - Nov 13

Total with taxes and fees

A house with a fire pit and outdoor seating.

13. Last Light Outdoor Retreat | Seneca Modern | Seneca Wine Trail | Firepit

Lodi

$213 nightly

Nov 16 - Nov 17

Total with taxes and fees

14. Cozy & Private Solar Powered 3BR Family Cabin Near Seneca Lake Wine Trail

Ovid

$206 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern living room with a sectional sofa, a dining table with chairs, a kitchen area, and a large window with a view of trees.

15. Cozy 1BDR APT in Vibrant Downtown Geneva

Geneva

Stacey L.

$243 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with wooden beams, a dining area with a glass table, and a cozy living room with a sofa.

16. Modern Studio APT in the Heart of Downtown Geneva

Geneva

Michele A.

$260 nightly

Nov 16 - Nov 17

Total with taxes and fees

A street with outdoor seating, a cafe sign, and a building with a fire escape.

17. Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Geneva

Jacob

$189 nightly

Nov 12 - Nov 13

Total with taxes and fees

A group of Adirondack chairs arranged around a fire pit in a forested area with a small cabin in the background.

18. Savannah Safari Tent & Breakfast-FLX Glamping

Rushville

Faithann B.

$237 nightly

Nov 12 - Nov 13

Total with taxes and fees

19. Seneca Lake View Retreat sits secluded on a 2 acre lot.

Himrod

Chris J.

$382 nightly

Nov 12 - Nov 13

Total with taxes and fees

A park with a covered bench, a picnic table, and a fenced area.

20. Top of the Fingerlakes, relaxing retreat.

Waterloo

Brady P.

$189 nightly

Nov 12 - Nov 13

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Penn Yan Hotel Reviews

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

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

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 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 dining area with a table set for four, a sofa, and a small side table with a lamp.

Burdett House Bed & Breakfast

Burdett

10/10 Excellent

Cynthia

A bathroom with a wooden door, a towel rack with a white towel, and a mirror with a wall-mounted light.

The Yorkshire Inn

Phelps

10/10 Excellent

Jason

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

Chalet of Canandaigua

Canandaigua

10/10 Excellent

Jennifer

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 balcony with wicker furniture, a glass table, and a view of a lake and forest.

Hampton Inn Penn Yan

Penn Yan

10/10 Excellent

Vincenzo

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

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

Best Western Plus The Hammondsport Hotel

Hammondsport

10/10 Excellent

Michael

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

A bar area with a checkered floor, wooden bar counter, and multiple stools.

The Naples Hotel

Naples

10/10 Excellent

Holly

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

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 $84 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

Check prices for these dates

Our top choices for Penn Yan vacation rentals

1. Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

2. Pet Friendly Keuka Yurt

3. Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

4. Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

5. Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.

6. 1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

7. Private Backyard & Deck · Family-Friendly

8. Seneca Lake Cottage | Lakefront Retreat

9. Sub Level Effiency

10. Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

11. A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.

12. The Geneva Getaway- remodeled apartment walking distance from downtown Geneva

13. Last Light Outdoor Retreat | Seneca Modern | Seneca Wine Trail | Firepit

14. Cozy & Private Solar Powered 3BR Family Cabin Near Seneca Lake Wine Trail

15. Cozy 1BDR APT in Vibrant Downtown Geneva

16. Modern Studio APT in the Heart of Downtown Geneva

17. Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

18. Savannah Safari Tent & Breakfast-FLX Glamping

19. Seneca Lake View Retreat sits secluded on a 2 acre lot.

20. Top of the Fingerlakes, relaxing retreat.

Find vacation rentals that suit your style

Top Penn Yan Hotel Reviews

The Benjamin Hotel

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