
House vacation rentals in Penn Yan
Find and book unique houses on Airbnb
Quick stats about house rentals in Penn Yan

Total vacation rentals
Explore 40 vacation rentals in Penn Yan

Nightly prices starting at
Penn Yan vacation rentals start at $223 CAD per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Penn Yan vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Penn Yan rentals

4.8 Average rating
Penn Yan stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Penn Yan
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

The Carlin Cottage on Keuka Lake
The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

Retreat w/ panoramic lake views on wine trail!
Gather your crew & unwind at this peaceful, centrally located retreat - perfect for wine weekends, brewery tours & cozy nights in. With equal-sized bedrooms, a clean, stocked kitchen & a spacious deck made for group hangs, it has everything you need! ⭐ "Perfect home base for our wine trip - equal rooms, plenty of space, and so peaceful after a full day out!" ✓ Centrally located for wine & brewery hopping ✓ Equal-sized rooms & open group-friendly layout ✓ Deck for coffee, cocktails

Keuka Gully Cabin
Traveling small? inquire for discount! 10 Acres 2 Trails 4 Breweries and wineries within 5 min 1 Wood burning stove 2 Zone MrCool 4 Bedrooms 5 Lake views 1 washer/dryer 1 Superhost As you drive up the semi-private road, you'll wind through picturesque vineyards and serene woods, arriving at your quiet cabin. The property boasts a tranquil gully, perfect for relaxing, hiking, and simply enjoying nature. The charming Village of Penn Yan is just around the corner, waiting for you to explore.

The Farmhouse next to Abandon Brewing Company
"The Farmhouse" is located in the heart of the Finger Lakes on the Keuka Lake Wine Trail. A restored 1800's farmhouse, it is close to the Village of Penn Yan, Keuka College, and Keuka Lake State Park and has amazing views overlooking Keuka Lake. The Farmhouse is on the same property as craft brewery and events venue, Abandon Brewing Company. Perfect for couples, families, groups, and furry friends (pets) who want to get away and enjoy the proximity to award winning wineries and breweries.

1800s Post Office Turned Luxury Couples Getaway
Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

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.

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!

A-Frame on Keuka Lake
This house has a suite with a king bed, mini-kitchen, and a full bath (shower). There is a second bedroom with a queen bed and a separate bath (tub/shower). There is a large living room, a full eat-in kitchen and an outdoor grill. Extra seating including a dining table and picnic table is available on the deck overlooking the lake. There is a separate rental unit (Keuka Beach House) along the lake that shares the beach and dock, just a one-minute walk down the hill.

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 Best Getaway on the Keuka Lake Wine Trail
Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!

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.
Popular amenities for Penn Yan house rentals
House rentals with a pool

Hazlitt Winery Poolhouse

Private FLX Retreat | 200' Seneca Lakefront | Pool

Fireplace, theater room, & fully equipped kitchen

Camp S’mores- Modern A-Frame with Pool

Lakeview House near Wineries & Wedding Venue

Heated Pool, Hot tub, pickleball court.

Hornby Heaven WITH POOL & Hot Tub

Pool+Hot Tub, Gameroom, Movieroom, Firepit+Dogs OK
Weekly house rentals

Keuka Park Place

Little Red Ranch House

Railside Getaway.

Corks & Country Roads

Escape to Heart of Finger Lakes!

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake

Vintage Vineyard Cottage: Cozy Getaway, King Beds

Stunning Keuka Lake Home! Kayak, SUP, Fish, Swim
Private house rentals

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

The French House on Main Street

A-Frame on Seneca

Last Light | Cork Cottage | Wine Trail | Firepit

Secluded House Overhanging Water With Private Dock

Live The Lifestyle

Country Cottage

Firefly cottage
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 CAD | $216 CAD | $279 CAD | $250 CAD | $297 CAD | $311 CAD | $344 CAD | $361 CAD | $329 CAD | $323 CAD | $259 CAD | $262 CAD |
| 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 |
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- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- Bristol Mountain
- Taughannock Falls State Park
- Fair Haven Beach State Park
- The Strong National Museum of Play
- Sea Breeze Amusement Park
- Chimney Bluffs State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Rochester Institute of Technology
- Robert H Treman State park
- Fox Run Vineyards
- University of Rochester
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Ithaca College





