Photo by Matthew Jay

Penn Yan Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Penn Yan

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

3.0 star property
9.8 out of 10, Exceptional, (68)
"Hostess was friendly and gave good recommendations for nearby activities.Easy check in and check out"
The price is AU$506
includes taxes & fees
10 Sept - 11 Sept
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

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

9.6 out of 10, Exceptional, (143)
"My family and I had a wonderful visit at the cabin. Everything was clean, comfortable and relaxing!! Mary was great to communicate with. The setting is beautiful!!"
The price is AU$346
includes taxes & fees
2 Sept - 3 Sept
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Pine Grove Cabin

8.8 out of 10, Excellent, (5)
"We just needed a place without light pollution near Lincoln hill farm, so we could go to a concert, then lay in the grass and see some meteors. Pretty great."
The price is AU$245
includes taxes & fees
2 Sept - 3 Sept
Pine Grove Cabin

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

9.6 out of 10, Exceptional, (38)
"My husband and I absolutely loved our stay here! It was clean, had everything we needed, the view from the backyard was stunning, and so close to so many amazing wineries. Already planning on staying again! "
Cozy All Season Bungalow right on the Lake wine and brewery trail.

Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

9.6 out of 10, Exceptional, (203)
"Beautiful location right on the water! Very relaxing getaway. Super close to wineries as well!"
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

9.8 out of 10, Exceptional, (140)
"What a gem! I absolutely loved staying there. The property grounds were amazing and absolutely perfect for my 2 dogs to run around freely. Listening to the Keuka Outlet was peaceful. It was great having trail access so close for us to walk in. The cabin and amenities were perfect for our stay. I loved the comforts of staying in the cabin with the feel of camping. Would absolutely stay here again!"
The price is AU$245
includes taxes & fees
2 Sept - 3 Sept
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

10.0 out of 10, Exceptional, (242)
"Lovely cabin with great views."
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (167)
"This was a great get away! Very clean and nice place on the water. We will definitely be back!"
Experience wine country magic with several wineries nearby and memorable tasting

Pet Friendly Log Cabin

9.4 out of 10, Exceptional, (52)
"Very nice spot. Quiet, spacious surroundings. Very pet friendly."
The price is AU$237
includes taxes & fees
30 Sept - 1 Oct
Pet Friendly Log Cabin

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

9.4 out of 10, Exceptional, (95)
" Rustic & exactly what we needed. Inside is so clean, modern & beautifully decorated. Owner explained everything we needed from beginning to end. "
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

Charming lake view home w/dock, pergola and grill & lake side fire pit

10.0 out of 10, Exceptional, (2)
"Loved the house and all the amenities. Loved the lake!"
Charming lake view home w/dock, pergola and grill & lake side fire pit

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (144)
"My wife and I stayed at the house with our 3 grown children for a long weekend . The house is very spacious and provided ample family time but also privacy when needed. Everything was very clean and fully stocked with everything we needed. Great location with nice view of the lake.Highly recommend it!"
Keuka East: Spacious & Comfy

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

9.8 out of 10, Exceptional, (65)
"Great cabin, wonderful owners. We will definitely make this our regular fall girls weekend spot from now on!!"
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake

Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock

8.6 out of 10, Excellent, (39)
"This was our 3rd year staying at this home we absolutely love it Big enough for our family and friends Beautiful views "
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock

Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

9.6 out of 10, Exceptional, (64)
"We stayed here for my sister’s bachelorette weekend and loved every second of it! The house is perfect for a big group. Only con was no mirrors in a lot of the bedrooms. "
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

Luxury RV experience in Finger Lakes Wine Country with Canandaigua Lake Access

9.8 out of 10, Exceptional, (6)
The price is AU$361
includes taxes & fees
7 Sept - 8 Sept
Luxury RV experience in Finger Lakes Wine Country with Canandaigua Lake Access

Sandy Beach Haven - Modern Canandaigua Lake House

10.0 out of 10, Exceptional, (114)
"Perfect for our large family group of 14"
Sandy Beach Haven - Modern Canandaigua Lake House

Secluded, Clean Yurt, Retreat on a Forest Farm

10.0 out of 10, Exceptional, (160)
"Unique and secluded/quiet, but very comfortable and well-appointed. We enjoyed the yurt, fire pit, walking trail, and visits from the friendly dog. Already plotting a return."
The price is AU$412
includes taxes & fees
4 Sept - 5 Sept
Secluded, Clean Yurt, Retreat on a Forest Farm

Seneca Lake -"Butternut Camp" near Wineries & Watkins Glen Race track

10.0 out of 10, Exceptional, (106)
"We had a lovely long weekend stay. The cabin is exactly as advertised. Would stay again!"
Seneca Lake -"Butternut Camp" near Wineries & Watkins Glen Race track

True lakefront! Booking Fall and 2026… C/Air, kayaks, fishing. Pontoon optional.

9.6 out of 10, Exceptional, (216)
"This rental had a well stocked kitchen. Home was very clean."
True lakefront! Booking Fall and 2026… C/Air, kayaks, fishing. Pontoon optional.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Penn Yan Hotel Reviews

Find out more about Penn Yan

Find out more about Penn Yan

Everything you need to know about Penn Yan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penn Yan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Penn Yan holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penn Yan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penn Yan holiday rentals we have selected for you start as low as AU$237 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Penn Yan rentals

At Expedia, we put the best Penn Yan holiday 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 holiday.

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 holiday rentals in Penn Yan?

Yes, there are holiday rentals close to the most popular sights in Penn Yan, or you can select 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 holiday rentals that Penn Yan has to offer?

Cozy All Season Bungalow right on the Lake wine and brewery trail.: This highly rated holiday home rental in Penn Yan is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a garden. Other favourite homes for rent in Penn Yan are Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country! and Pet Friendly Log Cabin.

How many holiday rentals are there in Penn Yan?

With 151 Expedia holiday rentals, you're guaranteed to find just the right place for your Penn Yan stay.

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

Enjoy the outdoors at Keuka Lake Outlet Trail and Keuka Lake State Park, or simply take in cultural attractions like Arts Center of Yates County and Oliver House Museum. Other places in town to visit include The Windmill Farm & Craft Market and Fox Run Vineyards.

What’s a holiday rental in Penn Yan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Penn Yan. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.