Photo by Courtney Keiper

Lily Dale Holiday Rentals

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Holiday Rentals in Lily Dale

Lake Erie Waterfront in Chautauqua Wine Region
9.8 out of 10, Exceptional, (24)
"The house and grounds are absolutely beautiful. The setting is rural and quiet, and the large deck on the back of the house is a wonderful gathering space for family and friends. The kitchen was well appointed with everything that we needed, and the decor throughout the house was pleasing."
Lake Erie Waterfront in Chautauqua Wine Region
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
10.0 out of 10, Exceptional, (5)
"Great property in a great location! We enjoyed our 1 night stay and would definitely return!"
The price is NZ$489
includes taxes & fees
16 Jun - 17 Jun
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Bemus Point Vacation Rental
8.6 out of 10, Excellent, (95)
"Had three beds but sheets only for 2. Only one was made up. The location, however, is convenient and the price, reasonable."
Bemus Point Vacation Rental
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Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY
10.0 out of 10, Exceptional, (1)
"Excellent property, location, and host. Rachel was very friendly and responsive. Thank you!"
Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY
Bemus Point Lake Front Cottage with Dock
9.8 out of 10, Exceptional, (52)
"My wife and I had a great stay for annual fishing trip to Chautauqua. Laurie was attentive host and communication was excellent. We enjoyed setting on the deck and chatting with the neighbors when we were not on the water."
Bemus Point Lake Front Cottage with Dock
Home on Lake Erie in Westfield, NY Concord Region
9.4 out of 10, Exceptional, (13)
"My husband, daughter and I really enjoyed our few days at the lovely house. Beth and George were so quick to answer our questions and concerns. Our dog also had a wonderful time walking with us on the paths to Lake Erie. My favorite part might have been the relaxing furniture on the deck and watching the birds around the ponds. There was a pair of robins building a nest on a low branch right outside the kitchen window. Wish we could have stayed to watch as the eggs hatched!"
Home on Lake Erie in Westfield, NY Concord Region
Luxe Cabin /Hot Tub / EV Charger
10.0 out of 10, Exceptional, (12)
"Property was exactly as shown in the pictures. The cabins were delightful, beautiful wooden views. Lots of amenities in the main house and everything was super clean. Check-in was easy and the hosts were very communicative. Close to hiking, wineries, breweries, and Chautauqua."
Luxe Cabin /Hot Tub / EV Charger
Chautauqua private acreage. Centrally located with your own heated pool to enjoy
10.0 out of 10, Exceptional, (2)
"Couldn’t have asked for a better property for our stay. The owners are super nice and thoughtful as well! 100% recommend this house for your stay in this area."
Chautauqua private acreage. Centrally located with your own heated pool to enjoy
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake
10.0 out of 10, Exceptional, (212)
"We’ve been visiting Chautauqua for years and this was by far our best trip yet. The chalet was beautiful and very well stocked with all the essentials and then some!! Communication with the owners was great. We were able to hike and explore the property, play in the snow, enjoy some of the local wineries, then wind down to relax by the cozy fireplace. Our family had an amazing time and is already looking forward to staying here again. Thanks for opening your home to help us create some wonderful...
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
10.0 out of 10, Exceptional, (68)
"We have been coming to Lake Chautauqua for 20 years and this is the best home that we have rented . The house has a great dock for at least 2 boats. The house is nicely updated with all things necessary to make a great stay. The house is clean with plenty of room for a large family. The owners are very quick to respond to any problems that you might have. Our group has rented this home twice, and are looking forward to returning."
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
True Lake Beachfront, Stunning Sunsets, Beach glass hunting
10.0 out of 10, Exceptional, (180)
"Truly above and beyond our expectations. Idyllic location on the shore of Lake Erie. Completely equipped and perfectly clean. Would like to visit again."
True Lake Beachfront, Stunning Sunsets, Beach glass hunting
Pet Friendly home by the Stow Ferry
9.8 out of 10, Exceptional, (15)
"Close to store, icecream, fishing "
Pet Friendly home by the Stow Ferry
Lake Front, Spacious, and Modern "Tiny Home" with 2 bedrooms and 1 bathroom
10.0 out of 10, Exceptional, (1)
"We had a wonderful visit at this tiny house on the lake. Beautiful views. The house itself was open and spacious. Ended up we had a few tag alongs and it easily accommodated 6 adults. We will be back again! PS: You can fish from the beach."
Lake Front, Spacious, and Modern "Tiny Home" with 2 bedrooms and 1 bathroom
Spacious and Modern "Tiny Home" with 2 bedrooms directly on Chautauqua Lake
10.0 out of 10, Exceptional, (1)
"Stayed here for the eclipse but got much more out of it. It was a nice quiet stay right on the lake which made for and enjoyable long weekend. Havinging th abilty to walk out, sit around a fire on a lake and fish was quite enjoyable. The tiny home was perfect for our needs and look forward to staying here again in the future. It was pet friendy yet lacked any animal hair which was a big concern as we had more than 1 person alerigic to dogs but had to bering out non shedding dog with us. Overall...
Spacious and Modern "Tiny Home" with 2 bedrooms directly on Chautauqua Lake
A great view of the lake with many activities within walking distance.
10.0 out of 10, Exceptional, (9)
"The house on the lake was a perfect fit for our family who was in town for a wedding. There were plenty of beds for the 10 of us (ranging in age from 3-55!). Karen provided everything we could possibly need, a fully stocked kitchen, extra blankets, towels, etc. She was so generous providing water, gatorade, and freezie pops for the kiddos and firewood for a campfire. There wasn't anything we needed that wasn't here! She was also very communicative and kind allowing us to stay an extra day! The...
A great view of the lake with many activities within walking distance.
Jamestown Lake House w/ Boat Dock Access & Views!
9.0 out of 10, Wonderful, (2)
"We were very pleased with the accommodations and would love to stay again in the future"
Jamestown Lake House w/ Boat Dock Access & Views!
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
9.6 out of 10, Exceptional, (64)
"Group of 8 nurses in town for a conference. The place was clean, adequate, affordable, and quaint."
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
10.0 out of 10, Exceptional, (229)
"Thanks David and Barbara! Again, the accommodations were amazing, and the views and sunsets were beautiful as always! Can't wait to stay again! Thank you Jesse and Jenn."
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
Cozy 2 Bedroom Canal Front Cottage With Private Dock
9.8 out of 10, Exceptional, (24)
"Overall everything was fine"
The price is NZ$368
includes taxes & fees
2 Jun - 3 Jun
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
9.6 out of 10, Exceptional, (110)
"We were pleased with the unit and the location. The only drawback was the gazebo had rusted scaffolding stored around it that took away any thoughts of enjoying it in the evening. That’s why we only gave the online listing three stars instead of five."
Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
Don't see what you're looking for?
See all available properties in Lily Dale
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.

Other types of properties in Lily Dale you may be interested in

Chautauqua Harbor Hotel - Jamestown
3.5 star property
9.6 out of 10, Exceptional, (1002)
"Room was very neat and clean. I recommend to anyone "
The price is NZ$421
includes taxes & fees
12 Jun - 13 Jun
Chautauqua Harbor Hotel - Jamestown
La Quinta Inn & Suites by Wyndham Jamestown
2.5 star property
8.8 out of 10, Excellent, (1003)
"Great facilties. Amazing breakfast "
The price is NZ$164
includes taxes & fees
12 Jun - 13 Jun
La Quinta Inn & Suites by Wyndham Jamestown
DoubleTree by Hilton Jamestown
4.0 star property
8.8 out of 10, Excellent, (668)
"The room fan was so incredibly loud that it kept me up most of the night. If it was turned off, it would get too hot in the room. We travelled mid May. "
The price is NZ$170
includes taxes & fees
6 Jun - 7 Jun
DoubleTree by Hilton Jamestown
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lily Dale holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lily Dale. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lily Dale. Seeing all the best attractions is bound to make you fall in love with Lily Dale. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lily Dale short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Lily Dale?

Yes, there are holiday rentals close to the most popular sights in Lily Dale, or you can select a more secluded option if you're looking for a relaxing stay. Lily Dale is known for its university setting and monuments.

What are some of the best holiday rentals that Lily Dale has to offer?

Cozy Lakefront Cottage Near Chautauqua Lake: This holiday home rental outside of Lily Dale is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Lily Dale?

Expedia has 4 holiday rentals for your stay in Lily Dale.

What’s there to see and do in Lily Dale?

Explore the area and family-friendly sights such as Chautauqua Belle Steamboat, or get out into nature at a spot like Long Point on Lake Chatauqua State Park. In the wider area, you’ll find Lily Dale Assembly and Lily Dale Spiritual Center.

What’s a holiday rental in Lily Dale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lily Dale. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.

Recent reviews of Lily Dale properties
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