Photo by Courtney Keiper

Search Holiday Rentals in Cassadaga

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Top Holiday Rentals in Cassadaga

Living area | Smart TV, fireplace, DVD player, books
Luxe 4 Bed/3 Bath Stunning Full Lakefront Private Beach/Chautauqua/Lily Dale
10.0 out of 10, Exceptional, (176)
"I've stayed at many VRBOs over the years but Blue Oar has really set the bar high for me from now on. Firstly, the location setting was perfect. A quiet street with gorgeous lake views that can be enjoyed from the large front porch with comfy seating to include a relaxing porch swing. There is plenty of parking. And lots of outside space as well, not only there at the house, but at the private beach area that has a cool firepit and a dock with seating. When we were there it was too early in the...
The price is £422
per night
20 May - 21 May
Luxe 4 Bed/3 Bath Stunning Full Lakefront Private Beach/Chautauqua/Lily Dale
Property grounds
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
10.0 out of 10, Exceptional, (3)
"Very comfortable cottage with a great view of the lake. Cold weather prevented full enjoyment of the outside deck, but enclosed porch and well-thought out interior still made this an excellent choice without being weather-dependent. Perfect spot to rest and recharge - I look forward to returning!"
The price is £236
per night
19 May - 20 May
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Property grounds
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
Save an average of 15% on thousands of hotels when you're signed in
Interior
Jamestown Lake House w/ Boat Dock Access & Views!
10.0 out of 10, Exceptional, (1)
"The property is cozy with 2 bedrooms and lots of light filled areas to hang out. The property is very recently renovated and everything is clean and new. The setting sun gives a great show every night over the lake. The location is easy driving to downtown Jamestown which has some nice coffee (Crown Roasters) and restaurants."
Jamestown Lake House w/ Boat Dock Access & Views!
Property grounds
Charming Lakefront Cottage Near Chautauqua Lake
9.8 out of 10, Exceptional, (9)
"It was a veey nice peaceful stay."
Charming Lakefront Cottage Near Chautauqua Lake
Property grounds
Angola Cottage with Private Beach Access!
9.6 out of 10, Exceptional, (8)
"Great beach, our dog loved it. Will have to come back when its warm."
Angola Cottage with Private Beach Access!
On the beach, sun-loungers
True Lake Beachfront, Stunning Sunsets, Beach glass hunting
10.0 out of 10, Exceptional, (176)
"I think I have stayed at either this cabin or the other one 4 to 5 times now. I love it here and the cabins are amazing. My girlfriends absolutely loved it and now they want to come back! I know I will definitely be back!"
True Lake Beachfront, Stunning Sunsets, Beach glass hunting
Property grounds
Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
9.6 out of 10, Exceptional, (108)
"Beautiful well kept cottage on the lake! Great location to restaurants and shops. The cottage had everything you needed!"
Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
Beach | On the beach, sun-loungers
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
10.0 out of 10, Exceptional, (229)
"The cabin was beautiful and move in ready. Everything you would need. The view is so awesome. Had a campfire the first night, listening to the waves. Weather could have been nicer but didn't hamper our stay."
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
Property grounds
Charming Resort in the Heart of Bemus Village on CHQ Lake
10.0 out of 10, Exceptional, (147)
"Fantastic overall"
The price is £396
per night
22 May - 23 May
Charming Resort in the Heart of Bemus Village on CHQ Lake
Beach
Private Chautauqua Lake House - 75 Ft Lake Front - Dock Available - Pet Friendly
10.0 out of 10, Exceptional, (163)
"There’s so many things to love about this Lakehouse. It’s right on the water so you get to see everything from the inside if the weather is too cool to be outside. Plus, there’s plenty of yard space for corn hole and bury fire pit. There’s a gas grill on the property so we were easily able to pair meals every night plus a full kitchen. This is our go to for when we want to stay at Lake Chautauqua!"
Private Chautauqua Lake House - 75 Ft Lake Front - Dock Available - Pet Friendly
Beach nearby
Bemus Point Lake Front Cottage with Dock
9.8 out of 10, Exceptional, (51)
"The property met our needs except there were no tv stations. I guess you have to know how to do streaming and apps which we do not do. We were there to visit our son and daughter in law who live outside Jamestown and it was a great location, about a 15 minute drive to their house. We had a great time."
Bemus Point Lake Front Cottage with Dock
Property grounds
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
10.0 out of 10, Exceptional, (65)
"Came down for a work trip and it was perfect for us."
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
2 bedrooms, WiFi, bed sheets
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
Property grounds
A great view of the lake with many activities within walking distance.
10.0 out of 10, Exceptional, (8)
"We had a wonderful time at Karen and Tim’s property it was everything we wanted and needed it to be. If you are looking for history this house has so much history. The host’s were fantastic and the house was great, well stocked, clean,and what a great location. Would recommend it to anyone. Our whole family had a great time ages 2-60+. Will definitely go back. Shelly B Almond,NY"
A great view of the lake with many activities within walking distance.
Fridge, microwave, oven, stovetop
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
Beach
Home on Lake Erie in Westfield, NY Concord Region
9.2 out of 10, Wonderful, (12)
"Cute little house perfect for 2 couples. Very clean and well kept. Lake Erie a short walk. Large yard and lovely deck. We stayed there for the eclipse so didn't explore the town. Hosts live nearby and are very nice."
Home on Lake Erie in Westfield, NY Concord Region
Fridge, microwave, oven, stovetop
Chautauqua Retreat. 5 serene acres with easy access to attractions. Heated pool
10.0 out of 10, Exceptional, (1)
Chautauqua Retreat. 5 serene acres with easy access to attractions. Heated pool
Exterior
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
Pool
Lakefront Log Cabin Retreat
9.6 out of 10, Exceptional, (17)
"Your cabin is absolutely beautiful. The views, the cabin itself, the decor everything was perfect. Really all you need to bring is yourself, clothes and your food. They had everything you need stocked there. We've been to multiple properties and this is by far our favorite. We will be back for sure. The beds are comfy, the cabin was spotless. I could go on and on about how wonderful everything about it was. Super secluded area, lake view right from the couch! The Jacuzzi was awesome. Don't...
Lakefront Log Cabin Retreat
Don't see what you're looking for?
See all available properties in Cassadaga
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 Cassadaga you may be interested in

Living area | Smart TV, fireplace, DVD player, books
Luxe 4 Bed/3 Bath Stunning Full Lakefront Private Beach/Chautauqua/Lily Dale
10.0 out of 10, Exceptional, (176)
"I've stayed at many VRBOs over the years but Blue Oar has really set the bar high for me from now on. Firstly, the location setting was perfect. A quiet street with gorgeous lake views that can be enjoyed from the large front porch with comfy seating to include a relaxing porch swing. There is plenty of parking. And lots of outside space as well, not only there at the house, but at the private beach area that has a cool firepit and a dock with seating. When we were there it was too early in the...
The price is £422
per night
20 May - 21 May
Luxe 4 Bed/3 Bath Stunning Full Lakefront Private Beach/Chautauqua/Lily Dale
Exterior
Chautauqua Harbor Hotel - Jamestown
3.5 star property
9.6 out of 10, Exceptional, (1006)
"Great location. Dinner was good on the restaurant. "
The price is £137
per night
22 May - 23 May
Chautauqua Harbor Hotel - Jamestown
Exterior
La Quinta Inn & Suites by Wyndham Jamestown
2.5 star property
8.8 out of 10, Excellent, (1003)
"Staff was friendly answered all my questions for food in the area & things to like River walk "
The price is £80
per night
23 May - 24 May
La Quinta Inn & Suites by Wyndham 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.

Frequently asked questions

Can I find holiday rentals in Cassadaga?

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

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

Luxe 4 Bed/3 Bath Stunning Full Lakefront Private Beach/Chautauqua/Lily Dale: This highly rated holiday home rental in Cassadaga is located on a lake, and has a fireplace, a patio and a BBQ 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. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Cassadaga?

Choose from 7 Expedia holiday rentals in Cassadaga for a memorable holiday.

What’s there to see and do in Cassadaga?

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. Lily Dale Assembly and Lily Dale Spiritual Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Cassadaga like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cassadaga. Holiday rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.