Book Holiday Homes in Watkins Glen

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Watkins Glen

Lakefront Home in the heart of Seneca Lake Wine Trail

Lakefront Home in the heart of Seneca Lake Wine Trail

Himrod
Stay at this vacation home in Himrod. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Shaw Vineyard and Miles Wine Cellars are located ...
Lakefront Home in the heart of Seneca Lake Wine Trail
Pastoral Retreat

Pastoral Retreat

Watkins Glen
Stay at this vacation home in Watkins Glen. Enjoy air conditioning. Popular attractions Watkins Glen State Park and Watkins Glen International are located ...
Pastoral Retreat
Croft Cove: laid back home on Lamoka Lake with private lakefront

Croft Cove: laid back home on Lamoka Lake with private lakefront

Bradford
Stay at this vacation home in Bradford. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lamoka Lake and Waneta Lake are located ...
Croft Cove: laid back home on Lamoka Lake with private lakefront
Save an average of 15% on thousands of hotels when you're signed in
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

Dresden
Stay at this vacation home in Dresden. Enjoy a garden, tennis courts, and balconies. Popular attractions Keuka Lake Outlet Trail and Prejean Winery are located ...
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

Rock Stream
Stay at this vacation home in Rock Stream. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Watkins Glen State Park and Barnstormer ...
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
Restored Victorian Home

Restored Victorian Home

Elmira
Stay at this vacation home in Elmira. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Our guests praise the property condition ...
Restored Victorian Home
Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!

Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!

Himrod
Book a stay at this family-friendly vacation home in Himrod. Enjoy free WiFi, a water park, and a garden. Popular attractions Miles Wine Cellars and Shaw Vineyard ...
Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!
Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake

Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake

Dundee
Stay at this vacation home in Dundee. Enjoy free WiFi, a pool table, and patios. Popular attractions Villa Bellangelo Winery and Hermann J. Wiemer Vineyard are ...
Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake
TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

Penn Yan
Book a stay at this family-friendly vacation home in Penn Yan. Enjoy free WiFi, a sauna, and patios. Popular attractions Keuka Lake and Keuka Lake State Park ...
TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!
Don't see what you're looking for?
See all available properties in Watkins Glen
View all properties
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.

Watkins Glen Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Watkins Glen vacation homes are the perfect way for you to wing it.

Holiday houses in Watkins Glen let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Watkins Glen in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Watkins Glen adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Watkins Glen with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Watkins Glen vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Watkins Glen Holiday Homes essential information

Accommodation
545 Holiday Homes
Lowest Price
NZ$159
Highest Price
NZ$285
Popular accommodation
Lakefront Home in the heart of Seneca Lake Wine Trail, Pastoral Retreat, Croft Cove: laid back home on Lamoka Lake with private lakefront, Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK, Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!, Restored Victorian Home, Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!, Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake, TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

Top trending hotels in Watkins Glen

Lakeside Resort

Lakeside Resort

2.5 out of 5
3812 State Route 14, Watkins Glen, NY
Fully refundableReserve now, pay when you stay
The price is NZ$285 per night from 6 Apr to 7 Apr
NZ$285
includes taxes & fees
6 Apr - 7 Apr
Stay at this hotel in Watkins Glen. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Lakeside Resort
The Hotel Laurel at Seneca

The Hotel Laurel at Seneca

2.5 out of 5
3380 State Route 14, Watkins Glen, NY
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 20 Apr to 21 Apr
NZ$246
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this golf motel in Watkins Glen. Enjoy free WiFi, cable TV channels, and an in-room coffeemaker. Our guests praise the helpful staff and the clean ...
The Hotel Laurel at Seneca
Colonial Inn & Creamery

Colonial Inn & Creamery

2.5 out of 5
701 North Franklin St., Watkins Glen, NY
The price is NZ$159 per night from 4 Apr to 5 Apr
NZ$159
includes taxes & fees
4 Apr - 5 Apr
Stay at this motel in Watkins Glen. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Colonial Inn & Creamery
Save an average of 15% on thousands of hotels when you're signed in
The Benjamin Hotel

The Benjamin Hotel

2 out of 5
223-1 N Franklin St, Watkins Glen, NY
The price is NZ$284 per night from 21 Apr to 22 Apr
NZ$284
includes taxes & fees
21 Apr - 22 Apr
Stay at this hotel in Watkins Glen. Enjoy free WiFi, Netflix, and memory foam beds. Popular attractions Watkins Glen State Park and Watkins Glen International ...
The Benjamin Hotel
Don't see what you're looking for?
See all available properties in Watkins Glen
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.