Photo by Andrew Rossi

Watkins Glen Holiday Rentals

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Holiday Rentals in Watkins Glen

Property grounds
Gorgeous views from charming headquarters in the heart of the Finger Lakes
9.6 out of 10, Exceptional, (35)
"We really enjoyed staying in this little home. It is within walking distance of downtown Watkins Glen so it is very easy to walk to if you choose to do so. The inside was very clean and well kept. We liked the close proximity to various winerys and restaurants. It made it very easy to stop back and drop off our goodies we collected throughout the days we were there."
Gorgeous views from charming headquarters in the heart of the Finger Lakes
Exterior
Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!
9.6 out of 10, Exceptional, (26)
"This place is amazing - secluded in the woods yet 5 minutes from town and the waterfalls of Watkins Glen! Beautiful house, spectacular inside and out. Spotless. Such a great place for a getaway, weekend or extended. We will most definitely come back here - it's that special! Highly recommend!!! A++++++++++++"
Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!
Smart TV
Fully Renovated rural cottage in the perfect spot!
10.0 out of 10, Exceptional, (89)
"The house was spotless and as advertised. It had a feel that it was completely remodeled. Well done-loved our stay. Would definitely consider another stay in the future!"
Fully Renovated rural cottage in the perfect spot!
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Exterior
Decatur Dreamer LOCATION! Stunning property one block from Seneca Lake harbor!
9.4 out of 10, Exceptional, (23)
"This place has a great location. The neighborhood is safe and so quiet. All of the beds are very comfortable. The only drawback is that this is not the entire house. We were surprised there is an upstairs apartment. We did not see any mention of this in the narrative. The folks upstairs were quiet, so it was fine. Also, it stated there was a hot tub and sauna, which there were not. Not a big deal for us and we we still enjoyed ourselves."
Decatur Dreamer LOCATION! Stunning property one block from Seneca Lake harbor!
Fridge, microwave, oven, stovetop
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.
10.0 out of 10, Exceptional, (16)
"We had a wonderful stay at Gracie’s House. It was very comfortable and clean. Very spacious and cozy. The beds were very nice and we slept very well. Probably the only complaint was the lack of kitchen utensils and pots and pans. Other than that, it was great! The keurig didn’t work but the other coffee pot did."
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.
Exterior
Backyard Waterfall and Cayuga Lake Views!
9.6 out of 10, Exceptional, (45)
"Came for 3 days to visit Cornell with my daughter and this home was perfect. Small, yet not lacking anything, rustic but lacking none of the modern tech. The backyard waterful, fire pit and views are worth the stay alone. Would definitely stay again."
Backyard Waterfall and Cayuga Lake Views!
Property grounds
Secluded & Clean Yurt, nestled in woods and gardens
10.0 out of 10, Exceptional, (108)
"We had a great weekend staying in the property. The wood burner was great for a chilly early spring weekend, Elizabeth was very clear and accommodating in her communications making it very easy and everything was just great. My only regret is not booking the third night to stay for the Solar Eclipse and to get to explore the property further. We thoroughly enjoyed the area and the accommodations at the Yurt were perfect for my wife and I!"
The price is NZ$381
per night
28 May - 29 May
Secluded & Clean Yurt, nestled in woods and gardens
Exterior
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
9.8 out of 10, Exceptional, (34)
"The stay was wonderful! An extremely beautiful view, clean and serene space, and everything was provided for. Dave and his family were wonderful, and helped provide everything we could need. Even getting us out of the mud on the first night. Close to some of the best wineries and eats in the area, and a short drive to some very visually stunning parks beyond the lake itself. Their dog, Willy was an extra, added friend to us, and made our trip even more special. - Pete"
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
Pool
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
9.8 out of 10, Exceptional, (113)
"Todd the owner is super nice and helpful to find nearby attractions. We checked in little early as well checked our early. Had a nice time relax and it was a kind of get away from the crowded and bustling city life."
The price is NZ$243
per night
28 May - 29 May
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Dining
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
9.6 out of 10, Exceptional, (119)
"Lovely little location close to state parks, Keuka lake and a bunch of wineries. Lost count on how many times I’ve stayed here. My girlfriend and I love the place."
The price is NZ$333
per night
28 May - 29 May
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Fridge, microwave, oven, stovetop
*Newly renovated* guesthouse with beautiful views
10.0 out of 10, Exceptional, (29)
"A beautiful property. Welcoming and a pleasant. A very well equipped kitchen. Comfortable bed. Operator responds immediately Wonderful views! Enjoyed the wild life (turkeys, deer, bullfrogs!)."
The price is NZ$369
per night
28 May - 29 May
*Newly renovated* guesthouse with beautiful views
Property grounds
Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.
9.8 out of 10, Exceptional, (15)
"The single-lane access road to the cabin has several sharp bends to get to and from the location, but once you are there, it's very relaxing. Not small, but just big enough. Very clean and everything works. My wife and I enjoyed our stay. Monica was easily reachable for any questions."
Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
10.0 out of 10, Exceptional, (223)
"Spent our 10 year wedding anniversary at this beautiful cozy cabin. Will be coming back and bringing the family."
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
Microwave, coffee/tea maker, cookware/dishes/utensils
Pet-Friendly New York Escape w/ Deck & Lake Views!
Pet-Friendly New York Escape w/ Deck & Lake Views!
Terrace/patio
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
10.0 out of 10, Exceptional, (105)
"This was our second time staying at this lovely house. The location was ideal, very clean and everything you needed for a delightful stay. Bonus was the brand new gas grill and coupon for the winery right next door! This will always be our go to spot for visiting Finger Lakes. P.S. even though we didn’t bring our pup this time, the fenced in back yard is ideal for your fur babies!"
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
Property grounds
Poppy’s Cabin on Pond in Finger Lakes Region
10.0 out of 10, Exceptional, (70)
"My family , 4 of us - all adults, plus 2 medium sized dogs stayed for 2 nights. The cabin is very cute, very small - no electricity , port a potty . All that was ok, but it rained all weekend - so it was cramped . It would have been great if it hadnt rained . The location is beautiful , there was a wedding on the proprty and you can easily hear every word of the music - that was kinda fun actually.. All in all, it was a great visit!"
Poppy’s Cabin on Pond in Finger Lakes Region
Property grounds
STARWOOD - Romantic WINE TRAIL Cabin - Pet Friendly! 4 Season Rental
10.0 out of 10, Exceptional, (9)
"The amazing weekend getaway at your cabin and your gracious hospitality was exactly what we needed! We really appreciate all of the handy suggestions and recommendations - they filled our days with lots to do. The peace and quiet that this place has to offer was the perfect way to start and end each day. We will definitely make another trip out here in the future!"
STARWOOD - Romantic WINE TRAIL Cabin - Pet Friendly! 4 Season Rental
4 bedrooms, Internet, bed sheets
Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome
8.2 out of 10, Very good, (29)
"This property is in a perfect location. The house was clean and had all the stuff you could need to enjoy your stay. Silverware, cups, plates towels, blankets, bedding ect. Just beware the low ceilings down stairs, they got my husband a few times. The lake and docks are stunning. The hot tub was very clean. All around a great stay."
Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome
TV, fireplace
Hidden gem of the fingerlakes
9.8 out of 10, Exceptional, (8)
"Warm, functional home with 3 bedrooms and plenty of outdoor entertainment space. Wood and everything else you would need to have a small fire and outdoor activities to escape from the busy life we see in MA. Very clean with a full kitchen as well! Our favorite was the welcoming decor for all walks of life. We had a varying age group but we all thought it was a perfect place. The only thing is the water does smell like sulfur (eggs). We have seen it before but if someone hasn’t it could be off...
Hidden gem of the fingerlakes
Beach front cottage with private beach and dock, amazing porch with sunset views
9.6 out of 10, Exceptional, (71)
"This trip was planned as a girls getaway to surprise our daughter (who has three sons) coming up from Florida for a long weekend. We had such a fun time we decided to make it a yearly tradition. The house held all 8 of us comfortably, in a beautiful setting right on Seneca Lake, offering a beautiful display of Gods creation from either of the two decks. LOTS of laughter & love!"
Beach front cottage with private beach and dock, amazing porch with sunset views
Don't see what you're looking for?
See all available properties in Watkins Glen
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 Watkins Glen you may be interested in

Deluxe Double Room | Lake view
Lakeside Resort
2.5 star property
9.2 out of 10, Wonderful, (880)
"Lakeside Resort was a wonderful experience. The cabins are so nice and well maintained, our only critique is the furniture in the "Living room" was very uncomfortable, if we were 5'2" it would have been fine but after wine tasting all day we just wanted to sit back with a glass of "the find of the day" and relax, but the chairs didn't have tall enough backs to actually rest your head on so we ended up watching TV in the bedroom where we could rest against the headboard with pillows. Rocky came...
The price is NZ$339
per night
28 May - 29 May
Lakeside Resort
Terrace/patio
The Hotel Laurel at Seneca
2.5 star property
8.4 out of 10, Very good, (603)
"The lake view was nice especially in the morning"
The price is NZ$437
per night
28 May - 29 May
The Hotel Laurel at Seneca
Bar (on property)
The Anchor Inn and Marina
2.5 star property
8.2 out of 10, Very good, (287)
"Room was big with a nice view of the lake. The breakfast isn't much but enough to get you going."
The price is NZ$244
per night
28 May - 29 May
The Anchor Inn and Marina
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 Watkins Glen 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 Watkins Glen. 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 Watkins Glen. Seeing all the best attractions is bound to make you fall in love with Watkins Glen. 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 Watkins Glen short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Watkins Glen?

Yes, there are holiday rentals close to the most popular sights in Watkins Glen, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Watkins Glen speak positively about the lakeside and wineries in this destination. Make sure you have time to check out the waterfalls and temples during your trip.

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

Fully Renovated rural cottage in the perfect spot!: This highly rated holiday home rental in Watkins Glen is located in a rural location, and has a furnished patio, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Watkins Glen?

With 70 Expedia holiday rentals, you're guaranteed to find just the right place for your Watkins Glen stay.

What’s there to see and do in Watkins Glen?

Watkins Glen State Park and Watkins Glen Beach are a couple of lovely local spots to get outside and enjoy nature. While here, The Tasting Room and Seneca Harbor are other places worth a visit.

What’s a holiday rental in Watkins Glen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Watkins Glen. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience 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 great choice for family gatherings.

Recent reviews of Watkins Glen properties
Expedia verified reviews

Meadow Court Inn

Meadow Court Inn

5/5 Excellent
"Older facility, but very comfortable and good value. Close to grocery stores, restaurants, and other conveniences for an extended stay. Room has fridge, microwave, and coffee pot."
A verified traveller stayed at Meadow Court Inn
Posted 2 days ago
Meadow Court Inn