Town of Fleming Holiday Rentals

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Top Holiday Rentals Destinations in Town of Fleming

Spacious Lakefront Home for Large Groups, 2 Acres, Central AC, Kayaks, Boat Dock

9.2 out of 10, Wonderful, (95)
"Nice property with lots of room for a group of 8. Outdoors there was plenty of space for activities and a beautiful new deck on the lake. The groups "
Spacious Lakefront Home for Large Groups, 2 Acres, Central AC, Kayaks, Boat Dock

Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

10.0 out of 10, Exceptional, (226)
"This cabin was great, exactly what we were looking for in a quick weekend trip upstate. Love that it’s dog friendly, our pup enjoyed it as well. So close to all the Vineyards around which also allow dogs, and Taughannock Falls State Park. "
Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (249)
"Quaint bungalow on lake. Gorgeous views. My lab Jake was comfortable. Want to return in summer so he can enjoy swimming in lake. "
Cozy new England style cottage Right on Wine and Beer Trail

Finger Lakes ~ Firepit, Pet Friendly, Wine Country, Game Room ~ Skaneateles Lake

9.4 out of 10, Exceptional, (22)
"Enjoyed the stay!"
The price is AU$931
includes taxes & fees
16 Dec - 17 Dec
Finger Lakes ~ Firepit, Pet Friendly, Wine Country, Game Room ~ Skaneateles Lake

Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!

10.0 out of 10, Exceptional, (28)
"Had a wonderful weekend trip with my boyfriend and our dog. Clean house with all of the amenities. Short ride to Aurora (cute small town) and 1/2 hour to Ithica (hiking and city). Corner store and a couple of wineries nearby. Would definitely stay again when we can use the lake, but enjoyed the sunsets and beautiful mornings. "
Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!

Cozy Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (23)
"We loved this property and will be back again! So close to everything!"
The price is AU$413
includes taxes & fees
1 Dec - 2 Dec
Cozy Bungalow right on the Lake wine and brewery trail.

Pet-Friendly Ovid Home Near Seneca Lake & Wineries

9.0 out of 10, Wonderful, (31)
"We had a great time in this home. Short drive to the wineries, quiet neighborhood. Everything as described - including the steep stairs. We were even given snacks and coffee! Thank you!"
Pet-Friendly Ovid Home Near Seneca Lake & Wineries

Cozy barn space i.e “Hawthorne” #1

8.4 out of 10, Very good, (20)
"Nice spot to unwind for the weekend. Beautiful view with the pond right outside the door."
The price is AU$364
includes taxes & fees
23 Dec - 24 Dec
Cozy barn space i.e “Hawthorne” #1

Log Cabin with Private Indoor Heated Pool-Hot Tub-firepit-Game Room-100 acres

10.0 out of 10, Exceptional, (2)
"The carpet had multiple stains in three bedrooms and the upstairs hallway. The pool house had a dirty floor and an iron stained pool. If I had gone in the pool I would have brought dirt in from the previous people."
Log Cabin with Private Indoor Heated Pool-Hot Tub-firepit-Game Room-100 acres

Historic Lake Front Home

9.6 out of 10, Exceptional, (21)
"Well set up for a large group."
The price is AU$1,507
includes taxes & fees
3 Dec - 4 Dec
Historic Lake Front Home

Unique Ovid Apt w/ Grill on Cayuga Wine Trail!

9.8 out of 10, Exceptional, (68)
"Very neat n clean deb was a great host .centrally located to enjoy the wineries on both Cayuga n Seneca lakes"
Unique Ovid Apt w/ Grill on Cayuga Wine Trail!

Rustic yet Modern Log Cabin, Cayuga Wine Trail, Dog Friendly, Open Year Round

10.0 out of 10, Exceptional, (156)
"Our trip to Cayuga Lake was wonderful! The newest member of our family, Boats, a chocolate lab loved everything about it. We can't wait to come back."
Rustic yet Modern Log Cabin, Cayuga Wine Trail, Dog Friendly, Open Year Round

Wine Down Bungalow-Newly Renovated, Perfect For Two! Your private lake break!

9.4 out of 10, Exceptional, (28)
"enjoyed our stay, everything was as advertised."
Wine Down Bungalow-Newly Renovated, Perfect For Two! Your private lake break!

True lakefront! Booking 2025! Parking, C/Air, kayaks, fishing. Pontoon option.

9.6 out of 10, Exceptional, (195)
"Perfect location for access to wineries, parks and restaurants. House was clean & beautiful lake setting. Thank you for sharing your home."
True lakefront! Booking 2025! Parking, C/Air, kayaks, fishing. Pontoon option.

Cheerful 2 Bedroom House with off street parking

10.0 out of 10, Exceptional, (41)
"Convenient to Finger Lakes attractions, clean and comfortable."
Cheerful 2 Bedroom House with off street parking

Located in the Historic downtown district, cozy studio, wifi.

9.2 out of 10, Wonderful, (20)
"Enjoyed a three day stay in a "reconditioned apartment" of a once majestic brick "Edwardian" house on a street with some well preserved mansions. The compartmentalization allows for several comfortable living quarters. Easy parking and access. On a manhistorical mansion mansion"
The price is AU$361
includes taxes & fees
2 Dec - 3 Dec
Located in the Historic downtown district, cozy studio, wifi.

Finger Lakes Cottage Getaway

10.0 out of 10, Exceptional, (33)
"This property was amazing! My husband and I spent our honeymoon here exploring the fingerlakes and this cottage was an amazing place to stay and relax between adventures! The views were spectacular!"
Finger Lakes Cottage Getaway

PERFECT Finger Lakes Trip, POOL, LAKE, spacious home and yard, close to wineries

10.0 out of 10, Exceptional, (79)
"Friends gathering to celebrate meeting on trip to Italy. Decided to do a reunion in the Finger Lakes. The house was in a great location and perfect for the 10 of us to reunite. We did a sailing trip on Truelove Schooner on Seneca Lake and did a brewery / winery tour. So many very close to this location. The house was large with many gathering areas, clean and comfortable. Perfect for socializing and catching up. Great fire pit on the lake. Jill was great with answering questions in a...
PERFECT Finger Lakes Trip, POOL, LAKE, spacious home and yard, close to wineries

Family fun, wine tours and beautiful sunsets

9.8 out of 10, Exceptional, (157)
"great for family gathering on water with dock and firepit all a plus enough room to move around inside centrally located for hiking & shopping"
Family fun, wine tours and beautiful sunsets

☞Fire Pit☞Smart TV❤ of Seneca Wine Trail☞A/C

10.0 out of 10, Exceptional, (66)
"We had a nice stay with our black lab. Nice, dog friendly property. We were there Monday - Friday in early September. The weather was beautiful and proximity to local attractions was a plus. No crowds at all. A really relaxing visit. We will be back for sure. "
☞Fire Pit☞Smart TV❤ of Seneca Wine Trail☞A/C
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.
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Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.