Holiday rentals in Tompkins County

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Top-rated holiday rentals in Tompkins County

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Guest favourite

Home in Ithaca

4.91 out of 5 average rating, 215 reviews

Craftsman cottage near Cornell & Cayuga wine trail

Welcome to the upstate cottage of your dreams! This petite charmer has been tastefully renovated to curate a boutique guest experience. Enjoy cooking meals in the sunny gourmet kitchen, spinning 45s on the turntable, drinking coffee on the porch, or relaxing on the patio by a wood-burning chiminea. Fully-fenced yard with mature trees & bistro lighting, main floor king bed & bath, two living rooms, two indoor fireplaces! Minutes to downtown, hiking, waterfalls, IC, Cornell, &the Cayuga Wine Trail

Top guest favourite

Guest house in Ithaca

5 out of 5 average rating, 87 reviews

The Overlook at Ithaca - A Modern Lakeview Retreat

The Overlook at Ithaca is an exquisite one-bedroom guesthouse in Ithaca, NY, poised just a stone's throw away from the serene Cayuga Lake. Every detail of this sanctuary has been thoughtfully curated for couples and small groups of adults seeking an unparalleled escape." Policy: * 4 people, 2 vehicles max on-site at any given time. * No animals * No children under 12 (Infants under 1 year old are ok) Note: The driveway is quite steep and there are 20 interior stairs to access the apartment.

Guest favourite

Home in Brooktondale

4.95 out of 5 average rating, 176 reviews

The Homestead-One of Ithaca's Best!

Large spacious private vacation or business rental. Nine miles from Ithaca College and 15 minutes from downtown Ithaca, this property is located close to everything yet just far enough out of town for complete privacy. The spacious living space sleeps up to six while the yard and campfire area are large enough for football or to play Frisbee. Surrounded by forests and rolling hills, the view is spectacular. A trailhead for the Fingerlakes trail is within walking distance from the rental.

Guest favourite

Townhouse in Ithaca

4.83 out of 5 average rating, 112 reviews

High Above Cayuga's Waters

Airport a mile away! Spacious 3 bedrm 3.5 bath townhome with exquisite resort decor. Check-in to Ithaca and you will never want to leave this home. Five minutes from Cornell University Campus. Fifteen Minutes from Ithaca College Campus. Climb the Clock tower at Cornell. Visit the wonderful wineries along Cayuga Lake or Just relax after a busy move in day for your college scholar. Perhaps all you need is to make a nice pot of tea to rest your weary muscles from moving those boxes into the dorm.

Top guest favourite

Flat in Ithaca

4.92 out of 5 average rating, 169 reviews

Cayuga Lakefront Getaway

Enjoy waterfront living in this charming, comfortable apartment on spectacular Cayuga Lake in Ithaca. This private apartment is upstairs in a home that is directly on the east shore of the lake, only 1.5 miles from downtown Ithaca. Enjoy everything Ithaca has to offer-- hiking, Ithaca Commons, Cornell U, Ithaca College, movies and theater, restaurants, the farmer's market, the waterfront trail, wineries-- all within a few minutes' drive of your rental. Or, relax at home and live the lake life!

Top guest favourite

Guest house in Trumansburg

4.96 out of 5 average rating, 27 reviews

Beautiful Sunny Private Cottage by the Woods

Beautiful, peaceful cottage near the woods. A whimsical getaway for all occasions - a private weekend for 2, a family vacation, or a celebration. 1 private bedroom and up to 4 extra sleeping arrangements. The loft is a perfect hangout for kids and young adults. Full kitchen, dish washer and in-unit laundry room. Private backyard with outdoor dining space and a gorgeous view of the pond and woods. Taughannock Waterfall 5 minutes away. Free Parking. Owners are next door to answer any questions.

Guest favourite

Cabin in Trumansburg

4.92 out of 5 average rating, 133 reviews

Sweet Retreat

Escape to this private 2 bedroom rustic cabin on the west shore of Cayuga Lake. Enjoy incredible views from the living room or soak up the sun on the dock. Appreciate a true happy hour on the screened-in porch or take libations on the lawn above the Lake. We provide linens, blankets, pillows, bath towels and kitchen towels. Disinfectant wipes provided & clean mattress covers provided. Taughannock falls State Park is just 6 miles south, along with several great wineries nearby & local town.

Guest favourite

Flat in Ithaca

5 out of 5 average rating, 23 reviews

Walkable cute downtown Ithaca +1 bdrm

Welcome to our chic 1-bedroom haven, recently renovated for modern comfort under new management! Nestled conveniently near the State Theater, indulge in the vibrant cityscape and culinary delights at your doorstep. Experience urban living with a touch of sophistication in our stylish retreat. Ideal for couples or solo adventurers seeking the pulse of the city. Walkable to Ithaca commons, many restaurants and close to hiking. This apartment is the perfect launching pad for all things Ithaca.

Top guest favourite

Flat in Ithaca

4.95 out of 5 average rating, 549 reviews

Charming, Downtown and Conveniently Located

The Best of Both Worlds- Our charming, Fall Creek apartment is conveniently located just blocks from the Commons/Restaurant Row & around the corner from Cascadilla Gorge, a beautiful trail leading up to Cornell. Perfect for couples, families, solo adventurers & LGBTQ friendly. Convenient, off street parking, separate entrance with outdoor patio area- perfect for your morning coffee or evening glass of wine. Full eat-in kitchen and side porch with cafe table seating.

Top guest favourite

Home in Newfield

5 out of 5 average rating, 8 reviews

Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!

10-20 Minute Drive to all the main attractions! - Buttermilk Falls State Park! - Ithaca Falls! - Cornell University! - Ithaca College! - Cayuga Lake State Park! - Taughannock Falls State Park! - Robert H Treman State Park! - Ithaca Farmers Market! - Ithaca Commons/Downtown! 25 Minutes Drive to: The start the Seneca like Wine Trail! 30 Minute Drive to: Watkins Glen State Park and Race Track! Hector Falls! Havan Glen Falls! 45 Mins Drive to Greek Peak Ski Resort!

Guest favourite

Holiday home in Ithaca

4.92 out of 5 average rating, 190 reviews

Clean Well-Maintained Cayuga Lake House in Ithaca

Clean, quiet, well-maintained , modern, comfortable house directly on Cayuga Lake but only minutes from downtown Ithaca, Finger Lakes wineries, Cornell, Ithaca College and gorge hikes. Our house has spectacular lake views, a modern floor plan and beautiful construction and details. New gas fireplace added in 2025. Pet Friendly, Kayaks, Canoe provided. There is an easy path with stairs from the lower parking to the house. See pictures of the steps to the lake.

Guest favourite

Home in Lansing

4.86 out of 5 average rating, 14 reviews

The Brick House at Bella Nottes (Beautiful Nights)

Relax and enjoy Cayuga Lake at this beautiful destination located in the heart of the finger lakes. Just a short scenic drive away to downtown Ithaca, Cornell University, Ithaca College, Wells College, as well as local wineries, fine eateries, spectacular waterfalls, hiking trails and gorgeous state parks. A beautiful stream runs parallel to the home. Take a scenic walk on the retired railroad tracks. Finish your day relaxing in the heated massage chair!