Family-friendly vacation rentals in Cortland County

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Top-rated family-friendly rentals in Cortland County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene outdoor space features a grassy area leading to the calm water, with a picnic table nearby. Four Adirondack chairs are arranged around a fire pit, and a private dock extends into the lake, inviting relaxation and outdoor enjoyment.

Home in Tully

4.92 out of 5 average rating, 108 reviews

4 BR/2.5 BA Lake House | Pets OK | Fire Pit | Dock

Bring the whole family and make memories of a lifetime at this BEAUTIFUL LAKE HOUSE!! - Cozy, cabin-style interior with wood stove - Serene atmosphere by the lake - Updated, fully stocked kitchen - Four bedrooms on the second floor - Home gym with exercise equipment - Beautiful outdoor patio & huge back deck - Private dock with lake frontage - Kayaks & fishing poles available - Convenient in-home laundry - Enjoy stunning sunrises over the lake - Only 1 mile from Song Mountain!

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Superhost

Apartment in Cincinnatus

5 out of 5 average rating, 4 reviews

Cozy Apartment with Arcade & Games

Experience comfort, style, and fun in this beautifully renovated 2-bedroom apartment located in Cincinnatus, New York. Perfect for couples, families, or small groups, this cozy space blends modern living with shared, hotel-style entertainment amenities designed to make your stay relaxing, easy, and memorable. Whether you’re here to unwind, spend quality time together, or work remotely, this apartment offers a warm and welcoming atmosphere with unique features rarely found in a 2-bedroom stay.

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Guest favorite

Chalet in Willet

4.94 out of 5 average rating, 162 reviews

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

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Superhost

A patio area featuring a fire pit surrounded by a circular stone pathway. A spacious wooden deck extends over the water, furnished with tables and chairs, complemented by a swim-up ladder leading to the lake. Lush greenery borders the area, and a gentle hill rises in the background.

Cottage in Homer

4.86 out of 5 average rating, 110 reviews

All Seasons All Reasons Lake house

Wonderful lake house! Clean sheets and beds are made!Kitchen is fully stocked with blender, gas grill, coffee pot, & dishwasher. Sleeping areas- 2 bedrooms on main level-each has a double bed, a loft w/double mattress(wooden ladder), downstairs a bedroom with bunk bed set and a futon. Excellent walk out swim area or jump off the dock with swim up ladder. Included firewood, use of kayaks. Great fishing. Come make great family vacation memories! SUNY Cortland is 8 and SU is 17 miles away.

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Top guest favorite

A private fire pit area is set on lush green grass, surrounded by several light wooden chairs. In the background, Song Lake glistens under the sun, and a private dock extends into the water, providing access to the serene scenery.

Cottage in Tully

4.95 out of 5 average rating, 382 reviews

Lakefront Getaway - Relax & recharge on Song Lake!

Private lakefront getaway on Song Lake! Spectacular rural setting with room to roam. Enjoy views of autumn foliage by day, relax by the firepit at night! Private deck & dock - bring your kayak and fishing gear! Fully equipped kitchen. Outdoor gas grill. 5 min to Onco brewery. 2 min to Heuga's Alpine & Song Mountain. Ski/snowmobile in winter. Year round access to Finger Lakes wineries, breweries, spas. 25 min to charming Skaneateles dining & shopping. Near 6 colleges including Cornell & SU.

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Top guest favorite

A blue house with a large wooden deck extends from its front, offering outdoor seating under an umbrella. Lush green grass surrounds the home, while trees and a small garden area add a natural touch. Two red chairs are positioned nearby for relaxation.

Chalet in Cortland

4.98 out of 5 average rating, 154 reviews

Cozy Hillside Chalet - Greek Peak/Cortland/Ithaca

Hello there and thank you for considering a stay at my peaceful, hillside getaway! You'll find that this home is conveniently located just seconds from Greek Peak Mountain Resort, 10-minutes away from downtown Cortland, and 25-minutes from downtown Ithaca. Enjoy amazing views of the surrounding hills and two-acres of yard from the 360 sq. ft. back porch which runs the length of the home. The year-round hot tub, beautiful outdoor porch, and large firepit are all ready and waiting for you!

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Top guest favorite

A charming historic house is displayed, featuring a light exterior with decorative trim. A sloped roof and front porch with steps lead to the entrance. Lush green shrubs line the base of the house, complemented by trees in the background, suggesting a peaceful residential setting.

Home in Cortland

4.98 out of 5 average rating, 164 reviews

Adorable 2-bedroom home

Adorable home built in 1890 and renovated in 2019. Easy on/off from I-81, centrally located in New York- making it a great location to stay while visiting multiple colleges in one trip. Including SUNY Cortland, TC3 (~15min), Syracuse University(~30 min), Cornell (~30 min) & Ithaca College (~40 min) *Walking distance to: SUNY Cortland Downtown/Mainstreet Cortland Starbucks Several amazing local restaurants & a grocery store. Great local ski options including Greek Peak and Labrador Mtn.

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Top guest favorite

A firepit surrounded by five blue Adirondack chairs is positioned on a lush green lawn. The tranquil reflection of trees and hills can be seen in the lake, creating a serene backdrop as the sunset casts a warm glow over the scene.

Cottage in Little York

4.98 out of 5 average rating, 121 reviews

Lakefront Escape: Kayaks/Firepit

Escape to this cozy all seasons lakefront cottage on Little York Lake! This charming retreat offers a perfect blend of tranquility, adventure and picturesque views no matter the season. Enjoy direct lake access for swimming, kayaking, and serene moments. In winter, hit nearby slopes for skiing, or go ice fishing on the lake, returning to our charming cottage for a fireside retreat. This ultimate lakeside getaway for all seasons is an ideal choice for a couple, family or a group of friends.

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Top guest favorite

A two-story white house is framed by green shutters and a welcoming front porch. The yard features a light dusting of snow, with patches of grass visible. Trees provide shade while a driveway leads to a parked blue vehicle in the background.

Guest suite in Cortland

4.86 out of 5 average rating, 175 reviews

Conveniently located private suite in Central NY

Clean, comfortable, one-bedroom suite located in one of the best areas of Cortland! Only a 5-min walk to Yaman park where you can sit down for a nice picnic, swim in the beach area, fish, or kayak in the Tioughnioga river. Easy commute to Syracuse 40 mins or Ithaca. Located 40mins to 8 golf courses, and 4 ski resorts. Walking distance to grocery stores, laundromat, coffee shop, restaurants, a fitness center, bus route, and city owned rental bikes all located within just a few minutes.

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Guest favorite

Tiny home in Marathon

4.95 out of 5 average rating, 94 reviews

Hoxie Haven | Glamping in the Gorge |

NOTE: temps below 20° may mean no running water in the bathhouse. Camp toilet stays usable. Nestled by a stream at the foot of a hill, alongside Hoxie Gorge State Forest, near the head of Hoxie Gorge Trail & Finger Lakes Trail; only 9 miles from Greek Peak Ski Resort, this tiny house A-Frame is a year-round glamping escape you don’t want to miss. This unique and cozy space is ideal for couples or solo trips. Equipped with a mini fridge, toaster oven/air fryer, microwave and kuerig.

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Guest favorite

A cozy living area is presented with a light-colored sofa adorned with yellow accent pillows. A decorative cabinet with an electric fireplace is positioned against the wall. Natural light filters through a window dressed with blue curtains, illuminating a patterned rug on the floor.

Farm stay in Virgil

4.93 out of 5 average rating, 118 reviews

Country Chic B&B near Ski Resort. Spacious 2br3bth

This stylish place is close to must-see destinations. Greek Peak ski resort with all season attractions, Suny State and Cornell University, Fingerlakes wine trails. This property boasts 2 large bedrooms with a spacious open concept living and dining area. Spectacular views from indoors and around the 6 acre grounds. Full renovation underway with all new floors, appliances, bathrooms, state of the art lighting and country chic decor. Pet friendly!

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Guest favorite

A white farmhouse with classic black accents is set against a backdrop of lush green grass and trees. The two-story building features a welcoming front porch and large windows, while a distant church spire can be seen through the trees.

Farm stay in Cortlandville

4.95 out of 5 average rating, 180 reviews

1820's Quaint Rustic Farmhouse

Beautiful, spacious, two-bedroom private suite. The Farmhouse is located on 50 acres of farmland in our beautiful river valley. We are directly off the Cortland I-81 exit and are 30 minutes to Cornell, Ithaca and Syracuse. We are conveniently located near Greek Peak and other local ski areas. Great location for professors, parents, students, outdoor enthusiast and anyone exploring the Finger lakes! We hope you enjoy your stay and come back again.

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