Family-friendly holiday rentals in Cortland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cortland

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

%{current} / %{total}1 / 1
Top guest favourite
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, 359 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.

Top guest favourite
A two-story dark blue house set against a snowy landscape, featuring a spacious deck with railings. The yard is blanketed in fresh snow, and trees without leaves create a serene winter atmosphere.
Chalet in Cortland
4.98 out of 5 average rating, 152 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!

Top guest favourite
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, 145 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.

Top guest favourite
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, 109 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.

Top guest favourite
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
4.85 out of 5 average rating, 156 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.

Top guest favourite
A modern studio space is presented with light-colored walls and wooden flooring. A spacious bed with a textured blanket is centered in the room. A kitchenette area features essential appliances, while a TV is mounted on the wall. Natural light filters through near windows.
Guest suite in Cortland
4.94 out of 5 average rating, 125 reviews

Private Studio in Virgil NY

Private Studio with bathroom, kitchenette, WiFi, Fireplace, and Tv located on the lower level of a single-family home dating back to 1856. Shared access to the fenced-in yard with outdoor seating and fireplace. Centrally located in the heart of Virgil, NY, making your travels easily accessible to: Greek Peak Mountain Resort - 2 mi TC3 - 5 mi Cortland State University - 5.4 mi Cornell University - 15 mi Ithaca College - 17 mi Ithaca Hiking - 19 mi smoke-free environment

Guest favourite
A couple is seen dancing in front of a whimsical hobbit-themed structure nestled among trees. A picnic setup lies on the ground, surrounded by greenery. The entrance of the unique dwelling is decorated with intricate woodwork and natural elements, creating an enchanting atmosphere.
Guest house in LaFayette
4.9 out of 5 average rating, 337 reviews

Stay a night at our tiny Hobbit House

We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

Guest favourite
The exterior of the home is shown covered in a light snowfall, surrounded by greenery. Large windows provide ample natural light, and a spacious deck features several chairs for outdoor seating. The sloped yard leads down to a tree-lined area.
Home in Cortland
4.88 out of 5 average rating, 105 reviews

B&B 44 at Greek Peak

B&B 44 is a 5 bedroom, 3 bathroom home located in Arcadia Village down the street from Greek Peak Mountain Resort and Hope Lake Lodge. Located within walking distance from skiing, hiking, mountain biking, fishing and canoeing, and within two hours of driving to nearby Ithaca, Rochester and Syracuse, you can visit any time of year for a relaxing or action-packed getaway. This home originally belonged to our grandparents, who ran a bed and breakfast for 40 years.

Guest favourite
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
4.94 out of 5 average rating, 103 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!

Guest favourite
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
4.96 out of 5 average rating, 163 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.

Top guest favourite
A cozy sitting area is highlighted by a stone fireplace, with two chairs positioned nearby. Natural light pours in from a skylight and windows, while textured rugs add warmth to the wooden floor. A decorative wall shelf enhances the inviting space.
Flat in Tully
4.99 out of 5 average rating, 387 reviews

Cozy Country Cottage

This is Country Quiet that is also centrally located. We are in between Syracuse and Cortland, NY (15 miles to both off Interstate 81.) You will be put to sleep by bullfrogs and crickets but be able to hop on the highway and reach many destinations. For vacationers, we are at the edge of the Fingerlakes about 20 miles from Skaneateles, NY. Whether passing through or here for a short stay, our place will provide comfort and quiet.

Guest favourite
A cozy living area features wooden walls, a sofa bed adorned with multicolored patterns, and a leather couch. A round dining table is positioned nearby. Natural light streams in through large windows, enhancing the inviting atmosphere, while decorative lamps provide additional lighting.
Flat in Dryden
4.9 out of 5 average rating, 300 reviews

Spacious apartment in the heart of the FingerLakes

Private spacious apartment with all amenities, located 15 minutes drive from Ithaca, NY. To relax during your stay, you can pour yourself a hot bath, unwind in the living-room or enjoy the outdoor deck with view on the 1 acre property. Other tenants include our poodle (Angélique) and Trouble, our outdoor cat. If you feel butch, you can start a fire and relax around our bonfire area or strip in your swimsuit and hop in our hot tub.

Popular amenities for Cortland family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Cortland

  • Total holiday rentals

    Explore 30 holiday rentals in Cortland

  • Nightly prices starting at

    Cortland holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Cortland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cortland rentals

  • 4.7 Average rating

    Cortland stays receive an average rating of 4.7 out of 5 from guests