Family-friendly vacation rentals in Cortland

4.93 out of 5 average rating, 100 reviews

The exterior of a charming yellow duplex features green shutters and decorative architectural elements. A white chair and a small flag are positioned on the porch, with a well-maintained front yard showcasing grass and landscaping. A sidewalk leads alongside the house.

Home in Homer

Farmhouse on Fulton

Farmhouse on Fulton is a duplex located in the heart of the village of Homer, NY. Just a few blocks from the Center 4 the Arts, the village green, school playground, restaurants, bakeries, the library, and a few lovely local shops. Homer is a picturesque village taken right out of a Hallmark movie. Two miles from Cortland and a short drive to Ithaca, Syracuse, easy access to I-81, the Finger Lakes Region, local breweries and wineries, 3 different ski resorts, indoor waterpark, golf courses.

Indoor spacesKitchenCheckout

5.0 out of 5 average rating, 104 reviews

This aerial view captures a lakefront property surrounded by lush greenery. The spacious home features a large deck overlooking the water, with easy access to the lake. A private dock is visible, offering direct lake access for recreational activities.

Home in Tully

Luxury Lakehouse on the water!

An unforgettable stay awaits at this private lakefront property. The waterfront home has been beautifully remodeled with high-end finishes and equipped with modern appliances, providing the ideal combination of luxury and tranquility. Start your day with a coffee on the large back deck and finish it with a campfire overlooking the lake. Song Mountain - 3 min drive Song Lake - Steps from back door Vesper Hills Golf Club - 12 min drive Create Lasting Memories In Tully With Us & Learn More Below!

FamilyIndoor spacesCleanliness

4.92 out of 5 average rating, 108 reviews

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 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!

Indoor spacesFamilyAccess

4.98 out of 5 average rating, 130 reviews

The entrance features a welcoming door framed by two windows, with steps leading up to a wooden porch. Potted flowers in vibrant colors add charm, while a dining set is placed nearby for outdoor enjoyment.

Home in Groton

The Bennett House

Centrally located near Cornell University, TC3, Ithaca College, and SUNY Cortland. Located between Owasco Lake and Cayuga Lake, in the heart of the Fingerlakes Region. Golf Courses, State Parks, State Land Hunting, Wineries and Breweries, Hiking Trails, and Beautiful Gorges. Minutes to downtown Cortland or Ithaca. Child Friendly, Pet Friendly with Fully fenced in yard and indoor crate that fits all size dogs. This is a family home and we want you to be as comfortable as you are at your home ❤️

KitchenFamilySkiing

4.98 out of 5 average rating, 168 reviews

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

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.

KitchenIndoor spacesValue

4.98 out of 5 average rating, 155 reviews

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

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!

KitchenIndoor spacesAir conditioning

4.86 out of 5 average rating, 182 reviews

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

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.

KitchenIndoor spacesDecor

4.88 out of 5 average rating, 110 reviews

Home in Cortland

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.

KitchenFamilyAir conditioning

4.93 out of 5 average rating, 123 reviews

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

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!

FamilyIndoor spacesSkiing

4.95 out of 5 average rating, 191 reviews

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 Cortland

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.

FamilyKitchenTV

4.9 out of 5 average rating, 324 reviews

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.

Apartment in Dryden

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.

FamilyIndoor spacesShared spaces

4.9 out of 5 average rating, 397 reviews

The living room features large glass doors that open to a scenic view of the lake, allowing natural light to fill the space. A comfortable sofa and coffee table are arranged on a patterned area rug, while a television is positioned near the doors.

Cottage in Tully

Lakeside Cottage

Spend a relaxing visit lakeside in our rustic little cottage on beautiful Song Lake. Our quaint little two bedroom cabin comes with all the comforts of home. Enjoy swimming, kayaking, fishing, or just relaxing lakeside. Also great for skiing in the winter, with Song Mountain less than a mile away, and 2 other ski resorts nearby. Just off interstate 81 and a short drive to Syracuse, the Finger Lakes or Ithaca.

FamilyKitchenBiking

Popular amenities for Cortland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 181 reviews

A charming wooden cabin features a large screened-in porch and multiple windows. A stone fire pit is surrounded by rustic stools, creating a cozy outdoor gathering space. Lush greenery and trees provide a natural backdrop, evoking a serene atmosphere for relaxation.

Cabin in Freeville

Hot tub under the stars at cozy cabin in the FLX

Indoor spacesFamilyHeating

4.9 out of 5 average rating, 607 reviews

Home in LaFayette

Country Lodge | Hot Tub • Waterfalls • Farm Stay

KitchenFamilyWalkability

4.94 out of 5 average rating, 161 reviews

Home in Auburn

Hot Tub + Rare Flat Lakefront | Dock & Kayaks

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 510 reviews

Chalet in Ithaca

Naturalists' Retreat

FamilyIndoor spacesCondition

4.98 out of 5 average rating, 129 reviews

The living room features a spacious seating area with a green couch and an armchair, positioned near a large window that offers views of the lake. A coffee table sits between the seating, complemented by a side table and an art piece on the wall.

Cottage in King Ferry

King Ferry Cottage on Cayuga Lake

Indoor spacesFamilyParks

A well-equipped kitchen features modern appliances, wooden cabinetry, and a rustic charm with reclaimed materials. A red staircase leads to the upper level. Natural light fills the space through multiple windows, highlighting the warm wood flooring and inviting decor.

4.99 out of 5 average rating, 137 reviews

Modern Retreat-waterfalls, hottub, king bed, CU

Indoor spacesKitchenCleanliness

A modern kitchen features sleek cabinetry and a spacious countertop with bar seating. Stainless steel appliances are positioned along the wall, complemented by stylish backsplash tiles. Natural light enhances the light-colored decor, while a patterned rug adds a touch of comfort to the space.

4.91 out of 5 average rating, 228 reviews

Midcentury Modern home w/Hot Tub (2 mi to Falls)

Indoor spacesFamilyLaundry

4.92 out of 5 average rating, 272 reviews

A charming home is set amidst lush greenery, featuring a manicured lawn and colorful flower beds. A stone pathway leads to a welcoming front porch, framed by trees that provide natural shade, enhancing the inviting exterior of the property.

Home in Newfield Hamlet

Stunning mountain view, sunroom, hot tub, private

FamilyKitchenAccess

Family- and pet-friendly home rentals

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

All Seasons All Reasons Lake house

FamilyIndoor spacesLocation

4.86 out of 5 average rating, 110 reviews

4.94 out of 5 average rating, 127 reviews

A cozy home is featured amidst colorful autumn foliage, with large windows reflecting the natural surroundings. The property is situated at the intersection of a well-maintained gravel road and a paved driveway, providing easy access to the parking area.

Townhouse in Cortland

Perfect for a quick getaway. Sleeps 10.

KitchenIndoor spacesParking

4.98 out of 5 average rating, 138 reviews

The exterior of a rustic cottage is framed by a large tree and vibrant blooming rhododendrons. The building features a sloped roof and multiple windows, blending harmoniously with the surrounding nature.

Cottage in Brooktondale

Canaan Country Cottage

Indoor spacesFamilySkiing

4.93 out of 5 average rating, 782 reviews

A unique earth-sheltered residence is nestled into a grassy landscape, surrounded by trees. The exterior features rustic stone construction and a sloping green roof. Two outdoor chairs provide a place to relax in front of the house, which has large windows and French doors.

Earthen home in Ithaca

Fieldstone Suite

KitchenFamilyLaundry

5.0 out of 5 average rating, 103 reviews

A rustic cottage is perched on stilts, surrounded by vibrant autumn foliage. Large screened windows provide expansive views, while a wooden deck with railings offers outdoor space below. The structure features a charming blend of dark wood siding and a light-colored roof.

Cottage in Homer

Cottage Over Water - Skaneateles Lake

Indoor spacesKitchenCheckout

4.96 out of 5 average rating, 111 reviews

A red railway caboose is nestled among tall trees and bright yellow flowers. Grass surrounds the property, creating a natural setting that invites exploration. The exterior features windows and a small porch, with the rustic charm of the train architecture evident throughout.

Train in Ithaca

The Cozy Caboose!

KitchenFamilyBackyard

The cottage exterior is framed by lush greenery and mature trees, showcasing a welcoming front porch. A white railing borders the porch, which features comfortable seating. A distinctive chimney and large windows enhance the inviting aspect of this charming home.

4.92 out of 5 average rating, 242 reviews

Craftsman cottage near Cornell & Cayuga wine trail

Indoor spacesKitchenLayout

Apartment in Chenango Forks

The exterior of a detached two-story apartment is shown, featuring a brown facade amidst autumn foliage. A gravel path leads to the entrance, while steps ascend to a deck on the side. Large windows offer views of the surrounding landscape.

Hilltop Hideaway

KitchenFamilyLong stay

4.99 out of 5 average rating, 108 reviews

Family-friendly home rentals with a pool

The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.

5.0 out of 5 average rating, 115 reviews

Downtown Ithaca New Build – Award-Winning Stay

KitchenFamilyAir conditioning

4.98 out of 5 average rating, 222 reviews

The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.

Home in Newfield Hamlet

Camp S’mores- Modern A-Frame with Pool

FamilyIndoor spacesBathroom

A remodeled country home is situated amidst lush greenery, featuring a gravel driveway leading up to the house. A silver metal roof covers the attached garage, while a camper is parked beside the garage. Trees provide natural shade around the property.

4.96 out of 5 average rating, 230 reviews

Haven Woods, quiet house, minutes to Ithaca w/ AC

Indoor spacesFamilyPets

4.97 out of 5 average rating, 248 reviews

A welcoming entrance features a ramp leading to a wooden deck adorned with potted flowers. The front door is framed by two windows with brown shutters, offering a charming view of the lush greenery around the property.

Cottage in Lansing

The Cottage: Cozy one bedroom in Lansing NY

FamilyIndoor spacesAir conditioning

Superhost

A brown wooden exterior of The Honeycrisp House is complemented by large windows reflecting natural light. A paved pathway leads to the entrance, flanked by lush greenery. The garage, attached to the main structure, features a gentle arch design.

Home in LaFayette

The Honeycrisp House at Beak & Skiff

Indoor spacesKitchenBathroom

4.95 out of 5 average rating, 261 reviews

4.96 out of 5 average rating, 159 reviews

A bright living area features an orange sectional sofa accompanied by a green armchair. A glass coffee table rests on a textured rug. Natural light filters through tall windows with wooden frames, illuminating a stylish piece of wall art and a leafy indoor plant.

Apartment in Auburn

Contemporary and cozy flat, w/ fireplace & balcony

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 310 reviews

A gravel driveway leads to a secluded cabin nestled among tall pine trees. Sunlight filters through the branches, casting a warm glow on the landscape. The natural surroundings feature a blend of greenery and autumn foliage, creating a tranquil setting.

Cabin in Lisle

Private Cabin and Pond Property

KitchenIndoor spacesRiver