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Family-friendly holiday rentals in Chemung County

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Top-rated family-friendly rentals in Chemung County

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

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Guest favourite
Apartment in Elmira

Spacious, artsy, brick Victorian,Wifi, laundry

2-bedroom Victorian, exposed brick, hardwood floors, artsy feel has all the amenities of home. Spring, Summer and Fall offer gardens with flowers, koi, dragon flies, butterflies & birds in Historic Civic District of Elmira. Near Community Arts of Elmira, Arnot Art Museum, Dunkin, CCC, grocery stores (WEGMANS), LECOM, Elmira College, LECOM Event Center. Chemung Valley History Museum, John Jones Museum, Civil War Prison Camp, Vietnam Memorial Muesum, Woodlawn National Cemetery, Mark Twain Study +.

Indoor spacesFamilyAmenities

4.96 out of 5 average rating, 177 reviews
Top Guest favourite
Cottage in Van Etten

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cottage on 30 acres of land with modern amenities. Enjoy distant views of hills through huge windows overlooking distant hills and a swimming pond. It's a retreat for every season, featuring beautiful fall foliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

Indoor spacesFamilyLocation

4.96 out of 5 average rating, 147 reviews
Guest favourite
The exterior of the house is shown, featuring a red-colored facade with white trim. Multiple windows align the walls, allowing natural light inside. A small porch is accessible from the front, and a grassy area surrounds the structure, with a few shrubs lining the foundation.
Home in Beaver Dams

Whole house for Relaxing Couple or Family Retreat

Our home is located on Rte 414 10 miles to Corning or Watkins Glen. The beautiful back yard allows for a campfire (wood ), sunbathing and playing games. Explore the creek bed that leads to a stocked trout stream. Visit the goats at the farm. Kids born 3/25There is a slope from the parking to the house. Two TV's are connected for your convenience. Parking is off 414 with ample space for 3 cars. This remodeled home has hard wood floors, custom kitchen cabinets and granite counter tops.

Indoor spacesKitchenTV

4.87 out of 5 average rating, 542 reviews
Top Guest favourite
The sleeping area features a plush, spacious bed adorned with white linens and decorative pillows. A macramé wall hanging is displayed above the bed, alongside a framed artwork of a giraffe. A bedside lamp and a potted plant rest on a nearby nightstand.
Apartment in Van Etten

Finger Lakes Sunset View near Ithaca and Watkins

Escape to our charming, country-chic space, an ideal retreat for two. This private haven has all the essentials for a perfect getaway. Nestled in the beauty of NY’s Finger Lakes, our location is 30-40 mins from diverse attractions: the lively college town of Ithaca, Cornell University, thrilling NASCAR events in Watkins Glen, renowned wineries, & state parks. For those seeking tranquility, step onto the private deck and enjoy a fire as the sun sets. Welcome to your peaceful escape in upstate NY!

KitchenFamilyLaundry

4.98 out of 5 average rating, 257 reviews
Top Guest favourite
The elevated treehouse is illuminated by soft lighting along the wrap-around deck, surrounded by trees in a nighttime setting. A gentle slope leads up to the entrance, providing accessibility. The structure features warm wood tones that complement the natural surroundings.
Treehouse in Horseheads

Falcon Nest - Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

Indoor spacesFamilyBathroom

4.99 out of 5 average rating, 296 reviews
Guest favourite
Home in Beaver Dams

Sleeps 10 Heated Pool, Hot tub, pickleball court.

Enjoy the Finger Lakes @ our custom built 3 story, 3 bedroom, 3 bath, open concept home! Built in 2015 by your Host, David. Relax in the 8 person hot tub & splash in the oversized heated pool w/diving board & bball hoop! Explore 70+ local wineries, state parks w/ waterfalls & trails. Only 6 miles from Watkins Glenn racetrack. About an Hour from 2 large Ski Resorts. Explore onsite the 70+ acres, sit around the campfire, play pick ball, pool, fooseball, arcade games, basketball & frisbee golf

KitchenIndoor spacesAmenities

4.96 out of 5 average rating, 162 reviews
Top Guest favourite
A simple exterior view of the tiny house is captured, featuring a metal roof and a garage door. A small lawn area with green grass and two outdoor chairs is present, along with a black barbecue grill. Trees are visible in the background.
Tiny home in Cayuta

House on the Hill

A tiny house with the comforts of home. Single Bedroom stair free in-law suite with amazing sunsets and the feeling of being in the middle of the woods while still being close enough to enjoy a reasonable drive to some of the Finger Lakes best hiking trails, food, wineries and other destination locations. If you come in the winter you will want an all wheel drive vehicle if there is snow on the roads, but half a mile down the hill and you are on the state highway to the finger lakes region.

KitchenFamilyHiking

4.96 out of 5 average rating, 213 reviews
Top Guest favourite
A secluded cabin is reflected in the clear waters of a private pond, surrounded by lush green trees. A small dock is visible, extending into the pond, providing access for kayaking or swimming.
Cabin in Catlin

Off-grid, tiny pond side cabin near Fingerlakes

Close to the Fingerlakes, this Little Cabin in the Big Woods is a off-grid, secluded, pond-side cabin on 56 acres of private woods. Unplug and enjoy a peaceful weekend in nature. No worries, we have hot showers and generator provided electric for evening lights and recharging devices. Open seasonally from May - Oct. Swim off the dock in the private pond, or paddle the kayak or canoe. Ten miles from Corning's Gaffer District & 25 miles to the world famous Watkins Glen State Park.

Indoor spacesKitchenLaundry

4.96 out of 5 average rating, 133 reviews
Top Guest favourite
A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.
Home in Elmira

Comfy Ranch House with Pool 3BR/2BA

Welcome to our cozy Upstate NY retreat! Perfect for traveling workers or family vacations, this newly renovated 3-bedroom, 2-bathroom house offers a comfortable stay. It features a stocked kitchen, laundry room, and spacious, furnished rooms. In the summer, enjoy our 24-foot round pool with a deck and lounge chairs. The backyard has a 5-burner gas grill, a gliding bench, and an outdoor table with a retractable umbrella, ideal for dining and relaxing. Book now for a great stay!

FamilyIndoor spacesPool

4.95 out of 5 average rating, 201 reviews
Top Guest favourite
The exterior of the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi.

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 323 reviews
Top Guest favourite
The Theodore Friendly House, constructed in the Queen Anne style, features a distinctive facade with intricate details. An American flag is displayed from the porch. Lush greenery surrounds the exterior, enhancing its historic charm and inviting appearance.
Apartment in Elmira

Spacious apartment in the Theodore Friendly House

The Theodore Friendly House was built in 1880 in the Queen Anne style with Eastlake details throughout. Located in the Near Westside National Historic District, which is a prime location near Downtown Elmira's shops, restaurants, theaters, museums, arena, churches, and bars. Handy drive to Mark Twain Gravesite, Newtown Battlefield, National Soaring Museum, Corning Museum of Glass, Finger Lakes wineries, and Watkins Glen International. All are welcome!

KitchenFamilyLayout

4.94 out of 5 average rating, 388 reviews
Top Guest favourite
The rustic cabin is nestled amidst lush greenery, with a wraparound deck overlooking the tranquil Cayuta Creek. Steps lead up to the deck, where a shaded picnic table is situated. The natural surroundings enhance the serene atmosphere of this charming retreat.
Cabin in Van Etten

Creekside Cabin

A cozy cabin on the banks of Cayuta Creek, immersed in natural beauty. Located on our 75 acre organic orchard and cidery, it is a short drive to Ithaca, Watkins Glen, Finger Lakes wineries, state parks and gorges. Nature surrounds you: water rushing, a tree frog chorus, beavers swimming by, bald eagles fishing trout. Enjoy hanging out and eating meals on a wraparound deck overlooking the water. Easy access, remote feeling.*Composting toilet*

FamilyIndoor spacesLayout

4.98 out of 5 average rating, 123 reviews

Popular amenities for Chemung County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A welcoming entrance is captured, featuring a sign labeled 'Tailoring Shoppe' hanging beside the entryway. Blossoming red roses and green foliage are noted along the steps, while the porch area offers a glimpse of black railings and a lantern illuminating the entry.
Guest suite in Elmira

The Tailor's Nook

Indoor spacesSleep qualityOutdoor spaces

4.93 out of 5 average rating, 14 reviews
Guest favourite
A hot tub is positioned on a front porch, featuring a smooth exterior and a cover partially opened. Seating is available for four adults, and a serene view of greenery can be seen in the background through the porch's railing.
Home in Horseheads

Old farmhouse with Hot tub in the Finger Lakes

Indoor spacesKitchenCondition

4.83 out of 5 average rating, 47 reviews
Home in Elmira

True luxury executive home! Short or Long term.

Top Guest favourite
Home in Van Etten

The Rainbow Valley Farmhouse

Indoor spacesKitchenHiking

4.95 out of 5 average rating, 43 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Home in Horseheads

3 bdrm 1 story off 86/14

Indoor spacesKitchenAir conditioning

4.95 out of 5 average rating, 420 reviews
Top Guest favourite
An open kitchen area is visible, featuring a stainless steel refrigerator and shelves with kitchen essentials. A wall clock is mounted above a side table, with a framed wall art piece depicting bottles. A doorway leads to a bright room with wooden accents.
Guest suite in Newfield Hamlet

Beautiful 2nd floor apt 10 min from 2 state parks

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 196 reviews
Top Guest favourite
A spacious living room is presented with two comfortable sofas facing a flat-screen TV. Natural light filters through multiple windows, illuminating a dining area with a table set for six. A patterned rug covers the floor, enhancing the open layout of the room.
Home in Horseheads

Spacious, Newly Renovated Home on a Quiet Street

KitchenIndoor spacesBarbecue

4.96 out of 5 average rating, 53 reviews
Guest favourite
A modern farmhouse exterior is shown, featuring red cladding and a well-maintained yard. Two stories are visible, with multiple windows allowing light to enter. Green shrubs and trees surround the home, contributing to the inviting setting along the neatly paved pathway.
Home in Horseheads

The Scarlet Roost • Airport & Finger Lakes Hub

KitchenFamilyBathroom

4.94 out of 5 average rating, 48 reviews
Top Guest favourite
Home in Elmira

20th Century Charmer

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 48 reviews
Guest favourite
A log cabin is surrounded by lush trees, featuring a spacious porch supported by sturdy wooden pillars. The roof extends over the outdoor area, providing shade. The natural landscape offers a serene setting, with grassy areas and a few prominent stumps visible.
Place to stay in Horseheads

Rustic Cabin with Trails Near Watkins Glen

KitchenIndoor spacesHospitality

4.94 out of 5 average rating, 17 reviews
Guest favourite
A single-story home is set back on a spacious lawn, bordered by a winding driveway. The exterior features a light-colored façade with dark window frames. Nearby trees provide gentle greenery, and a fence outlines part of the property.
Home in Horseheads

Close to Corning, Watkins Glen, and Ithaca

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in Millport

3BR/5 B house near Finger Lakes/Catherine Trail

KitchenIndoor spacesAccess

4.97 out of 5 average rating, 31 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in Waverly

Hunting on 400 Acre Mountain Top Ranch with Views

KitchenIndoor spacesBathroom

4.94 out of 5 average rating, 16 reviewsA modern swimming pool is illuminated in soft purple light, creating a serene atmosphere. Surrounding trees are subtly visible in the dim light, and a comfortable seating area is positioned nearby, fostering a peaceful outdoor retreat.
Home in Horseheads

Modern Mountain Retreat w/ Pool.

FamilyKitchenBathroom

4.21 out of 5 average rating, 14 reviews
Top Guest favourite
A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.
Home in Elmira

Comfy Ranch House with Pool 3BR/2BA

FamilyIndoor spacesBarbecue

4.95 out of 5 average rating, 201 reviews
Guest favourite
Home in Beaver Dams

Sleeps 10 Heated Pool, Hot tub, pickleball court.

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 162 reviews