Family-friendly vacation rentals in Hammondsport

4.91 out of 5 average rating, 429 reviews

A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.

Cottage in Hammondsport

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to A Wise Getaway Amish-Built 800 Sq Ft Cottage on 50-Acre Farm No Cleaning Fee Upfront - All-In Pricing *One-time $50 pet fee A peaceful retreat for couples, families & your four-legged friends 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $50 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Indoor spacesFamilyBreakfast

A scenic view of Keuka Lake is captured from the deck, showcasing a spacious grassy area leading to the private lakefront dock. Boats are visible on the water, while the hillside is lined with trees under a clear blue sky.

4.96 out of 5 average rating, 137 reviews

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

FamilyKitchenParks

A hilltop retreat is depicted from an elevated view, showcasing a contemporary two-story home with a dark roof. Lush green fields surround the property, leading to distant hills and the shimmering waters of Keuka Lake, creating a scenic backdrop.

4.97 out of 5 average rating, 296 reviews

Heard It View The Grapevine

Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

KitchenIndoor spacesNearby

The estate is surrounded by lush greenery, with expansive landscaped grounds leading towards a charming two-story structure. A spacious deck can be seen at the back, offering views of the rolling hills and trees in the distance under a clear blue sky.

4.96 out of 5 average rating, 114 reviews

The Manor House Estate

The Manor House Estate is a premier 5,000 sf lake-view estate located directly on the Keuka Lake Wine Trail within proximity of over 100 Finger Lakes wineries, breweries and distilleries and a few miles from some amazing dining establishments, retail shops, museums and more. Nowhere can you find an affordable place this large and amazing! Boat, kayak and other rentals available within two miles! Perfect for weddings and other events! Inquire within for more details. 16 person maximum

Indoor spacesFamilyWifi

The farmhouse is positioned on a grassy hill, featuring a wrap-around deck that offers expansive views. Large windows illuminate the interior, while landscaped gardens with colorful flowers enhance the outdoor space. Lush greenery surrounds the property, contributing to the serene countryside setting.

5.0 out of 5 average rating, 208 reviews

Lakeview Crossing Vacation Rental

Lakeview Crossing is an 1800s farmhouse that has been completely renovated. The house sits on a hill overlooking Keuka Lake with vineyards below. Located along the wine trail, guests are short trips away from many local wineries, breweries, a distillery and antique shops. The town of Hammondsport is 6 miles away and has 2 local beaches for swimming and lake activity, restaurants, gift shops, antique shops, groceries, ect. There is a large deck overlooking the lake and the vineyards.

FamilyIndoor spacesParking

4.99 out of 5 average rating, 100 reviews

The image showcases a small cabin nestled in a natural setting, featuring a porch with a railing. An American flag is displayed prominently, with green grass and trees visible in the background under a partly cloudy sky.

Cabin in Hammondsport

Wildflower Cabin at Butterball Pond

A peaceful stay in the desirable Keuka Hillside neighborhood. It’s not big, but the memories here will be. Come stay at “Butterball Pond” and try your luck at catching Big Bob the Bass. You’ll find your draw to the Finger Lakes the same way-catch, release, come back for more. A small cabin with one queen bed on the ground floor and two beds, full and twin, in the loft. Good for a family of four or a couple. A wrap around deck with numerous places to sit and connect…or disconnect.

KitchenFamilyAmenities

A comfortable living room features a light blue color scheme and various seating options. A cozy fireplace is positioned beneath a decorative mirror. Vibrant patterned rugs add warmth to the space, which includes a wooden dining chair and a side table with a lamp.

4.99 out of 5 average rating, 164 reviews

Hammy on a Rye 2 Hammondsport NY

There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

KitchenFamilyParking

4.85 out of 5 average rating, 116 reviews

A spacious outdoor deck offers serene views of the calm lake, framed by lush green hills in the distance. Comfortable seating arrangements and a glass table invite relaxation, while a newly installed dock extends into the water, providing additional access to the waterfront.

Cottage in Hammondsport

Visions on Keuka Lake-Waterfront!

VISIONS ON KEUKA -NEW DOCK, Outdoor shower -Waterfront cottage -1/2 mile from Downtown Hammondsport -3 bed/2 bath (Sleeps 8 W/ 1 King, 1 Queen, Twin Bunks & Loft with Twin/Full) -12 wineries/breweries in 10 mile radius & great restaurants! -40+ stairs from the road to the house. -Parking is limited. -There is a $325 cleaning/septic fee. If you have more then 6 people and pets you must contact host first b/c there are additional fees ($50/person per day & $50 dog/per-day)

FamilyKitchenLaundry

4.92 out of 5 average rating, 100 reviews

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

Indoor spacesFamilyWifi

Two wooden Adirondack chairs are positioned on a dock, facing a vast, calm lake. The water reflects the clear blue sky, with gentle ripples created by a soft breeze. In the distance, sloping hills are visible, accented by patches of colorful foliage.

4.75 out of 5 average rating, 129 reviews

Keuka Lake Getaway

Secluded getaway for a stay/work-cation. Travel & stay as a group or separate! Winterized house has 4 br, 2 kitchs , 2 living rms & 2 baths. 2nd floor closes off for two separate living areas w/ 2 br each, or keep it open as a 4 br house. Cozy sunroom- enjoy the sunrise. Huge deck & fireplace at house, or enjoy a fire on the private 80ft lakefront across the street & down stairs. Boat whips on dock. Kayaks, SUPs & canoe for use! Docks/deck to spread out.

Indoor spacesFamilyLayout

Guest suite in Hammondsport

A welcoming veranda features white wicker chairs arranged around a small table. Bright yellow flowers are positioned near the steps, complementing the grey siding of the house. Natural light filters through the nearby windows, enhancing the inviting outdoor space.

Bed n' fix your own damn Breakfast

Come and sit on the Veranda with a glass of wine and some cheese. You will be one block from restaurants and shops and 2 blocks from a public beach for swimming and fishing on Beautiful Keuka Lake. Many wineries, breweries and distilleries within close driving distance. There are also a handful seasonal restaurants right on the water. This is a place to slow down and recharge.

Indoor spacesKitchenParking

4.88 out of 5 average rating, 212 reviews

4.92 out of 5 average rating, 162 reviews

Walk to Keuka Lake | Family Home in Hammondsport

Enjoy your own little home away from home in downtown Hammondsport. This sweet home is recently remodeled and located just a short walk from downtown Hammondsport and Keuka Lake. We are also just a short drive from some of the best wineries and breweries in the area!

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Popular amenities for Hammondsport family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 298 reviews

The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.

Guesthouse in Naples

Grandpa-T’s Guest Cottage at Hawks Landing

Indoor spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 154 reviews

A hot tub is situated on a wooden deck, offering a view of Canandaigua Lake and the surrounding snowy landscape. The tranquil scene is enhanced by the soft hues of a sunset sky, with trees framing the view in the background.

Chalet in Naples

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Indoor spacesKitchenValue

4.95 out of 5 average rating, 265 reviews

A warm, rustic living area features rich wooden walls and ceiling, accented by a cozy stone fireplace. Two leather couches sit facing the fireplace, with an ottoman at the center. Shelving units filled with books and decor complement the inviting space, enhanced by soft lighting.

Cottage in Branchport

Comfort and Luxury- Keuka Lake Dream Property

Indoor spacesKitchenBiking

4.86 out of 5 average rating, 152 reviews

Home in Pulteney

FingerLakes Retreat- Hot tub, SAUNA, Country Views

KitchenIndoor spacesBackyard

4.85 out of 5 average rating, 189 reviews

A two-story cottage is nestled against the shore, surrounded by trees. A wooden dock leads to the water, where kayaks are visible. Several outdoor seating areas, including Adirondack chairs, are positioned on the lawn, providing views of the lake. An American flag proudly waves nearby.

Cottage in Branchport

Keuka Lakefront House on West Side with Hot Tub

Indoor spacesFamilyWifi

4.94 out of 5 average rating, 308 reviews

Home in Geneva

Lakefront House: Hot Tub, Kayaks & Fire Pit

FamilyKitchenAccuracy

4.97 out of 5 average rating, 324 reviews

A rustic cabin features a warm wooden facade and a sloping roof. A stone pathway leads through well-manicured grass and bordered flower beds, connecting to the entrance. Lush greenery surrounds the property, and a clear blue sky complements the peaceful setting.

Cabin in Branchport

Cabin in the Finger Lakes

KitchenFamilyGrill

4.98 out of 5 average rating, 160 reviews

A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.

Home in Dundee

Private Waterfront Home Wine Trail Hot Tub Dock

FamilyIndoor spacesLocation

Family- and pet-friendly home rentals

A charming exterior view of the cabin is presented, surrounded by dense trees. A wooden deck features two chairs and a potted plant, providing a welcoming entryway. Gravel pathways lead up to the door, complemented by an outdoor storage shed in the background.

4.95 out of 5 average rating, 203 reviews

Hidden Hideaway

FamilyKitchenValue

A spacious two-story home is set against a lush green landscape, featuring a large deck with railing. Numerous windows allow natural light to fill the interior. The exterior showcases a blend of warm colors, with a metal roof and surrounding grassy yard, enhancing its inviting presence.

4.99 out of 5 average rating, 160 reviews

Keuka Lake Overlook & Dock @ Splitrock

KitchenFamilyValue

4.94 out of 5 average rating, 106 reviews

Family Thyme

KitchenIndoor spacesWalkability

4.97 out of 5 average rating, 119 reviews

A wooden sign displaying 'WILDLIFE RIDGE' stands in front of a cabin surrounded by neatly trimmed greenery. A flag fluttering in the breeze is visible nearby. The cabin structure features a combination of wood siding and large windows, adding to the rustic charm of the setting.

Cabin in Hammondsport

Wildlife Ridge - cabin between Keuka & Seneca

Indoor spacesFamilyLayout

4.98 out of 5 average rating, 104 reviews

A spacious glamping tent is surrounded by a well-maintained outdoor area featuring a circular stone pathway. Two bright blue chairs are placed near a fire pit, and wooden structures house an outdoor kitchen and a bathroom, all under a canopy of trees.

Tent in Bradford

Bobcat Bungalow at Vixen Vacations

KitchenFamilyHeating

5.0 out of 5 average rating, 401 reviews

A single-story lake house is pictured, featuring a light yellow exterior with large windows and a spacious deck. The deck extends toward the water with a railing and seating area visible. Surrounding greenery enhances the natural ambiance of the lakeside setting.

Guesthouse in Keuka Park

Keuka Beach House - Glamping at its best!

FamilyKitchenHiking

Guesthouse in Hammondsport

A deck area is shown, featuring several outdoor chairs arranged around a small table. Natural light is visible through large windows of the cottage, while a serene view of trees and sky enhances the space.

Waterfront Cottage with moorage on Keuka Lake

Indoor spacesFamilyAccess

4.95 out of 5 average rating, 124 reviews

A two-story farmhouse is set on a grassy hill, surrounded by tall green trees. The exterior features light-colored siding and a welcoming covered porch. An American flag adorns the front, and a gravel path leads up to the entrance, showcasing the spacious country setting.

4.85 out of 5 average rating, 120 reviews

Call of the Bluff: pet friendly home with lakeview

KitchenFamilyGetting around

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 230 reviews

Guesthouse in Burdett

Kline's Cottage

Indoor spacesFamilyValue

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 spacesTV

Apartment in Montour Falls

A well-appointed sleeping area features a queen-sized bed with a white comforter. A flat-screen television is mounted on the wall opposite the bed. Two bedside lamps provide soft lighting. A comfortable armchair sits in the corner, while a window allows natural light to enter.

Turner Park Suite

KitchenIndoor spacesCheckout

4.99 out of 5 average rating, 118 reviews

4.96 out of 5 average rating, 162 reviews

Home in Beaver Dams

Sleeps 10 Heated Pool, Hot tub, pickleball court.

Indoor spacesKitchenTV

4.95 out of 5 average rating, 201 reviews

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

Indoor spacesFamilyAccess

4.88 out of 5 average rating, 147 reviews

A spacious property is set on a green lawn, bordered by trees with autumn foliage. The house features a sloping roof and a driveway leading towards the lake, which is visible in the background. The landscape showcases a serene view of the waters and surrounding hills.

Villa in Keuka Park

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

FamilyKitchenAccuracy

4.97 out of 5 average rating, 115 reviews

A vast, open landscape features rolling hills and fields of green, under a clear blue sky. Sparse trees line the edges of the property, with a distant view of a white farm structure nestled among the greenery.

Barn in Bloomfield

The Green House

KitchenFamilyCondition