Tiny house holiday rentals in Ontario County

4.97 out of 5 average rating, 322 reviews

Home in Canandaigua

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

4.96 out of 5 average rating, 74 reviews

Tiny home in Naples

Offgrid Tiny home with private ponds, Finger lakes

This tiny house is surrounded by forest and ponds, just out of Naples. You will have private access to a pond and 15 acres of forest. In winter you are minutes away from Bristol mountain ski resort and Hunt hollow ski resort. For cross country skiing there is Cummings nature centre down the road. This property is in a prime area with lakes to kayak or fish on, many hiking trails including Grimes Glen, and the wine routes and arts and crafts the finger lakes are known for. 2 nights minimum

4.98 out of 5 average rating, 198 reviews

Cabin in Hemlock

Quiet,peaceful,relaxing.Honeoye Hidden Gem!

Stay in our cozy, completely renovated cabin in the woods where elegance meets quaint…nestled in the Finger lakes and wine country region..to include craft breweries as well..Includes all new appliances /heat /AC with all the comforts of home! Also has an automatic generator in the rare event of power failure. This property offers 1 mile of mowed trails and 60 acres to explore! Hiking, cross country skiing and snowshoeing available.Snowmobiling trails and ski resorts just minutes away.

4.86 out of 5 average rating, 171 reviews

Tiny home in Penn Yan

Hollow Hills Tiny Home

Brand new double lofted Tiny Home on wheels located upon a private country hillside. Overlooking the hills of Keuka Lake, guests can enjoy radiant sunrises, knowing they are just minutes from the local wine trail/ breweries, Crispin Hill Wedding Venue, Apple/ Grape picking, the list goes on! While enjoying a cup of coffee, guests can take in a quiet and tranquil morning, all while being just a half mile from the Village of Penn Yan. Stay connected with our wifi, or just relax by the fire!

5 out of 5 average rating, 72 reviews

Tiny home in Rushville

Whitetail Retreat

Relaxation comes natural at our unique tiny house situated on a Whitetail deer farm overlooking the pond. We supply fishing poles, firewood, and deer cookies to hand feed the friendly deer. Weather is unpredictable, but we have two decks, one of which is covered with a barbecue grill to keep you dry and still enjoy nature. The loft bedroom is not for everyone, as you must climb a ladder. Also, the house is elevated so you must also be able to do stairs. We are not handicap accessible .

4.9 out of 5 average rating, 449 reviews

Cottage in Lyons

Peppermint Cottage

Nestled in peaceful Upstate N.Y., between Finger Lakes Wine Country and Lake Ontario and right in the heart of the Erie Canal is the Peppermint Cottage. The Peppermint Cottage is a unique destination. The Peppermint Cottage is a place for guests to “Step Back in Time” and experience the simple pleasures of life including a warm fire, relaxing under the stars in a hot tub, sauna or strolling our gardens. Family friendly establishment. Birders, bicyclists and outdoor enthusiasts welcome.

4.97 out of 5 average rating, 353 reviews

Cabin in Hemlock

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! This beautiful little cabin is nestled into the hillside above, with a view of nearby Honeoye Lake. Sit and relax in a remote location, with all the essentials a short distance away. Come and recharge in our cozy cabin! With high speed Wi-Fi, it's a great place to work remotely as well! WINTER WEATHER ADVISORY: During the winter months, we highly recommend an all-wheel or 4-wheel drive vehicle to get up the driveway.

4.98 out of 5 average rating, 112 reviews

Tiny home in Keuka Park

The Tiny House on the Prairie - QKA

A little slice of calm and contentment in this rustic well appointed tiny house on wheels. IT'S GETAWAY TIME! Perfect for a couple. Stunning views of Keuka Lake. Fully furnished kitchen, deck with patio furniture & propane gas grill. Fire pit with adirondack chairs. Enjoy the symphony of the night time under the stars with s'mores. Great location to the wineries, breweries & restaurants. 3 minutes to Keuka Lake State Park. Almost everything we have is made in the USA.

4.86 out of 5 average rating, 117 reviews

Cottage in Branchport

Unique, renovated country cottage

A quiet very relaxing private home out in the Finger Lakes region. High speed internet & roku tv provided. Gas fireplace, airconditioning. Open loft bedroom with great star gazing while laying in bed. There are multiple wineries and breweries that are just a short drive. Penn Yan, Hammonsport & the town of Naples just a short drive. Kueka Lake State Park 5 miles away. Note: Sorry this cottage is not suitable for small children, due to the loft cable style railings.

4.92 out of 5 average rating, 232 reviews

Cabin in Penn Yan

Penn Yan/Keuka Lake/Wine Trail, Outlet Trail Cabin

2016 Cabin borders the Keuka Lake Outlet/Trail. The Keuka Lake Outlet is the waterway that runs from Keuka Lake to Seneca Lake. The Outlet trail is a 6+ mile walking/biking trail with great views, waterfalls, etc. Cabin has heat/A.C, microwave, refrigerator, coffee pot, USB charging outlets for cell phones. Outdoor cook grill and fire pits for campfires. If more sleeping capacity is needed let us know ahead and we can park our camper there for you (added fee)

4.95 out of 5 average rating, 130 reviews

Cottage in Honeoye

The Hideaway on Hobart- New/Recently Renovated

*This property just completed a FULL RENOVATION in 2023. Steps from Honeoye Lake* The Hideaway on Hobart is a newly remodeled cottage steps from the hidden gem of the Finger Lakes, Honeoye Lake. The house is conveniently located at the north end of the lake and has full access to a private community beach, park and boat launch. The property has 2 bedrooms, one of the best kitchens/common spaces on the lake and an AMAZING deck. Two ski resorts within 15 minutes.

4.94 out of 5 average rating, 118 reviews

Tiny home in Hemlock

Little Lodge in Hemlock

Adventure awaits you in this rustic getaway. This tiny home used to be a hunting lodge and we have renovated and updated the space to be a peaceful spot for whatever brings you out our way. We like to think of it as the bee keeper’s lodge. Close to Hemlock, Canadice, Honeoye, and Conesus lakes for hiking, fishing, kayaking, or picnicking. Or enjoy a night in! There is a gas grill, patio, outdoor dining area, fire pit, and a game shed out back.

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Popular amenities for tiny home rentals in Ontario County

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Family-friendly tiny home rentals

4.94 out of 5 average rating, 122 reviews

Cabin in Keuka Park

Bluff Point of View Chalet Rentals, Wines & Vines

TamieRating, 5 stars8 months ago

What a beautiful, relaxing home. i needed a place to relax after a long day of volunteering and this was beyond my expectations.

4.83 out of 5 average rating, 414 reviews

Cabin in Naples

East hill cabins #1

AllieRating, 5 stars2 weeks ago

I have stayed at Ron’s property in the past and just as before, it was a great experience. The cabin is just as described and very close to Naples. The cabin was cozy and there was heat in there. Everything was very clean. Ron is also very responsive and helpful. 10/10!

4.79 out of 5 average rating, 320 reviews

Cabin in Naples

East Hill Cabins #3

ScottRating, 5 stars1 month ago

Perfect for what I was looking for - a quiet place in the woods to work remotely for the week (great wifi) and hop out for a ride or hike to break up the day.

Cabin in Naples

4.83 out of 5 average rating, 208 reviews

Lone Oak Cabin

TimothyRating, 5 stars7 months ago

Had a great week getting away from the grind of the city and work. It is private, very quiet, deep in the woods. The outdoor fireplace and grill were the perfect touch. I didn't have any cell service in the entire valley from Honeoye to Naples (I'm on T-Mobile) but a friend and and family member who had Verizon and AT&T had good service.

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Tiny home rentals with a patio

Tiny home in Jerusalem

4.17 out of 5 average rating, 6 reviews

Finger Lakes Forest Retreat

AlyssaRating, 5 stars7 months ago

My boyfriend and I were looking for a long weekend getaway and found this gem in the Finger Lakes region of New York! I loved how this Airbnb was located in such a quiet, peaceful, and beautiful area as it really made for a great experience! While the generator unfortunately wasn’t working during our stay, our host was very accommodating, letting us know of this issue upfront, and offered lots of suggestions to make our stay especially comfortable! The tiny home itself was cute and very cozy! Even with it being cold at night, having the fire pit and chairs right outside of the home was a huge bonus! I would definitely stay here again and recommend this place to others! The host was very responsive during the entire duration of our stay, and while I would of ultimately preferred having power in the home, the experience was great even without it and I would do it again!

Tiny home in Middlesex

4.67 out of 5 average rating, 3 reviews

Sunflower Cabin at Country Charm Campgrounds

JenniferRating, 5 stars35 months ago

Great place for a weekend getaway! Our dog was excited to be glamping with us as well! Staff was nice and the general store was great. We hope to see you again.

Place to stay in Penn Yan

4.31 out of 5 average rating, 16 reviews

Pine Grove Cabin

DaltonRating, 5 stars11 months ago

I work night shift & she let me check in early when I got outta work. Such a beautiful spot.

4.88 out of 5 average rating, 25 reviews

Cabin in Geneva

Seneca Hideaway - The Rustic Sportsman Cabin

SymRating, 5 stars3 weeks ago

We loved it. It was clean, laid back, and had lots of space to move around. The outdoor restrooms and showers were clean and not too far or close to the cabin. The hot tub was clean and relaxing. It was an overall great stay and well worth the money. We will definitely be visiting again in the near future. :)

4.88 out of 5 average rating, 8 reviews

Dome in Branchport

Glamp! A Dome Among the Trees! Water View

MalloryRating, 5 stars8 months ago

Was super cute. Would definitely come back during the summer

5 out of 5 average rating, 43 reviews

Tiny home in Springwater

Sunshine Daydream: cabin with all the amenities!

BethRating, 5 stars2 weeks ago

We loved our time just as much as the first time. Sally is so accommodating! The rentals are cozy and comfortable! Their attention to detail is top of the line.

4.91 out of 5 average rating, 22 reviews

Cabin in Geneva

Seneca Hideaway - Sunken Vessel Cabin

JosephRating, 5 stars2 weeks ago

Joshua was polite, responsive and accommodating. The property was as advertised providing ample room for a calm and quiet atmosphere. I would rebook in the future and highly recommend to those looking to getaway and enjoy the nature.

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Tiny home rentals with outdoor seating

4.95 out of 5 average rating, 62 reviews

Guest house in Geneva

Sail Away

MelissaRating, 5 stars2 weeks ago

Mary’s place was delightful. Exactly as described. Everything was neat and clean. We arrived after dark and weren’t quite sure we were in the right place because the path ends at the back door to a house and then you have to walk through the yard of the house (which we now know is Mary’s) before you get to the stairs to the cottage. The cottage itself was charming. We enjoyed our stay.

4.86 out of 5 average rating, 64 reviews

Cottage in Penn Yan

Come enjoy some peace at Seneca Lake

StephanieRating, 5 stars2 weeks ago

Very cozy cabin, right on the water. Beautiful area and dog friendly! Would definitely stay again!

4.92 out of 5 average rating, 99 reviews

Tiny home in Branchport

Glamp! Tiny House Coyote Pond - Water Access/View!

StacieRating, 5 stars8 months ago

The tiny house was spotless and matched all the reviews I read. Beautiful spot and view. The coyotes at night were amazing to hear and the loft bed was actually quite comfortable. I would say the only thing was the sulfur water system was something new to me but everything she does is economically safe. If you're looking to stay, check out Conklin's Gully for an amazing hike and Smokin Pete's for a great BBQ dinner! Ultimately the weekend was great and the location is beautiful. Look forward to staying again with plans for more hikes since the area is loaded with trails.

5 out of 5 average rating, 13 reviews

Cabin in Geneva

Seneca Hideaway - Romantic Getaway Cabin

JillRating, 5 stars1 week ago

This Airbnb was incredible! The cabin was clean, cozy, and had everything we needed for our stay. The hot tub was definitely a great bonus! Joshua was such a friendly host and so was his sweet pup, Molly! We are definitely planning a trip back! The pond on the property was also so pretty and filled with frogs :)