Holiday rentals in Naples

4.81 out of 5 average rating, 289 reviews

Flat in Naples

Naples Barn

Don't miss a stay in in the Naples, New York! Naples Barn is happily situated in the heart of the Finger Lakes. Here you can find local wineries, breweries, shopping, and hiking, right in our walkable village of Naples, NY. Our first-floor studio apartment (w/separate entrance) will surround you with art from our travels around the world. Our furnishings are homespun-eclectic and always comfortable! Perfect for couples and families. (The apt is on the 1st level, the green part of the barn.)

4.91 out of 5 average rating, 181 reviews

Cabin in Prattsburgh

Naples, wineries, breweries, hiking, Finger Lakes!

Get away in this cozy little cabin on 5 acres of mature forest. Just minutes away from the Finger Lakes wineries and breweries. Enjoy everything the Finger Lakes has to offer, kayaking, hiking, skiing -just minutes away. You will love the feel of this cabin and the warm wood stove as you relax in this quiet secluded home with full bath and great well water. Enjoy the nature trail, start a campfire, cook on the grill after the wineries and breweries. Only 8 miles to Point of Bluff Winery!

4.99 out of 5 average rating, 156 reviews

Cottage in Naples

Hideaway House >HOT TUB< *Secluded w/Amazing Views

The Getaway Hideaway House is tucked near the scenic Honeoye and Canandaigua Lake Wine & Brewery Trail—perfect for wine lovers, adventurers, and those seeking a peaceful escape. Enjoy stunning valley and hillside views from the living room or while relaxing in the year-round covered hot tub on the patio. Just a short drive (under 10 minutes) to Naples for great dining and entertainment. Note: Due to the hillside location, AWD or 4WD is recommended during inclement weather for safe access.

4.99 out of 5 average rating, 140 reviews

Flat in Naples

Suite Dreams

The entrance to the apartment has mats for shoes or boots and hooks for coats and backpacks. The bedroom has a queen size bed and full bath with a tub and shower attached. There has been a smart tv added to the bedroom wall since the pictures were taken. On the garment rack there are extra pillows, linens and a fleece blanket for your convenience. The living room has a half bath, “Murphy “bed and furniture to relax or watch tv. The kitchen is small and equipped to prepare simple meals.

4.97 out of 5 average rating, 256 reviews

Guest house in Naples

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your holiday romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your holiday special moments in the privacy of this beautiful cabin!

4.99 out of 5 average rating, 135 reviews

Home in Naples

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

4.97 out of 5 average rating, 378 reviews

Guest suite in Naples

Naples Escape: Artistic & Serene w/ Magical Views

Escape to a peaceful, artistic haven surrounded by nature’s beauty! This 10-acre gem offers sweeping views, a tranquil pond, and leisurely strolls. Just 2 miles from the heart of Naples, explore waterfalls, wineries, charming shops, and local dining. Perfectly situated for seasonal adventures, with Bristol Mountain and Cummings Nature Center both under 20 minutes away. Whether unwinding or exploring, this cozy sanctuary offers a harmonious balance of comfort and creativity.

Superhost

4.85 out of 5 average rating, 116 reviews

Holiday house Basic Apartment 2a

The ideal level of solitude and easy access to the Finger Lakes Region are provided by this completely renovated two-bedroom cabin. Go to Arbor Hill Winery in Naples for a drink, or take a stroll through the Wayside Farmers Market. Relax in the hammock by the creek when you return home, or watch Netflix in the lovesac. Naples Creekside Cabin has everything you need, whether you're looking for a vacation or a staycation. 🌲🍇🏡 🐈🐕**This property is pet-friendly**🐕🐈

4.86 out of 5 average rating, 576 reviews

Hi-Tor Hideaway. The Cure for Cabin Fever.

A beautiful log cabin in the woods with an incredible view, that sleeps 5. There is a queen bed downstairs, a double in loft and then a roll-away twin in living room. Peace and quiet, discovering nature and resetting yourself. Life has been a challenge and it is good to step back sometimes. Our peaceful retreat is centrally located near many parks and waterfalls. Located between beautiful Canandaigua, Keuka and Seneca Lakes.

4.96 out of 5 average rating, 161 reviews

Guest suite in Naples

Warren Hill~The Peaceful Place in the Woods~

The Peaceful Place In the Woods is an apartment suite nestled in ten acres of woodlands just five minutes from the quaint; historic village of Naples, NY. Enjoy the fresh air and changing colors of the season from your cozy hideaway or explore many adventures that Naples has to offer. Stellar cuisine, theater, music, fine arts, festivals, and a truly rich array of activities will leave you wanting to return again!

4.93 out of 5 average rating, 100 reviews

Off-grid cabin in Finger Lakes with lake view

Private hilltop cabin with lake view surrounded by wilderness. Off grid and off road. Hike 15 minutes to get to it or drive you FWD vehicle. Fire pit, covered outdoor kitchen, books and games inside. Next door to mountain bike/walking trails at Hickory Ridge preserve. Beddings, towels and cooking gear supplied. Staying at the cabin is like camping, but we try to make it so you do not need to bring any gear.

4.94 out of 5 average rating, 323 reviews

Guest suite in Naples

All Seasons Base Camp - Finger Lakes

**King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster; Walk to Main Street, restaurants, wineries, distillery and breweries** All Seasons Base Camp is perfect for a couple or 2 friends looking for a comfortable and convenient place to stay while visiting the Finger Lakes Region for hiking, biking, fishing, skiing, water falls chasing, and wine tasting!

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Other great holiday rentals in Naples

4.98 out of 5 average rating, 44 reviews

Home in Naples

Amazing Stargazing Fingerlakes Retreat

KatieRating, 5 stars1 month ago

Lovely home 15 minutes out of town, peaceful days and nights with only a few neighbors driving down the road. We did not have a chance to use the hot tub or sauna but both of those looked extremely clean and inviting. Beds were comfy, lots of pillows. Kitchen was well stocked with condiments, spices, and extras. The bathroom is huge and super clean. There's two blankets in the living room that are so big and so soft, and the leather couches are very comfortable as well. Little off putting if you arrive at night and aren't familiar with the lay out but day two we felt right at home! 1 TV which was nice it kept us socializing instead of hiding out somewhere. Various books around to peruse. And Wendy was very kind and responsive, offering to come help if need be with anything. The closest walmart/wegmans/big box store is in Canandaigua so keep that in mind for trips. Overall truly a peaceful relaxing retreat! Thank you for a wonderful stay!!

5 out of 5 average rating, 69 reviews

Cabin in Dundee

Timber View At Timber Trails

BrookeRating, 5 stars3 days ago

I can’t say enough about Kay’s cabins! I arrived a little early and was able to get a sneak peak of all of them. They are all extremely unique and adorable. Perfect if you want the tiny house experience but still have high standards when it comes to accommodations. This place is so much better than a hotel! It’s a true gem! Part of me wants to tell everyone to come and stay here and part of me wants to keep it a secret so it’s available whenever I want to come back. Kay is also a doll! So sweet and accommodating!!! I will 100% be back!!!

5 out of 5 average rating, 14 reviews

Home in Middlesex

Lake spirit bungalow

BenjaminRating, 5 stars1 week ago

The space was amazing, and made us feel right at home. The furniture and the bed were very comfortable, and the view from the balcony is great! We would certainly stay again when we're in the area.

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.

4.82 out of 5 average rating, 17 reviews

Chalet in Dansville

Scandinavian Chalet | Hot Tub | FLX Retreat

RyanRating, 5 stars1 week ago

This cozy oasis was an absolute gem!!! We stayed the weekend and spent our days cooking in the gorgeous fully functional kitchen and sitting outside on the back deck admiring the sounds of the forest. It was peaceful and quiet, just what we were looking for. The house is stunning. The host provided a plethora of information about things nearby! It was lovely. Would love to come back and have another restorative and relaxing weekend here!!

5 out of 5 average rating, 31 reviews

Cabin in Prattsburgh

Birchwood Hollow Log Home

RichardRating, 5 stars1 day ago

This was our second time staying at the cabin and we simply love the place. The home sits on a beautiful, large, private lot…perfect to play with the dog. The covered porch is great for enjoying quiet time in nature. Inside, you have everything you need. We really like spending time in the reading nook. We will definitely be back!

4.97 out of 5 average rating, 107 reviews

Naples Cabin w/ Lake Views & Wraparound Deck!

DianeRating, 5 stars9 months ago

Beautiful house with spectacular view. Great room was indeed a great room for everyone to hang out in. Kitchen was large enough for multiple people to put things together. We had all we needed. The water is well water and did have a little smell. It didn't affect coffee and cooking, but we did buy water for drinking.