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Holiday houses in Naples

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Quick stats about holiday rentals in Naples

  • Total holiday rentals

    Explore 20 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ and Laptop-friendly workspace across Naples rentals

  • 4.9 Average rating

    Naples stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Naples

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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

Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

4.97 out of 5 average rating, 156 reviews
Guest favourite
An aerial view captures the expansive green lawn surrounding a white house, with trees lining the property. A serene pond is visible at the bottom, reflecting clouds and trees, while a gravel road borders the scene, enhancing the rural setting.
Home in Naples

Peace Pond Acres in the Finger Lakes

Everyone is welcome at our secluded Cape Cod on 20 acres in the heart of the Finger Lakes region. 2.5 miles from the center of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, 15 min. to Bristol Mountain. Enjoy all the charm the Finger lakes has to offer from your centrally located homebase in Naples or make us your destination. Please note the base price is for 6 people & a fee for each extra person regardless of the # of days they stay.

4.94 out of 5 average rating, 110 reviews
Top Guest favourite
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

Welcome to Grandpa-T’s Guest Cottage at Hawks Landing… your 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 special moments in the privacy of this beautiful cottage!

4.98 out of 5 average rating, 299 reviews
Top Guest favourite
A spacious living area features a cozy electric fireplace beneath a wall-mounted TV. Large windows provide ample natural light and views of the surrounding landscape. Comfortable seating options, including a leather sofa and armchair, are arranged around a natural wood coffee table.
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, 234 reviews
Top Guest favourite
A hot tub is positioned under a covered deck, featuring clear water reflecting the blue sky. Lush green hills and trees are visible in the background, creating a serene natural setting.
Home in Naples

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

Located in the heart of the Finger Lakes Wine Region there is no shortage of adventures to be had. Summer vacations with all the amenities of home and the fun of your own pond, a hot tub, fire pit and a large yard. Fall brings beautiful foliage, nearby wineries for tours, tastings & hiking trails. In the Winter, a 10 minute trip to Bristol Mountain for slope recreation or even sledding on our very own property. Close to CMAC concert venue and Naples Grape Fest for the best grape pie ever!

4.99 out of 5 average rating, 185 reviews
Top Guest favourite
The exterior of the apartment is displayed, featuring a well-maintained garden bed with vibrant flowers. The entrance is marked by a white facade, adorned with floral arrangements under the windows. A brick pathway leads to the entrance, flanked by neat hedges.
Apartment 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 for your convenience. The living room has a half bath, couch (linens available to turn into a bed) and furniture to relax or watch tv. The kitchen is small and equipped to prepare simple meals.

4.98 out of 5 average rating, 192 reviews
Top Guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
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!

4.99 out of 5 average rating, 163 reviews
Top Guest favourite
A panoramic view of rolling hills is captured during sunset, with vibrant orange and pink hues highlighted by clouds. Lush greenery surrounds the scene, creating a serene natural landscape that invites relaxation.
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.

4.98 out of 5 average rating, 410 reviews
Top Guest favourite
A colorful abstract painting features flowing waves of vibrant colors, depicting trees with red and orange foliage against a softened background. The brushstrokes create a sense of movement, showcasing the blend of hues typical of changing seasons.
Loft in Naples

Seasons of Life BNB

Unique 950 SQ ft of private space above our barn home in the quaint village of Naples. Close to dining, breweries, wine tastings (several local) and boutiques. Some of the best the Finger Lakes has to offer. Venture out enjoy a nice walk, hike, fishing, boating, biking & music venues . Steps from the famous Naples Grape Festival end of September. There is a small grill and a fire pit for guest use.. A full continental menu arranged ahead so you may enjoy when you're ready.

5.0 out of 5 average rating, 92 reviews
Top Guest favourite
Four white Adirondack chairs are positioned around a stone fire pit, facing a serene lake. The shoreline is lined with green trees, and the sky is dotted with fluffy clouds. A natural stone pathway leads to the seating area, offering a peaceful spot for relaxation.
Home in Naples

The Chosen Spot: lakefront, hot tub, wineries, ski

The home is the last house on a private road, in a cove with distant neighbors, offering great privacy & solitude. A family of bald eagles nests in the cove. The huge 2nd story deck adorns the entire front of the house. Best views on the lake to enjoy your morning coffee or afternoon glass of wine while soaking in this little slice of heaven. Bring your boat, we have a whip mooring & hoist. Boat launch 3 mi Note: late June -Labor day, 7 nite min checkin/out Fri only.

4.96 out of 5 average rating, 104 reviews
Superhost
Home in Naples

Grimes Glen Haven | Hot Tub | Pet Friendly

Welcome to your Finger Lakes getaway in charming Naples, NY! This spacious two-story home features 4 bedrooms, 2 bathrooms, an open-concept kitchen and living area, plus a lower-level family room and kitchenette. Relax in the hot tub, gather around the fire pit, or unwind under the pergola in the peaceful backyard. Walk to downtown Naples, Joseph's Wayside Market, and Grimes Glen waterfalls. Minutes from Canandaigua Lake, wineries, breweries, and outdoor adventures.

5.0 out of 5 average rating, 5 reviews
Superhost
A two-story cabin is nestled among tall trees in a spacious green yard. A deck equipped with outdoor furniture offers a place to relax, while a small shed is visible on the property. The sky above features scattered clouds, enhancing the serene atmosphere.
Cabin in Naples

Lake/Ski Cabin with private hiking trail

Experience a serene Finger Lakes retreat featuring a private hiking trail with ravine and gully and partial view of Canandaigua Lake. This spacious property is 3 minutes from boat rental marina, 5 minutes from skiing at Bristol Mountain, and is perfect for exploring local breweries/vineyards, golf and hiking. Enjoy the tranquility of nature with amenities, including a new telescope and yard games, making it an ideal getaway for relaxation and adventure.

4.84 out of 5 average rating, 73 reviews

Popular amenities for Naples holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Naples

Superhost
Home in Naples

Walkable Wine Country Home With Hot Tub

4.76 out of 5 average rating, 21 reviews
Guest favourite
A welcoming living room is furnished with two light gray sofas adorned with patterned throw pillows. A round wooden coffee table sits atop a geometric area rug, showcasing a decorative item in its center. Natural light streams in from the windows, enhancing the cozy atmosphere.
Cabin in Naples

Lake's End Lodge

4.93 out of 5 average rating, 43 reviews
Top Guest favourite
Home in Naples

Cloud Wine Canandaigua-Lake Views & Hot Tub in FLX

5.0 out of 5 average rating, 15 reviews
Guest favourite
A new two-story home is set amidst lush landscaping, featuring a spacious driveway made of asphalt. A garage is visible beside the home, which showcases large windows and a covered porch area, blending seamlessly into the surrounding natural environment.
Home in Naples

Beautiful new hideaway in Naples

4.92 out of 5 average rating, 24 reviews
Guest favourite
Cabin in Naples

New! Luxury Chalet | Hot Tub | Sauna | Lake Views

4.87 out of 5 average rating, 47 reviews
Top Guest favourite
A tranquil cabin is nestled among trees, surrounded by a grassy area. Four red Adirondack chairs are arranged around a small fire pit, providing an inviting outdoor space. The cabin features a light-colored exterior with a wooden deck leading to the entrance, set against a bright blue sky.
Cabin in Naples

The Hill Hideaway

4.96 out of 5 average rating, 76 reviews
Top Guest favourite
Guesthouse in Naples

Creek to Course Retreat

4.97 out of 5 average rating, 36 reviews
Top Guest favourite
Cabin in Naples

Naples Earley Bird Air BnB Cozy Cabin

5.0 out of 5 average rating, 29 reviews

When is the best time to visit Naples?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$410 NZD$407 NZD$403 NZD$407 NZD$414 NZD$417 NZD$306 NZD$421 NZD$437 NZD$440 NZD$407 NZD$410 NZD
Avg. temp-3°C-2°C2°C8°C15°C20°C22°C21°C17°C11°C5°C0°C

Frequently Asked Questions

  • What are the best places to stay in Naples?

    The village center and neighborhoods close to local trails, vineyards, and markets are frequently suggested for easy access to attractions. Many stays feature scenic views and welcoming spaces with flexible arrangements.

  • What are the best things to do in Naples with kids?

    Children enjoy exploring Grimes Glen, participating in seasonal festivals and arts workshops, and visiting local parks. Bakeries highlight treats like grape pie, and markets introduce families to regional flavors.

  • What are some of the best things to do in Naples?

    Hike Grimes Glen, sample regional wines at local tasting rooms, and explore galleries featuring area artists. Visiting waterfalls, enjoying fresh grape pie, and engaging with community events are frequently suggested.

  • How is the weather in Naples?

    Naples has cold, snowy winters with temperatures often between 18 and 39°F (-8 and 4°C). Spring and fall are milder, while summer afternoons usually reach 79 to 83°F (26 to 28°C) and bring increased rainfall in July and August. Pack for changing conditions throughout the year.

  • When is the best time to visit Naples?

    Late spring through early fall is often recommended for milder weather, with temperatures around 47–83°F (8–28°C) and more daylight. The area sees blooming gardens and seasonal festivals, making outdoor activities accessible.

  • What are the best places to visit in Naples?

    Explore Grimes Glen, visit tasting rooms for Finger Lakes wineries, and take in art at local galleries. Nature preserves and waterfalls are frequently suggested for outdoor activities.

  • What are some hiking trails in Naples?

    Explore Grimes Glen for scenic waterfalls, and wander through High Tor Wildlife Management Area or other nearby preserves. Trails range from easy creekside walks to forested routes inviting year-round exploration.

  • What are some family activities we can do in Naples?

    Families enjoy walking Grimes Glen, visiting playgrounds and parks, and sampling grape pie at local bakeries. Seasonal events and outdoor markets create opportunities for fun and learning together.

  • What are some of the best day trip ideas from Naples?

    Explore other Finger Lakes towns for lakeside activities, visit historic sites, or enjoy regional museums and gardens. Wine trails and state parks around the area invite both relaxing and adventurous day outings.

  • Are there any pet friendly accommodations available in Naples?

    Many vacation rentals and cottages in and around Naples welcome pets, especially those near parks or walking trails. Hosts often share local recommendations for outdoor spaces suited to travelers with dogs.

  • What are some local tips for visiting Naples?

    Arrive early for popular trails or festivals to enjoy quieter moments, and check out local shops for grape pies and handmade goods. Engage with community guides to discover regional wines and art.

  • What is Naples known for?

    Naples is known for its grape-growing heritage, scenic waterfalls, and small-town atmosphere rooted in the Finger Lakes region. The village has locally celebrated foods, community art, and outdoor recreation.

  • What are the best hidden gems to explore in Naples?

    Hike through lesser-known nature preserves or discover tucked-away waterfalls near Naples. Local shops and artisan studios often highlight creative, small-batch goods rooted in Finger Lakes traditions.

  • What are the best foods to try in Naples?

    Naples is known for grape pie, as well as seasonal farm-to-table dishes using Finger Lakes produce. Bakeries and small restaurants frequently suggest homemade treats and locally sourced ingredients.

  • What should I bring for a trip to Naples?

    Pack layers for variable temperatures, hiking shoes for outdoor trails, and a rain jacket, as precipitation is possible throughout the year. A reusable water bottle and sun protection are also convenient for outings.

  • What is the nightlife in Naples like?

    Naples has locally rooted venues for craft beverages, casual dining, and occasional live music in informal settings. The atmosphere is relaxed, with small-town charm and community spaces for gathering.

  • What are the most popular events or festivals in Naples?

    The Naples Grape Festival, often held in early fall, celebrates local harvest with food, music, and craft exhibits. Seasonal arts fairs and community events bring visitors together throughout the year.

  • Are there family friendly vacation rentals in Naples?

    Many vacation rentals and cottages in Naples feature family-friendly spaces, including larger rooms and kitchens. Hosts frequently mention access to nearby parks and activities suitable for children.

Destinations to explore