Holiday houses in Naples

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Top-rated holiday rentals in Naples

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Guest favourite

Apartment in Naples

4.8 out of 5 average rating, 262 reviews

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.)

28 Nov – 5 Dec

$1,509 AUD total

Superhost

Tiny home in Naples

4.95 out of 5 average rating, 122 reviews

Whenland off grid tiny house with wood stove

Whenland is the name of this extraordinary 3 acre wooded property nestled in the hills of Naples, NY. Feel like roughing it, but don’t want to get too rough? Nestled back away from the road you'll find a fire pit, a small wooden handmade log bridge, repurposed material sculptures, and a wood stove heated tiny house from a repurposed trailer. This place has solar energy only, no running water and a composting toilet outhouse. Wine country, hiking, lakes, gorges, nature rich earth abound!

24 – 31 Jan

$801 AUD total

Guest favourite

Cottage in Naples

4.95 out of 5 average rating, 129 reviews

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

7 – 14 Dec

$4,530 AUD total

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 350 reviews

Sher's MILLION DOLLAR VIEW Artistic & Peaceful

Your newly decorated, 900 sq. ft. apartment comes complete with full kitchen, living room with wood burning stove, bedroom, private bath, and laundry room. You will love the amazing views on your 10 acre getaway including 2 ponds and hidden woods. Only a mile from the village of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, and only 15 min. to Bristol Mountain. Great for couples, solo adventurers, and business travelers.

2 – 9 Feb

$1,312 AUD total

Guest favourite

Apartment in Naples

5.0 out of 5 average rating, 140 reviews

Holiday Acres... something for everyone all year

Whether your looking to enjoy the outside or cozy up inside you'll feel comfy here. This open floor plan, located on the 2nd floor was recently renovated. Amazing views to the north & south. 1000' square foot apartment sleeps 6 adults comfortably. 2 bedroom, 1 large bath with washer & dryer. Clean & sanitize, & following all covid guidelines. Just some amenities include Roku TV, fiber optic wifi, & covered private patio with gas grill to kick back with a beverage and relax.

1 – 8 May

$1,446 AUD total

Guest favourite

Home in Naples

4.98 out of 5 average rating, 106 reviews

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!

14 – 21 June

$2,416 AUD total

Guest favourite

Cabin in Naples

4.93 out of 5 average rating, 115 reviews

A Rustic Retreat, w/Hot Tub, Game Room & Fire Pit

Welcome to A Rustic Retreat! Nestled away on 6 acres, you will arrive to a modern, Chalet style cabin in the heart of the finger lakes region. Splash in the hot tub, or cook s’mores by the fire pit. The game room is equipped with a shuffle board table, foosball, connect 4, jenga, and plenty of board games for you to enjoy. Venture off to local wineries, shops, restaurants, Bristol Mountain, Hunt Hollow, Grimes Glen, and Canandaigua Lake, all a short drive away!

31 Jan – 7 Feb

$3,962 AUD total

Guest favourite

Cottage in Hemlock

4.96 out of 5 average rating, 109 reviews

Cottage in Hemlock

The peaceful atmosphere of this lovely home has everything you’ll need for a restful stay. Within a few miles of Hemlock, Canadice, Conesus, and Honeoye Lakes, enjoy canoeing, kayaking, fishing in the lakes or hiking, biking on the many nearby trails. Close to the Finger Lakes wine trails, local breweries, and distilleries. You’ll have the entire home to yourself. The bedroom has a queen size bed, and there are two self-inflating twin size air mattresses.

16 – 23 Sept

$1,281 AUD total

Guest favourite

Cabin in Naples

4.86 out of 5 average rating, 520 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.

30 Dec – 6 Jan

$1,796 AUD total

Guest favourite

Guest suite in Naples

4.95 out of 5 average rating, 141 reviews

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!

12 – 19 Dec

$1,229 AUD total

Guest favourite

Guest suite in Naples

4.95 out of 5 average rating, 238 reviews

All Seasons Base Camp - Finger Lakes

**King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster Oven; 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!

31 Aug – 7 Sept

$991 AUD total

Superhost

Cabin in Naples

4.82 out of 5 average rating, 374 reviews

East hill cabins #1

My 3 Cabins are close to restaurants and dining, great views, parks, art and culture, Corning Museum of Glass, Geneva on the Lake, Canandaigua Blue Trail, Hi-Tor Game Preserve, FLCC East Hill Campus, Bristol Mountain Ski Resort, Hunt Hollow Ski Resort, Sonnenberg Gardens, Reservoir Creek Golf Club, Grape Fest, Naples Trout Derby, Canandaigua Lake (voted #1 in the world) and the other Finger Lakes..

27 Jan – 3 Feb

$995 AUD total