Holiday Rentals in Naples, NY

19 available vacation rental offers

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Naples, NY holiday rentals
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Best Holiday rentals and Airbnb offers in Naples, NY

Top-Rated Holiday Rentals in the Old Town of Naples, NY

Reconnect with your partner at secluded holiday rentals for couples in Naples, NY, offering intimate settings for a city break.

The Cozy Nest - Naples, NY
10 1 review

The Cozy Nest

apartment, Naples
This apartment in Naples is located in the Finger Lakes region, offering a peaceful setting approximately 3.2 kilometres from the nearest town centre.
This 3-bedroom flat accommodates up to 8 guests and features a kitchen, air conditioning, and private parking, with self check-in for convenience.
Grimes Glen Haven | Hot Tub | Pet Friendly - Naples, NY
10 4 reviews

Grimes Glen Haven | Hot Tub | Pet Friendly

apartment, Naples
This Naples, New York flat is located in a district offering direct walking access to downtown Naples, Joseph's Wayside Market, and Grimes Glen waterfalls, with Canandaigua Lake, wineries, and breweries a short drive away.
This property accommodates up to 10 guests across 4 bedrooms and 2.5 bathrooms, featuring a spacious two-story layout with an open-plan living area, a lower-level family room with a kitchenette, and outdoor amenities including a hot tub and fire pit in a private garden.
The Apartment At Monier Manor - Naples, NY
10 17 reviews

The Apartment At Monier Manor

apartment, Naples
This Naples village flat offers convenient access to local shops and restaurants, with peaceful countryside views to the rear and proximity to Grimes Glen and the Finger Lakes wine trail (distances unspecified).
The one-bedroom, one-bathroom apartment sleeps two, features a kitchen, air conditioning, parking, and internet access, providing a relaxing retreat after exploring the area.
Seasons Of Life Bnb - Naples, NY
10 79 reviews

Seasons Of Life Bnb

apartment, Naples
This 950 sq ft studio apartment is situated in the village of Naples, New York, a short distance from the Naples Grape Festival grounds and within walking distance of local restaurants, wineries, and breweries.
The self-catering unit features a king-size bed and twin beds, sleeping up to four guests, and includes a fully equipped kitchenette, private outdoor space with a grill, and a generous continental breakfast; it's located in a renovated 1847 church barn.

Best Naples, NY holiday rentals with air conditioning

Private Naples Retreat | Scenic Views/pet Friendly - Naples, NY
9.8 12 reviews

Private Naples Retreat | Scenic Views/pet Friendly

apartment, Crystal Beach
This three-bedroom, two-bathroom holiday home in South Bristol, near Crystal Beach, offers easy access to Canandaigua Lake (approximately 8km away) and Bristol Mountain.
The property boasts a newly remodelled open-plan layout, sleeping up to six guests, and includes amenities such as a terrace with Canandaigua Lake views, a private garden with a pond, and a record player; nearby attractions include Roseland Waterpark and Canandaigua Motorsports Park.
Woodland Hideaway - Naples, NY
9.9 7 reviews

Woodland Hideaway

house, Naples
Woodland Hideaway, a self-catering property in Naples, New York, is situated approximately 32 to 42 kilometres from attractions such as the Finger Lakes Boating Museum and the CMAC Performing Arts Centre.
This two-bedroom house, boasting 116 square metres of floor space, comfortably accommodates four guests and features a fully equipped kitchen, two bathrooms, free Wi-Fi, private parking, and a terrace.
Edson House-charming 3-bedroom House With Central Air In Lovely Naples - Naples, NY
No reviews

Edson House-charming 3-bedroom House With Central Air In Lovely Naples

cabin, Naples
This Naples lodge is located 18 kilometres from Canandaigua Lake and 9 kilometres from Italy Town Hall, offering convenient access to local attractions including the Bristol Valley Theater and the Narcissa Prentiss House.
This 85 square metre cottage accommodates up to seven guests with three bedrooms, one bathroom, air conditioning, and Wi-Fi, alongside nearby recreational spots such as Reservoir Creek Golf Course and Inspire Moore Winery and Vineyard.
Finger Lakes Cottage - Naples, NY
9.8 102 reviews

Finger Lakes Cottage

cottage, Prattsburgh
This charming cottage is situated in Prattsburgh, a peaceful rural area just 8 kilometres from Keuka Lake, offering a tranquil escape from the hustle and bustle. It has consistently received excellent reviews from previous guests.
The cottage has one bedroom and one bathroom, with a total floor area of 84 square meters, comfortably accommodating up to four guests. It includes a fully equipped kitchen, a private garden, a deck with pond views, high-speed internet, and parking for RVs, making it perfect for families and remote workers seeking a peaceful retreat.

Frequently asked questions about holiday rentals in Naples, NY

  • Which walking or cycling routes are the best in Naples, NY?

    The Naples Valley Trail is a popular choice for both walking and cycling. It stretches for 11 kilometres and offers beautiful views of the valley. For a more challenging ride, try the Canandaigua Lake Loop, which takes you around the lake, offering stunning scenery along the way.
  • What are the best Airbnb and holiday rentals in Naples, NY?

  • What sports or outdoor activites can visitors enjoy in and around Naples, NY?

    Naples is a great place for outdoor enthusiasts. You can enjoy fishing, kayaking, and paddleboarding on Canandaigua Lake. There are also plenty of hiking trails in the Bristol Hills, including the popular Canandaigua Lake Outlet Trail. In the winter, you can go snowshoeing or cross-country skiing.
  • What are the most popular Airbnbs in Naples, NY?

    Among the Airbnbs in Naples, NY, Suite Dreams, Naples Village Pad and Arden's Gardens - Finger Lakes Getaway are the most popular ones.

  • What other towns or cities can be easily accessed from Naples, NY?

    Canandaigua, a larger town with a vibrant downtown, is just a short drive from Naples. You can easily access Rochester, a bigger city with more attractions, in around an hour's drive. If you're looking for a scenic drive, head to Seneca Lake, with its wineries and charming towns.
  • What are the best holiday rentals with a pool in Naples, NY?

  • What amenities are commonly available in vacation rentals in Naples, NY?

    Vacation rentals in Naples typically offer a range of amenities, including kitchens, laundry facilities, and outdoor spaces like patios or decks. Many also have Wi-Fi and cable TV. Some rentals may even have amenities like hot tubs or fireplaces.
  • What are the best rentals for families and kids in Naples, NY?

  • What time of year is best to rent a vacation rental Naples, NY?

    The best time to rent a vacation rental in Naples depends on your preferences. Spring and autumn offer mild weather and beautiful foliage. Summer is popular for water activities, while winter brings opportunities for snow sports.
  • What are the best rentals or Airbnbs with a jacuzzi in Naples, NY?

  • What are the local dishes in Naples, NY region?

    The Finger Lakes region is known for its fresh produce and local ingredients. Try dishes like Lake Trout, a popular local fish, or a hearty stew made with local vegetables. You'll also find plenty of wineries in the area, so be sure to sample some of the local wines.

Popular destinations

Top Holiday Rentals with a Balcony in Naples, NY

Choosing a holiday rental in Naples, NY with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.

Grimes Glen Haven | Hot Tub | Pet Friendly - Naples, NY
8.0 1 review

Grimes Glen Haven | Hot Tub | Pet Friendly

apartment, Naples
This pet-friendly holiday home in Naples is situated 400 metres from Reservoir Creek Golf Course and Inspire Moore Winery and Vineyard, with Bristol Valley Theater and Naples Library within walking distance.
This spacious five-bedroom, three-bathroom residence accommodates up to ten guests and features a Jacuzzi, garden, terrace, on-site parking, and Wi-Fi, providing easy access to outdoor activities such as kayaking and cycling on Canandaigua Lake.
Sunny Trails Getaway Cabin - Naples, NY
10 17 reviews

Sunny Trails Getaway Cabin

cabin, Cohocton
This Cohocton mountain lodge is situated approximately 16-40km from Hammondsport, Naples, and Dansville, offering easy access to wineries, shops, and the lakes of Canandaigua and Keuka.
The 88 square metre property sleeps six guests in two bedrooms and one bathroom, boasting a terrace, garden, spa, and on-site amenities including a microwave, Wi-Fi, washing machine, grill, and fire pit, plus nearby hiking trails.
The Chosen Spot: Secluded, Views, Wineries, Hot Tub, Skiing, Pet Friendly! - Naples, NY
9.9 136 reviews

The Chosen Spot: Secluded, Views, Wineries, Hot Tub, Skiing, Pet Friendly!

apartment, Naples
This family-friendly holiday home is located just 2km from Canandaigua Lake, 2km from West River Marsh, and 4km from Arbor Hill Grapery & Winery, offering a peaceful retreat in a beautiful setting. Guests consistently rate this property as excellent for location, cleanliness, and overall experience.
This spacious holiday home spans 186 square metres and comfortably accommodates up to 8 guests. The property boasts a fully equipped kitchen, a private garden, a terrace, a jacuzzi, and parking, ensuring a relaxing and enjoyable stay.
Southwest Sunrise: Perfect Family Retreat + Stunning Sunsets! - Naples, NY
10 2 reviews

Southwest Sunrise: Perfect Family Retreat + Stunning Sunsets!

apartment, Honeoye
This Honeoye lakeside holiday home, near Canandaigua Lake and Honeoye Lake Boat Launch State Park, offers direct water access and proximity to the Honeoye Falls-Mendon Historical Society Museum and Bristol Valley Theatre.
The 161 square metre (1737 square foot) property features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private balconies, in-unit laundry, and on-site barbecue facilities.

Explore Holiday Rentals for Families in Naples, NY

Travelling to Naples, NY with children? A quality family holiday rental or Airbnb makes everything easier with city attractions nearby.

Peace Pond Acres In The Heart Of The Finger Lakes - Naples, NY
10 4 reviews

Peace Pond Acres In The Heart Of The Finger Lakes

apartment, Naples
This apartment is located in Naples, 2.5 miles (4 km) from the town centre, close to hiking trails, waterfalls, wineries, shops, restaurants, a golf course, and Bristol Mountain, just 15 minutes away. It's highly rated by previous guests, receiving excellent reviews for its comfort and amenities.
The apartment is spacious, with 178 square metres of living space and sleeps up to 10 guests. It includes a fully equipped kitchen, a Jacuzzi, a garden, parking, and air conditioning, making it ideal for a relaxing and enjoyable stay.
Peaceful Lake Front Home With Amazing Views. - Naples, NY
10 15 reviews

Peaceful Lake Front Home With Amazing Views.

apartment, Naples
This year-round lake house is located on the south end of Canandaigua Lake in Middlesex, New York, offering 50 feet of private waterfront and private dock access, approximately 16 kilometres from Naples.
This four-bedroom, one-bathroom holiday home accommodates up to eight guests and features a fully equipped kitchen, a games room, a screened porch, a propane grill, a firepit, and provided watercraft including kayaks, a Jon boat, and a paddleboard for exploring the lake and West River Marsh.
The Hill Hideaway - Naples, NY
9.9 71 reviews

The Hill Hideaway

cabin, Naples
This charming cabin is situated near Naples, New York, just a short walk from hiking trails and less than 24 kilometres from Bristol Mountain. It has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers.
The lodge is ideal for families or groups of up to six guests, offering an open-plan living and dining area. It includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, parking, and internet access.
Lake/ski Cabin With Private Hiking Trail - Naples, NY
9.7 72 reviews

Lake/ski Cabin With Private Hiking Trail

cabin, Naples
This secluded lodge is situated in South Bristol, New York, approximately 5km from Canandaigua Lake marina, 8km from Bristol Mountain Ski Resort, and 16km from Naples.
Sleeping six guests, this three-bedroom, one-bathroom property boasts a private hiking trail, a Celestron telescope, a fire pit, yard games, and modern amenities including Wi-Fi, air conditioning, and a fully equipped kitchen; pet-friendly and family-friendly.

Popular Holiday Rentals with Parking in Naples, NY

Park up and enjoy the city centre. These holiday rentals in Naples, NY come with a free car park on-site. Start comparing now.

The Overlook Couples Tiny Cabin-hottub-firepit - Naples, NY
9.9 28 reviews

The Overlook Couples Tiny Cabin-hottub-firepit

cabin, Naples
South End For Fishing - Beach For Bonfires -  New City Water - Naples, NY
9.5 37 reviews

South End For Fishing - Beach For Bonfires - New City Water

cottage, Honeoye
Suite Dreams - Naples, NY
10 187 reviews

Suite Dreams

apartment, Naples
Woodland Hideaway - Naples, NY
9.5 4 reviews

Woodland Hideaway

apartment, Naples

Handpicked Luxury Holiday Rentals in Naples, NY

Staying in a luxury holiday rental or Airbnb in Naples, NY ensures every detail of your trip feels considered. Enjoy high-end finishes and prime locations.

Sacred Pines_ Naples Ny - Naples, NY
9.8 106 reviews

Sacred Pines_ Naples Ny

apartment, Naples

Our Favourite Dog-Friendly Self-Catering Holiday Rentals in Naples, NY

Your dog is as welcome as you are. These pet-friendly holiday rental and Airbnbs in Naples, NY provide easy access to local dog parks and city walks. See what's available.

Walk To Lake! Pet-friendly Cottage In Honeoye - Naples, NY
No reviews

Walk To Lake! Pet-friendly Cottage In Honeoye

cottage, Honeoye
Canandaigua Lakefront Gem W/ Dock & Boat Slip - Naples, NY
8.0 2 reviews

Canandaigua Lakefront Gem W/ Dock & Boat Slip

house, Naples
Little Red Cabin.
Cozy And Secluded Retreat! - Naples, NY
9.4 78 reviews

Little Red Cabin. Cozy And Secluded Retreat!

cabin, Naples
Pristine And Cozy Cabin Rental Overlooking Pond Near Rochester, New York - Naples, NY
No reviews

Pristine And Cozy Cabin Rental Overlooking Pond Near Rochester, New York

cabin, Naples

Compare Holiday Rentals with a Pool in Naples, NY

Dip in whenever you like. These holiday rentals in Naples, NY come with a swimming pool on-site for your convenience.

Valley View | Poolside Retreat | Hot Tub/game Room - Naples, NY
No reviews

Valley View | Poolside Retreat | Hot Tub/game Room

apartment, Naples
Vrflx Canandaigua View | Pool & Hot Tub - Naples, NY
10 101 reviews

Vrflx Canandaigua View | Pool & Hot Tub

apartment, Crystal Beach

Top-Rated Self-Catering Holiday Rentals with a Jacuzzi in Naples, NY

A holiday rental with a hot tub in Naples, NY is perfect for unwinding in private after exploring the city. Browse our top-rated options.

Spacious Naples Vacation Rental W/ Private Hot Tub - Naples, NY
9.8 16 reviews

Spacious Naples Vacation Rental W/ Private Hot Tub

apartment, Naples
Amazing Stargazing Fingerlakes Retreat - Naples, NY
9.6 5 reviews

Amazing Stargazing Fingerlakes Retreat

apartment, Naples
Canandaigua Lake - Heron Cove Sanctuary - Naples, NY
9.9 123 reviews

Canandaigua Lake - Heron Cove Sanctuary

apartment, Naples
Hideaway House >Hot Tub< *Secluded W/amazing Views - Naples, NY
10 228 reviews

Hideaway House >Hot Tub< *Secluded W/amazing Views

apartment, Naples
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