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.

Lofty Dreams - Naples, NY
10 5 reviews

Lofty Dreams

apartment, Naples
This loft apartment is situated in a prime downtown Naples location, just 100 metres from Main Street, offering convenient walking access to amenities such as restaurants, a grocery store, gift shops, the library, and the Naples Historical Society located directly opposite.
Ideal for families, this 1-bedroom, 1-bathroom flat accommodates up to four guests and features air conditioning, Wi-Fi, a kitchen with a fridge, freezer, microwave, and dishwasher, along with on-site parking and a garden, providing easy access to waterfall hiking trails and regional activities including skiing and aerial adventures.
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.
Nestled Inn, Our Cozy Suite In The Village Of Naples, N.y. - Naples, NY
10 71 reviews

Nestled Inn, Our Cozy Suite In The Village Of Naples, N.y.

apartment, Naples
This Naples holiday cottage is situated in a quiet rural setting, a short walk from the Naples Library and Bristol Valley Theatre, and within a 2.4km drive of Grimes Glen and Inspire Moore Winery and Vineyard.
The 46-square-metre property offers one bedroom, one bathroom, sleeping up to two guests, and features a kitchenette with a fridge and microwave, free Wi-Fi, a private patio, and on-site parking.
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.

Best Naples, NY holiday rentals with air conditioning

Secluded Cabin  New Saltwater Hot Tub  Stream - Naples, NY
10 16 reviews

Secluded Cabin New Saltwater Hot Tub Stream

cabin, Naples
This secluded lodge in the Bristol Hills, Naples, is located 21 kilometres from Bristol Mountain Ski Resort and 11 kilometres from Hunt Hollow Ski Club, with close proximity to Canandaigua Lake.
This property accommodates six guests across three bedrooms, offering a well-equipped kitchen, a gas fireplace, a hammock, a 1.6-hectare garden with a deck, fire pit, and stream access, alongside high-speed WiFi.
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.
Beautiful Cozy Cabin! Pets Welcome! - Naples, NY
9.9 99 reviews

Beautiful Cozy Cabin! Pets Welcome!

cabin, Naples
This charming cabin is located just 10km from the bustling city of Naples, offering a peaceful retreat amidst five acres of tranquil countryside. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cabin has three bedrooms and one bathroom, comfortably accommodating up to eight guests. It provides all the essentials for a relaxing stay, including a fully equipped kitchen, a cozy living area, and a private garden with walking trails for exploring the surrounding nature.
Naples Earley Bird Air Bnb Cozy Cabin - Naples, NY
10 26 reviews

Naples Earley Bird Air Bnb Cozy Cabin

cabin, Naples
This stylish cabin offers a tranquil escape in a quiet Naples district, providing convenient access to the city's major attractions like the National Archaeological Museum, approximately 3 kilometres away.
This one-bedroom, one-bathroom lodge accommodates two guests and features air conditioning, Wi-Fi, and a kitchen equipped with a fridge, freezer, and microwave, alongside a garden for relaxation.

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.

Luxury Canandaigua Lakefront- Hot Tub | Dock/kayak - Naples, NY
10 11 reviews

Luxury Canandaigua Lakefront- Hot Tub | Dock/kayak

apartment, Naples
This luxurious lake house boat on Canandaigua Lake, near Naples, New York, is a 25-minute (40km) drive from Canandaigua and 5 minutes (8km) from Naples' wineries and breweries.
The two-bedroom, two-bathroom vessel sleeps four guests and boasts a fully equipped kitchen, Jacuzzi, private dock, free Wi-Fi, and stunning lake views, offering easy access to a nearby boat launch and complimentary amenities.
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.
3-bedroom Rustic Cabin On 3.5 Acres In Naples With Cool Ac For Relaxing Stays - Naples, NY
10 2 reviews

3-bedroom Rustic Cabin On 3.5 Acres In Naples With Cool Ac For Relaxing Stays

cabin, Naples
This lodge in Prattsburgh is located 3.8 kilometres from Harriet Hollister Spencer State Recreation Area and Grimes Glen, and within easy reach of Bristol Valley Theatre and Narcissa Prentiss House.
This spacious cabin accommodates up to eight guests across three bedrooms and two bathrooms, featuring a large 13,750 square metre plot with a fire ring, hammock, grill, and a master bedroom deck offering hillside views, with amenities including Wi-Fi and air conditioning.
Large Finger Lakes Getaway - 5 Br With Bath Access! - Naples, NY
9.0 47 reviews

Large Finger Lakes Getaway - 5 Br With Bath Access!

apartment, Naples
This apartment is located just a short distance from Keuka and Canandaigua Lakes, offering easy access to the beautiful Finger Lakes region. It has received very good ratings from previous guests, highlighting its comfort and amenities.
The property has five bedrooms and four bathrooms, providing ample space for up to seven guests. It features a spacious kitchen and dining room, a large walk-out basement with a patio, and access to nearby attractions such as Reservoir Creek Golf Course and Inspire Moore Winery and Vineyard.

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.

Canandaigua Lakefront Gem W/ Dock & Boat Slip - Naples, NY
9.8 11 reviews

Canandaigua Lakefront Gem W/ Dock & Boat Slip

cottage, Naples
This lakeside property in Middlesex, near Canandaigua Lake, New York, offers direct lakefront access with a private dock, and is situated approximately 21 kilometres from Bristol Mountain Ski Resort and within a 9-24 kilometre radius of several wineries on the Canandaigua Wine Trail.
The 110 square metre holiday home sleeps eight guests and features three bedrooms, one bathroom, a well-equipped kitchen with modern appliances, a game room/library, and outdoor amenities including a fire pit and picnic table.
Minutes To Canandaigua Lake Boat Launch, Fireplace, Large Yard, Hiking - Naples, NY
8.8 15 reviews

Minutes To Canandaigua Lake Boat Launch, Fireplace, Large Yard, Hiking

apartment, Naples
This family-friendly holiday flat in Naples offers excellent access, situated just 500 metres from West River Marsh Nature Area and a 2-minute drive from Canandaigua Lake.
This 135 square metre residence accommodates up to six guests across three bedrooms and two bathrooms, boasting a private garden, terrace, on-site parking, and complimentary Wi-Fi, with nearby attractions including Bristol Valley Theater and Reservoir Creek Golf Course.
Peaceful Lake Front Home With Amazing Views. - Naples, NY
10 25 reviews

Peaceful Lake Front Home With Amazing Views.

apartment, Naples
This Naples apartment is located in Middlesex, offering 16 kilometres of waterfront on Canandaigua Lake, with Naples town centre just a 10-minute drive away.
This 130 square metre property accommodates up to eight guests and features a well-equipped kitchen, a screened porch, a game room, and outdoor amenities including kayaks and a firepit, with skiing at Bristol Mountain 32 kilometres distant.
Canandaigua Lake - Heron Cove Sanctuary - Naples, NY
9.9 123 reviews

Canandaigua Lake - Heron Cove Sanctuary

apartment, Naples
This charming cottage is situated on the lakefront, just 10 kilometres from the village of Naples, offering a secluded and tranquil escape. The property enjoys excellent ratings for location, cleanliness, and overall experience.
The single-storey house can accommodate up to six guests and features a peaceful open plan layout. The cottage offers a range of amenities, including a fully equipped kitchen, a hot tub, a fireplace, and access to the lake for swimming and canoeing.

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 Hill Hideaway - Naples, NY
9.9 71 reviews

The Hill Hideaway

cabin, Naples
Ideal Location For Adventure All Year Round - Naples, NY
10 7 reviews

Ideal Location For Adventure All Year Round

apartment, Naples
Little Red Cabin In The Woods - Naples, NY
9.9 34 reviews

Little Red Cabin In The Woods

cabin, Naples
Canandaigua Lakefront Gem W/ Dock & Boat Slip - Naples, NY
9.8 24 reviews

Canandaigua Lakefront Gem W/ Dock & Boat Slip

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.

Charming 3-bedroom Apartment With Ac In Naples - Naples, NY
No reviews

Charming 3-bedroom Apartment With Ac In Naples

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.

The Chosen Spot: Secluded, Views, Wineries, Hot Tub, Skiing, Pet Friendly! - Naples, NY
9.9 138 reviews

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

apartment, 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
Peaceful Lake Front Home With Amazing Views. - Naples, NY
10 15 reviews

Peaceful Lake Front Home With Amazing Views.

apartment, Naples
Private Naples Retreat | Near Wineries | Hot Tub - Naples, NY
9.5 15 reviews

Private Naples Retreat | Near Wineries | Hot Tub

apartment, 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.

Lake's End Lodge - Naples, NY
9.9 40 reviews

Lake's End Lodge

cabin, Naples

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.

2 Creeks Retreat! Great Location With Hot Tub! - Naples, NY
10 14 reviews

2 Creeks Retreat! Great Location With Hot Tub!

apartment, Naples
The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views - Naples, NY
8.0 1 review

The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views

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

The Overlook Couples Tiny Cabin-hottub-firepit

cabin, Naples
Private Naples Retreat | Near Wineries | Hot Tub - Naples, NY
8.4 5 reviews

Private Naples Retreat | Near Wineries | Hot Tub

apartment, Naples
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