Naples holiday rentals

We found 874 holiday rentals — enter your dates for availability
Discover a selection of 71 homes, 21 cabins and other holiday rentals in Naples that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a fireplace. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Naples

Showing deals for:11 Dec - 18 Dec

Exterior
Coffee deck off downstairs master bedroom
Interior
Extra large Living room with plenty of seating
Exceptional
(45 reviews)

Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float

Raymond

8% off
AU$7,764
for 7 nights, 1 home
AU$1,109 per night
includes taxes & fees
Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float
Main Staircase to 2nd Floor
Front View
There's a covered Gazebo over the grilling area and covered hottub
Living area
Exceptional
(135 reviews)

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings

Oxford

8% off
AU$13,486
for 7 nights, 1 home
AU$1,927 per night
includes taxes & fees
Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings
Exterior
View of deck and lake from living room window.
Dock for you boat
View from kitchen table.
Exceptional
(39 reviews)

Moose Pond Denmark ME, Lakefront Cottage with Dock, Sleeps 5

Denmark

12% off
AU$2,901
for 7 nights, 1 cottage
AU$414 per night
includes taxes & fees
Moose Pond Denmark ME, Lakefront Cottage with Dock, Sleeps 5
Dining
Living area
Private kitchen
Exterior
Exceptional
(21 reviews)

Luxury Log Cabin • Paradise in the Lakes Region

Naples

8% off
AU$5,721
for 7 nights, 1 home
AU$817 per night
includes taxes & fees
Luxury Log Cabin • Paradise in the Lakes Region
Downtown Naples along the Causeway
Patio
Side garden
Interior
Exceptional
(49 reviews)

Luxury English Country Home

Naples

8% off
AU$6,591
for 7 nights, 1 home
AU$942 per night
includes taxes & fees
Luxury English Country Home
Dining
Living area
Exterior
Room
Exceptional
(11 reviews)

Luxury Lakefront home on Sebago Lake W/ Sandy Beach

Raymond

8% off
AU$7,649
for 7 nights, 1 home
AU$1,093 per night
includes taxes & fees
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
Visit for the holidays!
Library to read a book with a cool breeze from the water!
View of the river that leads into Sebago Lake.
Brandy Pond has marinas to rent boats.
Exceptional
(162 reviews)

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Naples

8% off
AU$1,470
for 7 nights, 1 cottage
AU$210 per night
includes taxes & fees
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Private kitchen
Property grounds
Living area
Dining
Exceptional
(43 reviews)

Private Beach! Kayak, Swim, Fish! Hot Tub, Sauna & Boat Dock. Year-Round Fun!

Harrison

8% off
AU$6,201
for 7 nights, 1 home
AU$886 per night
includes taxes & fees
Private Beach! Kayak, Swim, Fish! Hot Tub, Sauna & Boat Dock. Year-Round Fun!
The new kitchen has everything needed to prepare a meal and feed eight.
The newly renovated lakeside deck is the hub of activity Spring, Summer & Fall.
Check out this view of the house at dusk in March ... such tranquility.
The newly renovated living room overlooks the porch room, deck and lake.
Exceptional
(77 reviews)

Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!

Casco

8% off
AU$8,475
for 7 nights, 1 home
AU$1,211 per night
includes taxes & fees
Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!
Interior
Terrace/patio
Property grounds
Room
Exceptional
(5 reviews)

Perfect Maine Getaway - Waterfront w Sauna and Kayaks

Waterford

8% off
AU$4,319
for 7 nights, 1 home
AU$617 per night
includes taxes & fees
Perfect Maine Getaway - Waterfront w Sauna and Kayaks
Pet-friendly w/ large yard facing the water.
Rent a boat during your stay. Many marinas in the area.
Firepit photo taken from the riverbank, free use of the canoe
Cool breeze from the river!
Exceptional
(129 reviews)

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

Naples

8% off
AU$1,426
for 7 nights, 1 cottage
AU$204 per night
includes taxes & fees
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Property grounds
Private kitchen
Exterior
Dining
Excellent
(5 reviews)

Lakefront Sun & Snow 3-bedroom cottage - quintessential Maine in modern comfort

Casco

7% off
AU$3,724
for 7 nights, 1 cottage
AU$532 per night
includes taxes & fees
Lakefront Sun & Snow 3-bedroom cottage - quintessential Maine in modern comfort
Exterior
Gas firepit installed May 2026.
Dining Room with cherry table, seating for 8 people. View of back yard & deck.
Swimming area at Trickey Pond. 2 single kayaks and life jackets are provided.
Exceptional
(31 reviews)

Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

Naples

8% off
AU$3,939
for 7 nights, 1 home
AU$563 per night
includes taxes & fees
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
Interior
Private kitchen
Living area
Outdoor dining
Exceptional
(15 reviews)

House at Sunshine- Long Lake, 5 min walk to causeway

Naples

8% off
AU$3,524
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
House at Sunshine- Long Lake, 5 min walk to causeway
Exterior
Dining
Pool
Outdoor dining
Exceptional
(15 reviews)

Private Pool & Hot tub! Minutes to Sebago Lake! Nature! Perfect all year-round.

Windham

8% off
AU$6,787
for 7 nights, 1 home
AU$970 per night
includes taxes & fees
Private Pool & Hot tub! Minutes to Sebago Lake! Nature! Perfect all year-round.
Interior
Property grounds
Interior
Private kitchen
Exceptional
(10 reviews)

Peaceful Lakeside Oasis Near City Amenities

Windham

8% off
AU$2,991
for 7 nights, 1 home
AU$427 per night
includes taxes & fees
Peaceful Lakeside Oasis Near City Amenities
Exterior
Outdoor dining
View from the kitchen window. Large yard with room to park cars, RV/boat.
Kitchen/breakfast bar
Exceptional
(21 reviews)

Spacious country house near lakes and skiing, convenient to downtown Bridgton.

Bridgton

12% off
AU$3,414
for 7 nights, 1 home
AU$488 per night
includes taxes & fees
Spacious country house near lakes and skiing, convenient to downtown Bridgton.
Quiescent town of Bridgton, ME. Only13 minutes drive from Vacationland Retreat.
New in 2024: solar lights to complement the cozy experience our fire pit offers.
Blooming rockery in the back yard.
Closest sandy beach at the nearby Woods Pond with the playground for 2-12 y/o
Exceptional
(33 reviews)

Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago

Denmark

8% off
AU$2,210
for 7 nights, 1 home
AU$316 per night
includes taxes & fees
Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago
Exterior
Property grounds
Room
Property grounds
Exceptional
(7 reviews)

Cozy Lake Region Townhome – Steps from Moose Pond in Bridgton

Bridgton

8% off
AU$5,195
for 7 nights, 1 home
AU$742 per night
includes taxes & fees
Cozy Lake Region Townhome – Steps from Moose Pond in Bridgton
Lower level, open concept living room with pull-out sectional and smart TV
Condo members only shared dock by the water.
Interior
Upper floor- Fully equipped kitchen with stainless appliances
Wonderful
(5 reviews)

Pleasant Mountain Escape 5BR Condo with Moose Pond Access

Bridgton

8% off
AU$4,977
for 7 nights, 1 apartment
AU$711 per night
includes taxes & fees
Pleasant Mountain Escape 5BR Condo with Moose Pond Access

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to friendly Naples

Enjoy the history and other features of Naples. Well known for its lake, parks and coffee shops, this welcoming city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Naples

Are you searching for attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Naples a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Point Sebago Golf Resort (5.8 mi / 9.3 km)
  • Shawnee Peak (11.1 mi / 17.9 km)
  • Seacoast Adventure (12.4 mi / 20 km)
  • Blacksmiths (7 mi / 11.3 km)
  • Spring Meadows Golf Course (15.5 mi / 25 km)
  • Hemond's Moto X Park (17 mi / 27.4 km)

Exploring the natural features in Naples

Whether you're an active traveller or just want to take in the scenery, Naples is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Brandy Pond (2.6 mi / 4.3 km)
  • Trickey Pond (3.4 mi / 5.4 km)
  • Long Lake (4.1 mi / 6.6 km)
  • Crescent Lake (8.1 mi / 13.1 km)
  • Thompson Lake (8.2 mi / 13.2 km)
  • Panther Pond (8.5 mi / 13.7 km)

Transport to and around Naples

The nearest airport is in Auburn, ME (LEW-Auburn - Lewiston Municipal), located 16.7 mi (26.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 16.7 mi (26.9 km) away.

Frequently asked questions

What is the best area to stay in Naples when booking a holiday rental?
When considering the best area to stay in Naples, Maine for a holiday rental, the Lakes Region is an excellent choice. This picturesque area offers a delightful blend of natural beauty and recreational opportunities, making it superb for families and outdoor enthusiasts. You'll find a variety of properties available here, from charming cabins to lakeside homes, suiting different tastes and budgets.One of the top attractions in the vicinity is Sebago Lake, renowned for its pristine waters and a range of activities such as swimming, fishing, and boating. The lake is surrounded by stunning scenery, superb for those who enjoy hiking and exploring nature trails. Additionally, the Naples Causeway is a vibrant area filled with shops, eateries, and the iconic Songo River Queen, a paddleboat offering scenic cruises.
Where are the best areas for renting a beach house in Naples?
For renting a beach house in Naples, Maine, the area along Long Lake is particularly appealing. This picturesque lakefront offers a range of holiday rentals with direct access to sandy beaches and stunning waterfront views. Many properties in this region feature amenities such as private docks, outdoor decks, and fully equipped kitchens, making them ideal for families or groups looking to enjoy lakeside living.Additionally, the nearby Naples Causeway is a vibrant hub with various shops, restaurants, and recreational activities. Here, you'll find charming cottages and larger holiday homes that often come with amenities like fire pits, BBQ grills, and spacious living areas for entertaining. Those renting in this vicinity can easily partake in activities such as boating, fishing, and swimming.For a more tranquil experience, consider properties located further along the shores of Brandy Pond, where you can enjoy serene surroundings and a more secluded atmosphere. Many of these rentals offer easy access to nature trails and opportunities for hiking or cycling, providing a great blend of relaxation and outdoor adventure.
Where are the best Naples ski resort rentals?
For renting ski accommodations near Naples, Maine, travellers should consider the nearby areas of Bridgton and Sweden, where you can find easy access to the slopes at Shawnee Peak Ski Area. Bridgton offers a variety of lodging options, including cosy cabins and spacious chalets that are ideal for families or groups. Many properties in this region come equipped with amenities such as fireplaces, fully stocked kitchens, and outdoor decks, great for après-ski relaxation.Sweden, just a short drive from Naples, features charming log cabins and rustic lodges that provide a warm, inviting atmosphere. These often include features like hot tubs and game rooms, suiting those looking for a comfortable retreat after a day on the mountain. The area is also known for its scenic beauty, with stunning views of the surrounding hills and access to hiking trails for the warmer months.In addition to skiing, visitors can take advantage of the vibrant local community in Bridgton, which boasts shops, restaurants, and the picturesque Long Lake for summer activities.
What is the most popular type of holiday rental accomodation in Naples?
In Naples, Maine, holiday houses are the most common type of holiday rental, with around 216 available throughout the area. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many holiday houses also feature outdoor decks or porches, allowing guests to enjoy the serene views of the surrounding landscape.Cottages are another popular option, with approximately 76 scattered across the charming neighbourhoods near the lake. These often provide a quaint and cosy atmosphere, complete with kitchen facilities and inviting living spaces. For those looking for a rustic experience, there are about 44 cabins available, which frequently come with amenities like fireplaces and proximity to nature trails.Additionally, several chalets and villas are on offer, suiting those seeking a touch of luxury. These higher-end rentals often boast modern amenities such as hot tubs, expansive outdoor areas, and stunning views of the natural scenery.
Are there any family house rentals in Naples?
In Naples, Maine, there are numerous family-friendly house rentals available, with around 77 options to choose from. This charming town, located near the shores of Long Lake and Brandy Pond, offers a delightful setting for families seeking both relaxation and adventure. Many of these homes feature spacious living areas, fully equipped kitchens, and outdoor spaces superb for barbecues or family gatherings.Visitors can enjoy amenities such as private docks for easy access to boating or fishing, as well as game rooms and fire pits for evening entertainment. The surrounding area is filled with opportunities for outdoor activities, including hiking and biking trails, making it an ideal destination for families looking to explore nature.Moreover, the locale is conveniently close to local attractions, including the Naples Causeway, where families can find restaurants, shops, and seasonal events.
Can I rent a holiday home with a pool or hot tub in Naples?
In Naples, Maine, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation and leisure. The area is known for its beautiful lakes and serene countryside, providing a picturesque backdrop for a getaway.Travellers can expect amenities such as private pools, hot tubs, and outdoor spaces great for entertaining. Many properties also come equipped with full kitchens and spacious living areas, ensuring a comfortable stay for families or groups. The proximity to local attractions, including the stunning Sebago Lake, adds to the appeal, allowing guests to enjoy both water activities and the tranquillity of nature.
Are there pet-friendly house rentals in Naples?
In Naples, Maine, there are numerous pet-friendly house rentals available for those travelling with their furry companions, with around 38 options to choose from. Many of these holiday homes are situated near the beautiful shores of Long Lake, offering guests easy access to swimming, fishing, and boating activities.Travellers can expect a variety of amenities in these rentals, including fully equipped kitchens, spacious living areas, and outdoor spaces such as decks or patios for enjoying the scenic views. Some properties may even feature private docks, making it convenient for those looking to explore the lake with their pets.Additionally, Naples boasts nearby parks and natural areas that provide excellent opportunities for outdoor adventures with pets.
Are there any remote work holiday rentals in Naples?
In Naples, Maine, there are numerous remote work holiday rentals available, with around 336 options for travellers seeking a conducive environment to work while enjoying a getaway. The area is known for its beautiful lakes and scenic views, making it an inviting destination for both relaxation and productivity.Many properties come equipped with essential amenities for remote work, such as complimentary Wi-Fi, designated workspaces, and comfortable living areas where guests can focus on their tasks. Some rentals also offer additional features like high-speed internet access and the option to host events, suiting those who may need to conduct meetings or gatherings during their stay.The surroundings provide a wonderful backdrop for breaks from work, with nearby attractions including the picturesque Long Lake and various hiking trails. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Naples?
In Naples, Maine, holiday rentals commonly feature a range of popular amenities that enhance the guest experience. Most properties come equipped with a kitchen, allowing travellers to prepare their own meals and enjoy dining in comfort. Many also include a deck or patio, providing a lovely outdoor space for relaxation and taking in the picturesque surroundings. Onsite parking is typically available, making it convenient for those travelling by car. Additionally, guests can expect a coffee or tea maker in most rentals, great for enjoying a warm beverage while soaking in the serene atmosphere.
When is the best time to visit Naples for a holiday rental?
July is the most popular month to visit Naples, Maine, as it falls within the peak season from June to August. This lively summer period attracts travellers, providing ample opportunities for outdoor activities such as boating, swimming, and hiking in the scenic beauty of the surrounding lakes and mountains.During these warmer months, visitors can enjoy comfortable temperatures ranging from 15 to 30 degrees Celsius, great for exploring the picturesque landscapes and engaging in a variety of water sports. The local community thrives during this time, and you'll find numerous events and festivals celebrating the vibrant culture of the area.If you're looking for a more budget-friendly option, consider visiting in November. While the summer crowds have dispersed, this month offers a chance to appreciate the tranquility of Naples. The crisp autumn air is invigorating, and the stunning fall foliage provides a beautiful backdrop for quiet walks and reflections by the lakeside.Ultimately, the best time to book a holiday rental in Naples depends on whether you're drawn to the bustling summer energy filled with activities or the peaceful charm of the off-peak season.
What are the top attractions in Naples?
In Naples, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The stunning Long Lake is a central feature, offering activities such as swimming, boating, and fishing, with several public beaches providing access to the water. The Naples Causeway is a lively area filled with shops, restaurants, and scenic views, making it a great spot for leisurely strolls and dining with a lakeside backdrop.For those interested in outdoor adventures, the nearby Sebago Lake State Park features hiking trails and picnic areas, ideal for exploring the lush landscapes and enjoying a day out in nature. Additionally, the scenic views from the top of the nearby Pleasant Mountain offer hiking opportunities and breathtaking panoramas of the surrounding region.Naples is also known for its charming local shops and seasonal events, which provide a glimpse into the community's vibrant culture.
Are all fees included in the Naples holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Naples holiday homes with parking?
Stayz offers a wide selection of holiday homes in Naples with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Naples holiday homes?
You can find great discounts on holiday homes in Naples on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Naples holiday home booking on Stayz?
To find Naples holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Naples?
A long-stay holiday home in Naples is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Naples holiday home?
Book your Naples holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Naples?
Prices for holiday homes in Naples vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Naples to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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