Book Holiday Homes in Naples

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Featured Holiday Homes in Naples

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

Raymond
Stay at this vacation home in Raymond. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Sebago Lake and Raymond Cape ...
Private Lakefront Estate with 180 Degree Views
Cozy four-season getaway on Pettingill Pond

Cozy four-season getaway on Pettingill Pond

Windham
Stay at this vacation home in Windham. Enjoy air conditioning. Popular attractions Sebago Lake and Seacoast Adventure are located nearby.
Cozy four-season getaway on Pettingill Pond
Three-story Canadian Lighthouse

Three-story Canadian Lighthouse

Fryeburg
Stay at this vacation home in Fryeburg. Enjoy free WiFi, a water park, and cable/satellite TV service. Popular attractions Fiddlehead Campground and Mount Tom ...
Three-story Canadian Lighthouse
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Our Happy Place on the Lake

Our Happy Place on the Lake

Oxford
Stay at this vacation home in Oxford. Enjoy air conditioning. Popular attractions Oxford Casino and Oxford Plains Speedway are located nearby.
Our Happy Place on the Lake
Fully renovated home with lake view, dock & mooring access, kayaks, & deck

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

Harrison
Stay at this vacation home in Harrison. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Deertrees Theatre and Cultural Center and ...
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
6 bedroom waterfront cabin -enjoy beautiful sunsets!

6 bedroom waterfront cabin -enjoy beautiful sunsets!

Frye Island
Stay at this vacation home in Raymond. Enjoy free WiFi, tennis courts, and patios. Popular attractions Sebago Lake and Raymond Cape are located nearby.
6 bedroom waterfront cabin -enjoy beautiful sunsets!
Lakefront House

Lakefront House

Windham
Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and patios. Popular attractions Maine Wildlife Park and Shaw Park are located nearby.
Lakefront House
4 Bedroom Lake House with Sandy Entrance & Boat Dock

4 Bedroom Lake House with Sandy Entrance & Boat Dock

Casco
Book a stay at this family-friendly vacation home in Casco. Enjoy free WiFi, a garden, and patios. Popular attractions Sebago Lake and Thomas Pond are located ...
4 Bedroom Lake House with Sandy Entrance & Boat Dock
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Bridgton
Book a stay at this family-friendly vacation home in Bridgton. Enjoy free WiFi, tennis courts, and in-room jetted tubs. Popular attractions Shawnee Peak and ...
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Naples Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Naples vacation homes are the perfect way for you to wing it.

Holiday houses in Naples let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Naples in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Naples adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Naples with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Naples vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Naples Holiday Homes essential information

Accommodation
445 Holiday Homes
Lowest Price
NZ$894
Highest Price
NZ$894
Popular accommodation
Private Lakefront Estate with 180 Degree Views, Cozy four-season getaway on Pettingill Pond, Three-story Canadian Lighthouse, Our Happy Place on the Lake, Fully renovated home with lake view, dock & mooring access, kayaks, & deck, 6 bedroom waterfront cabin -enjoy beautiful sunsets!, Lakefront House, 4 Bedroom Lake House with Sandy Entrance & Boat Dock, Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Top trending hotels in Naples

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

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

Naples
Stay at this cottage in Naples. Enjoy free WiFi, a water park, and balconies or patios. Popular attractions Sebago Lake and Songo River are located nearby.
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Romantic getaway for 2

small and simple 

Winter's Back

Romantic getaway for 2 small and simple Winter's Back

Naples
Book a stay at this beach cabin in Naples. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Sebago Cove and Trickey Pond are ...
Romantic getaway for 2 small and simple Winter's Back
Waterfront Maine cottage!  Next to Sebago Lake State Park!

Waterfront Maine cottage! Next to Sebago Lake State Park!

Naples
The price is NZ$894 per night from 1 Apr to 2 Apr
NZ$894
includes taxes & fees
1 Apr - 2 Apr
Stay at this cabin in Naples. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Sebago Lake and Songo River are located nearby.
Waterfront Maine cottage! Next to Sebago Lake State Park!
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Waterfront cottage in protected cove. Private dock. Close to sand bar!

Waterfront cottage in protected cove. Private dock. Close to sand bar!

2 out of 5
Naples
Stay at this vacation home in Naples. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Sebago Lake and Sebago ...
Waterfront cottage in protected cove. Private dock. Close to sand bar!
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See all available properties in Naples
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.