Book Holiday Homes in Naples

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Featured Holiday Homes in Naples

Serenity - Stunning  Sebago Lake scenery

Serenity - Stunning Sebago Lake scenery

Casco
With a stay at this vacation home in Casco, you'll be on the waterfront, just steps from Sebago Lake and a 3-minute drive from Blacksmiths.
Serenity - Stunning Sebago Lake scenery
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Naples
With a stay at this vacation home in Naples, you'll be on a lake, just a 1-minute walk from Sebago Cove and 9 minutes by foot from Sebago Lake.
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Windham
With a stay at this vacation home in Windham, you'll be within a 5-minute walk of Sebago Lake and Jordan Bay.
Charming 4-bedroom house with Pool mins to Sebago Lake and More!
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Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

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

Naples
When you stay at this vacation home in Naples, you'll be near the beach, within a 10-minute walk of Brandy Pond and Trickey Pond.
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
5 Bedroom Lake House + HGuest House with Hot Tub!

5 Bedroom Lake House + HGuest House with Hot Tub!

Casco
With a stay at this vacation home in Casco, you'll be on the waterfront, just steps from Thomas Pond and a 3-minute drive from Blacksmiths.
5 Bedroom Lake House + HGuest House with Hot Tub!
Modern, Luxury Lakefront Home on Crescent Lake, Maine

Modern, Luxury Lakefront Home on Crescent Lake, Maine

Raymond
Located in Raymond, this vacation home is on the waterfront, a 1-minute drive from Crescent Lake and 8 minutes from Panther Pond.
Modern, Luxury Lakefront Home on Crescent Lake, Maine
Lakefront Cottage with Private Beach

Lakefront Cottage with Private Beach

Casco
Located in Casco, this vacation home is on the waterfront, a 2-minute drive from Pleasant Lake and 6 minutes from Crescent Lake.
Lakefront Cottage with Private Beach
New House on Big Sebago w/ Private beach & dock!

New House on Big Sebago w/ Private beach & dock!

Casco
With a stay at this vacation home in Casco, you'll be on the beach, just steps from Sebago Lake and a 3-minute drive from Blacksmiths.
New House on Big Sebago w/ Private beach & dock!
Fully renovated home with lake view, dock & mooring access, kayaks, & deck

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

Harrison
With a stay at this vacation home in Harrison, you'll be on a lake, just steps from Long Lake and a 3-minute drive from Deertrees Theatre and Cultural ...
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
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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
362 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Serenity - Stunning Sebago Lake scenery, Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck., Charming 4-bedroom house with Pool mins to Sebago Lake and More!, Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access, 5 Bedroom Lake House + HGuest House with Hot Tub!, Modern, Luxury Lakefront Home on Crescent Lake, Maine, Lakefront Cottage with Private Beach, New House on Big Sebago w/ Private beach & dock!, Fully renovated home with lake view, dock & mooring access, kayaks, & deck

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
When you stay at this cottage in Naples, you'll be on the waterfront, within a 5-minute drive of Brandy Pond and Songo River.
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
A stay at this cabin places you in the heart of Naples, within a 5-minute walk of Trickey Pond and Sebago Cove.
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
When you stay at this cabin in Naples, you'll be within a 10-minute drive of Brandy Pond and Songo River.
Waterfront Maine cottage! Next to Sebago Lake State Park!
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Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Naples
With a stay at this vacation home in Naples, you'll be on a lake, just a 1-minute walk from Sebago Cove and 9 minutes by foot from Sebago Lake.
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Don't see what you're looking for?
See all available properties in Naples
View all properties
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.