Book Holiday Homes in Naples

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Featured Holiday Homes in Naples

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Falmouth
Located in Falmouth, this vacation home is on a lake, within a 15-minute drive of Mercy Primary Care and Casco Bay.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
The Cityside Maple House

The Cityside Maple House

Falmouth
Located in Falmouth, this property is within a 15-minute drive of Maine Mall and State Theatre.
The Cityside Maple House
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

Gray
Located in Gray, this vacation home is on the waterfront, a 5-minute drive from Sabbathday Lake and 6 minutes from Spring Meadows Golf Course.
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland
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Quintessential lakefront cabin with canoe, grill, wood-burning fireplace, & AC

Quintessential lakefront cabin with canoe, grill, wood-burning fireplace, & AC

Casco
With a stay at this vacation home in Casco, you'll be on the waterfront, within a 15-minute drive of Sebago Lake and Crescent Lake.
Quintessential lakefront cabin with canoe, grill, wood-burning fireplace, & AC
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

Auburn
With a stay at this vacation home in Auburn, you'll be within a 5-minute drive of Androscoggin River and Bonney Park.
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
“The MBB”-Excellent location, game room w P Pong, Darts, Cards, Karaoke and more

“The MBB”-Excellent location, game room w P Pong, Darts, Cards, Karaoke and more

Bridgton
Located in Bridgton, this vacation home is on a lake, a 4-minute drive from Highland Lake and 6 minutes from Rufus Porter Museum.
“The MBB”-Excellent location, game room w P Pong, Darts, Cards, Karaoke and more
Lakefront-Swim-Kayak-FirePit-20min to Portland

Lakefront-Swim-Kayak-FirePit-20min to Portland

Gray
With a stay at this vacation home in Gray, you'll be within a 15-minute drive of Sebago Lake and Sabbathday Lake.
Lakefront-Swim-Kayak-FirePit-20min to Portland
Wildwood Cabin Bridgton, ME

Wildwood Cabin Bridgton, ME

Bridgton
Located in Bridgton, this vacation home is a 1-minute drive from Woods Pond and 5 minutes from Pondicherry Park.
Wildwood Cabin Bridgton, ME
The Hive Newly Renovated Chic Farmhouse & Barn

The Hive Newly Renovated Chic Farmhouse & Barn

2 out of 5
Waterford
Located in Waterford, this vacation home is a 1-minute drive from McWain Pond and 10 minutes from Papoose Pond.
The Hive Newly Renovated Chic Farmhouse & Barn
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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
493 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Charming 2-bedroom house with AC, WiFi in lovely Falmouth, The Cityside Maple House, Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland, Quintessential lakefront cabin with canoe, grill, wood-burning fireplace, & AC, Cozy Home Away From Home! Right Outside of the City! Dog Friendly! , “The MBB”-Excellent location, game room w P Pong, Darts, Cards, Karaoke and more, Lakefront-Swim-Kayak-FirePit-20min to Portland, Wildwood Cabin Bridgton, ME, The Hive Newly Renovated Chic Farmhouse & Barn

Top trending hotels in Naples

Waterfront Maine cottage!  Next to Sebago Lake State Park!

Waterfront Maine cottage! Next to Sebago Lake State Park!

Naples
With a stay at this cabin in Naples, you'll be within a 15-minute drive of Sebago Lake and Brandy Pond.
Waterfront Maine cottage! Next to Sebago Lake State Park!
Romantic getaway for 2

small and simple 

Winter's Back

Romantic getaway for 2 small and simple Winter's Back

Naples
With a stay at this cabin, you'll be centrally located in Naples, within a 10-minute drive of Sebago Lake and Trickey Pond.
Romantic getaway for 2 small and simple Winter's Back
Great Place for a Family Retreat! Sleeps 10

Great Place for a Family Retreat! Sleeps 10

Naples
With a stay at this vacation home in Naples, you'll be steps from Sebago Lake and Sebago Lake State Park.
Great Place for a Family Retreat! Sleeps 10
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Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

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

Naples
With a stay at this cottage in Naples, you'll be on the waterfront, within a 15-minute drive of Sebago Lake and Brandy Pond.
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
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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.