
Holiday houses in Naples
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Top-rated holiday rentals in Naples
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LUX Designer Private Waterfront Hot Tub - Secluded
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Fireplace • <10 Min to Mt • Walk to Town
Welcome to Barn on Pleasant charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mt for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Kayak to the Causeway-50s cottage with modern vibe
Find out why the Maine life is the best life at Moonstone Cottage. Play on the shores of Long Lake, stroll the Naples Causeway, eat your way around Portland, and hike the mountains of western Maine before coming home to relax around the fire pit, lounge on the deck, and get a feel for the way life should be. Kayaks are waiting for you on the private association beach, or rent a boat from the marina to explore 40 miles of open water. Restaurants, live music, and the market are a short walk away.

The Ferns on Long Lake @ Rickers Resort Naples,
NEW AMENITIES This is the largest unit of our four that available. It has three bedrooms with a three season porch, two bathrooms & a large open area, kitchen and living room . The back yard has an awesome campfire area complete with hammock & hanging lights. Have a great summer vacation in Maine’s premier Vacation Land at our beautiful beach on incredible Long Lake in Naples, Me. NEW : BRAND NEW PICKLEBALL COURTS NEW: (4 ) Free Kayaks - and one double kayak all available when not in use.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Tap House Loft~Sunny & Spacious, Private Hot Tub
Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Tri-Lake Escape: Brandy Pond
Tri-Lake Escape offers the ultimate waterfront getaway with direct access to Brandy Pond, Long Lake, and Sebago Lake. This charming retreat is perfect for families, couples, and outdoor enthusiasts looking to relax and explore. Enjoy stunning lake views, a private dock, and endless activities, including swimming, boating, fishing, and kayaking. Unwind on the spacious deck, gather around the fire pit, or take a short drive to downtown Naples for dining, shopping, and local attractions.

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs
Welcome to Thunder Lodge, your dream getaway on Long Lake in Bridgton. As you step into this unique, family-friendly property you will be greeted by beautiful views of the glistening lake waters that will instantly soothe your soul. Bring your boat or just enjoy all of the amenities provided for you at Thunder Lodge. Make memories that will last forever! 3 min-Bridgton Twin Drive-In 10 min-Naples Causeway 15 min-Point Sebago Golf Course 15 min-Pleasant Mountain 45 min- Portland, ME

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Trickey Moose Family Retreat | Near Skiing Jacuzzi
Enjoy 4 seasons of fun with shared access to Trickey Pond and use of 2 kayaks, large deck, fire pit, gas grille, backyard, wood stove, air hockey, ping pong table, close to skiing, snowmobile trails, boating, hiking & much more. *** 2-Night Weekend Getaways Available All Winter *** Beautiful open concept house with loft and cathedral ceilings is perfect for large families with a well appointed kitchen, fast Wi-Fi, laptop friendly workspace, central AC, jacuzzi, free parking.

Dreamy Mountain Views w/ Hot Tub + Wood Stove
Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

The Chalet~ 4 bed Lakefront Family Vacation
Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples

2 Cabins on 1 Property! Kayaks & Beach Access

The Willows- only 8 miles to Pleasant Mt

Thomas Pond, Casco, Maine

Long Lake Cottage

Waterfront Sebago Cove Camp- pet & kid friendly!

Lakehouse only 70 feet from water!

Oliver House with Sebago Lake boat access

Sebago Lake waterfront Cottage
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $350 AUD | $410 AUD | $314 AUD | $323 AUD | $359 AUD | $409 AUD | $431 AUD | $431 AUD | $395 AUD | $359 AUD | $342 AUD | $395 AUD |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
What types of vacation rentals are available in Naples?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Naples. From over 30 cabin rentals, over 80 house rentals to over 20 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Naples?
Yes! Work meets play with ease at over 60 vacation rentals in Naples featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Naples?
Four-legged friends are welcome in Naples. Choose from more than 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Naples?
Experience the best of Naples with our cottage rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Naples have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Naples. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Naples have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Naples. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Naples have self check-in?
Absolutely! We offer over 10 cabin rentals with self check-in in Naples. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Naples?
Naples has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Naples

Total holiday rentals
Explore 160 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 3,390 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Naples holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Naples rentals

4.9 Average rating
Naples stays are highly rated by guests—averaging 4.9 out of 5!
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