
Cottage holiday rentals in Naples
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Naples

Total holiday rentals
Explore 10 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at $241 SGD per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Naples holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Naples rentals

4.8 Average rating
Naples stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated cottage rentals in Naples
Guests agree: these cottages are highly rated for location, cleanliness and more.

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the water on Panther Pond, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.
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Rustic Pebble Cottage in beautiful Bridgton, Maine
Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a hammock, very quiet retreat. Please note it's old!
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The Purple House by Pettingill Pond
Welcome to Maine. The way life should be! The Purple House (bc the paint color is a happy shade of light purple) is 2 floor home ACROSS the gravel road from Pettingill Pond. Less than 100 ft away from the dock with SHARED access with two super friendly neighbors in the Summer. As a guest of this house you have access to this pond where it is perfect for swimming, rowing, kayaking, canoeing, paddle boarding, boating, floating, ice skating, & snow shoeing. Quick 5 mins from the city center!
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Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.
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Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!
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4br2ba House+parking@PeacefulOasis on Munjoy Hill
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.
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Edgewater Retreat - Lakefront w/Sauna & EV Charger
Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.
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The Loon's Nest Cottage
Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!
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RiverPine Retreat - Clean & Bright Waterfront Home
Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.
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Thompson Lake, No Cleaning Fee Pine Point Cottage,
A refurbish 1967 knotty pine."Cottage a short walk to lake and has lake rights. Located 400 feet from lake access." For swimming, FREE docking for your boat to fish, water ski or just cruise in Thompson lake. 14 miles one of Maines cleanest lakes. 6 Bicycles, 2- kayaks, 2-16 ft canoes, a 14 ft rowboat, and a paddle boat, fishing gear, firewood available for guest at no charge for fire pit. Propane and charcoal barbeques available at cottage. THERE IS NO WIFI.
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Cozy Cottage close to town and area attractions
Welcome to our family cottage located minutes from everything the valley has to offer! Three miles from main street North Conway. All outdoor activities the valley offers only a short drive away! Well-appointed home offering all you will need on your getaway no matter the season. Relax and watch a movie on the oversized leather couches, play pool and watch a game in the basement bar area, or sleep in on our luxury mattresses and bedding. You will not be disappointed!!
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True Maine Artist Cottage with Outdoor Shower
Gorgeous farm stay cottage. Beautifully decorated seasonal artist cottage with soaking tub and outdoor shower. Solo stove fire pit and Adirondack chairs. Huge wrap-around porch with outdoor seating and glorious sunset views across blueberry fields. Also amazing stargazing!! Close to Naples, Bridgton, Sebago Lake. Tons of lakes nearby, hiking, swimming, boating, restaurants, music and local beer! Great place to stay to explore the area or also just relax and hang out.
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Popular amenities for cottage rentals in Naples
Cottage rentals with a hot tub

HOT TUB! Sauna! Mtn Views, Saco river!
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☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
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Waterfront Getaway w/ Private Beach (HOT TUB)
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Charming Cottage so close to JXN Falls & hiking!
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Waterfront, 15 minutes to Sunday River, Hot Tub
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Surf Inn #2
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Lovely 2-Story Cottage w/ Hot Tub & AC by Downtown
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Lakefront House; Fall activities, Hot Tub, Casino
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Pet-friendly cottage rentals

Lake View Cottage / Fenced in Yard / Pet Friendly
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Cozy Waterfront Cottage w/ Private Dock & Kayaks
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Ocean Views/Huge Porch/Sleeps 12/Walk to Beach
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Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit
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Deja Blue Guesthouse
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Cozy Camp on North Pond
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Bright, clean, private cottage near Higgins Beach!
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*5-Star CLEAN *Outdoor Shower *Private Yard *Grill
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Private cottage rentals

Peaceful Cottage on Maine Flower Farm
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Cozy Wolfeboro Getaway | Lake, Ski & Fireplace
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Lakeside Story - Log Cabin, Fire Pit, Beach!
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Lovely Lakefront Cottage - Book Your Fall GetAway!
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Sebago Pines Hideaway-Fire Pit/Beach Access/Family
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Sebago Lake waterfront Cottage
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Modern secluded cottage in the woods of Maine
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Cozy Maine Lakefront Paradise
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Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Footbridge Beach
- Mount Washington Cog Railway
- Sunday River Resort
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Cranmore Mountain Resort
- East End Beach
- Hills Beach
- Fortunes Rocks Beach
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Popham Beach State Park
- Wolfe's Neck Woods State Park





