
Cottage holiday rentals in Naples
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Top-rated cottage rentals in Naples
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Cozy & Quiet Modern Cottage
Modern studio cottage designed and maintained with sustainability and eco-friendliness in mind, located in a quiet and very safe Portland neighborhood only a 7-10 minute drive (and $10-13 Uber/Lyft ride) from downtown Portland, the Old Port, and most local attractions. The cottage is a walkable mile (+/-) from Allagash Brewing (and the 4 other breweries there), and is within walking distance (.5 mi) of the restaurants and bars at Morrill's Corner. This is an LBGTQIA- and BIPOC-friendly space.

Maine lakehouse-Ice fishing, skiing, snowmobiling
Beautiful lake living & winter activities, 2.5 hours from Boston, 40 min. from Portland. Near skiing- 1:20 from Sunday River, 1:10 Pleasant Mtn., 1:05 Mount Abram Ski Area, 0:20 Lost Valley. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances. Minutes to Lewiston/Auburn - close to dining and stores. Well known ice fishing spot , cross-country skiing nearby too. Fire pit, great sunsets.

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!

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.

Bright, clean, private cottage near Higgins Beach!
Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the waterline, 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.

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.

True Maine Artist Cottage with Outdoor Shower
Featured on Huckberry!! Beautifully decorated seasonal artist cottage with brand new 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.

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!!

Taproot Cottage at Stone Mountain
Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Modern cozy cottage in historic coastal Maine
Contemporary, newly-renovated cottage between Portland and Freeport. Spotless interior w/ full kitchen, Netflix/AppleTV+, premium Tuft+Needle bed, and washer/dryer. EV charging available. Walk down Main Street to shops, restaurants, and the scenic Royal River. Easy drives to downhill skiing and iconic beaches, Portland's renowned restaurants, LL Bean flagship, and top-rated Maine Brewing. Half way between Boston and Sugarloaf. Your ideal base for Maine adventures.

Sunset Haven - Little Sebago Lake
Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.
Popular amenities for cottage rentals in Naples
Cottage rentals with a hot tub

Waterfront Getaway w/ Private Beach (HOT TUB)

Charming Cottage so close to JXN skiing & hiking!

Retreat near Conway : HotTub, Harry Potter Room

Peace at the Pond w/ Hot Tub & Sauna

Waterfront camp with gorgeous sunset/lake views

Quaint New England Cottage in the Pines | Lakeside

HOT TUB! Mtn Views, Hike/Bike/XC ski from house

Waterfront, 15 minutes to Sunday River, Hot Tub
Pet-friendly cottage rentals

The Purple House by Pettingill Pond

Welcome to Lakota! A Cozy 2 BR Cottage.

Family & Pet Friendly, Lakefront Home

Fun 2 bed 2 bath on a private Pequawket Lake.

Cozy Maine Lakefront Paradise

Kendalls Cottage at Sebago Lake

Cozy Cottage on Highland Lake

Beautifully furnished seaside cottage Falmouth, ME
Private cottage rentals

Casco-Vista, Island Cottage

Charming 3 bedroom cottage on Notched Pond

Skyline Cottage

Waterfront Cricket Cottage Pleasant Pond Turner ME

Serene Lakefront Retreat in Southern Maine

Grace Cottage

Covered Bridge Cottage - Maine woods and river

Quintessential Maine Lakefront Cottage.
Quick stats about cottage rentals in Naples

Total holiday rentals
Explore 20 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at $232 SGD per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

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

Wifi availability
20 of Naples holiday rentals include wifi access

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

4.7 Average rating
Naples stays receive an average rating of 4.7 out of 5 from guests
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- White Mountain National Forest
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Weirs Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- East End Beach
- Omni Mount Washington Resort
- Willard Beach
- Diana's Baths
- Gooch's Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Crescent Beach State Park




