Vacation rentals in Naples

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

4.99 out of 5 average rating, 148 reviews

LUX Designer Private Waterfront

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.

A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.

4.98 out of 5 average rating, 172 reviews

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 living area features high, wooden ceilings with exposed beams and large windows, allowing natural light to flood the space. A stone fireplace serves as a focal point, while a cozy seating area is complemented by a dining table surrounded by red chairs.

4.93 out of 5 average rating, 116 reviews

Best Ski & Lake House

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for fall gatherings (stunning scenery), winter ski trips (only 25 minutes to Pleasant Mountain) & summer vacations (beaches, water-sports, cookouts, galore) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate.

4.94 out of 5 average rating, 652 reviews

A spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.

Loft in Bridgton

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.

4.98 out of 5 average rating, 293 reviews

A spacious bedroom is highlighted by a king-size bed adorned with subtle patterns. Natural light pours in through large windows, illuminating the beautiful stone fireplace, which provides a cozy focal point. A comfortable reclining couch sits nearby, enhancing the relaxing atmosphere.

Guest suite in Bridgton

Barn on Pleasant- walk to town-no cleaning fee

Welcome to our 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 summer walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

5 out of 5 average rating, 120 reviews

A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

4.89 out of 5 average rating, 250 reviews

The exterior of Pebble Cottage is shown, featuring a charming yellow facade with a welcoming front porch. Two large windows adorned with flower boxes are displayed, offering a glimpse of the landscaped yard framed by a white picket fence.

Cottage in Bridgton

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 picnic table, very quiet retreat.

4.96 out of 5 average rating, 113 reviews

A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.

Chalet in Naples

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.

Superhost

The image captures a lush green landscape in front of a charming red building. A winding drive leads towards the residence, while mountains rise in the background under a partly cloudy sky. Colorful flowers and greenery frame the scene, enhancing its natural beauty.

Guesthouse in Bridgton

4.85 out of 5 average rating, 138 reviews

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

4.87 out of 5 average rating, 134 reviews

A rustic cabin exterior with a covered porch features two seated chairs and a small table. An American flag adorns the wall. Surrounding foliage provides a serene setting, with a pathway leading up to the porch. Guard lights are present along the yard.

Cabin in Naples

Songo Lock Cabins #1 Book For Fryeburg Fair Week.

September special: Book 5 or more days for Fryeburg Fair and get 2 days free. Message me before booking. Cabins on the water. Songo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's.. Every year we add new things . The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats in and lowers them so they can continue down river into Sebago Lake.

4.96 out of 5 average rating, 194 reviews

The kitchen features modern white cabinetry and stainless steel appliances, including a refrigerator and microwave. A dining table with four chairs is positioned near the window, allowing natural light to illuminate the space. A cozy living area is visible in the background.

Guesthouse in Naples

Downtown Naples guesthouse. Steps from causeway

In the heart of Naples you will find this large 2 bedroom carriage house newly constructed in 2018, only steps away from the lakes, causeway, restaurants, grocery store and marinas. Each large bedroom has a queen bed, the kitchen is fully equipped, the television has Roku for cable access or streaming channels. There is a large deck overlooking a vacant lot. WIFI is included. Oxford Casino, Shawnee Peak, and Fryeburg Fairgrounds are all within half hour drive.

4.98 out of 5 average rating, 132 reviews

A modern cabin exterior is framed by tall trees, featuring a large window that invites light into the interior. A spacious wraparound deck is present, enhanced by warm, glowing string lights. Comfortable outdoor seating is arranged on the deck, creating an inviting atmosphere.

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Naples vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Naples

5 out of 5 average rating, 28 reviews

A circular fire pit area with four Adirondack chairs arranged around it, set on gravel. A small fire pit is at the center, surrounded by natural stone logs. Lush greenery from surrounding trees provides a secluded backdrop.

Cabin in Naples

Lake Access-Screen Porch-Fire Pit-7 mins Downtown!

5 out of 5 average rating, 29 reviews

A modern blue house with large windows overlooks a serene pond, surrounded by lush greenery. The structure features a spacious deck, and its reflection can be seen in the water. The tranquil setting invites relaxation and is complemented by natural landscaping.

Home in Casco

Thomas Pond, Casco, Maine

4.94 out of 5 average rating, 84 reviews

The cottage is illuminated softly against the night sky, showcasing a large front deck with rocking chairs. The main entrance is framed by bright windows, adding warmth to the exterior. Surrounding trees create a serene atmosphere, enhancing the peaceful setting.

Home in Standish

Sebago Lake, ME *Lakeside*Hot Tub* just renovated

4.92 out of 5 average rating, 36 reviews

A cozy living space features a circular glass table paired with a patterned armchair. Two wooden doors with black hardware provide access to storage. A dark wooden cabinet stands against the wall, while a flat-screen TV is positioned nearby. Natural light highlights the wooden accents.

Barn in Naples

"Historic 1785 Barn in the heart of Naples ME"

A secluded bungalow is pictured at night, featuring a spacious outdoor area with a picnic table and several seated chairs arranged around a fire pit. Soft lighting illuminates large windows, highlighting the inviting interior. Surrounding trees provide a natural backdrop.

5 out of 5 average rating, 38 reviews

Babbling Brook Bungalow

4.93 out of 5 average rating, 29 reviews

A charming black cabin is framed by lush trees and neatly trimmed shrubs. The pathway of gravel leads to the entrance, while the porch is partially visible, featuring an umbrella in a vibrant color. Natural light brightens the surroundings, enhancing the welcoming appearance.

Cottage in Naples

Cozy Renovated Lakeside Cabin

4.94 out of 5 average rating, 51 reviews

The modern lake house features a sleek black exterior with expansive glass windows. A spacious deck with seating overlooks the surrounding greenery. Red chairs are positioned on the lawn, offering a bright contrast to the natural landscape.

Home in Bridgton

Stunning Bridgton Lake House with EV charger

A spacious great room features high wooden cathedral ceilings and large windows, allowing natural light to fill the space. A plush sectional sofa is positioned on a decorative area rug, with a media console and a wood stove nearby. The open layout connects to the dining area and kitchen.