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Vacation rentals in Naples

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Top-rated vacation rentals in Naples

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Tiny home in Norway

4.96 out of 5 average rating, 177 reviews

Exclusive Glass Wall Waterfront. Hot Tub, Yoga Hut

The rushing water will flow right by your bedroom overlooking the most pristine, undeveloped river in Maine. This is a countryside oasis with no one in sight. Complete privacy in the hot tub overlooking private waterfront. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the front door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy at-home yoga or massage in the yoga shed overlooking the Water. Professionally Designed Countryside cabin.

Home in Naples

4.98 out of 5 average rating, 156 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.

Tiny home in Bridgton

4.99 out of 5 average rating, 105 reviews

Stunning Library Tiny Home *Private Hot Tub*King B

Welcome to The Tiny Library - Maine's most unique tiny home! This antique library building has been newly renovated into a cozy getaway for bibliophiles and library lovers alike. Its book-lined shelves and dark academia decor, along with modern amenities and high quality bedding ensure a memorable stay, while the gas fireplace and hot tub provide the perfect ambiance for rest and relaxation. Whether you're a bookworm or just in need of a quiet escape, The Tiny Library is the perfect retreat.

Loft in Bridgton

4.94 out of 5 average rating, 596 reviews

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.

Guest suite in Bridgton

4.99 out of 5 average rating, 231 reviews

Barn on Pleasant- walk to town NO EXTRA FEES

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

Cottage in Bridgton

4.89 out of 5 average rating, 210 reviews

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.

Cabin in Oxford

4.94 out of 5 average rating, 125 reviews

Thompson Lake, Maine. discount winter rate 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.

Home in Bridgton

4.95 out of 5 average rating, 189 reviews

Dreamy Mtn Home w/ Hot Tub, Wood Stove, + Views!

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!

Chalet in Naples

4.96 out of 5 average rating, 104 reviews

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.

Guesthouse in Bridgton

4.87 out of 5 average rating, 101 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!

Cottage in Brownfield

5 out of 5 average rating, 234 reviews

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.

Guesthouse in Naples

4.96 out of 5 average rating, 188 reviews

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.

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

Laptop-friendly workspace

Stay near Naples's top sights

Point Sebago6 locals recommend

Sebago Lake State Park91 locals recommend

Bridgton Twin Drive-In76 locals recommend

Songo River Queen II55 locals recommend

Gary's Olde Towne Tavern48 locals recommend

Campfire Grille41 locals recommend

Cottage rentals in Naples

Cottage in Waterford

4.99 out of 5 average rating, 138 reviews

Tall Pines Hideaway

Cottage in Topsham

4.95 out of 5 average rating, 244 reviews

Cozy waterfront home on Merrymeeting Bay.

Cottage in Gray

4.9 out of 5 average rating, 198 reviews

Sunset Haven - Little Sebago Lake

Cottage in Portland

4.89 out of 5 average rating, 529 reviews

Cozy & Quiet Modern Cottage

Cottage in Pownal

4.99 out of 5 average rating, 364 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Cottage in Freedom

4.79 out of 5 average rating, 455 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Cottage in Parsonsfield

4.88 out of 5 average rating, 139 reviews

Riverpine Retreat - clean&bright waterfront home

Cottage in Middleton

4.96 out of 5 average rating, 164 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Cabin rentals in Naples

Cabin in Naples

4.87 out of 5 average rating, 128 reviews

Songo Lock Cabins #1

Cabin in Conway

4.94 out of 5 average rating, 335 reviews

N. Conway…Cozy Cabin, Centrally Located

Cabin in Standish

4.98 out of 5 average rating, 115 reviews

THE LILLIPAD.Off-grid A frame. Sebago lake region!

Cabin in Jackson

4.94 out of 5 average rating, 117 reviews

Jackson Winter Wonderland - Wildcat/Attitash

Cabin in Conway

4.96 out of 5 average rating, 125 reviews

The Conscious Cabin

Cabin in Harrison

4.99 out of 5 average rating, 121 reviews

Get away at Crystal Lake

Cabin in Bridgton

4.93 out of 5 average rating, 111 reviews

Private cabin w hot tub,skiing,firepit & mountains

Cabin in Stoneham

4.99 out of 5 average rating, 159 reviews

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

Other great vacation rentals in Naples

Treehouse in Woodstock

4.98 out of 5 average rating, 199 reviews

Treehouse With Hot Tub Close to Sunday River!

Bungalow in Denmark

4.88 out of 5 average rating, 104 reviews

Lake & Mountain Adventure

Home in Naples

4.92 out of 5 average rating, 13 reviews

Long Lake Cottage

Cottage in Naples

5 out of 5 average rating, 21 reviews

Cozy Renovated Lakeside Cabin

Rental unit in Bridgton

4.96 out of 5 average rating, 25 reviews

The Blueberry House (no silly fees!)

Chalet in Denmark

4.91 out of 5 average rating, 100 reviews

Relaxing A-Frame with Hot Tub and Lake Access

Home in Naples

4.9 out of 5 average rating, 39 reviews

Trickey Moose Family Retreat | Firepit Near Skiing

Cabin in Naples

5 out of 5 average rating, 11 reviews

All Points’ End

Quick stats about vacation rentals in Naples

Total rentals
150 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

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 20 cottage rentals to over 60 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
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 $130 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.
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.
Do house rentals in Naples have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Naples. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore