
Holiday rentals in Naples
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Top-rated holiday rentals in Naples
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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.

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.

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!

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.

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!

Songo Lock Cabins #2 Sept. Stay5 days &6th is free
September special: Book 5 nights and 6th is free. Message me in advance so I can block out your free night. 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. The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats into the lock, the water lowers the boats down and then opens so they can continue down river into Sebago Lake.

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.

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.

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.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.
Popular amenities for Naples holiday rentals
Other great holiday rentals in Naples

The Willows- only 8 miles to Pleasant Mt

Long Lake Waterfront Home

Log Cabin sleeps 8 located on shore of Long Lake

Charming 3 BR + Loft & Workspace - Close to Sebago

Lakeside Story - Log Cabin, Fire Pit, Beach!

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Moody Farm Retreat

The Cloud Cabin
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 207 | € 243 | € 186 | € 191 | € 212 | € 242 | € 255 | € 255 | € 234 | € 200 | € 229 | € 237 |
| 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 80 house rentals, over 30 cabin 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 $140 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 house rentals in Naples have self check-in?
Absolutely! We offer over 10 house 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 € 68 per night before taxes and fees

Verified guest reviews
Over 3,260 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
150 of Naples holiday rentals include wifi 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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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Weirs Beach
- Popham Beach, Phippsburg
- Mount Washington Cog Railway
- East End Beach
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Dunegrass Golf Club
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- Coastal Maine Botanical Gardens
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