
Holiday rentals with outdoor seating in Naples
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Naples
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

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 fall & winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Schoolhouse*Hot Tub*Game Room*King Beds*Firepit*Ne
MAKE MEMORIES together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Endless entertainment in the brand new barn game room! This lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the hot tub after hiking, swimming, boating, skiing, dining or shopping

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!

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!

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!

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.

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.

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.

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.
Popular amenities for Naples outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy cottage near Sebago Lake

The Willows- only 8 miles to Pleasant Mt

4-Season Escape w/ Woodstove, Firepit & Mtn Views

Family Getaway in Oxford Hills!

Trickey Moose Family Retreat | Firepit Kayaks

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

#1 View in Maine, Theater, HTub, Xbox, Putting Grn

Raven Stone A-Frame Retreat
Apartment rentals with outdoor seating

Harborview - Curated East End Escape w/ Parking

RETRO BnB in the Heart of East End Portland

Charming Carriage House in the White Mountains

Crescent Beach Gardens

The Misty Mountain Hideout

Studio, pet friendly, river views, Jackson NH

Oceanside Modern Victorian 2BR- East End/ Downtown

The Roost - lovely one bedroom efficiency unit
Condo rentals with outdoor seating

Attitash Studio | 5min to Storyland| Pools

Million Dollar View Mt Wash & Carters @ Story Land

Oceanfront Condo with Awesome Views

KimBills’ on the Saco

Bartlett Condo; Great Views, Resort Access

Comfy condo with loft by the beach!

Cozy, clean, 2nd floor condo in Conway, NH!

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $427 AUD | $457 AUD | $382 AUD | $405 AUD | $436 AUD | $451 AUD | $459 AUD | $459 AUD | $390 AUD | $382 AUD | $413 AUD | $427 AUD | 
| 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 | 
Quick stats about holiday rentals with outdoor seating in Naples

Total holiday rentals
Explore 90 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at $138 AUD per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Naples holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Naples rentals

4.9 Average rating
Naples stays are highly rated by guests—averaging 4.9 out of 5!
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 - Rentals with outdoor seating Cumberland County
 - Rentals with outdoor seating Maine
 - Rentals with outdoor seating United States
 
- Ogunquit Beach
 - Sebago Lake
 - Wells Beach
 - Squam Lake
 - Story Land
 - Scarborough Beach
 - Sunday River Resort
 - Weirs Beach
 - Popham Beach State Park
 - Popham Beach, Phippsburg
 - Mount Washington Cog Railway
 - Diana's Baths
 - East End Beach
 - Omni Mount Washington Resort
 - Dunegrass Golf Club
 - Funtown Splashtown USA
 - Coastal Maine Botanical Gardens
 - Willard Beach
 - King Pine Ski Area
 - Wolfe's Neck Woods State Park
 - Parsons Beach
 - Crescent Beach State Park
 - White Lake State Park
 - Ferry Beach