
House holiday rentals in Naples
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Top-rated house rentals in Naples
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Sauna*Hot Tub*Game Room*King Beds*Firepit*Near Ski
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 sauna and hot tub after hiking, swimming, boating, skiing, dining or

LUX Designer Private Waterfront Hot Tub - Secluded
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.

Long Lake Waterfront Home
Private, quiet and peaceful. This 2 bedroom home has all the amenities for a perfect getaway. Enjoy morning coffee in the enclosed porch overlooking Long Lake to boating on 10 plus miles to roasting marshmallows in the fire pit. Each bedroom has a queen bed, a trundle bed in one bedroom and a full-size futon is in the enclosed porch. Also each bedroom has its own private bathroom with a shower. Enjoy the convenience of a washer and dryer, full kitchen, gas grill, Wi-Fi and streaming TV service.

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.

Lake Region Comfort, Close to Everything!
Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Lakefront haven near Shawnee-25mi to North Conway
Located in a quiet neighborhood, our home on Highland Lake is perfect for families or a friendly gathering, boasting 3 BD-2 BA, with gorgeous lake views, and direct lake access with a common sandy walk out beach area. Enjoy the provided canoe and kayak, and spend an evening grilling on the deck, or roasting marshmallows in the common fire pit! Less than one mile to downtown Bridgton. Easy access to hiking and snowmobile trails, as well as skiing at Shawnee Peak (less than a 10 min drive).

Long Lake Happiness-Waterfront/Dock/Kayaks
Welcome to Long Lake Happiness, your peaceful getaway in the heart of Harrison, Maine. From the moment you walk in, you’ll be greeted by sparkling lake views, warm natural light, and a sense of calm that invites you to breathe deep and settle in. Whether you're sipping coffee on the deck, swimming off the dock, or sharing stories by the firepit, this is the kind of place where memories are made. 10 min-Naples Causeway 20 min-Point Sebago Golf Course 25 min-Pleasant Mtn. 50 min- Portland ME

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

Beautiful lake-side home close to Portland Maine
A peaceful & charming renovated old home with private dock on Highland Lake, Falmouth Maine, 20 mins from Portland. *Contact us for longer winter availability! **June/July/Aug, Sat-Sat 7 day min Enjoy beautiful sunsets, canoeing, kayaking, paddle-boarding or fishing on the lake. Or take a short drive to downtown Portland, visit Old Port restaurants & bars, local breweries, Freeport outlet shopping, ski resorts, hiking and walking trails, golf courses, indoor/outdoor cinemas, and more!

Tri-Lake Escape: Brandy Pond
Tri-Lake Escape offers the ultimate waterfront getaway with direct access to Brandy Pond, Long Lake, and Sebago Lake. This charming retreat is perfect for families, couples, and outdoor enthusiasts looking to relax and explore. Enjoy stunning lake views, a private dock, and endless activities, including swimming, boating, fishing, and kayaking. Unwind on the spacious deck, gather around the fire pit, or take a short drive to downtown Naples for dining, shopping, and local attractions.

Dreamy Mountain Views w/ Hot Tub + Wood Stove
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!
Popular amenities for house rentals in Naples
House rentals with a pool

Treehouse Farm - Sebago

Ski Resorts 15 mins, Updated Family Friendly Condo

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Walk to Downtown NoCo w Private pool and hot tub!

There's No Place Like Home

Bear Brook House

On Attitash - Ski, Hike, Swim!

River Access|Gas stove|Min to N. Conway, Attitash
Weekly house rentals

The Willows- only 8 miles to Pleasant Mt

Cabin Fever Reliever

Long Lake Cottage

Tripp Lake Cove Home Away from Home

Cottage with private beach access to sebago lake

Waterfront Sebago Cove Camp- pet & kid friendly!

Manor Suite,cozy newly renovated,downtown & beach

Sebago Lake Retreat | Views, Fire Pit, Family Fun
Private house rentals

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

Lakehouse Retreat on Jordan Bay, Sebago Lake

Babbling Brook Bungalow

Maine Vacation Home on the Water

37(A) Shore Rd, Raymond ME

Charming 3 BR + Loft & Workspace - Close to Sebago

Lakefront | Large Dock, Deck & Fire Pit | Sleeps12

Lakefront Home on Moose Pond + Hot Tub
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $407 SGD | $384 SGD | $352 SGD | $357 SGD | $384 SGD | $416 SGD | $467 SGD | $462 SGD | $396 SGD | $375 SGD | $352 SGD | $357 SGD |
| 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 house rentals in Naples

Total holiday rentals
Explore 80 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Naples holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- House rentals Cumberland County
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- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Gooch's Beach
- East End Beach
- Diana's Baths
- Waterville Valley Resort
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens




