A red building with an American flag, a dock with boats, and a forest in the background.

Naples Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Naples holiday rentals

A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

1. LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Naples
9.8 out of 10, Exceptional, (9 reviews)
"Fantastic home! We had a great time here and look forward to booking again."
United States
Gina P.
The price is HK$4,432
HK$6,986 total
includes taxes & fees
4 Oct - 5 Oct
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A cozy room with a wooden ceiling, a dining table with chairs, a sofa, and a radiator.

2. Long Lake Cabin: Shared Beach, Grill, Porch

Long Lake Cabin: Shared Beach, Grill, Porch
Naples
The price is HK$1,506
HK$3,592 total
includes taxes & fees
12 Oct - 13 Oct
Long Lake Cabin: Shared Beach, Grill, Porch
A cabin with a dock extending into a lake, surrounded by trees.

3. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
The price is HK$1,373
HK$3,908 total
includes taxes & fees
12 Oct - 13 Oct
Long Lake 3BR: Beach Access + Dock

4. Pet-Friendly Glamping Stay with Beach Views in Naples, Maine

Pet-Friendly Glamping Stay with Beach Views in Naples, Maine
Naples
The price is HK$863
HK$1,026 total
includes taxes & fees
15 Oct - 16 Oct
Pet-Friendly Glamping Stay with Beach Views in Naples, Maine
A campsite with two green camping chairs and a metal fire pit.

5. All Points’ End (HOUSE)

All Points’ End (HOUSE)
Naples
The price is HK$1,130
HK$2,386 total
includes taxes & fees
20 Oct - 21 Oct
All Points’ End (HOUSE)

6. Pet-Friendly Glamping Vacations at this Waterfront Safari Tent in Naples, Maine

Pet-Friendly Glamping Vacations at this Waterfront Safari Tent in Naples, Maine
Naples
The price is HK$863
HK$1,112 total
includes taxes & fees
18 Oct - 19 Oct
Pet-Friendly Glamping Vacations at this Waterfront Safari Tent in Naples, Maine
A single-story, light gray mobile home with a wooden deck and a small porch.

7. Casco Tiny house, and HOT TUB!

Casco Tiny house, and HOT TUB!
Casco
The price is HK$934
HK$2,292 total
includes taxes & fees
20 Oct - 21 Oct
Casco Tiny house, and HOT TUB!
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

8. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (28 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
The price is HK$1,353
HK$1,689 total
includes taxes & fees
23 Sept - 24 Sept
Barn on Pleasant-walk to Highland beach & town

9. Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
The price is HK$1,922
HK$2,369 total
includes taxes & fees
23 Sept - 24 Sept
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A wooden deck with a grill area, overlooking a lake with trees in the background.

10. Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful setting! Wishing we could have stayed longer. Awesome communication with the host, cleanliness is impeccable. Would definitely stay here again."
United States
MaryAnn F.
The price is HK$1,765
HK$2,172 total
includes taxes & fees
5 Oct - 6 Oct
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
A gravel patio with a table and chairs, surrounded by tall trees and a view of the water.

11. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning
3.0 star property
Sebago
The price is HK$4,652
HK$9,226 total
includes taxes & fees
13 Oct - 14 Oct
Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning
An aerial view of a lakeside property with a house, a dock, and a boat.

12. Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn

Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Bridgton
10.0 out of 10, Exceptional, (71 reviews)
"great commication and amazing cabin "
United States
Matthew A.
The price is HK$3,719
HK$5,362 total
includes taxes & fees
4 Oct - 5 Oct
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
A multi-story house with a dock and a children's play area.

13. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
9.8 out of 10, Exceptional, (16 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is HK$1,577
HK$5,620 total
includes taxes & fees
29 Sept - 30 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A cozy cabin interior with a central seating area, a kitchen with a bar, and a wood-burning stove.

14. Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!

Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
Bridgton
10.0 out of 10, Exceptional, (13 reviews)
"Cabin was great and stocked with lots of amenities. The house worked well with two families, clean and nicely maintained. Lake was quiet and close to the house. "
United States
Kathleen K.
The price is HK$4,838
HK$7,590 total
includes taxes & fees
2 Oct - 3 Oct
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

15. Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Modern Forest Cabin w/ Private Hot Tub & Fire Pit
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay, we took advantage of all the amenities. Cooked in the outdoor kitchen, used the fire pit every night, swam, floated and fished to the pond, hot tub and sauna were wonderful as well. Everything was very clean and new, all cabins have their own space and it was so quiet and peaceful. Already planning another trip!"
United States
Shawn
The price is HK$1,953
HK$3,403 total
includes taxes & fees
24 Sept - 25 Sept
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
A gravel patio with a table and chairs, a covered grill, and a wooden deck with a railing.

16. Sebago Waterfront-Large Private Lot, Dock, Screened Porch, Grill. Pets Allowed

Sebago Waterfront-Large Private Lot, Dock, Screened Porch, Grill. Pets Allowed
SEBAGO
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful location. Quiet area on the lake and great sunrises. Will definitely go back."
United States
Christian R.
The price is HK$2,854
HK$6,660 total
includes taxes & fees
13 Oct - 14 Oct
Sebago Waterfront-Large Private Lot, Dock, Screened Porch, Grill. Pets Allowed
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

17. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is HK$1,765
HK$2,172 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake
A house with a covered porch, two chairs, a door, and a small garden area.

18. Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!

Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
Bridgton
10.0 out of 10, Exceptional, (4 reviews)
"The house was clean and beautiful! The host made sure we had everything we needed including items for our doggie. We would definitely recommend staying here!"
United States
Jacqueline R.
The price is HK$2,275
HK$4,789 total
includes taxes & fees
23 Sept - 24 Sept
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
A kitchen with a built-in oven, a sink, and a window with a view of the outdoors.

19. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is HK$2,323
HK$4,003 total
includes taxes & fees
27 Sept - 28 Sept
Newly Remodeled Cottage with AC- Sebago Lake Area
A view through a window of a lake surrounded by trees and a small house.

20. Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Bridgton
10.0 out of 10, Exceptional, (63 reviews)
"What a wonderful stay! The house was absolutely amazing and had everything we needed for a comfortable and relaxing visit. It was clean, well-maintained, and thoughtfully equipped, making us feel right at home from the moment we arrived.We truly enjoyed our stay and appreciated all the little details that made the property so special. Thank you for being a great host and for sharing such a beautiful home. We would gladly stay here again and highly recommend it to others!"
United States
Kyle F.
The price is HK$1,177
HK$2,916 total
includes taxes & fees
30 Sept - 1 Oct
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Naples Hotel Reviews

Hampton Inn Oxford

Hampton Inn Oxford

10/10 Excellent
"Loved that they had snacks for a happy hour and the staff was so friendly!"
Stephanie 1-night trip
Posted 18 hours ago
Hampton Inn Oxford

Find out more about Naples

Search for holiday rentals in Naples on Expedia! You can easily find your home rentals, villas, holiday apartments in Naples using one of the methods below:

  • View our selection of featured holiday rentals in Naples
  • Use the map to find apartments and other holiday homes in the Naples neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Naples while they last

Look no further and take a look at our great range of rental properties in Naples!

Frequently asked questions

Can I find holiday rentals in Naples?

Yes, there are holiday rentals in Naples close to Steamboat Landing Mini Golf, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Naples. Make sure you have time to check out the parks and coffee shops during your trip.

What are some of the best holiday rentals that Naples has to offer?

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: This holiday home rental outside of Naples is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

How many holiday rentals are there in Naples?

With 71 Expedia holiday rentals, you're guaranteed to find just the right place for your Naples stay.

What’s there to see and do in Naples?

Brandy Pond and Trickey Pond are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Steamboat Landing Mini Golf. Other places in town to visit include Long Lake and Sebago Lake State Park.

What’s a holiday rental in Naples like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Naples. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.