Hotels logo

Vacation homes in Naples

September 2026
11
October 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Vacation homes in Naples

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a vacation rental stay in Naples on Hotels.com. These Naples vacation rentals consistently deliver on quality, location and traveler experience. Last updated on September 11, 2026.
A wooden deck with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
A rustic cabin interior with a wooden bar, seating area, and large windows.
A rustic cabin interior with a wooden bar, stools, a patterned rug, and a cozy seating area.
A rustic cabin interior with a wooden dining area, a kitchen with a large stove, and a cozy seating area with a rug.

1. Lakefront Cottage: Boat Dock, Patio & Kayaks!

Lakefront Cottage: Boat Dock, Patio & Kayaks!
Oxford
Lakefront Cottage: Boat Dock, Patio & Kayaks!
A spacious living area with a wooden ceiling, a kitchen with a bar, and a fireplace.
A lodge with yurts, a gravel path, and surrounding forest.
A hot tub, wooden deck, outdoor seating area, and a covered structure.
A wooden cabin with a covered porch, a deck, and a gravel path leading to the entrance.

2. Unique Yurt Cabin Experience in Woods w/ Hot Tub

Unique Yurt Cabin Experience in Woods w/ Hot Tub
Harrison
Unique Yurt Cabin Experience in Woods w/ Hot Tub
A wooden house with a porch, a red gate, and a pile of leaves on the ground.
A living room with a stone fireplace, a large flat-screen TV, and a view of a mountain landscape through a window.
A modern apartment with a kitchen, dining area, and a staircase.
A house with a green door and two windows.

3. Ski-in/ski-out Condo at Pleasant Mountain!

Ski-in/ski-out Condo at Pleasant Mountain!
West Bridgton
Ski-in/ski-out Condo at Pleasant Mountain!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.
A modern living room with a flat-screen TV, a ceiling fan, and a dining area with wooden chairs and a kitchen in the background.
A modern kitchen with a central island, wooden cabinets, and a dining area with a sofa and chairs.
A modern kitchen with wooden cabinets, a central island with stools, and a dining area with a table and chairs.

4. Near Skiing: Serene Harrison Retreat w/ Fire Pit

Near Skiing: Serene Harrison Retreat w/ Fire Pit
Harrison
Near Skiing: Serene Harrison Retreat w/ Fire Pit
A wooden interior with a leather sectional sofa, a staircase, and a dining area.
A wooden cabin with two Adirondack chairs, a wooden deck, and a view of a forest through large windows.
A kitchen with wooden cabinets, stainless steel appliances, and a bar area with stools.
A spacious living room with a leather sectional sofa, a stone fireplace, and a rustic wooden ceiling.

5. Near Ponds, Hiking & Mtn Biking! Greenwood Cabin

Near Ponds, Hiking & Mtn Biking! Greenwood Cabin
South Pond Shores
Near Ponds, Hiking & Mtn Biking! Greenwood Cabin

6. Gage Farmhouse Limit 6 2 Bedroom Apts by RedAwning

Gage Farmhouse Limit 6 2 Bedroom Apts by RedAwning
Bridgton
Gage Farmhouse Limit 6 2 Bedroom Apts by RedAwning
A cozy wooden cabin bedroom with a bed, a ceiling fan, and a view of the outdoors.
A wooden cabin bedroom with a bed, a ceiling fan, and large windows.
A small wooden cabin with a deck, a sink, and a small table with chairs.
A wooden cabin bathroom with a window, a sink, a vase with flowers, and a bottle of hand soap.

7. Pond And Pine

Pond And Pine
Oxford
Pond And Pine
A modern kitchen with a large island, wooden cabinets, and a stone accent wall.
A two-story house with a wooden deck and a large window.

8. Ski, Swim, Kayak, Fish & Boat! Fam Bridgton Home

Ski, Swim, Kayak, Fish & Boat! Fam Bridgton Home
West Bridgton
Ski, Swim, Kayak, Fish & Boat! Fam Bridgton Home
A cozy living room with a sofa, armchair, and coffee table. A television and kitchen area are visible in the background.
A compact kitchen with wooden cabinets, a built-in refrigerator, a coffee maker, and a window with a view of trees.

9. Camp Dragonfly Limit 10 3 Bedroom Home by RedAwning

Camp Dragonfly Limit 10 3 Bedroom Home by RedAwning
Naples
Camp Dragonfly Limit 10 3 Bedroom Home by RedAwning
A wooden deck with a picnic table and chairs overlooking a calm lake, surrounded by trees and greenery.
A kitchen with wooden cabinets, a refrigerator, a microwave, and a stove. There is a dining area with a table and chairs.
A cozy cabin interior with a wooden ceiling, large windows, a sofa, a dining table, and chairs.
A wooden cabin interior with a dining table, chairs, and a sofa.

10. Waterfront Escape w/ Beach Access in Bridgton

Waterfront Escape w/ Beach Access in Bridgton
Bridgton
Waterfront Escape w/ Beach Access in Bridgton
A sandy beach with picnic tables and a large tree in the center.
A covered patio with a glass table and chairs, surrounded by large windows offering a view of trees and a road.
A swimming pool with lounge chairs and a building in the background.
A two-story house with a balcony and a large windowed porch.

11. Any Season Escape Limit 10 4 Bedroom Villa by RedAwning

Any Season Escape Limit 10 4 Bedroom Villa by RedAwning
West Bridgton
Any Season Escape Limit 10 4 Bedroom Villa by RedAwning
A sandy beach with picnic tables and a large tree in the center.
A cozy, wooden interior with a dining area featuring a long table and chairs, a kitchen with a stone wall, and a fireplace.
A wooden cabin interior with a dining area, kitchen, and a cozy living space with a fireplace.
A two-story building with a green roof, a covered porch, and a gravel driveway.

12. Good Times Chalet Limit 19 5 Bedroom Chalet by RedAwning

Good Times Chalet Limit 19 5 Bedroom Chalet by RedAwning
West Bridgton
Good Times Chalet Limit 19 5 Bedroom Chalet by RedAwning
A cabin with large windows, a wooden floor, and a door leading outside.
A wooden interior with a dining table, chairs, a sofa, and a window with a forest view.
A wooden cabin interior with a sofa, a table, and a rocking chair.
A sandy beach with a metal staircase leading into the water, surrounded by greenery and a forested shoreline.

13. Stargazer Shores Limit 8 4 Bedroom Home

Stargazer Shores Limit 8 4 Bedroom Home
Bridgton
Stargazer Shores Limit 8 4 Bedroom Home
A sandy beach with clear water, trees, and a distant shoreline.
A spacious wooden cabin interior with a large L-shaped sofa, a dining table, and a hanging light fixture.
A hammock set up between trees by a lake with a clear sky, a dock, and a row of chairs.
A wooden cabin interior with a dining area, kitchen, and a stone fireplace.

14. Bear Point Limit 15 7 Bedroom Villa

Bear Point Limit 15 7 Bedroom Villa
Harrison
Bear Point Limit 15 7 Bedroom Villa
A modern kitchen with dark cabinetry, stainless steel appliances, and a central island with bar stools.
A single-story house with a gabled roof, a covered porch, and a front door.
A spacious living room with leather sofas and a central island, a kitchen with dark cabinets and stainless steel appliances, and a ceiling fan.
A spacious kitchen with dark wooden cabinets, a central island, and modern appliances. There is a large brown leather sofa in the living area, a dining table with chairs, and a ceiling fan.

15. Ski, Hike & Boat: Modern Bridgton Retreat

Ski, Hike & Boat: Modern Bridgton Retreat
Bridgton
Ski, Hike & Boat: Modern Bridgton Retreat
A single-story house with a front porch, a small yard, and a private property sign.
A natural outdoor setting with a wooden structure, possibly a deck or platform, surrounded by dense greenery and trees.
A modern kitchen with a built-in island, a refrigerator, and a dining area with a sofa and table.
A kitchen with white cabinets, a red island, stainless steel appliances, and a window with a view of trees.

16. Welcome to Buck's Hideout in Bridgton Maine!

Welcome to Buck's Hideout in Bridgton Maine!
Bridgton
Welcome to Buck's Hideout in Bridgton Maine!
A spacious living room with a high ceiling, large windows, and a fireplace.
A spacious living room with a large flat-screen TV mounted on the wall, two patterned armchairs, a small wooden side table, and a staircase leading to another level.
A lakeside setting with three blue Adirondack chairs arranged in a semi-circle around a fire pit, surrounded by a natural landscape with trees and a view of the lake.
A two-story wooden house with a front porch, surrounded by trees and a dirt driveway.

17. Lakefront Family Retreat: Skiing & Mountain Biking

Lakefront Family Retreat: Skiing & Mountain Biking
Greenwood
Lakefront Family Retreat: Skiing & Mountain Biking
A wooden deck with outdoor furniture, overlooking a lake surrounded by trees.
A rustic cabin with a wooden deck and a small porch, surrounded by dense forest.
A spacious living area with a television, wooden flooring, a sofa, and a staircase.
A modern kitchen with white cabinets, stainless steel appliances, and a patterned rug.

18. Joyfull Camp Limit 10 4 Bedroom Cottage

Joyfull Camp Limit 10 4 Bedroom Cottage
Naples
Joyfull Camp Limit 10 4 Bedroom Cottage
A wooden deck with outdoor furniture, a view of trees and water, and a covered area with a lamp.
A cozy living room with wooden walls, a leather sofa, a green armchair, and a wooden coffee table.
A wooden dock leading to a house with a green roof, surrounded by lush greenery and a calm lake.
A modern house with a large deck, surrounded by lush greenery and a pond.

19. Lakefront Escape w/ Deck & Kayaks in Lovell!

Lakefront Escape w/ Deck & Kayaks in Lovell!
Lovell
Lakefront Escape w/ Deck & Kayaks in Lovell!
A kitchen with wooden walls, granite countertops, and a central island.
A cozy cabin interior with a dining area, fireplace, and wooden walls.
A cabin with a stone chimney, a porch with steps, and a view of the surrounding forest.
A kitchen with wooden walls, granite countertops, a sink, and pendant lights.

20. Private Island w/ 2 Cottages on Kezar Lake!

Private Island w/ 2 Cottages on Kezar Lake!
Lovell
Private Island w/ 2 Cottages on Kezar Lake!
See more properties

Top neighborhoods in Naples

Thompson's Point

The Thompson's Point neighborhood offers attractions such as Sebago Lake State Park and Sebago Lake.

Top landmarks in Naples

Trickey Pond

Trickey Pond is 3.4 mi (5.4 km) from central Naples, why not stop by during your stay.
See properties

Brandy Pond

10.0/10 (2 reviews)
Brandy Pond is 2.6 mi (4.3 km) from central Naples, why not stop by during your stay.
See properties

Sebago Cove

10.0/10 (1 review)
Listen to the relaxing sound of the water and take some great vacation pics at Sebago Cove located 3.5 mi (5.6 km) from central Naples.
See properties

Steamboat Landing Mini Golf

Steamboat Landing Mini Golf is 1.7 mi (2.8 km) from central Naples, why not stop by during your stay.
See properties

beach near Causeway Marina

Whether you want to collect beach glass or watch the sunset, beach near Causeway Marina is a spot you might want to check out, located 1.4 mi (2.3 km) from central Naples. If you want to continue walking by the waves, head to Ramond Beach.
See properties

beach near Thompson's Point

If want to top up your tan, you might want to head out to beach near Thompson's Point, located 5.3 mi (8.5 km) from central Naples. If you want to continue walking by the waves, head to Ramond Beach.
See properties

Learn more about Naples

Naples is well-known for its attractions such as Brandy Pond and Trickey Pond. This welcoming city has something for everyone including sights like Long Lake and Sebago Lake State Park.

See all hotels in Naples
A lighthouse, boats, and autumn trees by a marina.

About the destination

Naples is a friendly locale surrounded by lake views. Nature lovers can visit Brandy Pond and Trickey Pond. And while you're here, be sure to stop by Long Lake and Sebago Lake State Park.

Keep exploring