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

Holiday Homes in Naples

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Naples holiday homes

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 €849
includes taxes & fees
22 Oct - 23 Oct
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

2. Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.0 out of 10, Wonderful, (4 reviews)
"The Manor Suite was cozy and charming. It was walking distance from restaurants and shops. I would have loved to stay longer to explore the area.I hope to stay there again if I return to Bridgton next summer."
United States
Jennifer
The price is €133
includes taxes & fees
27 Oct - 28 Oct
Manor Suite,cozy newly renovated,downtown & beach
A view through a window of a lake surrounded by trees and a small house.

3. 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, (66 reviews)
"This was our second stay at Windsor Cottage, and it was just as wonderful as the first! The cottage is always spotless, beautifully furnished, and truly feels like a home away from home. We love the lake access, the pet-friendly accommodations, and being just minutes from downtown Bridgton. We can’t wait to come back again!"
United States
Cortney C.
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

4. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
Fully Updated Lake View Home on Thomas Pond
A bedroom with a sloped ceiling, a window with a view, a wooden railing, and patterned bedding.

5. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with sauna, 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 €275
includes taxes & fees
22 Oct - 23 Oct
Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
A multi-story house with a dock and a children's play area.

6. 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, (17 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is €667
includes taxes & fees
25 Oct - 26 Oct
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A cozy living room with a sofa, a fireplace, a TV, and a window with blinds.

7. The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi

The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
Bridgton
10.0 out of 10, Exceptional, (3 reviews)
"Host was amazing. Great spot in Bridgton!"
Canada
Joshua
The price is €357
includes taxes & fees
26 Oct - 27 Oct
The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

8. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is €420
includes taxes & fees
25 Oct - 26 Oct
Cozy Family Home w/ Beach Access
A rustic room with a wooden ceiling, a hot tub, a black leather chair, and a small table with a flag.

9. Ell Suite walk to town beach

Ell Suite walk to town beach
Bridgton
8.8 out of 10, Excellent, (3 reviews)
"Great spot as advertised "
United States
mark l.
Ell Suite walk to town beach
A loft-style bedroom with a sloped ceiling, a ceiling fan, a bed, a desk, and a kitchenette.

10. Peaceful Barn Loft near Sebago Lake and Conway, NH

Peaceful Barn Loft near Sebago Lake and Conway, NH
Hiram
The price is €184
includes taxes & fees
21 Nov - 22 Nov
Peaceful Barn Loft near Sebago Lake and Conway, NH
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

11. 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 €254
includes taxes & fees
21 Nov - 22 Nov
Cozy 2-bedroom house with shared beach access to Sebago Lake
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

12. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is €444
includes taxes & fees
4 Nov - 5 Nov
Newly Remodeled Cottage with AC- Sebago Lake Area
A white door with a window, two potted plants, and a welcome mat.

13. 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.
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
A modern kitchen with a large island, built-in appliances, and large windows offering views of trees.

14. Waterfront Eco Friendly House Near White Mountains, fire pit, outdoor sauna

Waterfront Eco Friendly House Near White Mountains, fire pit, outdoor sauna
Sweden
10.0 out of 10, Exceptional, (20 reviews)
"We had a lovely and restful stay!"
United States
Anna B.
The price is €374
includes taxes & fees
3 Nov - 4 Nov
Waterfront Eco Friendly House Near White Mountains, fire pit, outdoor sauna
Dining

15. ANY BIG PARTY!!!!

ANY BIG PARTY!!!!
Standish
8.0 out of 10, Very good, (2 reviews)
"Beautiful property, spacious, plenty of beds and super easy to get to the lake. Owner was very responsive throughout the process."
United States
Logan R.
The price is €1,422
includes taxes & fees
22 Oct - 23 Oct
ANY BIG PARTY!!!!
A hot tub on a deck with a view of a sunset over a valley.

16. EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED

EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
Harrison
9.0 out of 10, Wonderful, (6 reviews)
"It felt like having a main lodge or cabin AND a 'campsite' down by the river. Enjoyed kayaking and canoeing. Perfect for what we needed, as far as lots of room for kids and dog to run around. Liked the decor inside, nice vibe. We were sad to leave."
United States
Alisa B.
The price is €686
includes taxes & fees
11 Nov - 12 Nov
EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
A wooden deck with outdoor seating, overlooking a lake with a view of trees and hills.

17. Perfect Maine Getaway - Waterfront w Sauna and Kayaks

Perfect Maine Getaway - Waterfront w Sauna and Kayaks
Waterford
9.6 out of 10, Exceptional, (5 reviews)
"Great house with stunning view and wonderful hosts! Super clean and has everything you could need in and outside of the house. "
United States
Amy B.
Perfect Maine Getaway - Waterfront w Sauna and Kayaks
A modern kitchen with a bar area, wooden ceiling, and skylights.

18. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is €308
includes taxes & fees
21 Nov - 22 Nov
The Barnhouse with hot tub
A spacious living room with a brown leather sofa, a flat-screen TV, and a wooden ceiling.

19. NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table

NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
Norway
10.0 out of 10, Exceptional, (2 reviews)
"We had a great couple of nights here, plenty of space for 6 adults and 3 kids. Everything was clean, worked well, and easy to find what we needed. Great location to drive back to after skiing and we'd definitely stay again if in the area. We all loved the hot tub!"
United States
Irene S.
NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
A beach with footprints, a person standing, and birds on the sand.

20. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
7.4 out of 10, Good, (3 reviews)
"The property was unique, with lots of updates to the interior that met and even exceeded our needs (4 TV's!). New appliances and fully stocked with kitchen-ware. Plenty of towels and beds to indeed sleep 10 as described. The host has thought carefully about what you might need during your stay. Outdoor seating is plentiful so if the weather is good, you're all set for hanging out."
United States
Annette
The price is €302
includes taxes & fees
22 Oct - 23 Oct
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
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

Oxford Casino Hotel

Oxford Casino Hotel

10/10 Excellent
"Satisfied"
Robert 1-night trip
Posted less than an hour ago
Oxford Casino Hotel

Find out more about Naples

Naples Holiday Homes information

Number of reviews
88
Accommodation
480 Holiday Homes
Lowest Price
€133
Highest Price
€1,422