Vacation rentals in Naples

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Top-rated vacation rentals in Naples

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 165 reviews

Barn on Pleasant-walk to town

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 spring and summer, walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Jan 2 – 9

G$32,119 GYD per night

Guest favorite

Home in Naples

4.99 out of 5 average rating, 134 reviews

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.

Sep 20 – 27

G$47,442 GYD per night

Guest favorite

Home in Bridgton

4.91 out of 5 average rating, 273 reviews

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 2 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

Sep 11 – 18

G$31,945 GYD per night

Guest favorite

Guest suite in New Gloucester

4.98 out of 5 average rating, 173 reviews

Peaceful Lakeside Suite w/Firepit and Kayaks

Open the double doors of your suite for direct access to a beautiful Maine lake. With a private entrance, the open concept apartment is in the walk-out basement of our log-cabin style home. Includes a kitchenette, private bathroom, enclosed unheated porch, large flat screen TV with DirecTV, washer & dryer. A patio with firepit is available (except when snow-covered). You may swim and use our kayaks and other boats, in season, at your own risk. Nice views. Quiet and peaceful. Enjoy star-gazing.

Jul 16 – 23

G$24,999 GYD per night

Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 419 reviews

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

May 20 – 25

G$25,219 GYD per night

Guest favorite

Loft in Bridgton

4.95 out of 5 average rating, 551 reviews

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.

Apr 15 – 22

G$35,898 GYD per night

Guest favorite

Cottage in Bridgton

4.89 out of 5 average rating, 188 reviews

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 picnic table, very quiet retreat.

Apr 17 – 24

G$21,410 GYD per night

Guest favorite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

May 27 – Jun 3

G$24,730 GYD per night

Guest favorite

Guesthouse in Naples

4.95 out of 5 average rating, 171 reviews

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.

Oct 19 – 26

G$36,210 GYD per night

Guest favorite

Cabin in Naples

4.87 out of 5 average rating, 115 reviews

Songo Lock Cabins #1

Cabins on the waterSongo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's.. Every year we add new things . The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats in and lowers them so they can continue down river into Sebago Lake. You can sit at your cabin and watch the boats or grab a fish pole and do some fishing.

Dec 20 – 27

G$32,136 GYD per night

Guest favorite

Guest suite in Conway

5.0 out of 5 average rating, 256 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Jun 6 – 13

G$23,819 GYD per night

Guest favorite

Cabin in Bridgton

4.96 out of 5 average rating, 171 reviews

Misty Mountain Hop - minutes to Pleasant Mountain!

The perfect retreat for families & friends or even a romantic getaway! Plenty of room to stretch out, relax & feel at home. Full kitchen, comfy beds, wrap around porch, seasonal use of grill, fire pit and lots of space to explore and launch adventure from. Five minutes to Pleasant Mountain, ten minutes to downtown Bridgton, thirty minutes to North Conway and about forty-five minutes to Mt. Washington. Well behaved dogs welcome!

May 11 – 18

G$31,766 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Naples vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Naples's top sights

Sebago Lake State Park91 locals recommend

Point Sebago6 locals recommend

Campfire Grille41 locals recommend

The Umbrella Factory Supermarket25 locals recommend

Long Lake Marina8 locals recommend

Rick's Cafe39 locals recommend

Other great vacation rentals in Naples

Superhost

Cottage in Raymond

4.92 out of 5 average rating, 99 reviews

Cozy Waterfront Cabin in Raymond

Jun 2 – 9

G$54,267 GYD per night

Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 109 reviews

Tall Pines Hideaway

Oct 14 – 21

G$32,773 GYD per night

Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 323 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Jan 5 – 12

G$56,871 GYD per night

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 120 reviews

Riverpine Retreat - clean&bright waterfront home

Jun 1 – 8

G$28,324 GYD per night

Guest favorite

Cottage in Conway

4.95 out of 5 average rating, 281 reviews

20ft from the Water with Mountain View!

Feb 4 – 11

G$39,551 GYD per night

Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Oct 24 – 31

G$33,519 GYD per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 139 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Oct 25 – Nov 1

G$73,239 GYD per night

Guest favorite

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

Mar 24 – 31

G$33,021 GYD per night

Show all

Cabin rentals in Naples

Guest favorite

Cabin in Raymond

4.93 out of 5 average rating, 144 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Oct 2 – 9

G$38,277 GYD per night

Guest favorite

Cabin in Bridgton

4.94 out of 5 average rating, 229 reviews

Cozy Cabin, Close to everything

Nov 5 – 12

G$51,048 GYD per night

Guest favorite

Cabin in Bridgton

4.88 out of 5 average rating, 167 reviews

Cottage on Scenic Highland Lake

Feb 17 – 24

G$35,660 GYD per night

Guest favorite

Cabin in Conway

4.95 out of 5 average rating, 294 reviews

N. Conway…Cozy Cabin, Centrally Located

Mar 28 – Apr 4

G$23,786 GYD per night

Guest favorite

Cabin in Freeport

4.98 out of 5 average rating, 469 reviews

Cozy Cottage-Near Harbor & Park

May 14 – 21

G$32,625 GYD per night

Guest favorite

Cabin in Raymond

4.96 out of 5 average rating, 164 reviews

Idyllic Lakeside Cabin

Oct 5 – 12

G$118,536 GYD per night

Guest favorite

Cabin in Parsonsfield

4.96 out of 5 average rating, 181 reviews

Riverfront cabin between Portland & White Mtns.

Jan 27 – Feb 3

G$32,672 GYD per night

Guest favorite

Cabin in Denmark

4.96 out of 5 average rating, 135 reviews

Maine Lakes-Pleasant Mt-Private Trails

Aug 11 – 18

G$72,048 GYD per night

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Other great vacation rentals in Naples

Guest favorite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Apr 5 – 12

G$25,426 GYD per night

Guest favorite

Guest suite in Freeport

4.95 out of 5 average rating, 198 reviews

Weather's Edge, Freeport

May 18 – 25

G$14,519 GYD per night

Guest favorite

Guest suite in Lewiston

4.97 out of 5 average rating, 191 reviews

Sanctuary in the City

Oct 21 – 28

G$28,448 GYD per night

Guest favorite

Guesthouse in Brownfield

4.88 out of 5 average rating, 379 reviews

Mountain Treehouse Guesthouse

Jul 15 – 22

G$28,299 GYD per night

Guest favorite

Home in Bridgton

4.96 out of 5 average rating, 160 reviews

Dreamy Mountain Home w/ Hot Tub Near Pleasant Mtn

Dec 19 – 26

G$134,901 GYD per night

Guest favorite

Tiny home in New Gloucester

4.95 out of 5 average rating, 127 reviews

Tiny house in the Birch Grove

May 30 – Jun 6

G$30,732 GYD per night

Guest favorite

Farm stay in Gray

4.94 out of 5 average rating, 247 reviews

Great Goat Get-away in Southern Maine!

Mar 3 – 10

G$29,888 GYD per night

Guest favorite

Apartment in West Paris

4.97 out of 5 average rating, 177 reviews

Private Apartment in the Foothills! A Gem!

May 14 – 21

G$21,198 GYD per night

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Quick stats about vacation rentals in Naples

Total rentals
150 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
2.5K reviews
Nightly prices starting at
G$10,424 GYD before taxes and fees

Frequently Asked Questions

What types of vacation rentals are available in Naples?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Naples. From over 20 cottage rentals, over 30 cabin rentals to over 60 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Naples?
Yes! Work meets play with ease at over 60 vacation rentals in Naples featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Naples?
Four-legged friends are welcome in Naples. Choose from more than 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Naples?
Experience the best of Naples with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Naples have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Naples. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Naples have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Naples. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Naples?
Naples has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Naples have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Naples. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Naples

Top-rated vacation rentals in Naples

Vacation rentals for every style

Houses

Cottages

Cabins

Popular amenities for Naples vacation rentals

Stay near Naples's top sights

Other great vacation rentals in Naples

Cottage in Raymond

Cottage in Waterford

Cottage in Pownal

Cottage in Parsonsfield

Cottage in Conway

Cottage in Topsham

Cottage in Middleton

Cottage in Scarborough

Cabin rentals in Naples

Cabin in Raymond

Cabin in Bridgton

Cabin in Bridgton

Cabin in Conway

Cabin in Freeport

Cabin in Raymond

Cabin in Parsonsfield

Cabin in Denmark

Other great vacation rentals in Naples

Guesthouse in Conway

Guest suite in Freeport

Guest suite in Lewiston

Guesthouse in Brownfield

Home in Bridgton

Tiny home in New Gloucester

Farm stay in Gray

Apartment in West Paris

Quick stats about vacation rentals in Naples

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What types of vacation rentals are available in Naples?

Are there vacation rentals with a dedicated workspace in Naples?

Are there pet-friendly vacation rentals in Naples?

How much does it cost to stay in cottage rentals in Naples?

Do cottage rentals in Naples have wifi?

Do cottage rentals in Naples have a bbq area?

Are there family-friendly cottage rentals in Naples?

Do house rentals in Naples have self check-in?

Destinations to explore