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Family-friendly vacation rentals in Naples

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Naples

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Rental unit in Norway

4.82 out of 5 average rating, 428 reviews

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt

Newly renovated and remodeled 1.5 Bedroom (both Queen Beds), and 1 full Bathroom on the 1st floor of a 2 floor Townhouse. In Downtown Norway Maine, 3 doors down from the local coffee shop (Cafe Nomad), and steps from downtown shops and the farmers market. Less than a 5min drive from Lake Pennesseewassee and great restaurants like 76 Pleasant. 10 minute drive from Norway Country Club, 20min from the Oxford Casino, and 40minutes from Bethel. Bright, airy, modern relaxed feel to the apartment.

Guesthouse in Portland

4.95 out of 5 average rating, 300 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Home in Bridgton

4.91 out of 5 average rating, 302 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.

Guest suite in New Gloucester

4.97 out of 5 average rating, 187 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.

Tiny home in Harrison

4.9 out of 5 average rating, 297 reviews

Million $ views, Hot Tub, Waterfront, 14 acres WOW

Pets Welcome. Hot tub with a EPIC view. Escape to complete privacy on 14 acres of stunning riverfront property on the Crooked River. This A-frame cabin offers plenty of outdoor activities, a pond, riverfront access with a sandy beach, and trails for picking berries. Relax by the river, go camping, or spot wildlife from the front porch or hot tub. The home is clean, modern, and tidy with a new bathroom and furniture. It also has ac + fast Wi-Fi. s. NEW finished basement w/ bath and bedroom.

Cottage in Freedom

4.79 out of 5 average rating, 455 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

Cabin in Tamworth

4.9 out of 5 average rating, 484 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Cozy Cabin with Sweeping Mountain Views! A great escape with total privacy. Relax by the Giant Fire Pit overlooking the Mountains! Head up to North Conway to the White Mountains or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. Wood Fired Sauna on the premises! We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets ok! *Pet Fee Applies! *Additional Fee for Sauna

Rental unit in Lisbon falls

4.95 out of 5 average rating, 446 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Rental unit in Jackson

4.97 out of 5 average rating, 538 reviews

Studio, pet friendly, river views, Jackson NH

Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Cottage in Brownfield

5 out of 5 average rating, 234 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.

Home in Hollis

4.99 out of 5 average rating, 401 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Cottage in Gray

4.9 out of 5 average rating, 199 reviews

Sunset Haven - Little Sebago Lake

Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

Popular amenities for Naples family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Bartlett

4.86 out of 5 average rating, 277 reviews

Attitash Studio | 5min to Storyland| Pools

Home in Portland

4.97 out of 5 average rating, 208 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

Home in Newry

4.95 out of 5 average rating, 151 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

Rental unit in Bartlett

4.88 out of 5 average rating, 250 reviews

Attitash Retreat

Home in Conway

4.84 out of 5 average rating, 236 reviews

Best backyard in N Conway w/ hot tub, game room...

Condo in Newry

4.78 out of 5 average rating, 197 reviews

Sunday River trailside studio slp3 Brookside B215

Condo in Bartlett

4.84 out of 5 average rating, 335 reviews

Quiet Condo Close to Shopping and Attractions

Cabin in Conway

4.85 out of 5 average rating, 315 reviews

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub

Family- and pet-friendly home rentals

Cabin in Intervale

4.86 out of 5 average rating, 352 reviews

Large and lovely mountain cabin near North Conway

Home in Peaks Island

4.86 out of 5 average rating, 165 reviews

Booking Now: Year-Round Peaceful Island Getaway

Home in Wayne

4.94 out of 5 average rating, 213 reviews

Peaceful Getaway at The Ledges

Rental unit in Gilford

4.88 out of 5 average rating, 339 reviews

Mountain View Cabin #1

Rental unit in East End

4.97 out of 5 average rating, 441 reviews

Bright and cozy Munjoy Hill neighborhood apartment

Home in East End

4.98 out of 5 average rating, 343 reviews

3 bedroom house in the heart of Portland

Rental unit in Gorham

4.95 out of 5 average rating, 170 reviews

The Banker's Suite

Home in Eaton

4.97 out of 5 average rating, 301 reviews

White Mt Retreat with Newly Renovated Kitchen

Family-friendly home rentals with a pool

Condo in Intervale

4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

Condo in Conway

4.9 out of 5 average rating, 72 reviews

Ski-in/Ski-out Condo on Cranmore Mtn w/ Fireplace

Condo in Bartlett

4.96 out of 5 average rating, 181 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

Rental unit in Bartlett

4.79 out of 5 average rating, 114 reviews

Updated Modern Condo at The Seasons

Condo in Bartlett

4.92 out of 5 average rating, 433 reviews

Across from Storyland & in the Heart of the Mtns

Condo in Bartlett

4.89 out of 5 average rating, 257 reviews

Intimate Garden Style Condo with Mountain Views

Condo in Bartlett

4.72 out of 5 average rating, 201 reviews

Excellent Getaway in N.Conway area!

Condo in Newry

4.94 out of 5 average rating, 101 reviews

Sunday River Resort Condos @Cascades

Quick stats about vacation rentals that are family-friendly in Naples

Total rentals
120 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
110 properties include access to wifi

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