
Family-friendly holiday rentals in Naples
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Top-rated family-friendly rentals in Naples
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Popular amenities for Naples family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning & Spacious 6BR Waterfront House + Hot Tub
Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!

Brownie- Comfy Modern Ranch Home w/Hot Tub
We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.

Best backyard in N Conway w/ hot tub, game room...
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

Luxury 6 bedroom Beach House 50 ft from beach
Large, bright, spacious beach house just steps from the beach and a short walk from the more bustling areas of OOB. Ocean views from all floors. Spacious enough for groups to be together but also to have some privacy if need be. Comfortable beds and well stocked kitchen. Lovely patio with spacious hot tub, outdoor dining area and small yard. A great spot with a responsive host!

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub
We just had a wonderful ladie's weekend at Christy's place! We lucked out and got a bit of snow, so the cabin was the perfect cozy spot to spend the weekend with a fire and a puzzle! The hot tub was an extra added bonus! Beds were all very comfortable and living room was super cozy. Very easy ride to downtown for restaurants and shopping for a bit. Would definitely recommend!

Maine Lakes Region house (private hot tub)
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.

Woodland Way Retreat- Hot Tub and Mountain Views!
We had a fantastic stay at 1 Woodland Way. The house was super comfortable and stocked with all the necessary items for our extended family. Nice views of Sunday River too!

Romantic Log Cabin in Jackson NH
My husband and I had a truly relaxing weekend spending time at the cabin. Lots of space to stretch out and relax by the pellet stove. Friendly and accommodating hosts. Definitely the sort of place worth a repeat visit.
Family- and pet-friendly home rentals

Large and lovely mountain cabin near North Conway
We had a great weekend with a blended family of young adults! There was hiking and visiting family also visiting while there! Great space and location!

Tom’s Cabin The Place to be on Lake Winnipesaukee
Me and my party enjoyed every minute of our stay at Tom’s cabin! The cabin itself was spacious, cozy, and clean. The surroundings were also beautiful, right next to a nice neighborhood and lake. Thomas was a fantastic host and was extremely friendly and helpful. He was always there to answer questions and help out when needed. Overall, amazing trip and I would 100% go back!

Ski-In/Ski-Out Attitash! Base of Abenaki Quad!
Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.

Sweet 2 bedroom apartment
This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

Large House in the White Mountains, Conway NH
let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

Fire Fly Yurts on Funky Bow Lane
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

Cute, Cozy Cabin by the Saco River
Jan’s place was exceptionally clean and well suited for our family ski trip. Everything was thoughtfully decorated and equipped for a stay of our group of 4. She even went the extra mile to communicate with me when I misplaced an item to coordinate with the cleaner and get back to me. Would definitely stay again!

Locally Owned Pet Friendly N. Lakes One Level Home
As one kiddo said at the end “this is the best weekend ever!” This was the perfect getaway and wished we had more time! Stayed 4 adults and three kids with a dog and had more than enough space! The layout of the house was perfect, as having bedrooms on each side of the house! An incredible area so close to town. 30 minutes to North Conway and just minutes to good food! King Pine is also 20 minutes which has multiple winter activities. The house is also so close to the lake! The space was cozy, had everything you needed, comfortable beds, and what a great surprise to have a dryer for the wet clothes after a day in the snow! Matt was a great host, helpful, fast, and responsive. Would stay here again!
Family-friendly home rentals with a pool

Upscale retreat w/ panoramic White Mountain views
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!

Attitash Studio | 5min to Storyland| Pools
Anca was so responsive and very helpful with our stay. The space was great for our family of 4. We were close to the restaurants and entertainment North Conway offers. We wish we could have stayed longer!

★Spacious, Updated, Beautiful Condo @ The Seasons★
The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.

Updated Modern Condo at The Seasons
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Across from Storyland & in the Heart of the Mtns
Michelle and Jason's place was very comfortable, clean and cozy. There was a variety of pots, pans and utensils which allowed us to cook whatever we wanted. There were other people staying in the unit, but it was very quiet. A great find for a long weekend of hiking!

Intimate Garden Style Condo with Mountain Views
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

EPIC VIEWS, Hot Tub, Crooked River- Private - NEW
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Bartlett N. Conway, NH condo ski near Storyland
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!
Quick stats about holiday rentals that are family-friendly in Naples
Total rentals
130 properties
Nightly prices starting at
£97 before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
Destinations to explore
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Surfside Beach
- Fox Ridge Golf Club
- Popham Beach State Park
- Brunswick Golf Club
- Wildcat Mountain
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Mount Washington Cog Railway
- Palace Playland
- Mt. Abram
- Omni Mount Washington Resort
- Laudholm Beach
- Parsons Beach
- Ferry Beach