
Family-friendly holiday rentals in Bailey
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bailey
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Bailey family-friendly rentals
Family-friendly home rentals with a hot tub

Pineridge Cabin
Very clear instructions on everything. Beautiful views. Cozy and quiet.

Merrifield Cabin on Creek & Private Hot-Springs
Our cabin was beautiful! Our private pool was EPIC. Very clean, natural, and remained at the perfect temperature the entire time. My fiance and I enjoyed the privacy, beautiful scenery, the sound of the river, etc. We even utilized the kitchen and made stuffed mushrooms for dinner! The pellet stove created a calm ambience at night time. We felt the stress melt away...Thankyou 🩷

Beautiful Log Home -4 Master Suites! Fishing! Ski!
Mark & Nancy were on top of everything before we got to the cabin. From vehicle recommendations to all of the info we needed to get in. The airbnb was stocked with everything we needed along with fun card and board games to keep everyone entertained. One couple on the trip even got engaged at the top of the hill right by the airbnb with the beautiful mountains in the background! 10/10 would recommend.

Slice of Heaven-Hot Tub-Fire Pit- Views-Red Rocks
No words can express how cool this spot is - and Jim makes it 10x better. He goes out of the way - truly - to make your stay worth it. It’s my second time staying here and there’s a reason for that! The location, the accommodations, the fun/funky Colorado vibe - it’s all so so so good. You legit couldn’t ask for a better host!

Mtn Retreat: Hike,Bike,Hot Tub,ExploreCO,Ski,Relax
John and Kyla’s place was great for our girls night away to relax! We were welcomed when first arrived and it has a separate entrance to their home. Easy to find the entrance with signs to follow. The place had everything we needed! The kitchen was great and living room/dining room was spacious! Living room was big enough to put up our king size mattress. Additionally, the bed was comfy and there were so many comfy blankets! Bathroom was a great size and had everything we needed. Hot tub was awesome! That was the best part for me 😊😊

Fun & Cozy Cabin without the Woods
I had a wonderful time with my wife and kid here at Gary’s Cabin! I loved that it felt like a home and cabin in the middle of the mountains but had a unique location and view right in town. It was super convenient to have the town at your fingertips but still able to enjoy a peaceful setting. The cabin is beautiful and you know it was built with pride and care. I look forward to another trip to Silverthorne!

Mountain Vacation Home with Amazing views
Michelle was an extremely gracious and responsive host! We will definitely stay here again if the opportunity presents itself. The view exceeds expectations.

Marriott Mountain Valley Lodge Breckenridge 1BD
We loved our stay at Robert’s place. Great value for the best location in Breckenridge.
Family- and pet-friendly home rentals

Home Away From Home
I was in town to visit a long time friend who happened to live within walking distance. Diane & John’s place was perfect for my visit. Everything was very clean and tidy. The space was well appointed and organized. The bed was comfortable and the entire space relaxing. I also appreciated the fact that I was not expected to do a lot of cleanup.

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly
Hodge Podge Lodge had so many fun things to do. From the board games, old arcade game, air hockey table, Keurig coffee in every living & entertainment space, WiFi (although minimal), beautiful trails, look out point, swings & so much more!

Bear's Den
This place was amazing. The unit was comfy and cozy and very clean. It also had everything you might need. The property is very peaceful and is convenient for hiking, mtn biking, and heading in to Nederland. Tim was a great host! I'll be staying here again for sure.

Beautiful log cabin on the creek!
This cabin was beautiful inside and out. The location was gorgeous. We thoroughly enjoyed our time at Thomas’s cabin. Highly recommend!

~Haven Guesthouse ~ Sauna, Stream & Stargazing
Great deal! Perfect getaway with close access to Nederland. Loved the Sauna!! It was a nice relaxing oasis from the busyness of suburbia.

Cozy 1 bedroom Granby Ranch condo
Scott was very responsive anc his place was very clean! The kitchen was fully stocked, and the third floor deck was a great place to eat and look at the mountains! Cute little Airbnb, would book again if I was in the area.

Hillcrest Manor-Mid Century Modern 1963 Art House
Overall, this was a 5+ stay. From the very beginning, James was responsive and timely. We arrived to find the house spotless, well lit, music playing, and exactly as described/pictured…. Maybe even better. The kitchen was well equipped, linens were spotless and ample, and the neighborhood was quiet. 25 is just behind, so there was some road noise at times, but it was minor and really only noticed it 1 night. The house is beautiful and perfect for a group of family and/or friends. We would love to stay there again.

HUGE-LOG Stellar Cabin | 3 Acres! Hike/Fish/Relax!
Beautiful cabin with even more beautiful views. Lots of room. I visited with my fiancé, our two daughters, and my mom. We had an amazing few days in the mountains. David was super informative ahead of time and was responsive/easy to reach. The deck and views alone make this place worth it. Definitely recommend!
Family-friendly home rentals with a pool

Ski Cabin! | 5 mi to Granby Ranch | 25 mi to WP
I absolutely loved this cabin! Melany and Blake have the house set up perfectly, anything you need this house has it. The views were amazing and I will definitely be back here. Felt like home.

Beautifully Furnished Modern Condo In Downtown WP
Great condo and great location! The beds were comfortable, the kitchen was well stocked, and the pool was a huge perk. I appreciated Roger’s great communication, always sending tidbits before I needed info—for checkin, for pool access, etc. I would definitely recommend and stay again!

Frisco One Bed One Bath Condo
Incredibly quiet, dark for sleeping, wonderful mountainside neighborhood, within walking distance of some good restaurants and town. We took daily walks with our dog and we loved the availability of short or long hikes. Great communications and overall a perfect place for my husband and I with our dog. We hope to make it back as we love Frisco! Thank you so much! Great host!

Ski in/out, 2 blocks to Main St!
We loved staying at the retreat. It had all the little things that make a stay great! The kitchen was compact but great! The loft for sleeping was a little tricky at first, but worked out in the end. Would definitely stay again!

The Perfect Mountain Getaway
Amazing stay! Jeff’s place was the perfect spot for our weekend ski trip. Only 10 min from Keystone, and less than 30 min to Breckinridge and Vail. Super cozy place with all the amenities you could need: fireplace, amazing view, public hot tube and sauna, board games and more! Would definitely stay here again. :)

Cozy Mountain Top Condo
The location was perfect with beautiful views from the bedrooms - very short drive to ski resorts! The condo was well stocked and very comfortable. We also took advantage of the pool and hot tub, after skiing!

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS
Dillon Colorado is my absolute favorite place to come when vacationing in Colorado, this stay is absolutely amazing and I will 100 percent be staying staying here again. Breath taking views!

Stunning Mountain & Lakefront Retreat With Views!
Laurie’s spot is absolutely perfect! The views are unbeatable, offering a stunning panorama of the lake and mountains. It’s conveniently located near RiverRun Village and Dillon, making it easy to explore. We had a great time skiing, walking around the lake, and even swimming. The condo was incredibly clean, well-stocked, and very comfortable. We couldn’t have asked for a better place to stay!
Quick stats about holiday rentals that are family-friendly in Bailey
Total rentals
140 properties
Nightly prices starting at
₹8,564 before taxes and fees
Total number of reviews
10K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
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- Breckenridge Ski Resort
- Vail Ski Resort
- Coors Field
- Winter Park Resort
- Keystone Resort
- Red Rocks Park and Amphitheatre
- Granby Ranch
- Arapahoe Basin Ski Area
- Elitch Gardens
- Denver Zoo
- Fillmore Auditorium
- Loveland Ski Area
- City Park
- Carousel of Happiness
- Denver Botanic Gardens
- Ogden Theatre
- Water World
- Golden Gate Canyon State Park
- Downtown Aquarium
- Fraser Tubing Hill
- St. Mary's Glacier
- Pearl Street Mall
- Ski Cooper
- Eldorado Canyon State Park