Family-friendly holiday rentals in Bailey

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bailey family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Divide
4.89 out of 5 average rating, 304 reviews

Pineridge Cabin

MirandaRating, 5 stars2 weeks ago
Very clear instructions on everything. Beautiful views. Cozy and quiet.
Guest favourite
Cabin in Buena Vista
4.95 out of 5 average rating, 264 reviews

Merrifield Cabin on Creek & Private Hot-Springs

BrittanyRating, 5 stars3 months ago
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 🩷
Guest favourite
Cabin in Fairplay
4.98 out of 5 average rating, 194 reviews

Beautiful Log Home -4 Master Suites! Fishing! Ski!

JasmineRating, 5 stars3 months ago
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.
Guest favourite
Guest suite in Golden
4.87 out of 5 average rating, 405 reviews

Slice of Heaven-Hot Tub-Fire Pit- Views-Red Rocks

Mary ElaineRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in Golden
4.96 out of 5 average rating, 565 reviews

Mtn Retreat: Hike,Bike,Hot Tub,ExploreCO,Ski,Relax

JasmineRating, 5 stars1 month ago
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 😊😊
Top guest favourite
Home in Silverthorne
4.92 out of 5 average rating, 152 reviews

Fun & Cozy Cabin without the Woods

CairoRating, 5 stars2 weeks ago
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!
Guest favourite
Cabin in Idaho Springs
4.93 out of 5 average rating, 291 reviews

Mountain Vacation Home with Amazing views

ShannaRating, 5 stars3 days ago
Michelle was an extremely gracious and responsive host! We will definitely stay here again if the opportunity presents itself. The view exceeds expectations.
Top guest favourite
Apartment in Breckenridge
4.97 out of 5 average rating, 190 reviews

Marriott Mountain Valley Lodge Breckenridge 1BD

MartijnRating, 5 stars6 days ago
We loved our stay at Robert’s place. Great value for the best location in Breckenridge.

Family- and pet-friendly home rentals

Top guest favourite
Flat in Thornton
4.98 out of 5 average rating, 273 reviews

Home Away From Home

BeckiRating, 5 stars4 weeks ago
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.
Top guest favourite
Cabin in Larkspur
4.97 out of 5 average rating, 155 reviews

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly

DawnRating, 5 stars4 days ago
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!
Top guest favourite
Flat in Black Hawk
4.97 out of 5 average rating, 426 reviews

Bear's Den

HannahRating, 5 stars4 days ago
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.
Guest favourite
Cabin in Idaho Springs
4.97 out of 5 average rating, 184 reviews

Beautiful log cabin on the creek!

SandraRating, 5 stars3 weeks ago
This cabin was beautiful inside and out. The location was gorgeous. We thoroughly enjoyed our time at Thomas’s cabin. Highly recommend!
Guest favourite
Guest suite in Black Hawk
4.93 out of 5 average rating, 519 reviews

~Haven Guesthouse ~ Sauna, Stream & Stargazing

JohnRating, 5 stars3 weeks ago
Great deal! Perfect getaway with close access to Nederland. Loved the Sauna!! It was a nice relaxing oasis from the busyness of suburbia.
Guest favourite
Apartment in Granby
4.85 out of 5 average rating, 411 reviews

Cozy 1 bedroom Granby Ranch condo

KevinRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Southmoor Park
4.96 out of 5 average rating, 170 reviews

Hillcrest Manor-Mid Century Modern 1963 Art House

DavidRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Fairplay
4.92 out of 5 average rating, 306 reviews

HUGE-LOG Stellar Cabin | 3 Acres! Hike/Fish/Relax!

IsabelRating, 5 stars1 month ago
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

Top guest favourite
Cabin in Granby
5 out of 5 average rating, 119 reviews

Ski Cabin! | 5 mi to Granby Ranch | 25 mi to WP

AliciaRating, 5 stars3 months ago
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.
Top guest favourite
Flat in Winter Park
4.97 out of 5 average rating, 263 reviews

Beautifully Furnished Modern Condo In Downtown WP

LaurenRating, 5 stars2 days ago
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!
Guest favourite
Flat in Frisco
4.93 out of 5 average rating, 113 reviews

Frisco One Bed One Bath Condo

JeniferRating, 5 stars2 weeks ago
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!
Superhost
Loft in Breckenridge
4.77 out of 5 average rating, 428 reviews

Ski in/out, 2 blocks to Main St!

EmilyRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Dillon
4.79 out of 5 average rating, 127 reviews

The Perfect Mountain Getaway

LindseyRating, 5 stars2 months ago
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. :)
Top guest favourite
Apartment in Wildernest
4.9 out of 5 average rating, 291 reviews

Cozy Mountain Top Condo

AmandaRating, 5 stars2 months ago
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!
Guest favourite
Apartment in Dillon
4.95 out of 5 average rating, 318 reviews

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

ChrisRating, 5 stars1 month ago
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!
Guest favourite
Flat in Keystone
4.82 out of 5 average rating, 310 reviews

Stunning Mountain & Lakefront Retreat With Views!

JennyRating, 5 stars2 months ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Park County
  5. Bailey
  6. Family-friendly rentals