Family-friendly vacation rentals in Gypsum

It was a great stay with almost everything we could want from the condo. We had a family of 5 and slept comfortably in the condo and within close proximity to the mountain of Keystone. Overall good stay

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.

I can’t say enough good things about this home. 10/10 recommend! Very easy check in and clear instructions, accommodating of early checkin if available! The home came stocked with everything you can think of and even the things you didn’t think of. The home was open and spacious, my favorite part was the large table that sat the whole family of 11 for a nice meal together. Conveniently located near outdoor activities, a grocery store, coffee shop and a quick bite. As if that wasn’t enough, we were offered a discount on a future stay that we will definitely be taking advantage of! Thank you so much for sharing your home with us!

Really enjoy our stay in Breckenridge and at this home. Had everything we needed and Adam was super responsive. Enjoyed the hot tub and views.

Great spot, as described, very comfortable and peaceful, and has everything you need for a getaway including a well stocked kitchen! Also appreciated the bonus snacks left by previous folks. :) Hot springs were close enough that I didn't end up using the hot tub but if staying longer, that would have a been a great perk. (Cleaning up, vacuuming, and washing + drying the laundry is requested so just make sure you can budget that time in the morning.) Would definitely recommend Scott's place!

We had a very positive experience. Our host was very responsive at booking, before arrival, and once we were in the home. They had a notebook full of instructions by room which made everything work as it should.

Great townhouse in the perfect location! We loved our stay and would definitely recommend!

Clean, comfortable, and conveniently located. Perfect for our couple days spent on Ski Cooper.

We loved this place so much... It was very cute & clean and had everything you could possibly need. It was the perfect location for walking to town.

Such a great location between Silverthorn and A Basin… so easy to get to the mountain, without breaking the bank. Highly recommend!

The pictures don't do this place justice! The home is wonderful, sturdy, and full of high quality furniture throughout. The couch and beds were very nice! We were more than comfortable with 5 people and a dog here; there was plenty of space and seating. The kitchen was well equipped, the bathrooms were well-supplied, and the backyard (even covered in snow) was a real treat. Great space for a dog, and in warmer weather it would be a great space to hangout. The location was quiet and peaceful, and with the proximity to the bus stop it was very easy to get anywhere in town without driving. Mike was a wonderful host; always responsive, always friendly, and his welcome packet has tons of local suggestions for things to do/places to go!

Was perfect for our group. Will stay again.

Place was perfect for a ski weekend! Location to downtown Frisco was ideal, and the place itself was actually nicer in person than it appears on pics

Pablo’s place has everything! We did some gourmet cooking with the breville sous vide and enjoyed unlimited espresso and cappuccino! Great location. Pablo was very responsive.

We booked this space for a long ski weekend and it was perfect for what we needed. Located in the middle of Leadville and convenient to everything nearby. The house was clean and well equipped and the hot tub was a nice way to unwind after a day on the mountain. Would rent again!

I cannot recommend this log cabin in FairPlay, Colorado, enough! From the moment we arrived, we were in awe of the breathtaking mountain scenery surrounding the property. Nestled in a peaceful, secluded area, the cabin offers stunning panoramic views of the Rockies, making it the perfect escape from the hustle and bustle of everyday life. The cabin itself is beautifully designed—rustic yet modern, with cozy furnishings, a well-stocked kitchen, and a warm fireplace that made our stay incredibly comfortable. Waking up to the sight of snow-capped peaks and enjoying morning coffee on the spacious deck was absolutely magical. Whether you’re looking to hike, explore the charming nearby towns, or simply relax and take in the natural beauty, this place has it all. The stargazing at night was unbelievable—no city lights, just a sky full of stars. If you’re looking for a serene mountain retreat with unbeatable views, this is the perfect spot. We can’t wait to return

Brian and his beautiful condo were both great. We have stayed in this condo before and were glad to be able to come back. Location is excellent, condo decor is beautiful, and equipment [humidifiers, fans, blankets, clothing hooks, etc] was just what we needed. Brian was very responsive to our questions with effective answers and actions as needed. This is a great place for 6 people. All three generations enjoyed our stay!! Don’t hesitate to try Columbine 205!!!

Amazing hosts with extremely quick response times. The view from the house was breath taking. We will definitely be back! Location is 25-30 min from Winter Park and Frazier and 30 min from On The Trail snow mobiles in Grand Lake. We had an amazing trip!

Had a lovely stay at Roger & Sharon’s place! Everything was as described, we had everything we needed, and felt right at home. Extremely clean and well maintained, well stocked kitchen, comfortable bed. Thank you for a great stay!

The location was perfect for my family. We took the Amtrak train to and from Fraser. The local bus system was super convenient from the station to the condo, grocery,and winter park for skiing. We also enjoyed convenient access to the pool, hot tubs, and laundry facilities.

Amazing place to stay with family! Plenty of room to spread out and great gathering space for everyone to be together. A true chefs kitchen. Avon rec center is right across the street and the free Westin gondola is less than a 5 min walk. You can enjoy the slopes or a beautiful stroll along the river walk. We loved our time here!

Marsha’s place was the perfect place for us. It was conveniently located near several ski resorts and comfortable for our family from the moment we got there. Beds are often a top concern of ours when we travel and we were happy because we all slept comfortably and well while there. It was nice to have a garage both in that we did not have to worry about parking, and for loading our things in and out. We enjoyed the community center and the pool/hot tubs. The kitchen had the tools we needed to be able to cook for ourselves for the week. We found Marsha’s place to be clean, cozy and as advertised. We wish that we always could stay at a place that brought us this type of ease while away from home. The cherry on top of our stay was Marsha herself. We got ourselves into quite the pickle during our stay and with no other options, we called Marsha. She was kind, steady, and helped find a quick solution. We are so thankful!

We had a wonderful stay at Andrew’s condo! The condo was just as described. Very cozy with wonderful views of the mountain. We loved the ease of walking to the slopes and to downtown. We hope to come back someday!

We really enjoyed our stay at Reid's place. The home was comfortable and in a quiet neighborhood close to everything. We enjoyed the catwalk in and out for skiing. The hot tub was a nice feature and the kitchen cabinet was well stocked with basic spices/baking needs. We would absolutely go back next year if it wasn't already booked for the week we need.