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.

The 5 King beds plus a bunk room made this a great home for our group. We loved the location for skiing at Winter Park. The house is spacious and the kitchen is well equipped. Hot tub and the views from it were outstanding.

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 loved our stay at Mary and Alan's condo. The property was so beautiful and had lovely pathways and trees. The community pool and hot tub was so pristine and so close we enjoyed a hot soak after skiing. The condo was so bright and spacious we loved the space. Had many lovely nights in the large living room with the fire. We would love to come back and stay here hopefully next year!! Thanks again Mary and Alan!

Had a wonderful time at Jimmy's. The condo is very comfortable and well furnished.. really appreciated having three bathrooms! Beautiful setting and an easy walk to the ski lift and Main Street. Nice balcony to sit out when it finally stopped snowing! Jimmy was great.. very quick to respond and helpful. We hope to be back!

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

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.

Good place to stay. Walking distance to downtown. It’s a pretty easy drive Monarch (about 43 min depending on traffic & how you drive) for skiing too.

Was perfect for our group. Will stay again.

This was such a lovely place to stay. Jody is very kind which made it easy to communicate with her. She was very responsive to my messages. We felt at home while we were there. We were able to easily cook our own meals. The house was stocked with basic things like kitchenware, spices, and such. Everything we needed in the kitchen was there. The beds were very comfortable and inviting. Jody has put a lot of time and thought into the decorating of the house. We very much enjoyed the artwork on the walls. I can not began to share how lovely the views were outside the windows. The electric fireplace was very cozy on the snowy days. My family outside of Colorado is wanting to stay here again when they visit later on. I'd definitely stay here again! Thank you for providing such a lovely retreat.

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

We had a great time with our kids and grandkids. The beds were very comfortable and the house is warm and toasty. The kitchen is well stocked and Maria is just a text away if you need anything. If there is one thing that could be improved it would be the cleanliness of the water in the hot tub. While we were there the maintenance person came by to maintain it but the water is very cloudy and needed to be changed. I don't like making negative public comments but that is what we experienced yet we still had a great time at her place.

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!

This was our second winter at Salle's place. Salle is great to deal with and is always responsive. The place is really clean and comfy. We feel right at home. Kitchen was well stocked with pantry essentials like olive oil, cooking oil, spices, coffee, tea, etc. The welcome chocolates are also very nice. We were dealing with a family emergency in Breckenridge and Salle's local Colorado knowledge was a life saver. Our dog was having some digestion issues and Salle let us try some probiotics that she uses for her dogs. They worked so well they are now the only probiotics we give our dogs. The location is perfect, 1 minute walk to the bus stop to CB ski resort, walkable to Clark's market and all the restaurants on Elk. We will be staying with Salle again next year.

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!

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.

Our spring break stay at Daniel’s place was wonderful. We had all the space we needed with three of our boys with us, and having the pool and hot tubs directly across the parking lot was a huge bonus. Daniel was very quick to respond to any communication and was a great host. Highly recommended!