
Family-friendly vacation rentals in Gypsum
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Top-rated family-friendly rentals in Gypsum
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Gypsum family-friendly rentals
Family-friendly home rentals with a hot tub

2 BR, 2 BA Mountain View Family Friendly BCA-45499
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

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.

Big Views, Big House, Hot Tub, Close to town
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!

Slalom Chalet - Luxury Mountain Home
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.

Cozy 1 bedroom Granby Ranch condo
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!

Bright, spacious, extra clean condo in Keystone!
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!

Mountain House with Mt. Crested Butte views!
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.

Beautiful Townhome in Granby Ranch
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.
Family- and pet-friendly home rentals

Down town Glenwood Springs Cottage.
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.

2 Bed 2 Bath Family Ski Condo (Pet Friendly!)
Such a great location between Silverthorn and A Basin… so easy to get to the mountain, without breaking the bank. Highly recommend!

3 BR / 2 Bath, Everything Close, Beautiful Views!
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!

Eagle Vail house on golf course- 4/4
Was perfect for our group. Will stay again.

Our Dream Ranch Guest Home
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.

Cool Frisco One Bedroom Home
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

Stunning Mtn Views; next to Ski/hike/fly fishing
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.

Lodge on Leiter ~ with hot tub!
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!
Family-friendly home rentals with a pool

GORGEOUS REMODELED CONDO..Walk to Lift/Town/Trails
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!!!

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
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!

Beautiful Condo with Hot Tub on Ski Bus Route
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.

Hot Tub, Pool, Sauna, Shuttle to Vail & The Westin
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!

Frisco townhome getaway with fantastic views
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!

Deer Lodge - Penthouse Ski Condo in Breckenridge
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!

Ski-In/Out Beaver Creek Townhome!
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.
Quick stats about vacation rentals that are family-friendly in Gypsum
Total rentals
40 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
440 reviews
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Breckenridge Ski Resort
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