Photo by mrstigger49

Search Vacation Homes in Gypsum

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare Vacation Homes in Gypsum with updated reviews, rates, and availability.

"Well organize, cute apartment walking distance from the Main strip. Would stay here again!"

"Nice to have the three bathrooms with all adults"

Game room with air hockey, foosball, arcade, chess table and a 75" Smart TV!

"We stayed at the Bennett House in January, 2025. There were enough beds for seven people very comfortably and lots of room for meals and entertainment. We really enjoyed the movie room and game room - lots of rousing air hockey and foosball action! We would definitely stay there again in the future! "

"Stunning views, beautiful interior super comfy! Great space for enjoying family and taking in the Aspen area. Highly recommend! "

"Fabulous spacious home walking distance to town. We have me and my wife, my son and his girlfriend, daughter/husband and 2 small children and plenty of room. Never felt on top of each other. Thank you for sharing your home!"

AED 8,297 total

includes taxes & fees

2 Feb - 3 Feb

"Prime spot with views and close to town. Our group had a fantastic stay. "

AED 11,953 total

includes taxes & fees

18 Feb - 19 Feb

Spacious, open living area to gather with friends and family

"We very much appreciated being able to bring our furry family members. Thank you!Good location between Beaver Creek and Vail. We had cars so it was fine not being convenient to any shuttle stops. It’s in a neighborhood so it was quiet and pleasant. Typical mountain condo otherwise. We had many meals in the condo (Christmas week) and it was well equipped for that. The place definitely has a lot of wear and tear on it and could use a refresh. Worked fine for us. Thanks!"

"We had a great a time! Would definitely stay again!"

AED 3,093 total

includes taxes & fees

3 Feb - 4 Feb

High ceilings and huge windows capture bring in the Mt. Sopris views & sunshine

"A family trip with children, adult grandchildren, spouses. All were entertained with billiards ,foos ball, euchre, charades and a parade of trips to the hot tub, after vigorous skiing at Ajax and The highlands with a trek up to Highland a bowl in 26 min, for the fastest!! Well appt home, especially appreciated the ski lockers!Son in law a chef, so splendid meals at home ,and clean up a breeze with two dishwashers.Can’t say enough nice things about this home, kudos to the owners and the listing...

"Really enjoyed our stay. You definitely are one of the highest houses on the mountain. The hot tub gives you a stellar view of the resort. The host was super responsive and very helpful."

"We really enjoyed staying in this condo! Both bedrooms were private, the bathrooms were nice and spacious, the beds were comfortable, the view from the 3rd floor patio was perfect, the pool and hot tub were so nice to use and kept up very well. Things that could use just a tad bit of improvement: >Laminated instructions for all 3 televisions. The systems in use were not very straight forward, and from what we could tell had a few bugs that were not easily rectified. >The lock mechanism on the...

"We booked this condo for a family ski trip. The condo provides convenient access to all of the attractions and activities in the area, and we would not hesitate to book another stay here when we are back in the area."

"It was beyond expectations with the house and the view and the wildlife there were mule deer in the yard every morning all day while we were in the hot tub and all we could see Elk in the further fields. It was nice to take a drive and find them if you are not an animal person the views were breathtaking The property was beautiful. We had fires inside and outside plenty of firewood, wanting for nothing town was close enough where it wasn’t an inconvenience, but the house was just far enough. You...

"Was a great place and location. Cable tv and everything you need. Fast wifi"

AED 6,006 total

includes taxes & fees

19 Feb - 20 Feb

"The location was good and we had most of the thing we needed. Our stay could have been more comfortable with more than one roll of toilet paper, a window covering on the front door, and a porch light. The hosts communication could have been improved by replying to these concerns. Host did try to provide a phone number and a website for local information, however, these were blanked out by Vrbo. "

"It was a quick trip, but we really enjoyed it!"

"One of the best VRBO’s I’ve stayed. Kitchen was loaded with everything you would need and had all the extras. Location was excellent for skiing both Vail and Beaver."

"Excellent Property to stay for skiing. Property was very well maintained and accomidated our family perfectly. Definitely would reccommend for others!"

"This place looks even better than the photos. Christine and Alex were extremely lovely. The location is great nice and quiet but not far at all from town. I will definitely be back again in the future!"

Exterior view of a two-story building with snow on the ground, showcasing wooden architectural details, a chandelier visible through the front glass door, and the number "188" displayed beside the entrance.

"We have stayed in Beaver Creek many times. This property is consistent with BC's quality."

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Gypsum

"Very nice staff."

AED 3,025 total

includes taxes & fees

25 Feb - 26 Feb

"Great location a block from the Gondola at Aspen. Walking distance from great restaurants, shopping and galleries. Grocery store across the street. Large and comfortable two bed, two bath condo; very nice and recently redecorated. View of the ski hill. Bright and sunny “great room”."

AED 3,531 total

includes taxes & fees

3 Feb - 4 Feb