
Condo vacation rentals in Gypsum
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Top-rated condo rentals in Gypsum
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gypsum condo rentals
Weekly condo rentals

Summit Cove 1 bedroom condo - perfect all seasons!
John’s place was very nice, everything as described; nice space and everything was comfortable. Very easy access to get inside and great location. John gave a lot of helpful info about the place and surrounding restaurants; etc. We would definitely like to stay here again.

Beautiful Mountain Condo-Summit County
We had a great stay at Teresa's place, which comfortably fit our group of 7 adults. The whole house was completely stocked with everything you would need from kitchenware to bathroom essentials. Beds were comfortable and space was well cleaned. Lots of fun games to play. If you are there to ski, this property is deeper into Silverthorne so does need a car to get to resorts, but centrally located to many different ones. We would definitely stay again!

Beaver Village in Winter Park - 2br/2bath Condo
Clean, convenient to slopes, nice size rooms. Highly recommend!!

2BR/2BA Stunning Mountain and Lake Dillon Views!
We had a wonderful stay! Half way between shops and skiing. Plenty of space and amenities for our family. Beautiful views. Lots of supplies for cooking meals in the kitchen. Would love to stay here again!

Walk to Lift, 3bd/3ba Condo Downtown Breckenridge
We loved our stay! Location, location, location! Easy walk to anything in town, especially the mountain. Kitchen was so well stocked, lots of pots, pans, utensils, griddle….so many small appliances. If you like to stay in and cook, I would highly recommend staying here. The hot tub was a huge plus after coming off the mountain too! Will be staying again next year.

Penthouse with Private Hot Tub and Great Views
Great condo in a great location. Very convenient for our ski trip. Loved sitting in the hot tub after a day of skiing!

Michael’s Dream Views in Winter Park, CO condo #15
Awesome place to stay! really cozy especially with a fire and super easy to grab a shuttle to winter park for some laps!

Winter Wonderland - 1 Bedroom Condo
Host was very responsive, and the place was in pristine condition. Very clean and comfortable. We were overall very happy with our stay!
Pet-friendly condo rentals

Blue Moose
This apartment was beautifully located at the top of a mountain near many great hiking trails! Also not far from a quaint town in Idaho Springs. The apartment was so clean and spacious, looked exactly like the photos. It was an amazing stay for an outdoorsy weekend in Colorado.

Cozy, Pet-Friendly 1br Condo, GREAT location!
My husband and I stayed for a long weekend and had a great time. The condo is very comfortable and cozy and had everything we needed. The hall closet is very big so was great for storing our gear. The updated kitchen is super nice and has plenty options to cook meals. Our dog loved sitting on the back deck in the snow. Driving into town is beautiful and quick. Sarah might be the best host we have ever had. She’s very quick to respond and goes above and beyond to make sure your stay is great. We would definitely stay again!

Copper Mt. Condo, Walk to Ski Lift
Great condo with everything you need! Close to the bus route and walking distance to super bee lift

Timbers Mountain Condo: Hot Tub, Dog Considered*
Great condo complex. Area was very quiet and we couldn't have asked for better access to shuttle services. We will be back again.

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!

Walk to Lifts - Hot tub - Pets Ok!
Really wonderful stay! Meredith was extremely responsive, and the stay itself was a wonderful size with all of the necessary amenities, plus quite a few extra touches. The place is nice and quiet, but still very close to downtown. I would love to stay here again sometime in the future and highly recommend it to anyone looking for a spacious and comfortable place in Crested Butte!

Basecamp Bungalow: Hot Tub, Dog Considered*
Erin's place is a ten minute walk to the two main ski lifts, or a 3-5 minute bus ride, making it a perfect place to stay while enjoying the slopes. Easy to find and access, Erin's place was clean and comfortable. The hot tub felt great after two full days of skiing and offered beautiful views of the slopes. The location offered free bus service to mountain village where you can also connect to access the town of Crested Butte, which means you don't need to drive anywhere. Erin was quick to respond when needed. All-in-all, Erin's place was perfect for what we needed.

Grand Lodge pet friendly ski in/ski out Condo
Great last weekend of skiing in Crested Butte. Skyla’s place made so convenient and easy. We will be back.
Condo rentals with a pool

Cozy Corner Condo
Amy's place was conveniently located for our ski trip. The place was very clean and comfortable. Amy provided good instructions and made us feel welcomed. We would stay there again!

Top-Floor Condo | On Ski Bus Route | Pool, Hot Tub
If you’re looking for a perfect little mountain getaway, this is the place! Perfectly located, cozy space with all the things you need to enjoy Winter Park. In walking distance to several restaurants/bars. Not to mention the host are incredibly friendly and helpful. Thank you!

Clean condo sleeps 6.Amazing views, hot tub & pool
Kim’s place was perfect for family. The kitchen has everything you need, beds are very comfy and you can’t beat the location. Kim was also very quick to respond when we had questions.

Walk to Main St. + Snowflake Lift, Pool+Hot Tubs
Great location—walk to Snowflake Chair and restaurants in town. Katie and Dave were very responsive and helpful!

Vail Valley Condo:Pool/Hot Tub,Walk to Everyrthing
Perfect Ski Getaway – Amazing Location & Amenities! I had an incredible stay at this Airbnb! The location was absolutely perfect, just minutes away from the ski resort, making it super convenient to hit the slopes. The balcony was amazing, offering stunning views that made for the perfect spot to relax after a long day with a grill to make an amazing dinner after a long day. The place itself was spacious, well-equipped, and had all the amenities needed for a comfortable stay. Everything was clean, well-maintained, and thoughtfully set up to make guests feel right at home. Plenty of room for everyone, and the host was great with communication. Would definitely stay here again—highly recommend for anyone looking for the perfect ski retreat! ⛷️

LongBranch 311 Top Floor, Corner Unit.
The condo was perfect for our 2 families. The location was awesome! We were a five minute walk to the gondola and Main Street with all the great restaurants and shops. The unit itself was spacious and allowed our kids to have their own place to hang out which they loved. The kitchen was one of the best equipped kitchens we have ever had in an AirBnB. Alpine Meadows management company was great and very responsive to any questions or issues that came up. I would not hesitate to rent this place again if we come back to Breckenridge

Walk to town! Indoor pool, sauna, hot tubs.
Great place for a weekend ski trip. The condo was perfect. There was a lot we liked about the condo. The hot tub, cold tub and pool were a big hit and easily accessible. We walked to town each night and enjoyed the offerings and mountain air. We drove to the resort everyday but the bus stop is handy for busier times. Scott had all the info to me prior to arrival and I had no further needs for more info. Will definitely be back. Thanks for letting us use your space.

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!
Quick stats about condo rentals in Gypsum
Total rentals
30 properties
Nightly prices starting at
$80 before taxes and fees
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain
- Snowmass Ski Resort
- Vail Ski Resort
- Ski Cooper
- Buttermilk Ski Resort
- Sunlight Mountain Resort
- Aspen Highlands Ski Resort
- Rifle Falls State Park
- Breckenridge Nordic Center
- Beaver Creek Golf Club
- Glenwood Caverns Adventure Park
- Maroon Creek Club
- Leadville Ski Country
- Mountain Top Children's Museum
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