Vacation rentals with a pool in Gypsum

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gypsum

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious bedroom features a soft upholstered bed with layered blankets and decorative pillows. Soft lighting is provided by bedside lamps and a floor lamp. A framed artwork hangs above the bed, and a window with horizontal blinds allows natural light to fill the room.

Condo in Frisco

4.88 out of 5 average rating, 147 reviews

Nice Condo. Great Location. Pool. Hot Tub. Garage.

If you are looking for a hotel room, stay here instead! Perfect for a family with kids, amazing location, room to spread out, full kitchen, 2 bathrooms, balcony, look no further. Our condo has primary bedroom with king for parents and a den with queen for kids. Cozy living room with a fireplace to chat about your mountain adventures, dining table to play games after the delicious dinner you made in our nice kitchen. Or relax in the clubhouse with pool and hot tubs. On bike path around the lake.

Superhost

A shared heated pool area offers clear turquoise waters under a bright blue sky with scattered clouds. Poolside loungers are arranged along the deck, while scenic mountain views are visible in the background, enhancing the relaxing atmosphere.

Condo in Granby

4.9 out of 5 average rating, 112 reviews

Mountain Loft-Views-Pool-Hot tub-Near RMNP&WP

Experience mountain living in this stunning Vaulted Loft Condo with top-floor mountain views. Boasting a full kitchen, balcony, new smart TV, WiFi, cable, and shared heated pool & hot tubs. With year-round activities, such as skiing, hiking, biking, and fishing nearby, there's something for everyone. Located conveniently near RMNP, Granby Ranch, Winter Park, Snow Mtn Ranch, Grand Lake, and Hot Sulphur Springs. NO PETS, NO SMOKING, with Professional Housekeeping Service for a worry-free stay.

Guest favorite

An indoor pool area is highlighted by large windows that provide natural light and views of the surrounding landscape. Colorful lounge chairs line the poolside, creating a relaxed atmosphere. The water is calm and inviting, contributing to a spacious, well-maintained environment.

Condo in Keystone

4.94 out of 5 average rating, 198 reviews

Stunning 1 bed w/ lakefront views, pool/hot tub

Enjoy the amazing lake and mountain views on Keystone Lakeside Village. This almost 900 sqft, 1 bedroom condo is fully updated and with everything you need for a great vacation. Walking distance to restaurants, shops, park, and Snake River. Sits on bike path. Has access to pool and hot tub to unwind after hiking or skiing all day! Store your skis in the ski locker on the 1st floor, and then take the free shuttle to Keystone Village or Mountain House. - No pets due to allergy in family.

Top guest favorite

An indoor pool area is shown with a sparkling blue pool and a hot tub, both featuring stainless steel grab rails for safety. Large windows along one wall allow natural light to pour in, while two adirondack chairs are positioned nearby for relaxation.

Condo in Breckenridge

4.97 out of 5 average rating, 130 reviews

Hot tub & pool. Easy access to downtown Breck

Our family-friendly condo offers 2 spacious bedrooms, updated kitchen, a large living area, and 2 immaculate bathrooms… a comfortable home away from home. Relax in the newly renovated indoor pool, hot tub, and saunas at the clubhouse. Read a book in front of our fireplace. Go for a hike along the river or on nearby trails. Play tennis, basketball, pickleball, & volleyball on the private courts. Enjoy easy access to skiing and downtown with the free shuttle at our door. Love at first stay!

Superhost

An indoor pool area features a clear, inviting blue water surface. Natural light streams through large windows, illuminating the warm wood beams of the ceiling. Surrounding space includes seating areas and plant accents, contributing to a relaxed environment suitable for leisure activities.

Chalet in Breckenridge

4.85 out of 5 average rating, 136 reviews

New chalet at waterfall. Good dogs welcome.

New chalet away from all the noise, tranquility on pristine lake with river & waterfall right out the back door. Hiking trails 100 yards away go for miles and miles. All the conveniences of home with high speed access. Two lovely bedrooms & bathrooms. One has day bed which can be two twins or pops up to king. Two storage lofts. Sounds, views & smells go with you for a wonderful memory of your time here. 2 parking spaces on site. Summit County Short Term Rental License. STR00063

Guest favorite

Condo in Keystone

4.84 out of 5 average rating, 453 reviews

Keystone Studio Spa Amenities in the Village

Comfortable studio with fireplace sleeps 4 and is located in the Keystone Village overlooking the 5 Acre Ice Rink. Ride a quick free shuttle to the slopes every 20 min. You may also enjoy Keystone Resort's amenities which include heated outdoor pool, indoor outdoor jacuzzis, saunas, gym, and FULL SPA RESORT SERVICES!!!! Look up link to "Alpenglow Spa at Keystone Resort" for more pictures. Underground heated parking garage and elevator to your condo! Best value with views!

Superhost

An outdoor heated pool is surrounded by patio seating, featuring several tables with black chairs and bright red umbrellas. Lush greenery and purple flowers are visible, along with distant mountains creating a scenic backdrop.

Apartment in Keystone

4.85 out of 5 average rating, 110 reviews

Views, Vaulted Ceilings, Walk to Slopes & Village

Our Red Hawk Lodge condominium is on the top floor, was professionally designed, and has beautiful views of the Continental Divide. The gondola and River Run Village are walkable in about 3 minutes. We have an outdoor heated pool, two hot tubs, a fire pit, a gym, steam room, private ski locker, pool table, and secured parking. We have an electric grill on our deck, and our kitchen is stocked with ample cookware, utensils, and certain staples.

Superhost

The outdoor area features a heated pool and a hot tub, surrounded by shaded seating and picnic tables. The pool area is enclosed with wooden fences and surrounded by trees, ensuring a sense of privacy and relaxation.

Condo in Breckenridge

4.87 out of 5 average rating, 134 reviews

Ski In/Out Newly updated studio near Main St!

Come stay in this newly updated spacious studio condo with a great location to Main Street, a chair lift and hiking trail within a couple hundred feet, and access to Upper Village heated pool and hot tub! Easily sleeps 4 people and has parking for two vehicles, including one spot in the heated garage directly below the unit! The unit comes with a new queen Murphy bed on the first floor, and two new twin mattresses in the loft.

Superhost

An indoor swimming pool is featured beneath a sloping wooden ceiling with large skylights allowing natural light to fill the space. Windows provide views of the outdoors, with a poolside area that includes handrails for accessibility.

Condo in Frisco

4.84 out of 5 average rating, 269 reviews

Amazing views, hot tubs, pool at cozy Frisco condo

Wonderfully equipped condo in the Colorado mountains of Summit County! Frisco has so much to offer from world class skiing, biking, hiking, fishing, Lake Dillon, shops and restaurants, all at your fingertips. The condo is in a quiet complex within walking distance of Main Street, has onsite laundry, tennis court and covered parking. There are 8 of Colorado's premier ski areas within 30 miles of Frisco.

Guest favorite

A spacious dining area features a large wooden table set for dinner, adorned with plates and glasses. A rustic fireplace and a decorative antler mount enhance the ambiance. A spiral staircase leads to an upper level, adding architectural interest to the warm, inviting space.

Townhouse in Breckenridge

4.9 out of 5 average rating, 195 reviews

Deer Lodge - Penthouse Ski Condo in Breckenridge

Breathtaking Mountain Condo in the Heart of Breckenridge Step into your perfect mountain retreat! This spacious 3-level condo (1,500 sq. ft.) combines rustic charm with modern comfort, offering unbeatable views, cozy log furniture, and top-notch amenities. Whether you're here for skiing, hiking, or relaxing, this home has everything you need for an unforgettable stay.

Guest favorite

A colorful display of pink and white petunias frames a serene lake scene. In the background, a row of charming condos is visible, nestled among tall trees and mountain landscapes. A paddleboarder glides across the water, enhancing the peaceful ambiance.

Condo in Keystone

4.88 out of 5 average rating, 279 reviews

Keystone Lake and Mountain Views

REFRESHED! COZY 1 BR/1 BA CONDO WITH MOUNTAIN AND LAKE VIEWS. HALF MILE TO THE LIFTS. DIRECT ACCESS TO THE CONVENTION CENTER. WINTER-SKIING/BOARDING; SUMMER-HIKING, BIKING, PADDLE BOARD, FISHING. Registration Number: STR24-00045385 Your maximum approved occupancy is 6 people. Your maximum approved parking is 1 spaces.

Guest favorite

An inviting dining area is visible, featuring a wooden table surrounded by green and white chairs. A cozy fireplace with a stone surround is positioned nearby, with a large window offering views of the mountains. A light fixture hangs above, adding warmth to the space.

Condo in Breckenridge

4.86 out of 5 average rating, 156 reviews

Cozy Condo on Free Bus Route with Hot Tub & Pool

Amazing Location!!! Come stay in our Cozy Mountain Home just a short ten minute walk downtown, or hop on the free bus steps out the door and just 5 minutes to Beaver Run Ski Lift. 2 free parking spots. Great place to work remote with 100 MBPS internet speed.

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What guests are saying

Ski-In/Out On Snowmass Mtn & Steps To Pool & HT

5 out of 5 average rating, 5 reviews8 months ago

We loved staying here! There's an office on-site that was super helpful when we needed anything but honestly, all the information we needed was laid out in the welcome guide. The unit is beautiful and right off the mountain, perfect for ski-in/ski-out. The pool gate is right outside the back door. Would come back 100%!

Condo in Snowmass Village

What guests are saying

Red Paintbrush, Pool, Hot tub, walk to slopes!

4.95 out of 5 average rating, 61 reviews1 month ago

Our stay was perfect. The owners were very responsive , friendly, and even checked in on us. Everything described about the condo was spot on, plus more. They thought of everything from beach towels for the hot tub to extra blankets for the living room. Shuttle to and from the slopes picked you up right in front of the condo. It couldn’t have been more convenient. Would definitely recommend and would stay here again!

Condo in Mount Crested Butte

What guests are saying

5min walk to mtn base - pool, hot tub & sauna!

4.95 out of 5 average rating, 38 reviews1 month ago

We would stay again at Jenna and Kit's condo in Crested Butte. The ski bus picks up steps from the Condo but the walk to the slopes isn't bad, we found that walking back in the afternoon is faster than taking the bus. During our visit the bus would come each morning at 8:33, 8:48, 9:03, 9:18, etc. etc. So easy to plan departure. Other aspects of our stay we liked...great wifi, wood burning fireplace, firewood stocked in the lobby, well equipped kitchen and condo in general. Thank you Jenna and Kit!

Condo in Crested Butte

What guests are saying

Hot tubs & pool! Amazing views & free shuttle!

4.93 out of 5 average rating, 29 reviews2 months ago

This was a perfect place for my husband and I to stay for our month-long ski-vacation!!! The kitchen is well appointed, and we loved the wood burning fireplace. It is so close to the grocery store ( weather pending you could walk down the hill!!). This unit is super close to a couple of our favorite places to eat and drink- Fuego Azteca and Fisher’s. The community center was fabulous too!! Heated outdoor pool and hot tubs. You can easily fit more people in this unit without feeling crammed- great closet space- 2 full bathrooms and my favorite- stacked washer and dryer! You can run a small load everyday day or so!

Condo in Fraser

What guests are saying

Epic BC Views! 2BD Penthouse w/ Pool, Hot Tub, A/C

4.83 out of 5 average rating, 12 reviews3 weeks ago

Our stay was amazing! The location was perfect. 4 minutes to Beaver Creek and 15 mins to Vail. Since it was our first time in CO, we even drove the 1.5 hours to Aspen to check it out. The drive was so beautiful! Coming home every night to a fireplace and hot tub was icing on the cake! We will definitely go back in the summer to enjoy the lake and some hiking, and can't imagine staying anywhere else!

Home in Avon