
Holiday 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.

Riverside | Walk>grocery & dine! 5 min>BeaverCreek
Gem 💎 location: Stroll 1 block --> dining, cafes, shops, grocery, bars, ski & bike rentals, yoga, bookstore & more! ⛷ 4 min Ski ⭆ Beaver Creek; 15min ⭆ Vail Local CO Native! | 575+ 5-Star 🎖️Airbnb Superhost & Leader! 🅿️ Heated Garage (1) + extra spots 🛗 Elevator, ADA 🔥 Gas fireplace & Grill ✺ 50” HD Smart TV ✺ Fast WiFi 🐶 Pets okay! 🚶♀️Walk or🚴bike | paths along the river! Ask for free Avon Rec Center + pool visits Super quick walk directly to Edwards sports fields/tournaments!

Cozy Boho Retreat w/ Views of Mountain + Lake
Minutes from CO's best ski resorts overlooking a beautiful lake with mountain vistas, you will find this remodeled and ultra-cozy mountain boho retreat. Kick back, relax, enjoy awesome amenities such as a fireplace, patio heater, brand-new TVs, dedicated workstations, blazing-fast wifi, travel essentials, paddle boards, mountain bikes and more. It sleeps a total of 6 people with 1 king and 1 queen bed plus a queen sofa sleeper. Conveniently located near hiking/biking trails, shopping, and more!

BCW 2BR / Hot Tub & Free ski shuttle to Vail & BC
2 Bdrm, 2 full Bath, Sleeps 7 Comfort meets convenience in this 1,100 SqFt condo. Favorably located along Nottingham Lake makes this unit perfect for both winter skiing and summer fun. Take advantage of the FREE SKIER SHUTTLE to both Beaver Creek and Vail ski resorts. Plus you are walking distance to Eagle River for fly fishing fun. Stay on property and enjoy year-round access to the hot tubs + indoor sauna + heated pool + tennis courts. Washer & dryer in unit + grill out on the private patio.

Ski-in/Ski-out Mountain Retreat in Keystone
The perfect place for your next adventure. This newly renovated mountain retreat is just steps from the lifts at Keystone and in the heart of River Run! Only 10-45 min from Breckenridge, Copper Mountain, A-Basin, Loveland, Vail, and Beaver Creek! Access to the outdoor pool, hot tubs, ice rink, mini golf, world-class biking, hiking and skiing! Includes 1 parking spot in the heated garage. Perfect for families, couples, friends, and anyone looking to enjoy Colorado activities for up to 5 guests!

Beaver Run Resort. Ski-In/Ski Out. Pools. Hot Tubs
If you are traveling with kids, this is the place to stay in Breckenridge. You do not need to go anywhere. Everything you need is at your fingertips: ski in - ski out, heated outdoor pools and hot tubs, walking distance to town (or take free shuttle anyway), restaurants on site, arcade, ski school, daycare, full kitchen, balcony and wood-burning fireplace. Beaver Run Resort is the perfect place to relax and create lasting memories. Book your stay today and experience the best of Breckenridge!

Modern Mountain Studio | Walk to Slopes | Hot Tub
Welcome to your cozy basecamp in the heart of Breckenridge! Located in the iconic Peak 9 Inn, this studio condo is the perfect escape for a couple or small family looking to make the most of the slopes, trails, shops, and après-ski spots—all just steps from your door. Hot tub, pool, gym, sauna + more. 🚧 Important Notice: Our building exterior is currently undergoing construction. While this does not affect access to the unit or interior comfort, some noise may occur during daytime hours.

Village at Breckenridge Liftside 4212 Ski In/Out
🎿 Ski-in/Ski-out 4th floor King Studio. Unbeatable location at the base of Peak 9 w/ direct access to Quicksilver Chairlift, ski school & just off Main St. Find ultimate relaxation in the 4 hot tubs, indoor/outdoor pool, sauna, steam room and in room AC in the summer. Paid parking available or leave the car and take the shuttle for stress free travel. Storage lockers available. Sleeps 4: new king bed & queen sleeper sofa. We send a great planning guide!

Edwards condo with attached garage
Bring the whole family to this great place with lots of room for fun! Nestled on the western side of Edwards with quick access to Eagle, Avon, and Vail. This neighborhood is adjacent to the Eagle River for excellent fly fishing, and trails for hiking or biking leave from the neighborhood itself. Second floor condo with attached, private garage for your outdoor gear or a vehicle, and a community hot tub and pool to relax in after a long day of activities!

3Bed/2Bath Mtn Modern Home w/ Sauna near BC/Vail
Located in popular Eagle Vail (Avon), has a 2-minute access to Vail & 10 minutes to Beaver Creek, this newly renovated top floor condo provides an upscale, bright and comforting ambience surrounded by mountain views and Eagle River so you can listen from the master. This 3-bedroom, 2 bath double vanity (each with a private toilet/tub/shower) also has a new dry sauna. Restaurants/shopping/transportation are within minutes.

Marriott Streamside Evergreen Vail 2BD Villa
A world-renowned ski playground and the largest ski area in the U.S.A From skyscraping peaks and fertile valleys to prestigious arts and culture. Sports enthusiasts will appreciate the challenging ski slopes. Nature lovers will delight in the vast unspoiled wilderness. Your villa is an ideal place to spread out and relax after an active day. Cozy up to the fireplace or enjoy the inviting warmth of the indoor heated pool.

Vail Valley Condo:Pool/Hot Tub,Walk to Everyrthing
You're going to love this 2BD, 2BA mountain retreat in the heart of the Vail Valley. With a pool and hot tub open year-round and endless recreational opportunities at your fingertips, you'll never run out of things to do. Details: -King Master Bedroom: private bathroom/Jacuzzi tub and cable TV. -Queen Guest Bedroom: walkout to patio and cable TV. -Full Kitchen -Washer/Dryer

The Buckaroo
Enjoy your stay in a cozy apartment next to our hand built log and stone home halfway between Aspen and Glenwood Springs. We have many amenities, such as a fire pit outside , access to a swimming pool and tennis courts in the summer, a sauna in other seasons, as well as incredible views and lovely outdoor areas.
Popular amenities for Gypsum rentals with a pool
House rentals with a pool

Lakeside Luxury! Pool & Hot Tub, A/C, Epic Views!

Close to skiing, main floor master, fully stocked!

The Ramsey Retreat - Luxury Mountain Cabin!

5 BDR Ski-in/Out Mountain Escape; Peak 8 w/ Views!

Eagle Vail house on golf course- 4/4

Mountain Sunshine [downtown, 2x parking, gondola]

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA

Fantastic Edwards Condo - spacious with HOT TUB!
Condo rentals with a pool

Ski-in/out Mountain Modern Base Village Condo

Inviting Mountain-Modern Condo on Eagle River

Lac d’Avon Chalet HOT TUB POOL Private SKI Shuttle

Cozy Ski-In / Walk-Out @ 4 O'Clock Lodge

Exquisite Luxury, Just Steps from Lifts & Village!

Cozy Aspen Core 2Bd/1.5Ba Condo in Prime Location

Cozy, Renovated, Clean, Quiet, hot tub, grill

Downtown Breck, Ski In/Out, On the River, Mtn Cool
Other holiday rentals with a pool

BC West K-3 w/ FREE Wi-Fi, Parking, Skier Shuttles

2BR Keystone Condo Near Slopes!

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

Modern MTN Condo w/ Pool, Hot Tub, Walk 2 Base VLG

Covered Parking Located On Shuttle Route! | SMC L6

Lion Square Lodge South 262: 1BR Ski In/Out

Condo in the heart of Avon (free shuttle, hot tub)

Kiva 221
Quick stats about holiday rentals with a pool in Gypsum

Total holiday rentals
Explore 30 holiday rentals in Gypsum

Nightly prices starting at
Gypsum holiday rentals start at $255 AUD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Wi-Fi availability
30 of Gypsum holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gypsum rentals

4.8 Average rating
Gypsum stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a fireplace Gypsum
- Rentals with a patio Gypsum
- Rentals with a sauna Gypsum
- House rentals Gypsum
- Rentals with a washing machine and dryer Gypsum
- Family-friendly rentals Gypsum
- Rentals with a hot tub Gypsum
- Condo rentals Gypsum
- Rentals with pools Eagle County
- Rentals with pools Colorado
- Rentals with pools United States
- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain Ski Resort
- Vail Ski Resort
- Snowmass Ski Resort
- Center Village Resort Copper Mountain
- Rifle Falls State Park
- Ski Cooper
- Buttermilk Ski Resort
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Breckenridge Nordic Center
- Aspen Highlands Ski Resort
- Iron Mountain Hot Springs
- Mountain Thunder Lodge
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Vail Residences at Cascade Village
- Village at Breckenridge
- Doc Holliday's Grave Trailhead
- Dillon Amphitheatre
- Sapphire Point Overlook
- Frisco Adventure Park
- Breckenridge Fun Park




