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.

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Top Guest favourite

Condo in Dillon

4.97 out of 5 average rating, 128 reviews

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 firepit, BBQ, fireplace, 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!

Top Guest favourite

Condo in Eagle-Vail

4.98 out of 5 average rating, 125 reviews

Inviting Mountain-Modern Condo on Eagle River

Near outstanding skiing (Vail & Beaver Creek), fly fishing, biking.....our beautifully remodeled condominium provides everything you need to enjoy the Vail Valley during your mountain getaway. Listen to the Eagle River as you fall asleep. This 3 BR, 2 BA end-unit has ample natural light, high-speed Wi-Fi, 2 free parking spaces, high-end kitchen, gas fireplace, and 2 smart tv's. The complex has a large hot tub (year-round) and outdoor pool (seasonal) for your use. This is a 4-season retreat!

Superhost

Condo in Breckenridge

4.82 out of 5 average rating, 364 reviews

Walk to Lifts/Town - Free Bus Route - Los Pinos

Extremely convenient quiet studio right near the base of the mountain. Enjoy partial mountain views from the couch! Close to the lifts and town. Freeride bus system (very frequent) and Snowflake Lift just steps away! Beaver Run lift also walking distance. Ski back to the base of Snowflake lift and end your day steps from home! Town roughly 10 - 15 minute walk away. Close to hiking and biking in the summer. Hot tub on site. Pool nearby. One surface parking space. Unit is small ~300 SQFT.

Top Guest favourite

Apartment in Breckenridge

4.99 out of 5 average rating, 113 reviews

Luxurious Breckenridge Studio, Steps to Town/Lifts

Please note. Early check in/Late check out not available. POOL/HOT TUBS Closed Sept. 15th- Oct. 9th Kick back and relax in this calm, stylish space. Our warm and welcoming condo is nestled in a quiet but convenient area very close to lifts and town. Cozy up to the gas fireplace, Relax on the covered deck Adirondak chairs with coffee or a cocktail. Use the provided robes to take an easy stroll to the pool and hot tubs after a day of skiing or hiking. Mountain luxury is just a click away!

Guest favourite

Condo in Dillon

4.95 out of 5 average rating, 327 reviews

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

Immaculately kept and charmingly furnished with cozy mountain decor, and views across Lake Dillon with the snow-capped peaks of the 13,000 ft. Ten Mile Range. The deck boasts front row seats for inspiring sunrises, and striking sunsets-5 major ski resorts within 30 minutes and outdoor activities. The Dillon Amphitheatre (2 min. walk), marina, shops, and eateries are a short walk away. Booking guest MUST BE AT LEAST 25 YEARS OLD. PLEASE NO SMOKING AND/OR PETS INSIDE OR OUTSIDE.

Guest favourite

Condo in Beaver Creek

4.92 out of 5 average rating, 104 reviews

307 | Ski in/out + Ski Valet, 4 Season Pool & Spa.

At the base of Beaver Creek Mountain, one of the world’s top ski resorts, Beaver Creek Lodge is a sublime retreat of mountain luxury. Nestled within the charming village of Beaver Creek Resort, steps from shopping, dining and entertainment. Spacious suites feature all of the comforts of home, including cozy fireplaces and kitchenettes. Enjoy ski-in/out convenience to the slopes, championship golf, and the prestige of one of Vail Valley’s most exclusive addresses.

Guest favourite

Condo in Vail

4.92 out of 5 average rating, 338 reviews

Marriott's StreamSide Birch 1BD sleeps 4 -6

WELCOME TO MARRIOTT'S STREAMSIDE BIRCH AT VAIL FEEL THE SPIRIT OF THE ROCKIES IN VAIL, COLORADO Set amid world-class ski slopes and year-round outdoor recreation, Marriott's Streamside Birch at Vail invites you to play among the Colorado mountains. Ski 3,000 acres of fresh powder at Vail's Back Bowls, hike the lush White River National Forest, shop the boutiques at Cascade Village, raft dazzling rivers and enjoy endless leisure activities in the great outdoors.

Superhost

Condo in Edwards

4.94 out of 5 average rating, 102 reviews

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!

Guest favourite

Condo in Granby

4.86 out of 5 average rating, 180 reviews

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

This 2nd floor studio is located at the Inn at Silvercreek in Granby Ranch. It is 495 sq ft. Inside the studio has been updated and is stylish and cozy. The resort offers many amenities including pool, hot tubs, an arcade, a gym and even a barber shop. The location is about 5 min from the Granby Ski area, 20 min to Grand Lake and 30 min to either RMNP or Winter Park. There is a free “Lift” shuttle to Winter Park during the ski season.

Top Guest favourite

Condo in Snowmass Village

4.96 out of 5 average rating, 101 reviews

Summit's Rest

Make this beautiful Snowmass Village condo your adventure hub or relax comfortably. Enjoy biking / hiking rim trail from the complex or short shuttle ride to the ski slopes (can also ski across bridge). 20 min from Aspen. Brand new renovation. 3 smart TVs. New furniture and bedding. Washer / Dryer, private deck with grill Pool, large hot tub, sauna, town shuttle, bus route, free parking, ONE DOG per rental, unbelievable views

Guest favourite

Condo in Granby

4.87 out of 5 average rating, 371 reviews

Cozy Studio~Mtn Views~Salt Water Pool & Hot-Tubs

Must be 21 or over, No Smoking, No Pets Resort was built in 1982, the common areas reflect that. Disinfecting professional housekeeping service. WalkOut Studio (one room) w/patio, Pond, fountain and Mtn views, 495 sq ft, fireplace, full kitchen, full bath, 55 inch FS TV, WiFi, and cable. Resort offering many amenities. Queen Murphy Bed and Queen Sofa Bed. Heated pool, hot tubs, Sauna, fitness center, RB, and tennis courts.

Top Guest favourite

Condo in Vail

4.99 out of 5 average rating, 145 reviews

FREE wine | HotTub | Wood Fire | Free Vail Ski Bus

Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥