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 Beaver Creek

4.95 out of 5 average rating, 300 reviews

Curl up in a Leather Armchair at a Ski-in/Ski-out Retreat

Recharge with a morning coffee against the backdrop of majestic mountains at an elegant take on a traditional lodge. Subtle white paneling blends with classic beams for a modern rustic look, while the spacious patio boasts stunning views. This one bedroom unit is a one of a kind 875 sq ft unit with a full kitchen, gas fireplace, large patio and plenty of privacy. Summer activities include extensive hiking trails, summer adventure center with kids activities, ski lift running daily as well as on mountain and fine dining. Ice skating is open year round. This unit is ideal in the winter since it is a short walk to Centennial lift and has a skier bridge to return to the hotel at the end of the day. Steps away from adult and children's ski schools and multiple ski rental and retail shops. Host will be available through Airbnb. Beaver Creek combines a unique old world charm with modern amenities. Restaurants, retail stores, an ice skating rink, and other activities are all a short walk away, while the Centennial lift and a skier bridge are within easy reach of the unit. Off season months can limit hotel amenities. Everything you need for your family is within walking distance. There is a convenient intown bus, taxi’s and Uber’s as well as village to village transportation. Dial-a-ride is available to guests staying in beaver creek. Parking is free in the Villa Montane or Ford Hall garages in the summer and off season only. Valet parking is available at the Beaver Creek Lodge for a fee payable directly to the hotel. You must check in with the front desk if you will be using Valet parking. If you are not, please proceed directly to 601, do not check in at front desk. Beaver Creek combines a unique old world charm with modern amenities. Restaurants, retail stores, an ice skating rink, and other activities are all a short walk away, while the Centennial lift and a skier bridge are within easy reach of the unit.

Top Guest favourite

Condo in Dillon

4.97 out of 5 average rating, 199 reviews

Lake Dillon & Mountain Views w/ hot tubs, pool

Unbeatable Dillon location with amazing views of Lake Dillon and the mountains for your stay in this condo! Centrally located in Summit County, and resorts including Keystone, Breckenridge, Copper, and A-Basin! Relax at the clubhouse with two hot tubs and a pool. Walk anywhere in Dillon - local restaurants, summer concerts at the amphitheater, Farmer's Market, the marina, Nordic skiing. With 2 parking spaces, and just steps from a bus stop, you are not far from all Summit County has to offer!

Top Guest favourite

Townhouse in Edwards

4.95 out of 5 average rating, 200 reviews

Edwards Riverside! Fish/Hike/Bike | Steps to dine!

Super quick walk directly to Edwards sports fields/tournaments Follow us on Insta gram 💰for -$40 off! Local, small business | CO Native! | 535+ 5-Star 🎖️Airbnb Superhost & Community Leader! ⛷ 4 min Ski ⭆ BeaverCreek; 15min ⭆ Vail Gem 💎 location: Stroll 1 block --> dining, shops, grocery, bar 🅿️ Garage spot 🛗 Elevator, ADA 🔥 Gas fireplace &🫕 BBQ Grill ✺ 50” HD Smart TV ✺ Fast WiFi 🐶 Pets okay! 🚶‍♀️Walk or🚴bike | paths along the 🏞️ river! Ask for free Avon Rec Center + pool visits

Top Guest favourite

Condo in Breckenridge

4.98 out of 5 average rating, 676 reviews

Find Yourself Steps from Town/Lifts in a King Studio Getaway

Please note, early check in/Late check out Unavailable POOL/HOT TUBS Closed Sept. 15th- Oct. 9th Welcome to your cozy getaway in Breckenridge! 650+ 5-Star reviews can't be wrong. Our condo is warm and welcoming. Nestled in a quiet but convenient area very close to lifts and town. Relax on your patio in your Adirondak chairs in the morning and then use the provided robes to take an easy stroll to the pool and hot tubs after a day of skiing or hiking. King sized amenities at affordable prices!

Guest favourite

Condo in Vail

4.9 out of 5 average rating, 129 reviews

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

A Cozy remodeled 1-bedroom loft in Vail. Just minutes away from ski lifts, hiking trails and easy access to Gore Creek. The free skier shuttle bus picks up by the entrance to the complex. There is a year-round outdoor hot tub and a summer season pool for your enjoyment. The property is located 3.3 miles from Vail Nordic Center, 3.3 miles from Vail Golf Club and 39 miles from Eagle County Airport. The condo includes Wi-Fi, kitchen, toiletries and a Grocery store just 2 minutes away.

Guest favourite

Condo in Snowmass Village

4.89 out of 5 average rating, 534 reviews

Exquisite Luxury, Just Steps from Lifts & Village!

Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise! #050722

Top Guest favourite

Condo in Dillon

4.95 out of 5 average rating, 336 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

4.91 out of 5 average rating, 109 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 Edwards

4.94 out of 5 average rating, 105 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

4.85 out of 5 average rating, 191 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.

Guest favourite

Condo in Avon

4.98 out of 5 average rating, 104 reviews

3 Bed/2 Bath Central Upscale Home near BC & Vail

Located in popular Eagle Vail (Avon) for close access to Vail & Beaver Creek, this newly renovated top floor condo provides an upscale, bright and comforting ambience surrounded by mountain views and the Eagle River. This 3-bedroom, 2 bath double vanity (each with a private toilet/tub/shower) also has a new dry sauna. The hot tub is available year-round plus a seasonal pool. Restaurants/shopping/transportation are within minutes.

Guest favourite

Condo in Vail

4.95 out of 5 average rating, 416 reviews

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.