Holiday rentals with a pool in Gypsum

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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
A spacious studio features a king-size bed framed by rustic wooden accents. A writing desk and a comfort chair provide cozy seating options. Large windows allow natural light to fill the room, while a small kitchenette is discreetly positioned in the background.
Apartment in Breckenridge
4.98 out of 5 average rating, 711 reviews

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

Please note, early check in/Late check out Unavailable. Pool complex closed April 27th-mid May 2026 Welcome to your cozy getaway in Breckenridge! 700+ 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. Affordable prices!

Guest favourite
The Eagle River is depicted in winter, with flowing water contrasted against banks covered in fresh snow. Ice formations and snow-laden trees line the river, enhancing the serene winter landscape.
Townhouse in Edwards
4.95 out of 5 average rating, 214 reviews

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!

Guest favourite
The spacious living area features a comfortable sofa facing a stone gas fireplace and equipped with a television. A queen bunk bed is positioned nearby, with large windows providing natural light and mountain views. Cozy decor adds a warm touch to the atmosphere.
Apartment in Keystone
4.81 out of 5 average rating, 317 reviews

Unique Huge Studio Keystone Gateway STR22-R-00498

The largest studio in the Gateway Bldg. at 650 sqft.It's a short walk to River Run Village or Mountain House. Swim in the pool, soak in the hot tub, pop into the cafe across the hall for breakfast or lunch, or simply relax in the oversized studio unit which offers a gas fireplace, a queen bunk bed (4 people), and a sofa-bed. Kitchen has a dishwasher, microwave, 2 induction cooktops, and toaster oven. Laundry facilities and gym are just down the hall. Six people max., parking for one car max.

Top guest favourite
An open living area displays a dark leather sofa accompanied by a textured rug. A wooden coffee table centers the space, while large windows invite natural light and offer views of the surrounding greenery. A dining area is visible in the background.
Apartment in Eagle-Vail
4.98 out of 5 average rating, 133 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!

Top guest favourite
Apartment in Avon
4.89 out of 5 average rating, 131 reviews

3BD/3BA Hot Tub + PS5 + Free Vail Shuttle + Sauna

Step into this newly renovated mountain retreat profesionally curated for maximum comfort and relexation of the modern adventurer. Sleek kitchen, cozy living spaces, and thoughtful touches make it feel like home. Dive into the vibrant outdoor recreation, hit the slopes of Beaver Creek and Vail, or unwind by the pool, sauna, hot tubs or private tennis court. Steps from Nottingham Lake trails, this is your basecamp for mountain memories. Unit accomodates 7 comfortably. Avon license #: 011184

Guest favourite
A cozy living area features a stone fireplace and modern leather seating. Natural light floods the space through large sliding doors that open to a balcony. A circular coffee table sits at the center, complemented by wall artwork and a plush area rug.
Apartment in Avon
4.9 out of 5 average rating, 177 reviews

Lac d’Avon Chalet HOT TUB POOL Private SKI Shuttle

Spacious 2BR/2Bath condo in heart of Avon BEAVER CREEK! GREAT LOCATION! FREE PRIVATE SHUTTLE to Beaver Creek (5min) and VAIL (15min) in winter!! 3 HOT TUBS, POOL, LAKE, SAUNA, TENNIS, VOLLEYBALL to enjoy your vacation in epic style. WALK to restaurants! Renovated apartment, nicely furnished w/ high vaulted ceilings (top floor w/ elevator), stocked kitchen, GRILL, WOOD FIREPLACE, washer/dryer. Nottingham LAKE right behind property! KIDS PLAYGROUND. Mountain & Lake Views! FREE PARKING!!

Guest favourite
A modern kitchen area features wooden cabinets and stone countertops. Bar stools are positioned at a spacious kitchen island. Glassware is neatly arranged on open shelves, and kitchen appliances, including a microwave and coffee maker, are visible. A stairway leads to the upper level.
Apartment in Vail
4.9 out of 5 average rating, 155 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
A sun-filled living area features a flat screen TV mounted on the wall, a cozy electric fireplace below, and a wooden coffee table. Natural light pours in through large glass doors that open onto a private deck, showcasing wooden accents and a wall-mounted moose decoration.
Apartment in Wildernest
4.93 out of 5 average rating, 232 reviews

Cozy Mountain Condo w/ Pool, Clubhouse & Tennis

Nestled at the very top of Wildernest with stunning Rocky Mountain views is this updated 1BR condo with modern comforts of home. BEST CLUBHOUSE AMENITIES IN WILDERNEST! Hot tubs, pool, sauna, racquetball & tennis court, games (billiards, foosball, ping pong) and shared deck. Now with pickleball! With the Eagles Nest trailhead right on your doorstep, hiking or biking in summer and easy access to all major ski resorts in winter, the condo is the perfect base for year-round adventure.

Guest favourite
Apartment in Beaver Creek
4.91 out of 5 average rating, 117 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
A welcoming living area features a leather sofa adorned with a textured throw, accompanied by a wooden coffee table. A comfortable armchair sits next to a lamp illuminating the space. In the background, a fully equipped kitchen is visible, adding to the room's inviting atmosphere.
Apartment in Breckenridge
4.92 out of 5 average rating, 209 reviews

Ski-in/ski-out 1bd condo, 5min walk to Main Street

Best location in Breck! Ski-in/ski-out to Quicksilver Lift on Peak 9, and 5min walk to Main Street. Wi-Fi, gas fireplace, in-building outdoor hot tub and sauna, heated pool and additional hot tubs across the street at Upper Village Pool, ski storage, parking, fully equipped kitchen, in-building laundry and more! This 1bd condo comfortably sleeps 2 with a king-size bed, and pull-out couch can accommodate 2 more. Across the street from Breck free shuttle stop too!

Superhost
A dining area with a dark wooden table and matching chairs is illuminated by a pendant light. An open kitchen is visible in the background, featuring modern appliances and light cabinetry. A cozy seating area with a sofa can be seen through a window, inviting relaxation.
Apartment in Edwards
4.95 out of 5 average rating, 111 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
The resort's exterior is shown, featuring a modern building with large windows overlooking a deck with pool chairs. An inviting swimming pool is centered within the open space. Surrounded by lush evergreens and scenic mountain views, the area offers a serene backdrop.
Apartment in Vail
4.95 out of 5 average rating, 484 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.

Popular amenities for Gypsum rentals with a pool

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 £132 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 & child-friendly amenities

  • Wifi availability

    30 of Gypsum holiday rentals include wifi 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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