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, 714 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, 215 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!

Top guest favourite
A spacious living area features a sectional sofa and a leather couch, both arranged around a large wooden coffee table adorned with greenery. A dining table for four is visible in the background, while the kitchen with modern appliances is seamlessly integrated into the open layout.
Apartment in Avon
4.94 out of 5 average rating, 112 reviews

Walkable 2B2B w/ Pool, Hot Tubs, Ski Shuttle

Nordic-inspired 2 BR/2 BA condo nestled 5 minutes from Beaver Creek, 10 minutes from Vail, and walkable to town and gondola. Relax at the pool/hot tubs/sauna, play tennis or pickleball, and enjoy Nottingham Park - all steps away from the condo. Ground floor unit fully renovated. Free ski shuttle to Beaver Creek and Vail Dec to Apr. Memory foam beds: 1 King, 2 Fulls, and 2 Twin roll aways. License #: 011648 Quick note: owners have a small dog (unit is always cleaned before your arrival though)

Guest favourite
A spacious living area features a leather sofa adorned with decorative pillows. The room is highlighted by a stone fireplace and a rustic wood accent wall. Soft lighting creates a welcoming ambiance, while a dining area can be seen in the background.
Apartment in Wildernest
4.92 out of 5 average rating, 125 reviews

Cerulean - Hideaway | Stylish Mountain Retreat

Come stay at a uniquely decorated, artistic home! Featuring essentials for your stay and plenty of thoughtful extras – fully equipped kitchen, board games, upgraded WIFI, and so much more! The unit is all yours and community extras such as multiple hot tubs, a sauna, a pool, tennis court & an arcade. We are conveniently located in the Wildernest neighborhood, 30 minutes to a handful of premier ski mountains. Come have some fun in a comfortable space with loads of personality. License BCA-99930

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
4.99 out of 5 average rating, 134 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, 132 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

Superhost
A modern kitchen area features new granite countertops and sleek stainless steel appliances. An open layout allows for a view into the living space, where natural light highlights the cozy seating arrangement and a fireplace, creating an inviting atmosphere.
Townhouse in Frisco
4.83 out of 5 average rating, 195 reviews

Relaxing Getaway in Frisco

This is the perfect getaway close to everything - tons of upgrades. New granite countertops, fridge, oven, paint. Spacious living area w/ 2 upstairs bedrooms & bathrooms (new mattresses - King & queen). Remote workstations. Garage for parking or storage. Community has an indoor pool, hot tubs, gym, tennis courts, fishing lake, bike paths, ski slopes, Whole Foods, Walmart, breweries. Bike to downtown Frisco. 10 min drive to Dillon/Silverthorne, Copper, 20 min drive to Breckenridge/Keystone.

Guest favourite
A spacious living area is decorated with a sectional sofa, leather armchairs, and a rustic coffee table. An elegantly designed kitchen and dining space are visible in the background, while a stone fireplace provides warmth and character to the room.
Apartment in Snowmass Village
4.89 out of 5 average rating, 560 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!

Guest favourite
Apartment in Beaver Creek
4.92 out of 5 average rating, 118 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
The exterior of Marriott's StreamSide Birch presents a modern architectural design surrounded by lush greenery and mountain views. A spacious deck with lounge chairs and tables overlooks an outdoor pool, inviting relaxation in a scenic alpine setting.
Apartment in Vail
4.85 out of 5 average rating, 188 reviews

Marriott's Streamside BIrch St

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
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, 112 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
A bright living area is equipped with a sofa in rich blue fabric, complemented by decorative pillows. A wooden coffee table rests on a textured rug, and a dining area with a wooden table and chairs is visible. Large windows provide natural light and access to a balcony.
Apartment in Keystone
4.84 out of 5 average rating, 283 reviews

Mountain Modern Studio in River Run Village

Amazing Studio Right in the Heart of the River Run Village in Keystone. This top floor studio is just steps from the lift and features underground parking, elevator, a full kitchen, pool, hot tub, sauna and more. This condo has been recently renovated and is fully stocked for anything you might need. Great place for couples or friends with a queen bed and a sofa bed. Please make sure to view the photos! Permit #STR22-R-00349.

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 € 152 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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