
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.

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!

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!

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)

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

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!

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

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.

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!

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.

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.

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!

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
House rentals with a pool

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

The Ramsey Retreat - Luxury Mountain Cabin!

Eagle Vail house on golf course- 4/4

Lux Penthouse•Pool/Spa•Ski In/Out•$0 Cleaning Fee

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

The Craftsman 5 Bedrooms

Breck Mtn Escape -Only Steps to the Base of Peak 9

Peaceful Mountain Retreat & Clubhouse Access
Apartment rentals with a pool

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

Cozy Boho Retreat w/ Views of Mountain + Lake

Ski-in/out Mountain Modern Base Village Condo

Cozy East Vail Condo On Gore Creek! #008412

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

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

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

No MGMT Fees! Renovated 2 Bdrm in River Run!
Other holiday rentals with a pool

Cozy mountain hideaway, 5 mins from EGE airport.

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

Eagle River Villa

Avon One Bedroom Villa at Mountain Vista Resort

Downtown Edwards Condo | 2 BD 2 BA

Riverfront Studio Retreat

Sheraton Mountain Vista Deluxe 1BR/1Bath

Condo in the heart of Avon (free shuttle, hot tub)
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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- 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
- Buttermilk Ski Resort
- Ski Cooper
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
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- Breckenridge Nordic Center
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- Glenwood Hot Springs
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- Breckenridge Fun Park
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- Doc Holliday's Grave Trailhead
- Dillon Amphitheatre
- Sapphire Point Overlook




