
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.

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!

BCW 2BR / Hot Tub & Free ski shuttle to Vail & BC
2 Bdrm, 2 full Bath, Sleeps 7 Comfort meets convenience in this 1,100 SqFt condo. Favorably located along Nottingham Lake makes this unit perfect for both winter skiing and summer fun. Take advantage of the FREE SKIER SHUTTLE to both Beaver Creek and Vail ski resorts. Plus you are walking distance to Eagle River for fly fishing fun. Stay on property and enjoy year-round access to the hot tubs + indoor sauna + heated pool + tennis courts. Washer & dryer in unit + grill out on the private patio.

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.
If you are looking for a luxury ski in/ski out family friendly condo, look no further. Nestled at the base of Peak 7 in the picturesque mountain town of Breckenridge, Crystal Peak Lodge is a luxurious hotel, where guests can experience the best of the Rockies. With its ski in/ski out right behind the ski locker door, high-end finishes, unbeatable amenities, inviting atmosphere, and stunning views, Crystal Peak Lodge is the perfect place to relax and recharge, and create unforgettable memories.

14 Min to Glenwood Springs | Views | 3 Hot Springs
Romantic mountain retreat just 14 minutes from Glenwood Springs Hot Springs. Wake up to sunrise views of the Grand Hogback Mountains, enjoy peaceful balcony mornings, and relax in a cozy space designed for comfort, connection, and unforgettable memories. • Private balcony with mountain views • Luxury beds with soft LED ambiance • Fully stocked kitchen + coffee bar • Massage table and spa-style touches Exclusive guest discounts to Iron Mountain Hot Springs & Glenwood Caverns Adventure Park.

3BD/3BA Hot Tub + Pool + Sauna + Pickleball + PS5
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

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!!

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.

The Modern Moose at Buffalo Ridge
Welcome to the Modern Moose @ Buffalo Ridge! Our top-floor condo with incredible views of the Gore mountain range and Dillon Lake gives you a front-row seat to all the goodness Colorado has to offer! 20-30 minute drives to Keystone, Breckenridge, Copper Mountain, Loveland, and Arapahoe Basin Ski Resorts. Free shuttle to ski resorts, Silverthorne Outlet Malls, or any other Summit County destinations; a perfect getaway all year long! NEW Hot Tubs and Pools for 2026!

Cozy Ski-In / Walk-Out @ 4 O'Clock Lodge
This cozy studio condo is perfectly situated. You can walk out your front door to the Snowflake Lift, then ski home for lunch or at the end of the day from 4 O’Clock Run. Breck's historic Main Street is less than a 10-minute walk away, where you'll find countless restaurants and shops. In Summertime, you'll hear the bubbling creek located just feet from your door, and the trailhead to the beautiful Sawmill Reservoir Trail is steps away at the Snowflake Lift.

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!

Spacious 1 Bed- incredible views of lake & MTNs
Relax in this 2nd floor; spacious 1 bedroom, 1 bathroom condominium and enjoy million dollar views of Lake Dillon right from the comfort of the unit! Walking distance to the Dillon Amphitheater, Dillon Marina & farmers market during the summer! The bike path and multiple restaurants are steps away! Short drive to major ski resorts, like; Keystone, Arapaho Basin, Breckenridge, and Copper Mountain! Perfect location for multiple activities!

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
Popular amenities for Gypsum rentals with a pool
House rentals with a pool

Close to skiing, main floor master, fully stocked!

Vail/Beaver Creek Golf, Pool, Hot Tub, Hiking

The Ramsey Retreat - Luxury Mountain Cabin!

5 BDR Ski-in/Out Mountain Escape; Peak 8 w/ Views!

Eagle Vail house on golf course- 4/4

Stylish 2BD Mtn Views, Hot Tubs, Walk to Shuttle

Mountain Sunshine [downtown, 2x parking, gondola]

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA
Apartment rentals with a pool

Private sauna, amazing view, pool, hot tub!

Exquisite Luxury, Just Steps from Lifts & Village!

Take a Break in Breck @ Stunning Ski In+Out Studio

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

Bright and Spacious Heart of Keystone Condo!

★★ KEYSTONE CONDO ★★ Ski in/out - RiverRun Village

Modern Riverfront Condo In Downtown Aspen

Directly on a Ski Run/Trail! Mtn Views/Hot Tub
Other holiday rentals with a pool

Northpole cozy mountain Chalet!

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

Falcon Point 1 bedroom Condo for 4

Cozy mountain hideaway, 5 mins from EGE airport.

Mountain residence on the river unobstructed views

Large Keystone Mountain Townhouse/ Sleeps 8

Frisco One Bed One Bath Condo

Westin Riverfront 1BR Premium Villa Beaver Creek
Quick stats about holiday rentals with a pool in Gypsum

Nightly prices starting at
Gypsum holiday rentals start at $254 SGD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gypsum rentals

4.9 Average rating
Gypsum stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with pools Eagle County
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- Rentals with pools United States
- 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
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Mountain Thunder Lodge
- Vail Residences at Cascade Village
- Village at Breckenridge
- Sapphire Point Overlook
- Dillon Amphitheatre
- Breckenridge Fun Park
- Frisco Adventure Park
- Doc Holliday's Grave Trailhead




