
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!

WALK to Hiking, Town, & Lifts | 4 Hot Tubs & Pool
Welcome to Breck Peak Retreat, our top rated & fully renovated 2 bed, 2 bath condo in a prime location! Just a 5-minute walk to the Peak 9 lifts & Historic Main Street, it’s perfectly situated for skiing, snowmobiling, hiking, & all year-round adventures! After a day out, unwind in one of four hot tubs or heated pool just steps away! The updated kitchen makes cooking easy, or grab takeout from nearby spots! With two free parking spaces & modern amenities, this is your ultimate mountain retreat!

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.

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 + 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

Spacious & Clean, Pool, Sauna, Hot Tub, Lake Views
Sleeps like a 2 bedrooms with two Queen beds. Pool open May 14. Minutes drive to Keystone, Arapaho Basin, Breckenridge, Copper Mountain and Loveland Relax with your friends, loved ones at this conveniently located peaceful mountain retreat. Take in the views from the couch, bed, or balcony WE WELCOME LAST MINUTE BOOKINGS Dillon Amphitheater, Snow sports base camp, Lake Dillon, Bowling, Restaurants, and the Bike path. Enjoy all that Dillon has to offer No Smoking, Vaping or pets.

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.

Ski-in/out Mountain Modern Base Village Condo
New & stylish ski-in / ski-out ONE-bedroom centrally-located mountain modern condo. This top floor Lichenhearth condo neighbors Snowmass Base Village and is just steps from the main Snowmass chairlift, Village Express. & ski school. Everything Snowmass Village has to offer is easy walking access. This private complex has the closest hot tub and heated pool to the Village Express lift. It also has an elevator, 1 covered parking spot, ski storage room and laundry room! STR # 044856

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!

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!

3Bed/2Bath Mtn Modern Home w/ Sauna near BC/Vail
Located in popular Eagle Vail (Avon), has a 2-minute access to Vail & 10 minutes to Beaver Creek, this newly renovated top floor condo provides an upscale, bright and comforting ambience surrounded by mountain views and Eagle River so you can listen from the master. This 3-bedroom, 2 bath double vanity (each with a private toilet/tub/shower) also has a new dry sauna. Restaurants/shopping/transportation are within minutes.
Popular amenities for Gypsum rentals with a pool
House rentals with a pool

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

5-Star home on the River across from Beaver Creek!

The Ramsey Retreat - Luxury Mountain Cabin!

Eagle Vail house on golf course- 4/4

2BR Riverside Cabin - Near Trails w/Hot Tub Access

Mountain Sunshine [downtown, 2x parking, gondola]

The Alpine Lodge | 4BR on Eagle-Vail Golf Course

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

FREE wine | HotTub | Wood Fire | Free Vail SKI Bus

Winter Park Studio: On the River~ Walk Downtown!

Lac d’Avon Chalet HOT TUB POOL Private SKI Shuttle

Short walk to lifts and town

Adventure Awaits! Lake & Mtn View Getaway 2bd 2bth

Vail Valley Condo:Pool/Hot Tub,Walk to Everyrthing

Bright and Spacious Heart of Keystone Condo!

Luxury Mountain View Condo Steps from the Gondola
Other holiday rentals with a pool

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

Falcon Point 1 bedroom Condo for 4

Beaver Creek Resort - Slopeside Views + Ski-In/Out

Blue River Escape

Condo in the heart of Avon (free shuttle, hot tub)

Riverfront Retreat in the Heart of the Vail Valley

Ritz Carlton BG - 1 bed ski in/out - Beaver Creek

BC West #28 w/ FREE Wi-Fi, Parking, Skier Shuttles
Quick stats about holiday rentals with a pool in Gypsum

Nightly prices starting at
Gypsum holiday rentals start at £149 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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- 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
- Breckenridge Nordic Center
- Aspen Highlands Ski Resort
- Iron Mountain Hot Springs
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Mountain Thunder Lodge
- Breckenridge Fun Park
- Vail Residences at Cascade Village
- Sapphire Point Overlook
- Village at Breckenridge
- Carter Park and Pavilion
- Dillon Amphitheatre
- Frisco Adventure Park





