
Vacation 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!

Modern Riverfront Condo In Downtown Aspen
This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere in Aspen!

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 22. 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/Walk to Downtown, Parking, Amenities!
BEST LOCATION IN Breckenridge, 1 bedroom condo, ski-in across the street from 4 o'clock ski run and walk out. Steps from literally everything Breck has to offer you. Enjoy an excellent location right in the middle of town and steps from hiking and biking trails. Over 100, restaurants, bars and shops within walking distance! 4 hot tubs, heated pool, fitness center and sauna/steam room. Due to COVID19 extra measures are being taken to ensure safety and cleanliness for our guests.

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!

(IB) Marriott's StreamSide Douglas 1BD Villa
Experience a mountain paradise. A world-renowned ski playground and the largest ski area in the U.S. 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.

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!
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

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

The Ramsey Retreat - Luxury Mountain Cabin!

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

Luxe 3BDR by Vail/Beaver Creek | Gym, Pool, Views

Mountain Sunshine [downtown, 2x parking, gondola]

The Alpine Lodge | 4BR on Eagle-Vail Golf Course
Condo rentals with a pool

Timberline 304 Studio Loft Premier

Cozy Boho Retreat w/ Views of Mountain + Lake

Lac d’Avon Chalet HOT TUB POOL Private SKI Shuttle

Exquisite Luxury, Just Steps from Lifts & Village!

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

Riverfront Designer 2 BR, Walk to Gondola!

Keystone Condo River Run Ski in/out Village Gondol

COZY CHALET CHIC' ON THE SLOPES
Other vacation rentals with a pool

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

Falcon Point 1 bedroom Condo for 4

Pet Friendly Minutes from Vail & Beaver Creek

Mountain residence on the river unobstructed views

Westin Riverfront 1BR Premium Villa Beaver Creek

BC West #28 w/ FREE Wi-Fi, Parking, Skier Shuttles

SunRiver Condo Close to BC & Vail - Pet Friendly

Lux resort, gondola to Beaver Creek, spa, pool
Quick stats about vacation rentals with a pool in Gypsum

Nightly prices starting at
Gypsum vacation rentals start at $273 CAD 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 a hot tub Gypsum
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- Rentals with a fireplace Gypsum
- Rentals with a sauna Gypsum
- 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
- Breckenridge Fun Park
- Dillon Amphitheatre
- Frisco Adventure Park
- Doc Holliday's Grave Trailhead




