Vacation rentals with a pool in Gypsum

Top guest favorite

Guest favorite

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!

Family · Value · Hospitality

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)

Value · Location · TV

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.

Value · Location · Getting around

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Guest favorite

WALK to Lifts & Town | Steps to 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!

Value · Family · View

Winter Getaway in the Rockies

Located in popular Eagle Vail (Avon) this newly renovated condo provides an upscale, bright and comforting ambience surrounded by mountain views and Eagle River perfect for year round fun. It has private access to fishing on the Eagle River & golf at Eagle Vail Golf Club. We're minutes from Beaver Creek Resort, Vail Ski Resort, ice skating and tubing. 2BR/2BA condo, cable & internet service, laundry, full kitchen & reserved parking along w/ access to outdoor jacuzzi, pool & workout facility.

Family · Location · Check-in

3BD/3BA Hot Tubs +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

Family · Location · Sleep quality

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Guest favorite

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!

Location · Value · Getting around

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.

Location · Value · Nearby

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Guest favorite

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!

Family · Location · Heating

Marriott's StreamSide Birch 1BD sleeps 6

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.

Value · Family · Getting around

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!

Family · Location · Skiing

Top guest favorite

Guest favorite

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

Family · Value · Parking