
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.

Curl up in a Leather Armchair at a Ski-in/Ski-out Retreat
Recharge with a morning coffee against the backdrop of majestic mountains at an elegant take on a traditional lodge. Subtle white paneling blends with classic beams for a modern rustic look, while the spacious patio boasts stunning views. This one bedroom unit is a one of a kind 875 sq ft unit with a full kitchen, gas fireplace, large patio and plenty of privacy. Summer activities include extensive hiking trails, summer adventure center with kids activities, ski lift running daily as well as on mountain and fine dining. Ice skating is open year round. This unit is ideal in the winter since it is a short walk to Centennial lift and has a skier bridge to return to the hotel at the end of the day. Steps away from adult and children's ski schools and multiple ski rental and retail shops. Host will be available through Airbnb. Beaver Creek combines a unique old world charm with modern amenities. Restaurants, retail stores, an ice skating rink, and other activities are all a short walk away, while the Centennial lift and a skier bridge are within easy reach of the unit. Off season months can limit hotel amenities. Everything you need for your family is within walking distance. There is a convenient intown bus, taxi’s and Uber’s as well as village to village transportation. Dial-a-ride is available to guests staying in beaver creek. Parking is free in the Villa Montane or Ford Hall garages in the summer and off season only. Valet parking is available at the Beaver Creek Lodge for a fee payable directly to the hotel. You must check in with the front desk if you will be using Valet parking. If you are not, please proceed directly to 601, do not check in at front desk. Beaver Creek combines a unique old world charm with modern amenities. Restaurants, retail stores, an ice skating rink, and other activities are all a short walk away, while the Centennial lift and a skier bridge are within easy reach of the unit.

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking
Newly remodeled and centrally located 2bd/2ba condo. Walk to the Assay Hill lift and the Snowmass Center (grocery store, restaurants, & liquor store) or pick up a free shuttle to anywhere in the village right outside your front door. Pool and Hot Tub for guests at the Seasons Four welcome center. Incredible open concept kitchen with lovely natural light and space to entertain. New appliances and re done bathrooms will have you not wanting to go home. Wifi, Smart TV's, in unit laundry & parking.

Riverside! 5 min to Beaver Creek | Walk to dining!
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.

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

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/ski-out 1bd condo, 5min walk to Main Street
Best location in Breck! Ski-in/ski-out to Quicksilver Lift on Peak 9, and 5min walk to Main Street. Wi-Fi, gas fireplace, in-building outdoor hot tub and sauna, heated pool and additional hot tubs across the street at Upper Village Pool, ski storage, parking, fully equipped kitchen, in-building laundry and more! This 1bd condo comfortably sleeps 2 with a king-size bed, and pull-out couch can accommodate 2 more. Across the street from Breck free shuttle stop too!

Marriott's StreamSide Birch 1BD sleeps 4 -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.

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!

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

Timberline 304 Studio Loft Premier
Timberline Condominiums is a lodge that manages privately owned condos in the gorgeous Rocky Mountains of Snowmass Village that sits at an altitude of 8,800 feet. You will enjoy sitting at the swimming pool and hot tub while taking in the view of the area. A short walk down the hill are shops and restaurants. Timberline offers free shuttle rides around the village including the grocery store only 5 minutes away.
Popular amenities for Gypsum rentals with a pool
House rentals with a pool

Beautiful Alpine Retreat|Hot Tub & Sauna|360 Views

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

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

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

Mountain Views!2BD Penthouse w/ Pool, Hot Tub, A/C

Breck Mtn Escape -Only Steps to the Base of Peak 9
Condo rentals with a pool

2B/2B Luxury Condo in Vail Village!

Cozy East Vail Condo On Gore Creek! #008412

Ski-in/out Mountain Modern Base Village Condo

Ski In, free parking, walk to main Street

Spacious & Clean, Sauna, Hot Tub, Lake Views.

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

Ski in/out Breck Resort 1BR 2BDs Parking Pools

Newly remodeled/furnished at Peak 9 base/downtown
Other holiday rentals with a pool

Westin Riverfront Resort | Pool, Hot Tub, Spa

Cozy mountain hideaway, 5 mins from EGE airport.

Ski In Ski Out at Arrowhead Village, Beaver Creek

Downtown Edwards Condo | 2 BD 2 BA

Ski-in/Ski-out Resort Condo

Modern Mountain Condo w/ Hot Tub

Lux resort, gondola to Beaver Creek, spa, pool

Brookside Vaca Home On River Pool Hot Tub Shuttle
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 $266 AUD 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 and kid-friendly amenities

Wi-Fi availability
30 of Gypsum holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Rentals with pools Eagle County
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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
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Vail Residences at Cascade Village
- Mountain Thunder Lodge
- The Ritz-Carlton Club
- Village at Breckenridge
- Glenwood Hot Springs
- Frisco Adventure Park
- Doc Holliday's Grave Trailhead
- Frisco Bay Marina
- Breckenridge Fun Park
- Carter Park and Pavilion




