
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.

Find Yourself Steps from Town/Lifts in a King Studio Getaway
Please note, early check in/Late check out Unavailable. Pool complex closed April 27th-mid May 2026 Welcome to your cozy getaway in Breckenridge! 700+ 5-Star reviews can't be wrong. Our condo is warm and welcoming. Nestled in a quiet but convenient area very close to lifts and town. Relax on your patio in your Adirondak chairs in the morning and then use the provided robes to take an easy stroll to the pool and hot tubs after a day of skiing or hiking. King sized amenities. Affordable prices!

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!

★★Keystone Condo★★ Base of the slopes - RIVER RUN
Amazing unit at the base of the Gondola! This Silvermill Condo in Keystone is cozy & comfy, with heated garage parking (1 car max). Slopes/biking/courtyard/food just outside your door; all in the amazing fresh Rocky Mountain air. Sleeps 6 with a King Bed in bedroom, Queen Murphy-Bed in living room, Queen Pull-out Couch. Wake up to beautiful mountain views throughout. Minutes to Lake Dillon. 10-45 to Breckenridge, Copper Mountain, A-Basin, Loveland, Vail, Beaver Creek! NO A/C. NON-Smoking unit.

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!

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.

Exquisite Luxury, Just Steps from Lifts & Village!
Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise!

307 | Ski in/out + Ski Valet, 4 Season Pool & Spa!
At the base of Beaver Creek Mountain, one of the world’s top ski resorts, Beaver Creek Lodge is a sublime retreat of mountain luxury. Nestled within the charming village of Beaver Creek Resort, steps from shopping, dining and entertainment. Spacious suites feature all of the comforts of home, including cozy fireplaces and kitchenettes. Enjoy ski-in/out convenience to the slopes, championship golf, and the prestige of one of Vail Valley’s most exclusive addresses.

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!

Walk to Downtown | Hot Tub | Near River | Private
Recently updated and located in a secluded setting with Fraser River on property, yet is walkable to all that downtown Winter Park has to offer! You will have a queen-size bed, new 2024 Article sofa sleeper, fully stocked kitchen, luxury bathroom, multiple hot tubs, patio & grassy front yard Walk to ski shuttle stop, hiking/biking trails, fishing, restaurants, grocery, bars, breweries & nightlife.
Popular amenities for Gypsum rentals with a pool
House rentals with a pool

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

Lux Penthouse•Pool/Spa•Ski In/Out•$0 Cleaning Fee

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

Breck Mtn Escape -Only Steps to the Base of Peak 9

Windance Cabin, Private Beach on 750 Acres For You

Peaceful Mountain Retreat & Clubhouse Access
Apartment rentals with a pool

Cozy Boho Retreat w/ Views of Mountain + Lake

Ski In/ Ski Out + An Easy Stroll to Main St!

The Ski Grotto: Slope Side Contemporary Condo!

Cozy East Vail Condo On Gore Creek! #008412

Eagle River Villa

Ski-in/Ski-out Studio Located at Peak 9 Base!

Yay, You Found It! Ski-In + Unbeatable location

Modern Mountain Keystone Village Stay
Other holiday rentals with a pool

Westin Riverfront Resort | Pool, Hot Tub, Spa

Ski-in/ski-out, steps from Base Village w/ Pool!

Ski In Ski Out at Arrowhead Village, Beaver Creek

Luxury, Riverfront Resort & Spa, Gondola to BC

Stunning Mountain Modern Condo in Vail

Riverfront Studio Retreat

Ski in/out Private 2BDR in Ritz Bachelor Gulch

Condo in the heart of Avon (free shuttle, hot tub)
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 $228 SGD 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 & child-friendly amenities

Wifi availability
30 of Gypsum holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- 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
- Ski Cooper
- Buttermilk Ski Resort
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Mountain Thunder Lodge
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Vail Residences at Cascade Village
- Village at Breckenridge
- Dillon Amphitheatre
- Doc Holliday's Grave Trailhead
- Sapphire Point Overlook
- Breckenridge Fun Park
- Frisco Adventure Park




