Vacation rentals with a pool in Gypsum

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Top-rated rentals with a pool in Gypsum

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Breckenridge

4.98 out of 5 average rating, 532 reviews

Find Yourself Steps from Town/Lifts in a King Studio Getaway

PLEASE NOTE: POOL/HOT TUBS WILL BE CLOSED APRIL 15TH TO MAY 24TH &Mid Oct-Nov Welcome to your cozy getaway in Breckenridge! Over 500+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 with a cup a joe 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 at affordable prices!

Oct 22 – 29

€ 97 per night

Guest favorite

Condo in Granby

4.94 out of 5 average rating, 166 reviews

Modern Condo in the heart of Grand County

Stay in our beautiful and newly remodeled studio condo in the heart of Grand County, close to all this area has to offer. Located within the Inn at Silvercreek, which backs up to Granby Ranch, our condo offers a modern, yet cozy getaway complete with a fireplace, first floor patio with a beautiful view of Granby Ranch and condominium-style lodging full of amenities. Minutes from skiing, hiking and boating, our condo is the perfect spot for year round adventures in Colorado's beautiful mountains.

Oct 19 – 26

€ 121 per night

Guest favorite

Condo in Keystone

4.92 out of 5 average rating, 108 reviews

Dakota Lodge #8501 in River Run w/pool + hot tubs

RECENTLY REMODELED LUXURY 1 KING bed, 1 bath condo tucked in the River Run ski village in Dakota Lodge at Keystone Resort w/ a short walk to the Gondola. Exceptional comfort awaits inside this 3rd floor unit w/ mountain views! Condo offers resort living w/on site outdoor pool, hot tubs, ice rink in the winter, mini golf in the summer & world class biking, hiking and skiing outside your door! Includes 1 parking spot in heated garage. SC STR21-01571 Occupancy limit : 4 people max including infants

Apr 22 – 29

€ 131 per night

Guest favorite

Condo in Granby

4.93 out of 5 average rating, 178 reviews

Pine in the Sky Condo, Cozy & Contemporary + Views

Our renovated condo is located in Granby, CO—just a 10-minute drive to Granby Lake for premium fishing, boating, and paddleboarding, a 25-minute drive to historic Grand Lake and nearby Rocky Mountain National Park, where wildlife and outdoor recreation abound, and a 15-minute drive from Winter Park and the town of Fraser. Enjoy a smaller ski hill nearby, located at Granby Ranch, and the Fraser-Granby Trail is steps away (open seasonally). Includes WiFi, a smart TV, snacks, and a walk-in shower.

Jul 24 – 31

€ 125 per night

Guest favorite

Condo in Keystone

4.87 out of 5 average rating, 176 reviews

Spacious Corner Studio Condo Gateway STR22-R-00499

It's a short walk to River Run Village or Mountain House. Swim in the pool, soak in the hot tub, workout in the weight room, pop into the Haywood cafe for breakfast or lunch, or simply relax in the oversized studio unit which offers a gas fireplace, a king size bed, pullout queen size sofa-bed, and 2 single cots in closet. Kitchen has a fridge, dishwasher, microwave, induction stovetop, toaster oven, toaster and coffee maker. Laundry facilities are just down the hall. 4 people max, 1 car max.

May 30 – Jun 6

€ 67 per night

Guest favorite

Condo in Granby

4.93 out of 5 average rating, 121 reviews

Mountain Escape Condo-Pool/Hot Tub RMNP WinterPark

YOUR MOUNTAIN GETAWAY AWAITS! This cozy studio resort condo is newly renovated and has everything you need for your mountain stay. Featuring comfy, queen-sized murphy and sofa beds. Free shuttle to Winter Park. Short drive to Sky Granby Ranch, Rocky Mountain National Park, Grand Lake, fishing, golf, hiking, biking, skiing and other activities. Free Wifi and cable, full kitchen, and single-cup coffee maker. The resort includes heated pool, hot tubs, fitness center, game room, restaurant and bar.

Apr 6 – 13

€ 102 per night

Guest favorite

Condo in Avon

4.87 out of 5 average rating, 163 reviews

3BR | Pool | Hot Tub | Free Shuttle | Gondola

Work and play, or just play! The perfect getaway for anyone looking to ski, hike trails, play world class golf, do some mountain biking or just enjoy the mountain culture. This family and adventure friendly location is perfect to meet all your needs. A quick walk to the gondola and seconds away from restaurants, paddle boarding, breweries, playgrounds and more. Our spacious condo has dedicated working spaces, baby/kid gear, PELOTON bike, access to pool, hot tub, tennis courts, sauna and lake.

May 10 – 17

€ 214 per night

Guest favorite

Condo in Keystone

4.96 out of 5 average rating, 269 reviews

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

Amazing Condo within walking steps to the lifts! Buffalo Lodge Condo in Keystone River-Run Village. Cozy, comfy, with beautiful updated everything! Heated garage parking (1 car max). Steps to ski slopes/biking/food all in fresh mountain air. Sleeps 4 with main King sized Bed & living room with Queen size sofa sleeper. No A/C. NON Smoking unit. Wake up to mountain slope views. 5 min drive to Lake Dillon. 10 to 45 min from Breckenridge, Copper Mountain, A-Basin, Loveland, Vail, Beaver Creek.

Aug 25 – Sep 1

€ 125 per night

Guest favorite

Condo in Beaver Creek

4.87 out of 5 average rating, 143 reviews

Luxury Retreat Steps from Centennial Express Lift

This spacious 1-bedroom suite is just steps from the slopes at Beaver Creek Mountain. The condo features a king bed, gas fireplace, kitchenette, views of the ski slopes, and a Juliet balcony overlooking a creek. Our condo is part of the exclusive Beaver Creek Lodge (Marriott Autograph Collection) and is located in the center of Beaver Creek Village. After a great day of skiing or hiking, relax in the hot tub, sauna, and steam room. There is also a gym and an indoor/outdoor pool on-site.

Oct 24 – 31

€ 174 per night

Guest favorite

Condo in Edwards

4.95 out of 5 average rating, 146 reviews

Riverside! Fish, Hike, Ski, Bike, ADA, Steps—>Dine

Waterfront Stay hosted by 🍀Guest FavoriteAirbnb🎖Superhost w/ 400+ 5★ 4 min Ski ⭆ BeaverCreek; 15min ⭆ Vail ✺ Walk 1 block to restaurants, shops, grocery, EV chargers & on Eagle River, Balcony views ✺ Heated Garage ✺ Self check-in ✺ Elevator, ADA ✺ Gas fireplace ✺ BBQ Grill ✺ 50” HD Smart Stream TV + cable ✺ 600 mbps WiFi ✺ Work desk ✺ Pet friendly ✺ Snowmobiling, backcountry skiing, sledding, concerts, min away Walking & biking paths out the door along a beautiful river!

Jan 14 – 21

€ 523 per night

Guest favorite

Condo in Dillon

5.0 out of 5 average rating, 160 reviews

☀Modern Serene Sunny w/Mountain Views|Mins to Fun☀

Thoughtfully updated with a mountain-modern twist, guests will love retreating to this pristine, quiet, newly renovated condo in the heart of the Rockies after a day of outdoor adventure. The condo is set up to be a true home away from home with stocked cupboards, extra appliances, and SmartTV ready for you to relax in front of the fireplace after your fun-filled day. It is a welcoming and calm space to fully enjoy your much-deserved mountain vacation in a serene setting.

May 18 – 25

€ 150 per night

Superhost

Condo in Vail

4.91 out of 5 average rating, 186 reviews

*Marriott's StreamSide Birch 1BD sleeps 4 -6

CHANNEL THE SPIRIT OF THE ROCKIES IN VAIL 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, all while staying in one of our rental villas.

Oct 6 – 13

€ 91 per night