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 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 16 – 23

$89 per night

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

$67 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

$99 per night

Guest favorite

Condo in Keystone

4.87 out of 5 average rating, 175 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 7 – 14

$47 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.

Dec 2 – 9

$76 per night

Guest favorite

Condo in Breckenridge

4.91 out of 5 average rating, 147 reviews

Ski-in/ski-out 1bd condo, 5min walk to Main Street

Best location in Breckenridge! Ski-in/ski-out to Quicksilver Lift on Peak 9, and 5min walk to Main Street. Wi-Fi, gas fireplace, heated pool and hot tubs, ski storage, parking, fully equipped kitchen, in-building laundry and more! This 1bd condo comfortably sleeps 4 with a king-size bed and pull-out couch. On-site outdoor hot tub and sauna are open year-round, and a heated pool across the street at the Upper Village Pool is open seasonally. Across the street from Breck free shuttle stop too!

May 4 – 11

$83 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.

May 11 – 18

$76 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 21 – 28

$136 per night

Guest favorite

Condo in Frisco

4.93 out of 5 average rating, 120 reviews

Luxury Main St. Condo in Frisco w/King Bed

Free covered parking & high speed internet. 855 sq ft condo w/private balcony overlooking Tenmile Creek & nestled into Mt. Royal. Enjoy a fully equipped kitchen, gas fireplace, balcony, Netflix/smart TV. Bus stops out front & drops you at Copper Mnt in 7 min! Centrally located near multiple world-class ski resorts (Vail, Breck, Keystone etc) Tenmile Creek & bike/rec path steps away. Walk to Main St. for shopping & dining. Rent a boat, paddle board or sun bathe at Lake Dillon (.7miles).

Oct 8 – 15

$119 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!

Oct 28 – Nov 4

$188 per night

Guest favorite

Condo in Granby

4.88 out of 5 average rating, 240 reviews

Cozy King Suite~Views~Pool~4 Hot Tubs

Must be 21 or over. No pets, No Smoking. Resort was built in 1982 the commons reflect that. Professional Housekeeping Service. 1st floor walkout Mountain Views of pond & fountain, 300 Sq Ft, Studio Style K-Suite, coffee maker, micro/mini fridge, dining for two, patio w/seating, full size Bathroom w/large tub/shower, double sinks. TV, WiFi, cable, Heated Pool, HotTubs, Sauna. Skiing/boarding, trails and fishing. Grnd Lake, RMNP and Hot Sulphur Springs and Winter Park.

Nov 3 – 10

$75 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 8 – 15

$80 per night