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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Top guest favorite
The living area is designed with a cozy gas fireplace, complemented by a mounted television above the mantel. A sectional couch and a leather armchair are arranged for comfort, while a wooden coffee table sits in the center, surrounded by tasteful decor and a patterned area rug.
Condo in Snowmass Village
4.98 out of 5 average rating, 112 reviews

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.

Top guest favorite
A spacious studio features a king-size bed framed by rustic wooden accents. A writing desk and a comfort chair provide cozy seating options. Large windows allow natural light to fill the room, while a small kitchenette is discreetly positioned in the background.
Condo in Breckenridge
4.98 out of 5 average rating, 696 reviews

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! 650+ 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!

Top guest favorite
A wooden bridge spans a snow-covered river, surrounded by trees blanketed in fresh snow. Flakes gently fall from the sky, creating a serene winter scene. The water below is partially frozen, enhancing the tranquil atmosphere of the landscape.
Townhouse in Edwards
4.95 out of 5 average rating, 211 reviews

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!

Top guest favorite
Condo in Dillon
4.97 out of 5 average rating, 153 reviews

Cozy Boho Retreat w/ Views of Mountain + Lake

Minutes from CO's best ski resorts overlooking a beautiful lake with mountain vistas, you will find this remodeled and ultra-cozy mountain boho retreat. Kick back, relax, enjoy awesome amenities such as a fireplace, patio heater, brand-new TVs, dedicated workstations, blazing-fast wifi, travel essentials, paddle boards, mountain bikes and more. It sleeps a total of 6 people with 1 king and 1 queen bed plus a queen sofa sleeper. Conveniently located near hiking/biking trails, shopping, and more!

Top guest favorite
An open living area displays a dark leather sofa accompanied by a textured rug. A wooden coffee table centers the space, while large windows invite natural light and offer views of the surrounding greenery. A dining area is visible in the background.
Condo in Eagle-Vail
4.98 out of 5 average rating, 130 reviews

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!

Guest favorite
A spacious living area is decorated with a sectional sofa, leather armchairs, and a rustic coffee table. An elegantly designed kitchen and dining space are visible in the background, while a stone fireplace provides warmth and character to the room.
Condo in Snowmass Village
4.89 out of 5 average rating, 551 reviews

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! #050722

Guest favorite
Condo in Dillon
4.98 out of 5 average rating, 149 reviews

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

Sleeps like a 2 bedrooms with two Queen beds. Minutes drive to Keystone, Arapaho Basin, Breckenridge, Copper Mountain and Loveland Relax with your friends, loved ones at this conveniently located peaceful mountain retreat. Take in the views from the couch, bed, or balcony WE WELCOME LAST MINUTE BOOKINGS Snow sports base camp, Lake Dillon, Bowling, Restaurants, and the Bike path. Enjoy all that Dillon has to offer POOL CLOSED UNTIL MAY 23rd No Smoking, Vaping or pets.

Superhost
A dining area with a dark wooden table and matching chairs is illuminated by a pendant light. An open kitchen is visible in the background, featuring modern appliances and light cabinetry. A cozy seating area with a sofa can be seen through a window, inviting relaxation.
Condo in Edwards
4.94 out of 5 average rating, 109 reviews

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!

Top guest favorite
A spacious studio features a well-defined living area with a comfortable sofa facing a gas fireplace. A king-size bed and a small dining table with chairs can be seen, alongside a kitchen area with a coffee bar. Large windows provide views of the outdoor deck.
Apartment in Breckenridge
4.99 out of 5 average rating, 143 reviews

Luxurious Breckenridge Studio, Steps to Town/Lifts

Please note. Early check in/Late check out not available. Kick back and relax in this calm, stylish space. Our warm and welcoming condo is nestled in a quiet but convenient area very close to lifts and town. Cozy up to the gas fireplace, Relax on the covered deck Adirondak chairs with coffee or a cocktail. Use the provided robes to take an easy stroll to the pool and hot tubs after a day of skiing or hiking. Mountain luxury is just a click away!

Top guest favorite
A spacious dining area features a large wooden table surrounded by upholstered chairs. Above, a unique antler chandelier provides ambient lighting. A wall-mounted television and modern decor enhance the inviting atmosphere, while an open kitchen area is visible in the background.
Condo in Eagle-Vail
4.98 out of 5 average rating, 115 reviews

3Bed/2Bath Mtn Modern Home w/ Sauna near BC/Vail

Located in popular Eagle Vail (Avon), has a 2-minute access to Vail & 10 minutes to Beaver Creek, this newly renovated top floor condo provides an upscale, bright and comforting ambience surrounded by mountain views and Eagle River so you can listen from the master. This 3-bedroom, 2 bath double vanity (each with a private toilet/tub/shower) also has a new dry sauna. Restaurants/shopping/transportation are within minutes.

Guest favorite
The resort's exterior is shown, featuring a modern building with large windows overlooking a deck with pool chairs. An inviting swimming pool is centered within the open space. Surrounded by lush evergreens and scenic mountain views, the area offers a serene backdrop.
Condo in Vail
4.95 out of 5 average rating, 483 reviews

Marriott Streamside Evergreen Vail 2BD Villa

A world-renowned ski playground and the largest ski area in the U.S.A From skyscraping peaks and fertile valleys to prestigious arts and culture. Sports enthusiasts will appreciate the challenging ski slopes. Nature lovers will delight in the vast unspoiled wilderness. Your villa is an ideal place to spread out and relax after an active day. Cozy up to the fireplace or enjoy the inviting warmth of the indoor heated pool.

Top guest favorite
An open living space features vaulted wooden ceilings, with large windows allowing natural light to fill the room. Two reclining chairs and a spacious sofa offer comfortable seating, accompanied by a coffee table and decorative accessories. A modern kitchen is visible in the background.
Condo in Vail
4.98 out of 5 average rating, 199 reviews

Cozy East Vail Condo On Gore Creek! #008412

Cozy yet modern 2BR + loft condo in Vail Racquet Club sleeps 6. Open floor plan, vaulted ceilings, gourmet kitchen, and fireplace. Private deck on 3rd floor (STAIRS ONLY) overlooks Gore Creek and evergreens. Just a 2-min walk to Vail’s free bus. Hit the slopes, soak in the hot tub, swim in the pool, or play pickleball against a beautiful mountain backdrop. Clubhouse access requires a DAILY FEE OF $35 PER GUEST.

Popular amenities for Gypsum rentals with a pool

Quick stats about vacation rentals with a pool in Gypsum

  • Total vacation rentals

    Explore 30 vacation rentals in Gypsum

  • Nightly prices starting at

    Gypsum vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    30 of Gypsum vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gypsum rentals

  • 4.9 Average rating

    Gypsum stays are highly rated by guests—averaging 4.9 out of 5!

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  3. Colorado
  4. Eagle County
  5. Gypsum
  6. Rentals with pools