Vacation 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.

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Guest favourite
A leather sofa with decorative pillows is positioned in front of a modern coffee table. A cozy throw blanket drapes over one arm. A bookshelf with various items, including books and decorative pieces, is visible in the background, complemented by natural wood accents.
Condo in Beaver Creek
4.95 out of 5 average rating, 306 reviews

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.

Top guest favourite
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, 708 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!

Guest favourite
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, 213 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 favourite
A large mountain lodge is seen nestled among snow-covered trees, with ski slopes visible in the background. The structure features a combination of stone and wood, creating a harmonious look with its natural surroundings. A clear blue sky complements the winter scene.
Condo in Breckenridge
4.97 out of 5 average rating, 108 reviews

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

If you are looking for a luxury ski in/ski out family friendly condo, look no further. Nestled at the base of Peak 7 in the picturesque mountain town of Breckenridge, Crystal Peak Lodge is a luxurious hotel, where guests can experience the best of the Rockies. With its ski in/ski out right behind the ski locker door, high-end finishes, unbeatable amenities, inviting atmosphere, and stunning views, Crystal Peak Lodge is the perfect place to relax and recharge, and create unforgettable memories.

Top guest favourite
Condo in Avon
4.89 out of 5 average rating, 131 reviews

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

Guest favourite
Condo in Dillon
4.98 out of 5 average rating, 154 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.

Guest favourite
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, 554 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!

Guest favourite
The exterior of Marriott's StreamSide Birch at Vail is showcased, featuring a three-story building nestled among tall trees. Balconies can be seen on each level, overlooking the natural surroundings. The background highlights rolling hills and a clear blue sky, illuminated by warm sunlight.
Condo in Vail
4.85 out of 5 average rating, 185 reviews

Marriott's Streamside BIrch St

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.

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
4.95 out of 5 average rating, 111 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!

Guest favourite
A private balcony features a round table with two black chairs, overlooking the serene waters of Lake Dillon. The expansive mountain range and a clear blue sky dotted with clouds create a stunning backdrop.
Apartment in Dillon
4.92 out of 5 average rating, 142 reviews

Spacious 1 Bed- incredible views of lake & MTNs

Relax in this 2nd floor; spacious 1 bedroom, 1 bathroom condominium and enjoy million dollar views of Lake Dillon right from the comfort of the unit! Walking distance to the Dillon Amphitheater, Dillon Marina & farmers market during the summer! The bike path and multiple restaurants are steps away! Short drive to major ski resorts, like; Keystone, Arapaho Basin, Breckenridge, and Copper Mountain! Perfect location for multiple activities!

Guest favourite
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
4.96 out of 5 average rating, 118 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 favourite
An open-concept living and dining area features a spacious kitchen island with a sleek sink. Natural light fills the room, highlighting a comfortable seating arrangement and a stylish table. A stone accent wall and modern artwork add character, while large windows provide a view of the outdoors.
Apartment in Snowmass Village
4.93 out of 5 average rating, 247 reviews

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna

Brand new amenities renovation for 2024 including new pool, jacuzzi, sauna and gym! Enjoy your trip just steps away from one of Colorado's best kept-secrets, Snowmass Resort. Take in the epic views from your private balcony as you sip your morning coffee. At the end of the day, walk a few minutes right back to your door. 3 Minutes & 40 seconds walking distance to the Assay hill lift on a flat path!

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 $250 CAD 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 and kid-friendly amenities

  • Wifi availability

    30 of Gypsum vacation 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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