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 favorite
The Eagle River is depicted in winter, with flowing water contrasted against banks covered in fresh snow. Ice formations and snow-laden trees line the river, enhancing the serene winter landscape.
Townhouse in Edwards
4.95 out of 5 average rating, 218 reviews

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!

Guest favorite
An outdoor heated pool is surrounded by a concrete deck and equipped with lounge chairs. Lush green trees and snow-covered ground create a scenic backdrop, while a clear blue sky with scattered clouds adds to the atmosphere.
Condo in Breckenridge
4.86 out of 5 average rating, 132 reviews

Beaver Run Resort. Ski-In/Ski Out. Pools. Hot Tubs

If you are traveling with kids, this is the place to stay in Breckenridge. You do not need to go anywhere. Everything you need is at your fingertips: ski in - ski out, heated outdoor pools and hot tubs, walking distance to town (or take free shuttle anyway), restaurants on site, arcade, ski school, daycare, full kitchen, balcony and wood-burning fireplace. Beaver Run Resort is the perfect place to relax and create lasting memories. Book your stay today and experience the best of Breckenridge!

Top guest favorite
Condo in Avon
4.9 out of 5 average rating, 135 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 favorite
A stone fireplace is centered in the room, flanked by a television mounted on the wall. A dining table with two red dishes sits in front of the fireplace, while a photo of a bear adorns the wall above. Warm tones create a cozy setting.
Condo in Granby
4.88 out of 5 average rating, 130 reviews

Bear's Den

New! Kick back and relax in this beautifully remodeled, ground level studio. Fully equipped kitchen, stone fireplace, queen size bed and pull out sofa. Large covered patio too with mountain views! Ski Granby Ranch or Winter Park, visit Grand Lake, Hot Sulphur Springs, Rocky Mountain National Park and more! Horseback riding, Sleigh rides, Tubing, Snowmobiling, Boating, Kayaking, Paddle boarding, Fishing, Golf, Swimming. It's all here! Check in is at 4:00 pm and check out is at 10:00 am.

Guest favorite
Condo in Dillon
4.98 out of 5 average rating, 167 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 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, 568 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 favorite
Condo in Keystone
4.87 out of 5 average rating, 240 reviews

Newly Renovated w/ Hot Tub & Free Keystone Shuttle

Newly renovated Keystone condo with vaulted ceilings, modern mountain décor, and a wood-burning fireplace. Enjoy a fully equipped kitchen, luxe living area, and serene bedroom retreat, all just minutes from the lifts, trails, and village dining. Remote workers will appreciate the fast WiFi for work & relaxation. With amenities like an indoor pool, hot tubs, dry sauna, and a private ski locker, this is the ideal spot for couples & young famlies. Rental Permit BCA-99823

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, 115 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 favorite
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, 152 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 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 Avon
4.96 out of 5 average rating, 122 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
Condo in Vail
4.95 out of 5 average rating, 486 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
The spacious living area features a comfortable leather sofa and an armchair, with a wood-burning fireplace framed by slate stone. Large glass doors allow natural light and offer views of the patio. Neutral tones create a calming ambiance, complemented by simple decorative elements.
Condo in Aspen
4.98 out of 5 average rating, 135 reviews

Riverfront Designer 2 BR, Walk to Gondola!

Prepare to fall in love with this beautifully renovated two-bedroom, two-bath condo tucked alongside the Roaring Fork River. With just a short walk from town and the gondola, it's a haven of relaxation and accessibility. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.

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.ﺇ661 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

  • 4.8 Average rating

    Gypsum stays are highly rated by guests—averaging 4.8 out of 5!

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