
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.

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!

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!

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

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.

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.

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!

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

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!

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!

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.

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.

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
House rentals with a pool

The Ramsey Retreat - Luxury Mountain Cabin!

5 BDR Ski-in/Out Mountain Escape; Peak 8 w/ Views!

Eagle Vail house on golf course- 4/4

Mountain Sunshine [downtown, 2x parking, gondola]

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA

Fantastic Edwards Condo - spacious with HOT TUB!

Breck Mtn Escape -Only Steps to the Base of Peak 9

Vendette Peak Lodge. Secluded 4Bed/3.5Bath Luxury
Condo rentals with a pool

Walk to Lifts & Main St--1 BD 1 BA

Cozy East Vail Condo On Gore Creek! #008412

14 Min to Glenwood Springs · Views · 3 Hot Springs

BCW 2BR / Hot Tub & Free ski shuttle to Vail & BC

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs

Village at Breckenridge Unit 4604 Ski In/Out

Fully Renovated Aspen Core 2/2 on River

Cozy, Renovated, Clean, Quiet, hot tub, grill
Other vacation rentals with a pool

Timberline 218 Studio Deluxe

Ski In/Out Base Peak 9+ Walk2Town, Trails End406

Creekside Penthouse Lounge in Frisco

Cozy mountain hideaway, 5 mins from EGE airport.

Avon One Bedroom Villa at Mountain Vista Resort

A little Luxury, A lot Vintage

Downtown Edwards Condo | 2 BD 2 BA

Riverfront Studio Retreat
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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- Rentals with a fireplace Gypsum
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- Rentals with a patio Gypsum
- House rentals Gypsum
- Rentals with a sauna Gypsum
- Family-friendly rentals Gypsum
- Rentals with a washer and dryer Gypsum
- Rentals with a hot tub Gypsum
- Rentals with pools Eagle County
- Rentals with pools Colorado
- Rentals with pools United States
- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain Ski Resort
- Vail Ski Resort
- Snowmass Ski Resort
- Center Village Resort Copper Mountain
- Rifle Falls State Park
- Ski Cooper
- Buttermilk Ski Resort
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Breckenridge Nordic Center
- Aspen Highlands Ski Resort
- Iron Mountain Hot Springs
- Mountain Thunder Lodge
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Vail Residences at Cascade Village
- Village at Breckenridge
- Breckenridge Fun Park
- Doc Holliday's Grave Trailhead
- Dillon Amphitheatre
- Sapphire Point Overlook
- Frisco Adventure Park




