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
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, 308 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.

Superhost
The living area features a dark leather sectional sofa and an armchair, complemented by a wooden coffee table. A stone fireplace is set against a wall with art, and a large flat-screen TV is mounted above. Natural light enters through large windows with light curtains.
Condo in Avon
4.79 out of 5 average rating, 133 reviews

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

2 Bdrm, 2 full Bath, Sleeps 7 Comfort meets convenience in this 1,100 SqFt condo. Favorably located along Nottingham Lake makes this unit perfect for both winter skiing and summer fun. Take advantage of the FREE SKIER SHUTTLE to both Beaver Creek and Vail ski resorts. Plus you are walking distance to Eagle River for fly fishing fun. Stay on property and enjoy year-round access to the hot tubs + indoor sauna + heated pool + tennis courts. Washer & dryer in unit + grill out on the private patio.

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, 133 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!

Top guest favorite
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 favorite
A sun-filled living area features a flat screen TV mounted on the wall, a cozy electric fireplace below, and a wooden coffee table. Natural light pours in through large glass doors that open onto a private deck, showcasing wooden accents and a wall-mounted moose decoration.
Condo in Wildernest
4.93 out of 5 average rating, 232 reviews

Cozy Mountain Condo w/ Pool, Clubhouse & Tennis

Nestled at the very top of Wildernest with stunning Rocky Mountain views is this updated 1BR condo with modern comforts of home. BEST CLUBHOUSE AMENITIES IN WILDERNEST! Hot tubs, pool, sauna, racquetball & tennis court, games (billiards, foosball, ping pong) and shared deck. Now with pickleball! With the Eagles Nest trailhead right on your doorstep, hiking or biking in summer and easy access to all major ski resorts in winter, the condo is the perfect base for year-round adventure.

Guest favorite
Condo in Beaver Creek
4.91 out of 5 average rating, 117 reviews

307 | Ski in/out + Ski Valet, 4 Season Pool & Spa!

At the base of Beaver Creek Mountain, one of the world’s top ski resorts, Beaver Creek Lodge is a sublime retreat of mountain luxury. Nestled within the charming village of Beaver Creek Resort, steps from shopping, dining and entertainment. Spacious suites feature all of the comforts of home, including cozy fireplaces and kitchenettes. Enjoy ski-in/out convenience to the slopes, championship golf, and the prestige of one of Vail Valley’s most exclusive addresses.

Guest favorite
A welcoming living area features a leather sofa adorned with a textured throw, accompanied by a wooden coffee table. A comfortable armchair sits next to a lamp illuminating the space. In the background, a fully equipped kitchen is visible, adding to the room's inviting atmosphere.
Condo in Breckenridge
4.92 out of 5 average rating, 209 reviews

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

Best location in Breck! Ski-in/ski-out to Quicksilver Lift on Peak 9, and 5min walk to Main Street. Wi-Fi, gas fireplace, in-building outdoor hot tub and sauna, heated pool and additional hot tubs across the street at Upper Village Pool, ski storage, parking, fully equipped kitchen, in-building laundry and more! This 1bd condo comfortably sleeps 2 with a king-size bed, and pull-out couch can accommodate 2 more. Across the street from Breck free shuttle stop too!

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 favorite
The kitchen features wooden cabinetry and granite countertops, with modern stainless-steel appliances, including a refrigerator and oven. A breakfast bar with seating is set against a light blue wall, while natural light fills the space through a ceiling light fixture.
Condo in Breckenridge
4.92 out of 5 average rating, 255 reviews

In Town - King Bed - Ski in - River/MTN View

The Views and the Location are Unbeatable in this in River Mountain Lodge unit. Town could not be closer! Main Street is half a block away! Free Bus Stop in front of building. Ski in at the end of the day via 4 o clock run. Bus Station and Gondola one block away! Laundry in unit, Private Balcony! Complex amenities include one heated garage parking spot, Castaways Restaurant, Lobby Bar, Exercise Room, Indoor and Outdoor Hot Tubs, 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, 206 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 & fireplace. Private deck on 3rd floor (STAIRS ONLY) overlooks Gore Creek and evergreens. Just a 2-min walk to Vail’s free bus. For those who would like to use Club amenities (Hot tubs, Sauna, Steam Room, Gym, Pool, Pickleball, Tennis...) Club charges a DAILY FEE OF $35 PER GUEST. Ask host about volume discount.

Guest favorite
A bright living area is equipped with a sofa in rich blue fabric, complemented by decorative pillows. A wooden coffee table rests on a textured rug, and a dining area with a wooden table and chairs is visible. Large windows provide natural light and access to a balcony.
Condo in Keystone
4.84 out of 5 average rating, 279 reviews

Mountain Modern Studio in River Run Village

Amazing Studio Right in the Heart of the River Run Village in Keystone. This top floor studio is just steps from the lift and features underground parking, elevator, a full kitchen, pool, hot tub, sauna and more. This condo has been recently renovated and is fully stocked for anything you might need. Great place for couples or friends with a queen bed and a sofa bed. Please make sure to view the photos! Permit #STR22-R-00349.

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
4.96 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.

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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