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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Superhost
A modern living area features a sleek lounge chair beside a warm wood-burning fireplace. Large windows provide a view of the lush greenery and flowing river outside, with natural light enhancing the serene ambiance of the room.
Condo in Aspen
4.83 out of 5 average rating, 173 reviews

Modern Riverfront Condo In Downtown Aspen

This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere in Aspen!

Guest favorite
An open living area is highlighted by wooden beams and large windows. A modern gray sectional sofa and a dark wood coffee table are positioned on a striped rug. A rectangular dining table with six chairs sits near the kitchen, featuring sleek cabinetry and stainless-steel appliances.
Condo in Snowmass Village
4.91 out of 5 average rating, 122 reviews

Ski-in/out Mountain Modern Base Village Condo

New & stylish ski-in / ski-out ONE-bedroom centrally-located mountain modern condo. This top floor Lichenhearth condo neighbors Snowmass Base Village and is just steps from the main Snowmass chairlift, Village Express. & ski school. Everything Snowmass Village has to offer is easy walking access. This private complex has the closest hot tub and heated pool to the Village Express lift. It also has an elevator, 1 covered parking spot, ski storage room and laundry room! STR # 044856

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, 208 reviews

Edwards Riverside! 5min-BeaverCreek | Walk to dine

Local, small business | CO Native! | 535+ 5-Star 🎖️Airbnb Superhost & Community Leader! ⛷ 4 min Ski ⭆ BeaverCreek; 15min ⭆ Vail Gem 💎 location: Stroll 1 block --> dining, shops, grocery, bar 🅿️ Garage spot 🛗 Elevator, ADA 🔥 Gas fireplace &🫕 BBQ 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!

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, 108 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 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, 692 reviews

Find Yourself Steps from Town/Lifts in a King Studio Getaway

Please note, early check in/Late check out Unavailable 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 at affordable prices!

Top guest favorite
The resort's exterior is showcased against a backdrop of snow-covered mountains, with the entrance framed by tall evergreen trees. A winding driveway leads to the welcoming entrance, where warm lighting is visible through large glass doors.
Condo in Vail
4.97 out of 5 average rating, 300 reviews

(IB) Marriott's StreamSide Douglas 1BD Villa

Experience a mountain paradise. A world-renowned ski playground and the largest ski area in the U.S. 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
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, 135 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!

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
4.93 out of 5 average rating, 136 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!

Top guest favorite
The living area features a mix of gray and black seating arrangements surrounding a wooden coffee table. Above, skylights provide natural light, while the walls display a clean, white panel design. A decorative arrangement of vibrant flowers complements the modern decor.
Condo in Snowmass Village
4.96 out of 5 average rating, 112 reviews

Summit's Rest

Make this beautiful Snowmass Village condo your adventure hub or relax comfortably. Enjoy biking / hiking rim trail from the complex or short shuttle ride to the ski slopes (can also ski across bridge). 20 min from Aspen. Brand new renovation. 3 smart TVs. New furniture and bedding. Washer / Dryer, private deck with grill Pool, large hot tub, sauna, town shuttle, bus route, free parking, ONE DOG per rental, unbelievable views

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, 112 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.

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, 198 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.

Top guest favorite
A modern living space features a cozy sofa arranged beside a wood-burning fireplace, with a stack of logs nearby. A dining table with four chairs is positioned adjacent to large windows that allow natural light to fill the room, enhancing the inviting atmosphere.
Condo in Vail
4.99 out of 5 average rating, 155 reviews

FREE wine | HotTub | Wood Fire | Free Vail Ski Bus

Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥

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 G$31,380 GYD 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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  4. Eagle County
  5. Gypsum
  6. Rentals with pools