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

Condo in Avon

4.9 out of 5 average rating, 170 reviews

Lac d’Avon Chalet HOT TUB POOL Private SKI Shuttle

Spacious 2BR/2Bath condo in heart of Avon Beaver Creek! GREAT LOCATION! FREE PRIVATE SHUTTLE to Beaver Creek (5min) and VAIL (15min) in winter!! The 3 HOT TUBS, POOL, LAKE, SAUNA, TENNIS, VOLLEYBALL to enjoy your vacation in epic style. WALK to restaurants! Apartment is renovated, nicely furnished w/ high vaulted ceilings (top floor w/ elevator), stocked kitchen, GRILL, WOOD FIREPLACE, washer/dryer. Nottingham LAKE right behind property! KIDS PLAYGROUND. Mountain & Lake Views! FREE PARKING!

Top guest favorite

A scenic view of Lake Dillon is captured, framed by tall evergreen trees. The surrounding mountains provide a serene backdrop, while a well-maintained path winds along the lake. People can be seen leisurely strolling along the waterfront, creating a sense of tranquility.

Condo in Dillon

4.97 out of 5 average rating, 197 reviews

Lake Dillon & Mountain Views w/ hot tubs, pool

Unbeatable Dillon location with amazing views of Lake Dillon and the mountains for your stay in this condo! Centrally located in Summit County, and resorts including Keystone, Breckenridge, Copper, and A-Basin! Relax at the clubhouse with two hot tubs and a pool. Walk anywhere in Dillon - local restaurants, summer concerts at the amphitheater, Farmer's Market, the marina, Nordic skiing. With 2 parking spaces, and just steps from a bus stop, you are not far from all Summit County has to offer!

Top guest favorite

A serene river flows gently, surrounded by vibrant golden trees in autumn. Smooth stones are partially submerged in the clear water, reflecting the brilliant blue sky above. The landscape provides a tranquil setting, ideal for leisurely walks or moments of reflection.

Townhouse in Edwards

4.95 out of 5 average rating, 200 reviews

Edwards Riverside! Fish/Hike/Bike | Steps to dine!

Super quick walk directly to Edwards sports fields/tournaments Follow us on Insta gram 💰for -$40 off! 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

Guest favorite

A modern kitchen area features wooden cabinets and stone countertops. Bar stools are positioned at a spacious kitchen island. Glassware is neatly arranged on open shelves, and kitchen appliances, including a microwave and coffee maker, are visible. A stairway leads to the upper level.

Condo in Vail

4.9 out of 5 average rating, 129 reviews

Cozy, Renovated, Clean, Quiet, hot tub, grill

A Cozy remodeled 1-bedroom loft in Vail. Just minutes away from ski lifts, hiking trails and easy access to Gore Creek. The free skier shuttle bus picks up by the entrance to the complex. There is a year-round outdoor hot tub and a summer season pool for your enjoyment. The property is located 3.3 miles from Vail Nordic Center, 3.3 miles from Vail Golf Club and 39 miles from Eagle County Airport. The condo includes Wi-Fi, kitchen, toiletries and a Grocery store just 2 minutes away.

Guest favorite

A comfortable living area features a dark sectional sofa and a round coffee table, complemented by a textured area rug. A large window provides a view of the mountains and lake, while a stone fireplace and wall-mounted television add to the cozy ambiance.

Apartment in Dillon

4.94 out of 5 average rating, 127 reviews

Modern Lakeside Condo

Welcome to our cozy mountain retreat in Dillon, CO! This charming vacation home offers modern amenities and breathtaking lake and mountain views. Relax by the fireplace, enjoy the fully equipped kitchen, and unwind in the hot tub under a star-filled sky. Conveniently located near ski resorts, hiking trails, Dillon Amphitheatre, Dillon Marina, grocery stores, shopping outlets and more, our retreat is perfect for your mountain getaway. Book now and let the mountains be your playground!

Top guest favorite

Two wooden bar chairs are positioned on a deck, offering views of Lake Dillon and the surrounding mountains. A bottle of wine is placed on the railing, enhancing the serene atmosphere. The expansive landscape includes a cloudy sky reflecting the soft light over the water.

Condo in Dillon

4.95 out of 5 average rating, 335 reviews

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

Immaculately kept and charmingly furnished with cozy mountain decor, and views across Lake Dillon with the snow-capped peaks of the 13,000 ft. Ten Mile Range. The deck boasts front row seats for inspiring sunrises, and striking sunsets-5 major ski resorts within 30 minutes and outdoor activities. The Dillon Amphitheatre (2 min. walk), marina, shops, and eateries are a short walk away. Booking guest MUST BE AT LEAST 25 YEARS OLD. PLEASE NO SMOKING AND/OR PETS INSIDE OR OUTSIDE.

Superhost

A heated outdoor pool is set against a backdrop of lush green trees and mountains. Several lounge chairs are positioned around the pool area, inviting relaxation. A wooden deck and additional seating are visible, enhancing the communal atmosphere.

Condo in Dillon

4.83 out of 5 average rating, 398 reviews

2 min walk to gondola with Pool and Jacuzzi

Recently renovated, penthouse level Condo located in River Run Village in Keystone steps from the gondola with mountain view. Included are: fully equipped kitchen, linens, fireplace, vaulted ceilings, balcony. Less than 2 minute walk to the Gondola. Baseboard heating, Floor Fans, NO AC. WiFi: Superfast Tier: 800 mbps download/ 20 mbps upload. 1 underground parking space, 1 ski locker, 2 hot tubs and 1 large heated pool (closed until 6/11/25 for maintenance).

Guest favorite

The resort's exterior is surrounded by lush greenery and mountains. A spacious outdoor pool is visible, complemented by several lounge chairs and patio umbrellas on a wooden deck. Large windows reflect the natural light and views of the surrounding landscape.

Condo in Vail

4.9 out of 5 average rating, 375 reviews

Marriott's StreamSide Birch 1BD sleeps 4 -6

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

4.94 out of 5 average rating, 105 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

4.93 out of 5 average rating, 118 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 communal pool is surrounded by a stone patio adorned with vibrant flower pots. Loungers are positioned near the water, overlooking lush greenery and mountain views. The hot tub is situated at the edge of the pool area, providing a relaxing retreat.

Condo in Eagle-Vail

4.98 out of 5 average rating, 104 reviews

3 Bed/2 Bath Central Upscale Home near BC & Vail

Located in popular Eagle Vail (Avon) for close access to Vail & Beaver Creek, this newly renovated top floor condo provides an upscale, bright and comforting ambience surrounded by mountain views and the Eagle River. This 3-bedroom, 2 bath double vanity (each with a private toilet/tub/shower) also has a new dry sauna. The hot tub is available year-round plus a seasonal pool. 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, 195 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.