Vacation rentals with a pool in Gypsum

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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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Top guest favorite
A cozy living area is showcased with a spacious sofa, a coffee table, and a prominent linear electric fireplace framed in travertine stone. In the background, a modern dining table sits adjacent to a well-equipped kitchen, with bar stools positioned at the counter.
Condo in Fraser
4.9 out of 5 average rating, 114 reviews

Mountain Modern Cozyville

Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

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
4.96 out of 5 average rating, 214 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!

Guest favorite
Condo in Keystone
4.89 out of 5 average rating, 237 reviews

Spacious Corner Studio Condo Gateway STR22-R-00499

It's a short walk to River Run Village or Mountain House. Swim in the pool, soak in the hot tub, workout in the weight room, pop into the Haywood cafe for breakfast or lunch, or simply relax in the oversized studio unit which offers a gas fireplace, a king size bed, pullout queen size sofa-bed, and 2 single cots in closet. Kitchen has a fridge, dishwasher, microwave, induction stovetop, toaster oven, toaster and coffee maker. Laundry facilities are just down the hall. 4 people max, 1 car max.

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, 341 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.

Guest favorite
Condo in Beaver Creek
4.91 out of 5 average rating, 115 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.

Top guest favorite
A view of the resort exterior is presented, set against a backdrop of tall pine trees and rolling mountains. The building features multiple balconies and a warm color palette, reflecting a blend of rustic charm and modern convenience.
Condo in Vail
4.91 out of 5 average rating, 411 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.

Top 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!

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, 131 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
The studio accommodates a cozy sleeping area with a queen Murphy bed and a queen pull-out couch. Large windows provide natural light, and rustic wooden accents enhance the interior. A small table and comfortable seating complete the inviting atmosphere.
Condo in Granby
4.85 out of 5 average rating, 199 reviews

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

This 2nd floor studio is located at the Inn at Silvercreek in Granby Ranch. It is 495 sq ft. Inside the studio has been updated and is stylish and cozy. The resort offers many amenities including pool, hot tubs, an arcade, a gym and even a barber shop. The location is about 5 min from the Granby Ski area, 20 min to Grand Lake and 30 min to either RMNP or Winter Park. There is a free “Lift” shuttle to Winter Park during the ski season.

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, 109 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
The inviting living area features a spacious sofa paired with two stylish armchairs, a round coffee table, and a wood-burning fireplace set into a dark accent wall. Floor-to-ceiling windows provide views of the outdoors, allowing natural light to fill the space.
Condo in Aspen
4.98 out of 5 average rating, 126 reviews

Fully Renovated Aspen Core 2/2 on River

Experience Aspen's charm firsthand with a luxurious stay in this meticulously renovated two-bedroom, two-bathroom condo, nestled along the banks of the Roaring Fork River. 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 € 129 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!

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