
Holiday 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.

Parkside, Walkable 2B2B w/ Pool, Hot Tub, Tennis
Nordic-inspired 2 BR/2 BA condo nestled 5 minutes from Beaver Creek, 10 minutes from Vail, and walkable to town and gondola. Relax at the pool/hot tubs/sauna, play tennis or pickleball, and enjoy Nottingham Park - all steps away from the condo. Ground floor unit fully renovated. Free ski shuttle to Beaver Creek and Vail Dec to Apr. Memory foam beds: 1 King, 2 Fulls, and 2 Twin roll aways. License #: 011648 Quick note: owners have a small dog (unit is always cleaned before your arrival though)

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!

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.

Spacious & Clean Private Condo, Lake Views, Quiet!
Sleeps like a 2 bedrooms w/ floor to ceiling blackout curtain Relax with your friends, loved ones at this conveniently located peaceful mountain retreat. Take in the views from the couch, bed, or balcony Minutes drive to Keystone, Arapaho Basin, Breckenridge and Copper Mountain WE WELCOME LAST MINUTE BOOKINGS Dillon amphitheater, Town Park, 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! #050722

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.

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.

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!

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.

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.
Popular amenities for Gypsum rentals with a pool
House rentals with a pool

Close to skiing, main floor master, fully stocked!

The Ramsey Retreat - Luxury Mountain Cabin!

Unparalleled Villa, Infinity Hot Tub & Epic Views

Eagle Vail house on golf course- 4/4

Luxe 3BDR by Vail/Beaver Creek | Gym, Pool, Views

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

Long Range Mountain and Lake Views

★Spectacular Views★ Mins. to Keystone /Breck /Vail
Condo rentals with a pool

WALK to Lift & Town! Rare Avails! Hot Tubs & Pool!

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

Cozy Boho Retreat w/ Views of Mountain + Lake

Hot Tub + Ski Shuttle Access: Keystone Condo!

Ski In/Out Newly updated studio near Main St!

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

Quiet Retreat w/ Amenities Near World Class Skiing

The Mountainside at Granby Ranch
Other holiday rentals with a pool

1BR Villa at StreamSide Douglas- Kitchen- Sleeps 6

Cozy Ski Lodge | HotTub | Steam | Pool | King Bed

Eagle River Villa

Newly Renovated * Walk-to-Town * Pool & Hot Tubs!

Downtown Edwards Condo | 2 BD 2 BA

Stunning Mountain Modern Condo in Vail

Resort, 2 Bedroom Villa Marriott StreamSide W Vail

Luxury Ski in/out Suite @Ritz-Carlton With Balcony
Quick stats about holiday rentals with a pool in Gypsum

Total holiday rentals
Explore 30 holiday rentals in Gypsum

Nightly prices starting at
Gypsum holiday rentals start at $259 NZD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Wi-Fi availability
30 of Gypsum holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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