Vacation rentals with a pool in Randolph County

Pool, Fishing, Pickleball, EV Charger - Come Stay!

Nestled in the heart of Canaan Valley, our cozy townhouse is the perfect spot to enjoy the beauty found in The Valley. Have an EV? Travel stress free knowing a J-1772 charger awaits. Well stocked - R/O water filter, Nespresso, Chemex, crib, booster seat, high chair, kid plates/utensils, and Sonos speakers. Tons of amenities - daily trash pickup, flat circle for bikes/walks, heated pool in summer, fire pit, tennis & basketball courts, playgrounds, sandboxes - enjoy a stay at The Valley Chalet!

Renovated Ski in/out, pool/hot tub, slps 6, #1105

Renovated Ski In/Out Poolside/View This studio has been re-designed to maximize space. LVP flooring, granite counters, and lots of storage innovations. Queens size bed has drawers & extra stg., a Queen Sleepr & a bunk. Ideal for 2-4 adults or 2 adults & 2-4 kids. Silver Creek has day/night skiing, pool, & tubing. Your season pass is good for ALL slopes at Snowshoe, Western Territory(all black diamonds), & Silvercreek. Take the free shuttle to the Village & Western Territory (little over 2 miles)

The Davis Ridge - Mt Views, Fireplace, Balcony

This beautiful property is centrally located close to Davis, Thomas and Canaan Valley's most famous attractions. Witness the sunrises and sunsets over the mountains from the balcony, take a dip in the heated seasonal pool, get cozy and warm next to the wood fireplace, hike the trails, ski the slopes, and end the day toasting from the balcony. You're only a few minutes from all the major sites and attractions in the area. The Canaan Valley region is one of the most beautiful places in the US.

Ski Chalet Cabin Canaan Valley 35 -Dog Friendly

Over 500 positive reviews and counting! Sundays always late check out (7 PM) so you can enjoy a full day Beautiful cabin with large deck and all the creature comforts for a relaxing mountain getaway. Watch your children in the play ground from the deck or see the amazing display in the night sky as you gaze upon the stars understanding why they call it the Milky Way. The property is surrounded on all sides by Wildlife refuge and you can view all three ski resorts from the deck.. * $35 pet fee

Slope-side studio APT in the heart of the village

"The mountains are calling and I must go!" Experience Snowshoe Mountain from our slope-side studio apartment. Truly one of West Virginia's hidden gems, enjoy a breathtaking view of the lake and mountain, ski-in/ski-out with complementary secure on-site equipment storage, 24/7 gym access, common lounge area with oversized chess board, free parking, and more. Located conveniently above equipment rental and ski-school. Only steps away from shopping, dining, and entertainment hub- The Village.

*New* Rockabilly Lux Retreat For The Whole Family

Relax at this new luxury getaway, full of hand-picked joys. Lounge on the heated porch while the kids splash in the heated pool/hot tub (open all winter!). Cook on a 100+ year old professionally rehabbed stove, then dine on the heated screen porch. Go head-to-head on classic arcade games. Enjoy movie night in your private movie theater. Or bask in the sun in a hammock after a peaceful hike to pick blueberries. Private suite across the porch for grandparents or in-laws. Perfect for a reunion!

Almost Heaven

Unit 73 is a non-pet unit located in Black Bear Resort. Located in the heart of Canaan Valley, West Virginia. Black Bear Resort is the perfect location to enjoy the mountains, rivers and recreation of the area. Set on more than 40 landscaped acres, we have views of Canaan Valley National Wildlife Refuge and Timberline and Canaan Valley ski areas. Our on-site amenities include an outdoor heated pool, fish ponds, mini golf, playground, tennis, basketball, volleyball, a nature trail and more!

Twyla’s Treehouse - Cozy 3-bed, 3-bath cabin

Welcome to Twyla’s Treehouse! Named after our four legged fur baby, we hope you love it as much as she does! Nestled in the heart of Canaan Valley, you’ll find yourself with unlimited stunning views, crisp air, and a chance to slow down from the hustle! Whether you're shredding the winter slopes, hiking the scenic trails, or kayaking the Upper Cheat, there's something for everyone. After a day of adventure, unwind by the fire or relax on the porch, soaking in the peaceful surroundings.

Rest Assured in Black Bear Resort-Hike, Swim, Bike

We welcome you (and your dogs) to come enjoy our cabin located in the beautiful Black Bear Resort giving our guests access to an outdoor swimming pool, pickle ball courts plus more! Located in Canaan Valley close to Davis and Thomas, our cabin features enough beds to sleep 8! It includes a full functioning kitchen, a real wood burning fireplace, washer and dryer, and wifi. Our cabin's peaceful deck overlooks the Canaan Wildlife Refuge. Come enjoy, explore, relax and make memories!

Unit 159, 1st Floor, Ski In/Out, Near Village

This first floor, recently updated 2br/2ba Mountain Lodge Unit 159 sleeps six (6). It is located adjacent to Snowshoe Village and is only steps away from the Ballhooter chair lift and slopes, shops, and restaurants. The master bedroom features a king bed, the second bedroom features a queen bed, and the living room has a new sleeper sofa. For coffee lovers, this condo is equipped with both a regular coffee pot as well as a Keurig. Easy access to parking.

Excellent Rates, Updated, Ski-In/Out, M/L, Extras!

Best location in Snowshoe in the Newly Renovated Mountain Lodge (as of 2025), only steps to the Ballhooter lift! Modern décor, new deck, hardwood floors, renovated open kitchen and living room; view of lift, village, and slope! Ski and boot storage in condo Includes coffee & cocoa! Sleeps 4, queen and pullout sofa 10% off ski rental Free Parking DISH New Smart TV's Upgraded Wifi AC in LR in summer Games New Gym Classic Nintendo

Ski in/Ski out Mountain Retreat!

Ski in/Ski out Mountain Retreat! Abundant activities for all seasons. Hit the slopes with a ski lift steps from the front door. Relax in the evening by the wood burning fireplace or prepare a family meal in the fully equipped kitchen. Hiking or biking trails swimming, kayaking, paddle boarding at Lake Shavers in the warmer months or enjoy shopping and dining in the village that just a short walk away or a short shuttle ride.