Vacation rentals with a pool in Grant 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!

Davis Luxury 3-bed w/Gameroom, Gym, by Timberline

The whole group will be comfortable in this spacious & unique luxury 3-bedroom house at the base of Timberline Mountain in Canaan Valley, WV. Brand new hot tub, fully-equipped kitchen, large dining table, backyard deck with grill & best of all, a family game room with something for everyone! Puzzles, card & board games, karaoke, wall-mounted Connect 4 and a state-of-the-art HD digital Pinball & Arcade machine w/over 7400 games! Pet friendly, centrally located. Pool, fishing pond & picnic area.

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

*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!

Hibernation Station Davis, WV Black Bear Resort

Settle into a cozy 2BR/2BA retreat designed for comfort after a day outdoors. The cabin includes a full kitchen, dining and living areas, laundry, and a warm wood fireplace—ideal for relaxing together in the evenings. For an extra touch of calm and comfort, unwind in your private 2-person indoor jacuzzi. Fall is the perfect time to breathe in crisp mountain air, and enjoy some of leaf watching —especially at a peaceful, family-friendly cabin stay at BlackBear Resort. Pets are welcome.

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!

Secluded Mtn Cabin: 7BR, Pool, Hot Tub, Game Room

Escape to Oakland Bear Lair, a spacious 7BR/4BA log cabin made for fall getaways with family and friends. Sleeps up to 18 guests with a private hot tub, seasonal heated pool, game room with pool table, fire pit, multiple gathering spaces and a fully equipped kitchen. Enjoy Western Maryland's spectacular fall foliage, then come home to relax by the fire or soak in the hot tub. Pet-friendly and convenient to Deep Creek Lake, Wisp Resort, Swallow Falls and downtown Oakland.

Birdhouse - Deck Views, Fireplace & Resort Perks

Welcome to your cozy retreat at Black Bear Resort, just minutes from Timberline Mountain, Canaan Valley Resort, and endless hiking, skiing, and outdoor adventure. Nestled in the heart of West Virginia’s most scenic mountain region, this two-bedroom cabin offers the perfect blend of modern comforts and rustic charm, ideal for couples, small families, or friends seeking a quiet escape.

Leaf Peeper's - HUGE deck, pizza oven, Pac-man!

Escape to Leaf Peeper's, a luxurious and private four-bedroom (plus extra loft with bunk beds upstairs) home situated at the end of a secluded lane, nestled next to the National Forest and just minutes from the slopes! With three levels and over 3,000 square feet, there is plenty of space for everyone to enjoy. Check-in is a breeze with your personal access code.