Vacation rentals with a pool in Madison County

Mountain Cabin with Heated Pool

Walnut Hill is a mountain cabin nestled on 9 acres adjoining Shenandoah National Park. A peaceful escape from the stresses of everyday life. The property features beautiful mountain views and a saltwater pool (Apr.-Oct). The pool can be heated for $100 during cooler months. The cabin offers 4 bedrooms and 2 baths. Relax on the front porch swings, sit by the outdoor fire-pit or lounge at the pool. Nearby attractions include Old Rag Mtn., White Oak Canyon, Graves Mtn Lodge and Sperryville.

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Boxwood Cottage - Shenandoah National Park

Boxwood Includes the Graves Mountain Resort Club Membership. This 1860's farmhouse, just off the Robinson River, with a mountain and meadow view from the large rear deck. High Speed WiFi & Internet calling. Satellite TV. The house has a stone constructed first floor, large kitchen, cozy sitting room with wood fireplace, a half bath, a front porch facing the boxwoods, and a back deck overlooking a meadow and Doubletop mountain in the background. Pets are welcome - Additional $35 per night.

"Country Living at It's Finest"

CLOSE TO EVERYTHING BUT AWAY FROM IT ALL!! The Cottage is self-contained with charming porches, centrally located to a multitude of things to do and offers an unequaled experience of the best of country living with all the creature comforts including a pool! Rural setting, gorgeous mountain views, history, hiking, wineries and more. Sleeps , 3 bedrooms, 3 bath,LR, DR, equipped kitchen, linens provided, gas grill and firepit. Pets allowed with prior approval. Since 2006 with Excellent reviews

Sunset Retreat a cabin off the beaten path

Relaxation and quiet are two words that come to mind at Sunset Retreat. Close enough to stores for convenience but far enough away for solitude. Large yard, fire pit and concrete area if children want to create a masterpiece in chalk, there is also a tree swing next to woods. Close to many wineries, breweries and hiking. No WIFI or satellite tv, we have antenna only. You are welcome to bring your own hotspot . We have one smart tv. There is also a private in ground pool for summer time use.

Cornerstone Farms

Mountain Rustic Elegance describes this clean fully furnished, 1 bedroom apartment in a log home on 80 acres in Greene County with 1 Queen bed, 1 pull out Queen sofa and a rollaway bed (on-demand ),with a fully equipped kitchen,full bath with washer and dryer. Amenities: Dry sauna inside, pool table, foosball table and board games in the closet. Outside: large pool, fire pit, hot tub, Grill. Enjoy eating outside as you soak in the beautiful sunset views while you sit relax and unwind.

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

Incredible views with hot tub & swimming pool

This modern-rustic home overlooks Shenandoah National Park's majestic mountains, offering breathtaking views year round. Escape to a secluded 13-acre wooded property, ideal for families and friend groups. The house features a stunning outdoor pool, hot tub, and fire pit. It offers inviting common spaces for spending time together and private nooks for alone time and work. The pool is open mid-Apr - mid-Nov, with heating available for colder months and a year-round hot tub.

Romantic, Carriage House Studio at Fairhill Farm

Delight in the bold views of the Blue Ridge Mountains while lounging on your private deck at the Carriage House on Fairhill Farm. Stroll on 150 acres. Hike our private trails. Fish in private pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near Shenandoah National Park, Monticello, Montpelier, Ash Lawn, and UVA