Vacation rentals with a pool in Virginia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Virginia
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Cottage in Hamilton
4.94 out of 5 average rating, 304 reviews*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!
Feb 15 – 22
Condo in Moneta
4.98 out of 5 average rating, 186 reviewsFun Lake Getaway with Breathtaking Views
Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.
Jan 29 – Feb 5
Yurt in Stanardsville
4.95 out of 5 average rating, 1110 reviewsYURT* views * HotTub *stars*FARM*SNP*farm* POOL
Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets. Private hot tub Labor Day-Memorial Day. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.
Dec 16 – 23
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Virginia rentals with a pool
House rentals with a pool
Home in Cobbs Creek
4.89 out of 5 average rating, 113 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Dec 15 – 22
Home in Martinsville
4.95 out of 5 average rating, 167 reviewsVaca Oasis, Pool, Fire-Pit, Grill, Nature, Relax!
Aug 6 – 13
Home in Brightwood
4.99 out of 5 average rating, 297 reviewsHilltop Haven Luxury lodging in Wine country
Feb 6 – 13
Home in Robertson
4.92 out of 5 average rating, 176 reviewsOne Of A Kind Home in VA Wine Country on 50 acres
Oct 20 – 27
Home in Montross
5.0 out of 5 average rating, 117 reviewsBeach Please! River cottage w/private beach & dock
Oct 4 – 11
Home in Charlottesville
4.94 out of 5 average rating, 198 reviewsPine Lake Lodge
Sep 30 – Oct 7
Home in Stanardsville
4.98 out of 5 average rating, 134 reviewsCharming Carrie's Cottage at Fairhill Farm
Mar 24 – 31
Home in Accomac
4.98 out of 5 average rating, 216 reviewsHeartsong Farmhouse , a nature lover's retreat.
Sep 27 – Oct 4
Home in Richmond
4.84 out of 5 average rating, 341 reviewsNo cleaning fee/Hot tub/Entire House 2100 Sq ft
Nov 4 – 11
Home in Boston
4.97 out of 5 average rating, 115 reviewsPeacefield - Blue Ridge views near Culpeper
Aug 2 – 9
Home in Lovingston
4.85 out of 5 average rating, 279 reviewsSecluded Mountain Cabin w/ Pool, Trails & Winery ❤️
Jan 3 – 10
Home in Montross
4.93 out of 5 average rating, 163 reviewsThe Glebe
Nov 18 – 25
Condo rentals with a pool
Condo in Moneta
4.95 out of 5 average rating, 122 reviewsBernard's Landing Bliss! Breathtaking Views
Jan 28 – Feb 4
Condo in Wintergreen Resort
4.91 out of 5 average rating, 177 reviewsA True Mountain Getaway! Ski in/Ski out!
Sep 9 – 16
Condo in Moneta
4.99 out of 5 average rating, 282 reviewsLake Lover's Paradise
Oct 21 – 28
Condo in Wintergreen Resort
4.95 out of 5 average rating, 195 reviewsEight Minute Walk to Everything
Jul 25 – Aug 1
Condo in Moneta
4.88 out of 5 average rating, 142 reviewsLake Escape - Smith Mountain Lake Condo
Jan 26 – Feb 2
Condo in Virginia Beach
4.91 out of 5 average rating, 172 reviewsOceanfront Gem VaB Studio Exceptional Views
May 27 – Jun 3
Condo in Wintergreen Resort
4.97 out of 5 average rating, 230 reviewsFive Minute Walk to Everything!
Nov 12 – 19
Condo in Wintergreen Resort
4.96 out of 5 average rating, 152 reviewsThe Modern Mountain Condo
May 27 – Jun 3
Condo in Wintergreen Resort
4.95 out of 5 average rating, 173 reviewsNew Construction! 1 Bed/2 Bath, pet friendly
Jul 19 – 26
Condo in Wintergreen Resort
4.99 out of 5 average rating, 175 reviewsCozy getaway w/ heated floors, dog friendly
Apr 28 – May 5
Condo in Moneta
4.85 out of 5 average rating, 175 reviewsLOW Spring Rates Bernards Landing BEST Views
Aug 21 – 28
Condo in Wintergreen Resort
4.94 out of 5 average rating, 222 reviewsCozy, clean mountain condo- King bed, dog friendly
Nov 8 – 15
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