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.

Guest favorite

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

$230 per night
Guest favorite

Condo in Moneta

4.98 out of 5 average rating, 186 reviews

Fun 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

$92 per night
Guest favorite

Yurt in Stanardsville

4.95 out of 5 average rating, 1110 reviews

YURT* 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

$142 per night

Popular amenities for Virginia rentals with a pool

House rentals with a pool

Guest favorite

Home in Cobbs Creek

4.89 out of 5 average rating, 113 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Dec 15 – 22

$190 per night
Guest favorite

Home in Martinsville

4.95 out of 5 average rating, 167 reviews

Vaca Oasis, Pool, Fire-Pit, Grill, Nature, Relax!

Aug 6 – 13

$196 per night
Guest favorite

Home in Brightwood

4.99 out of 5 average rating, 297 reviews

Hilltop Haven Luxury lodging in Wine country

Feb 6 – 13

$125 per night
Guest favorite

Home in Robertson

4.92 out of 5 average rating, 176 reviews

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

Oct 20 – 27

$592 per night
Guest favorite

Home in Montross

5.0 out of 5 average rating, 117 reviews

Beach Please! River cottage w/private beach & dock

Oct 4 – 11

$359 per night
Guest favorite

Home in Charlottesville

4.94 out of 5 average rating, 198 reviews

Pine Lake Lodge

Sep 30 – Oct 7

$495 per night
Guest favorite

Home in Stanardsville

4.98 out of 5 average rating, 134 reviews

Charming Carrie's Cottage at Fairhill Farm

Mar 24 – 31

$187 per night
Guest favorite

Home in Accomac

4.98 out of 5 average rating, 216 reviews

Heartsong Farmhouse , a nature lover's retreat.

Sep 27 – Oct 4

$136 per night
Superhost

Home in Richmond

4.84 out of 5 average rating, 341 reviews

No cleaning fee/Hot tub/Entire House 2100 Sq ft

Nov 4 – 11

$196 per night
Guest favorite

Home in Boston

4.97 out of 5 average rating, 115 reviews

Peacefield - Blue Ridge views near Culpeper

Aug 2 – 9

$405 per night
Guest favorite

Home in Lovingston

4.85 out of 5 average rating, 279 reviews

Secluded Mountain Cabin w/ Pool, Trails & Winery ❤️

Jan 3 – 10

$542 per night
Guest favorite

Home in Montross

4.93 out of 5 average rating, 163 reviews

The Glebe

Nov 18 – 25

$203 per night

Condo rentals with a pool

Guest favorite

Condo in Moneta

4.95 out of 5 average rating, 122 reviews

Bernard's Landing Bliss! Breathtaking Views

Jan 28 – Feb 4

$109 per night
Guest favorite

Condo in Wintergreen Resort

4.91 out of 5 average rating, 177 reviews

A True Mountain Getaway! Ski in/Ski out!

Sep 9 – 16

$93 per night
Guest favorite

Condo in Moneta

4.99 out of 5 average rating, 282 reviews

Lake Lover's Paradise

Oct 21 – 28

$170 per night
Guest favorite

Condo in Wintergreen Resort

4.95 out of 5 average rating, 195 reviews

Eight Minute Walk to Everything

Jul 25 – Aug 1

$90 per night
Guest favorite

Condo in Moneta

4.88 out of 5 average rating, 142 reviews

Lake Escape - Smith Mountain Lake Condo

Jan 26 – Feb 2

$110 per night
Guest favorite

Condo in Virginia Beach

4.91 out of 5 average rating, 172 reviews

Oceanfront Gem VaB Studio Exceptional Views

May 27 – Jun 3

$300 per night
Guest favorite

Condo in Wintergreen Resort

4.97 out of 5 average rating, 230 reviews

Five Minute Walk to Everything!

Nov 12 – 19

$134 per night
Guest favorite

Condo in Wintergreen Resort

4.96 out of 5 average rating, 152 reviews

The Modern Mountain Condo

May 27 – Jun 3

$134 per night
Guest favorite

Condo in Wintergreen Resort

4.95 out of 5 average rating, 173 reviews

New Construction! 1 Bed/2 Bath, pet friendly

Jul 19 – 26

$112 per night
Guest favorite

Condo in Wintergreen Resort

4.99 out of 5 average rating, 175 reviews

Cozy getaway w/ heated floors, dog friendly

Apr 28 – May 5

$102 per night
Guest favorite

Condo in Moneta

4.85 out of 5 average rating, 175 reviews

LOW Spring Rates Bernards Landing BEST Views

Aug 21 – 28

$163 per night
Guest favorite

Condo in Wintergreen Resort

4.94 out of 5 average rating, 222 reviews

Cozy, clean mountain condo- King bed, dog friendly

Nov 8 – 15

$98 per night

Destinations to explore