Vacation rentals with a pool in Rappahannock River

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Top-rated rentals with a pool in Rappahannock River

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Guest favorite

Apartment in Madison

4.9 out of 5 average rating, 229 reviews

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*

Jun 17 – 24

R1,552 ZAR per night

Guest favorite

Farm stay in Stanardsville

4.96 out of 5 average rating, 514 reviews

GreeneHouse.POOL*HotTub*MTNviews*FarmGOATS*Hiking

The private, adults 18+only, Greene House apartment is located at ground level of the main farmhouse. Views out the kitchen windows and private patio overlook the piedmont valley. Great for couples or a gathering of 4 adult friends. Private hot tub on porch+shared in-ground pool. A ten minute hike gets you into Shenandoah National Park Back Country. 20 min. to Swift Run Gap SNP. Walking trails. No pets. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer. High speed WiFi

Mar 7 – 14

R2,906 ZAR per night

Guest favorite

Cabin in Gordonsville

4.82 out of 5 average rating, 228 reviews

1700's Summer Kitchen Cottage #147 Pool & WIFI

Escape from city life on a beautiful historic 250-acre estate. It is close to historic attractions and wineries. You’ll love it because of the gorgeous outdoors and historic charm. This place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). There is WIFI. This is only 20 minutes away from Jefferson's Monticello, and James Madison's "Montpelier" or play golf (5 min) away. Treat yourself to an onsite certified massage wellness therapist.

Feb 24 – Mar 3

R2,610 ZAR per night

Guest favorite

Cottage in Irvington

4.99 out of 5 average rating, 151 reviews

Peaceful Haven

Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen. **Take advantage of our limited time SPECIAL PRICES**

Dec 10 – 17

R4,918 ZAR per night

Guest favorite

Cabin in Culpeper

4.97 out of 5 average rating, 159 reviews

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

Jun 12 – 19

R2,355 ZAR per night

Guest favorite

Guesthouse in Troy

4.99 out of 5 average rating, 121 reviews

Beaver Pond Farm - Near Charlottesville

Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Take a walk on miles of trails that are adjacent to the property. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by the horses for cocktails. Feel like staying in - SmartTVs and Gig-speed Internet await. Easy checkout. No cleaning fee.

Oct 28 – Nov 4

R2,658 ZAR per night

Guest favorite

Tiny home in Cape Charles

4.98 out of 5 average rating, 275 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Aug 15 – 22

R4,784 ZAR per night

Guest favorite

Cottage in Saint Michaels

4.99 out of 5 average rating, 138 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

May 12 – 19

R10,143 ZAR per night

Guest favorite

Barn in Stafford

4.92 out of 5 average rating, 142 reviews

1 BR barn with loaded game room and heated pool!

Custom built barn with 1 BR and 1 BA. Main level includes a fully stocked game area with billiards, shuffleboard table, air hockey, 60 game arcade machine, Mortal Kombat arcade game machine, poker table, and 2 cabinets full of card/board games. Three smart TV's on the wall Includes shared backyard outdoor space with hot tub, hammock, outdoor putting green, adjustable basketball hoop, swings, grill, horseshoes, playground, gazebo area, and stocked fishing pond.

Aug 21 – 28

R3,479 ZAR per night

Superhost

Cottage in Fredericksburg

4.79 out of 5 average rating, 444 reviews

1840's Cottage: 3 miles from I-95/ Near Shopping

Welcome to Bunker Hill Farm!! 🐖🐓🐐🐎 A 521 sq foot 1840's "detached kitchen". This historic building was converted into a guest house.Full Kitchen and Dinnete. Bath and Bedroom with Closet. Cottage is on an animal farm with goats, cows, pigs, chickens, and a Miniature Donkey. *Please pet the animals at your own risk* Pets are allowed without restrictions on breed Please enjoy the miles of walking trails behind the cottage.

Jan 23 – 30

R2,376 ZAR per night

Guest favorite

Guesthouse in Gloucester

5.0 out of 5 average rating, 108 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Sep 15 – 22

R2,937 ZAR per night

Guest favorite

Guesthouse in Glen Allen

4.85 out of 5 average rating, 471 reviews

Private and Quiet Pool House Convenient Location

This country guest house is very clean with a simple design. It's conveniently located seven miles away from Short Pump where you can enjoy dining, shopping, and entertainment. You will experience a quite relaxing retreat without leaving the city. We provide 4G wireless hotspot internet and a comfortable computer working space for business travelers. Grocery stores, business center, and banks are nearby.

Sep 4 – 11

R2,288 ZAR per night