
Vacation rentals with a pool in Rappahannock River
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Top-rated rentals with a pool in Rappahannock River
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

3N+ PROMO-Waterfront w/Gamerm, Firepit, Dog+EV OK
*Ask about our 3 NT+ promotion* Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! ☀️ Waterfront 🛶 Kayak/Paddleboard 👨🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet If you're looking to take a break or connect with nature, the Riverside Retreat in Montross, VA offers a peaceful sanctuary that is perfect for families, small groups, & couples Book your getaway today or ❤️ us for next time!

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai
4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

Beach Please! River cottage w/private beach & dock
Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

The Glebe
This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

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.

Waterfront-View of Bay from your Bed-Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Cottage on Solitude Creek, Hot Tub, Pool & Firepit
Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Peaceful Haven: nature & charming town
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.

Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).

The Little Gypsy BoHome
Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, a basketball hoop, beach access, a canoe, a gas grill, a steam shower, and an outdoor redwood infrared barrel sauna.

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Unwind at this stylish apartment with view of Carters Creek and walking distance to the cutest little town and the iconic Tides Inn Resort. Take a refreshing dip in the pool, enjoy the charming outdoor shower, and star gaze under a blanket from the rooftop deck. Several outdoor spaces and large yard with whimsical touches. The perfect hideaway close to all the Northern Neck has to offer.
Popular amenities for Rappahannock River rentals with a pool
House rentals with a pool

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

Bay Breeze Retreat

Cedar Creek Wayside Castle

Blue Heron WaterSide

The Rosé Retreat: Pool-Screened Porch-RELAX

FxBurg Retreat

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

5 BEDR, Inground Pool+Billiard Table, Close To D.C
Condo rentals with a pool

Rooftop bay and river views

Spacious 4BR Suite at Williamsburg Resort!

Beautiful 2BR/1BA Renovated Condo near DC

Wyndham National Harbor | 1BR/1BA King Bed Suite

Greensprings 4BDR for 12. Great location. $269 up

1st Floor Condo in Annapolis

Big family? 4BR (12) resort unit. Pools, tennis

Colonial Williamsburg Spacious 4 Bedroom Suite!
Other vacation rentals with a pool

Waterfront Holiday home! Kayaks, Firepit, Hot Tub

18th Century Charming Bungalow #127 & Pool

Beaver Pond Farm - Near Charlottesville

Waterfront Getaway w/ Pool, Firepit, Kayaks, Dock

The Hunt Box @ Tally Yo Farm

Bliss By The Bay Chalet

The Resort

Patuxent River View
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- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- Carytown
- National Museum of Natural History
- Kings Dominion
- National Museum of African American History and Culture
- Arlington National Cemetery
- Greater Richmond Convention Center
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Smithsonian American Art Museum
- The Pentagon
- Lincoln Park
- Brown's Island
- Library of Congress
- The Anthem
- Smithsonian National Air and Space Museum
- Lake Anna State Park
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