Oakley Landing Vacation Rentals : Search Short-Term Rentals

Q: What are some of the best vacation rentals that Oakley Landing has to offer?

VA Riverfront 4BR | Dock + Kayak + Games : This vacation home rental near Oakley Landing is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Our top choices for Oakley Landing vacation rentals

A wooden dock with chairs facing a calm lake, surrounded by dense forest.

1. Private home on creek with dock.

Lancaster

Brandon W.

￥28,732 total

includes taxes & fees

Nov 8 - Nov 9

A covered outdoor deck with wicker furniture, a glass door leading inside, and a view of a lake surrounded by trees.

2. Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

Heathsville

Liudmila U.

￥90,253 total

includes taxes & fees

Nov 8 - Nov 9

A room with wicker furniture, a large mirror, and framed pictures on the wall.

3. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Locust Hill

Mary S.

￥81,392 total

includes taxes & fees

Nov 8 - Nov 9

A dining room with a wooden table and chairs, a chandelier, and a view into the kitchen.

4. Charming 3-bedroom completely remodeled country house in Tappahannock with AC

Tappahannock

Anonymous traveler

￥34,509 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a central island, stainless steel appliances, and teal bar stools.

5. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Kilmarnock

Melinda H.

￥58,706 total

includes taxes & fees

Dec 1 - Dec 2

A porch with two rocking chairs, a black door, and a mailbox.

6. The Nook in Kilmarnock Va 3 bedroom

Kilmarnock

Anonymous traveler

￥72,483 total

includes taxes & fees

Nov 7 - Nov 8

A kitchen with teal cabinets, a white refrigerator, a stove, and a microwave.

7. Belle Haven - High Speed internet, walk to town

Kilmarnock

Darren W.

￥44,367 total

includes taxes & fees

Nov 9 - Nov 10

A room with a wooden floor, a sliding glass door leading to a deck with outdoor furniture, and a view of the ocean.

8. Waterfront Home with pool, dock, gameroom, and kayaks!

Topping

Patricia C.

￥176,373 total

includes taxes & fees

Nov 21 - Nov 22

A dining area with a dark wooden table, white chairs, a modern chandelier, and framed artwork on the wall.

9. Waterfront Retreat with Office and Private Dock, Boats!

Weems

Ron H.

￥84,831 total

includes taxes & fees

Nov 14 - Nov 15

A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

10. The Bungalow, Pool, Dock, Kayaks, & Game Room

Topping

￥52,808 total

includes taxes & fees

Nov 30 - Dec 1

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Top Oakley Landing Hotel Reviews

'Pop Castle' Historic Gem on the Rappahannock River

10/10 Excellent

"Pop Castle is a beautiful property and perfect for our daughter’s wedding. Would 100% recommend!"

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

8/10 Good

"We stayed at this waterfront house at Judith Sound from October 9–13 with our family of four and our hound dog. We enjoyed spending time outdoors, kayaking, fishing, playing darts, and kicking around a soccer ball. We spent about 4–6 hours each day enjoying the outdoor activities. Unfortunately, we never managed to catch a fish! The weather was beautiful on our first day, rainy for two days, and then cleared up for another lovely day.Our biggest concern was the number of large spiders around the exterior of the house, particularly near the entrances, as well as downstairs. This was something we found pretty uncomfortable during our stay.We also had an issue checking in because the keypad was dead. We had been told the house would be left unlocked, but it was locked when we arrived. Thankfully, we were able to contact the owner, who provided us with the lockbox code so we could access the spare keys.A few things to note for future guests: there were no laundry detergent pods or dishwasher detergent pods provided, so bring your own. There were also no extra trash bags. Only one bag was available, which was barely enough for our stay, and we would have needed more had we stayed another day.Overall, we enjoyed spending time together as a family and making the most of the waterfront location. With better management of the spider issue, a smoother check-in process, and a few additional basic supplies, the stay could have been even better."

"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included

10/10 Excellent

"Very cozy cottage in a very quiet marina. Great place to get away and just decompress. Hosts are extremely friendly and welcoming, the cottage was exceptionally clean. A couple small towns close by have all amenities you could reasonably hope for within striking distance. Thank you!"

Waterfront Retreat w/ Pool, Hot Tub, Dock & Sand Beach. Relax & enjoy the Rivah!

10/10 Excellent

"This is the fourth summer we have stayed at Shore Fun and we love this place! The house is clean, there is lots of space and the kitchen is well stocked. Some new appliances this year were a nice surprise. The property and pool are well maintained. This area is quiet and a great place for relaxation. Owner is fantastic and communication is great. I definitely recommend this property!"

Find out more about Oakley Landing

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Frequently asked questions

Can I find a vacation rental in Oakley Landing?

Yes, you can find vacation rentals near popular sights in Oakley Landing, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Oakley Landing has to offer?

VA Riverfront 4BR | Dock + Kayak + Games: This vacation home rental near Oakley Landing is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Oakley Landing?

While exploring the area, visit family-friendly sights like Compass Entertainment Complex, or get outside and enjoy nature at Urbanna Historic District. Warsaw Town Park and Hobbs Hole Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Oakley Landing?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Oakley Landing. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.

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Check prices for these dates

Our top choices for Oakley Landing vacation rentals

1. Private home on creek with dock.

2. Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

3. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

4. Charming 3-bedroom completely remodeled country house in Tappahannock with AC

5. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

6. The Nook in Kilmarnock Va 3 bedroom

7. Belle Haven - High Speed internet, walk to town

8. Waterfront Home with pool, dock, gameroom, and kayaks!

9. Waterfront Retreat with Office and Private Dock, Boats!

10. The Bungalow, Pool, Dock, Kayaks, & Game Room

Find vacation rentals that suit your style

Top Oakley Landing Hotel Reviews

'Pop Castle' Historic Gem on the Rappahannock River

Quality Inn Kilmarnock

Bubba Butler's Cottage

The Tides Inn

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included

Whispering Pines by Hotel O Whitestone VA

Waterfront Retreat w/ Pool, Hot Tub, Dock & Sand Beach. Relax & enjoy the Rivah!

Find out more about Oakley Landing

Frequently asked questions

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