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Oakley Landing Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Oakley Landing holiday rentals

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

1. Private home on creek with dock.

Private home on creek with dock.
Lancaster
9.2 out of 10, Wonderful, (15 reviews)
"Great place loved it!"
United States
Brandon W.
The price is NZ$356
includes taxes & fees
19 Nov - 20 Nov
Private home on creek with dock.
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!

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Heathsville
9.6 out of 10, Exceptional, (35 reviews)
"We loved the tranquility of the place, beautiful views, and the unique design of the house. The host was very responsive. It was a very relaxing stay. I am sure we will be coming back soon."
United States
Liudmila U.
The price is NZ$1,062
includes taxes & fees
26 Oct - 27 Oct
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
A bedroom with two white beds, a nightstand with a lamp, and a floral wallpaper pattern.

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

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (41 reviews)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
The price is NZ$936
includes taxes & fees
27 Oct - 28 Oct
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
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

Charming 3-bedroom completely remodeled country house in Tappahannock with AC
Tappahannock
10.0 out of 10, Exceptional, (9 reviews)
"We loved our stay! The house was well-appointed, cozy, and comfortable. Great amenities and the snacks were super thoughtful! Great communication from the host."
United States
Tonya P.
The price is NZ$398
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom completely remodeled country house in Tappahannock with AC
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

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

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (42 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is NZ$512
includes taxes & fees
25 Oct - 26 Oct
Belle Haven - High Speed internet, walk to town
A porch with two rocking chairs, a black door, and a mailbox.

6. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (8 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveller
The price is NZ$809
includes taxes & fees
28 Oct - 29 Oct
The Nook in Kilmarnock Va 3 bedroom
A modern kitchen with a central island, stainless steel appliances, and teal bar stools.

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

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (6 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
The price is NZ$675
includes taxes & fees
18 Nov - 19 Nov
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is NZ$726
includes taxes & fees
28 Oct - 29 Oct
The Bungalow, Pool, Dock, Kayaks, & Game Room
A hot tub with a stone exterior, surrounded by a brick wall and a window.

9. Restored 1960s Motel, Luxe Studio Suite, Woodland Retreat

Restored 1960s Motel, Luxe Studio Suite, Woodland Retreat
Caret
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay"
United States
Bobi K.
The price is NZ$542
includes taxes & fees
26 Oct - 27 Oct
Restored 1960s Motel, Luxe Studio Suite, Woodland Retreat
A dining area with a dark wooden table, white chairs, a modern chandelier, and framed artwork on the wall.

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

Waterfront Retreat with Office and Private Dock, Boats!
Weems
9.8 out of 10, Exceptional, (28 reviews)
"Nicely equipped, well stocked, clean and neat. Good location with a canoe and kayaks to get out on the cove. Close drive to the three towns in the area with a number of good lunch/dinner spots. Host was very helpful."
United States
Ron H.
The price is NZ$983
includes taxes & fees
28 Oct - 29 Oct
Waterfront Retreat with Office and Private Dock, Boats!
A hot tub, wicker sofa, and a fireplace in a backyard setting.

11. Restored 1960s Motel, Luxe 3 Bedroom Suite, Woodland Retreat

Restored 1960s Motel, Luxe 3 Bedroom Suite, Woodland Retreat
Caret
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at Fern and Forest was fantastic! We stayed in the three-bedroom unit, which definitely offered a boutique charm. Everything you could possibly need is provided during your stay. Fern and Forest is conveniently right off of Route 17 but sits in a very quiet, relaxing spot. The host could not be more available or attentive to anything you need. This will definitely be the spot where we stay when we return to the area!"
United States
Justin P.
The price is NZ$949
includes taxes & fees
25 Oct - 26 Oct
Restored 1960s Motel, Luxe 3 Bedroom Suite, Woodland Retreat
A hot tub with a wooden deck, a sofa, and string lights.

12. Fern and Forest-Restored 1960s Motel, Luxe 2 Bedroom Suite, Woodland Retreat

Fern and Forest-Restored 1960s Motel, Luxe 2 Bedroom Suite, Woodland Retreat
Caret
The price is NZ$688
includes taxes & fees
25 Oct - 26 Oct
Fern and Forest-Restored 1960s Motel, Luxe 2 Bedroom Suite, Woodland Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakley Landing Hotel Reviews

Quality Inn Warsaw near Rappahannock River

Quality Inn Warsaw near Rappahannock River

10/10 Excellent
"Great location, quiet even though close to highway, front desk staff very friendly, clean, GREAT PILLOWS, comfy bed! Was here only for 1 night but pleasantly surprised how nice and clean and fairly updated and honestly how spacious this was for a quality inn. Would stay again"
Jamie 1-night trip
Posted 1 day ago
Quality Inn Warsaw near Rappahannock River

Find out more about Oakley Landing

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakley Landing holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakley Landing. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakley Landing. Seeing all the best attractions is bound to make you fall in love with Oakley Landing. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakley Landing short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Oakley Landing?

Yes, there are holiday rentals close to the most popular sights in Oakley Landing, or you can select a more secluded option if you're looking for a relaxing stay.

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

VA Riverfront 4BR | Dock + Kayak + Games: This holiday home rental outside of Oakley Landing is located on a lake, and has a patio, a garden and a BBQ 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 that 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 wider area.

What are holiday rentals like in Oakley Landing?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakley Landing. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.