Oakley Landing Holiday Rentals

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Holiday Rentals in Oakley Landing

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

9.6 out of 10, Exceptional, (170)
"We throughly enjoyed our time at the little blue house! We would definitely stay here again."
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

10.0 out of 10, Exceptional, (65)
"The property has wonderful views of the river inside and outside of the house. The bunkbeds are unique and fun for the family. Ruby answered all questions right away and was a great host. Awesome place!"
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

Waterfront Loft on the Yeocomico River - Kayaks, Dock & Screened Porch

10.0 out of 10, Exceptional, (3)
"Our stay was absolutely perfect. It was just what we needed a place by the water saturated with nature and wildlife. It was the perfect quiet getaway, Bill and Caren are wonderful host filled with plenty of hospitality. Thank you."
Waterfront Loft on the Yeocomico River - Kayaks, Dock & Screened Porch

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (66)
"Property is awesome. Just as advertised. Tons of space for families and kids and excellent fishing off the dock. Would absolutely stay here again"
Enjoy family fun and Sunsets at Piankatank Point.

Summer at the Rivah in Irvington! Come see for yourself!

10.0 out of 10, Exceptional, (299)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
Summer at the Rivah in Irvington! Come see for yourself!

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (9)
"The check in process was simple and easy. The house was spacious enough for my large family. There was a dock for the boat and the swimming area was great. The kids had a blast swimming and playing on the water mat. Early mornings and evenings were peaceful as you watched some wildlife. A great time was had by everyone."
Spacious waterfront home with dock and sunset view

PROMO 8.20% WEEKLY AND 27.71% MONTHLY DISCOUNT! Relax on the Rappahannock

9.8 out of 10, Exceptional, (130)
"Great property for our family. Plenty big & fun for all ages. "
PROMO 8.20% WEEKLY AND 27.71% MONTHLY DISCOUNT! Relax on the Rappahannock

Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay

9.8 out of 10, Exceptional, (80)
"Love the property and location. 2nd year we stayed and getting ready to book for next year."
Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

9.6 out of 10, Exceptional, (10)
"From the time we arrived, we were enjoying the beautiful view. The host really made our stay wonderful as the home is set up with everything you need and then some extras. We really enjoyed the kayaks and paddle board during the day and brought along some floats for a little relaxation in the water. After dinner, we enjoyed the hot tub and beautiful sunset. We all left there well rested and wanting to come back soon. It was the perfect get away to kick off summer."
Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Historic Waterfront Escape • Dock, Deck, Fire Pit, Views, Peace & Kayaks

10.0 out of 10, Exceptional, (13)
"We enjoyed spending the weekend at this lovely historic home on the Rappahannock River. The views of river and the interior of the house is absolutely gorgeous. We enjoyed a weekend with friends relaxing and enjoying the water. It was a blessing to stay here for the weekend."
Historic Waterfront Escape • Dock, Deck, Fire Pit, Views, Peace & Kayaks

Creek waterfront home adjunct to Chesapeake, Beach, Fishing, Golf, Wineries

9.8 out of 10, Exceptional, (55)
"We had another great stay and look forward to returning soon!"
Creek waterfront home adjunct to Chesapeake, Beach, Fishing, Golf, Wineries

The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

9.6 out of 10, Exceptional, (27)
"Wonderful stay. Perfect location. Can’t wait to go back. It’s that simple."
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

Where peace is sitting by the moonlight

9.6 out of 10, Exceptional, (97)
"The property is as advertised and pretty well maintained. Be aware- it is a 40 minute drive to just about anything. It is a great location for just relaxing!"
Where peace is sitting by the moonlight

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

10.0 out of 10, Exceptional, (60)
"We had a great stay. Amazing view and location! "
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (20)
"Comfortable and quiet, perfect views of the the Rappahannock. Was a great place to staying while returning home. "
Bubba Butler's Cottage

Relaxing Private Riverfront Retreat with Beach and Private Dock

9.8 out of 10, Exceptional, (39)
"Clean, spacious and comfortable home! Kathy was very responsive and provided great information about the area. My kids loved to fish off the dock and kayak around the area. Thank you for a great stay!"
Relaxing Private Riverfront Retreat with Beach and Private Dock

The Potomac Retreat with Million-dollar view. 3-bedroom in charming with AC WiFi

10.0 out of 10, Exceptional, (3)
"I want to start by saying that Lien is the best host ever! She is the nicest, most understanding, and accommodating host I’ve ever encountered, which made our stay even more special.The house was perfect for our big family—clean, spacious, and fully stocked with everything we needed. The highlight for us was definitely the pier (and the balcony overlooking the bay!). Whether we were crabbing, fishing, or just relaxing, it became our favorite spot every day.We truly couldn’t have asked for a...
The Potomac Retreat with Million-dollar view. 3-bedroom in charming with AC WiFi

Amazing Fun with great view 3-bedroom boat with AC and WiFi in Lottsburg

2.0 star property
Amazing Fun with great view 3-bedroom boat with AC and WiFi in Lottsburg

Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

9.6 out of 10, Exceptional, (127)
"Great location for summer afternoon breeze. "
Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

Eastern Virginia's Premier Vacation Escape

8.8 out of 10, Excellent, (99)
"It was a nice location and the house was nice but it was unclean"
Eastern Virginia's Premier Vacation Escape
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

Find out more about Oakley Landing

Find out more about Oakley Landing

Everything you need to know about Oakley Landing holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakley Landing holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakley Landing holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakley Landing holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakley Landing. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakley Landing holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakley Landing holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakley Landing rentals

At Expedia, we put the best Oakley Landing holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakley Landing rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakley Landing holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakley Landing. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!: This holiday home rental outside of Oakley Landing is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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. Rice's Hotel / Hughlett's Tavern and Heathsville Farmers' Market 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.