Virginia Vacations, Resorts, Rentals, Suites and Getaways

Roseland is located in Central Virginia less than one hour from Charlottesville and 30 miles from Lynchburg. Visitors flock to Wintergreen Vacation Resort in the heart of Roseland year round to enjoy everything from snow skiing and tubing to mountain biking and golf. Wintergreen is not the only family focused attraction nearby – there’s also Lake Monocan complete with a giant water trampoline and sandy beach, miles of hiking trails and famed Crabtree Falls. Parents, sneak away and explore the nearby wineries and brewing companies. Better yet, bring the kids and head to Devils Backbone Brewing Company for lunch around the fire pit and let them run around in what might be one of the prettiest mountain settings you’ve laid eyes on. 

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Popular Family AttractionsView All
Crabtree FallsCrabtree Falls
Lake MonacanLake Monacan
Wintergreen Ski ResortWintergreen Ski Resort
Devil's Backbone BreweryDevil's Backbone Brewery
Where To Stay

Dove's Landing at Wintergreen Resort

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19 Dove Rock Lane, Wintergreen, Va

Dove's Landing is located in the heart of Wintergreen Resort with all the family-friendly activities that make the Mountain famous - great restaurants, spectacular views, skiing, hiking, golf, and spa. You’ll love Dove's Landing's quiet mountain setting, new furnishings, ambiance, and the...

Virginia Beach has long been considered a premiere Atlantic coast destination. 28 miles of sculpted sand beaches stretch across three distinct areas, providing ample diversity and endless attractions on your next vacation. Explore the world-famous, 3-mile boardwalk and experience the true essence of this beach town. The Virginia Beach boardwalk tops many lists as one of the best boardwalks in the entire country, and with an abundance of restaurants, shops, and seaside flair, it’s not hard to see why. Complete with a designated bike path, you can take in the sights and sounds of this Atlantic coast gem at your own speed. Steeped in historical significance, tranquil bay views, and family-friendly beaches, this section of Virginia Beach is a perfect place to spend a relaxing afternoon or even several days. Discover the many sides of Virginia Beach.

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Where To Stay

Ocean Beach Club

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3401 Atlantic Avenue, Virginia Beach, Virginia, 23451, United States

Bask in the warmth of the Caribbean-inspired accommodations at Ocean Beach Club. Just steps away from the soft sands of Virginia Beach, this well-appointed resort combines beachfront access with outstanding amenities. Splash away the day against the scenic seascape backdrop found at the reso...

Take a step back in time to the very beginnings of our nation, when colonists first stepped foot onto the grounds of Virginia’s Tidewater area! Try on the shoes of the settlers in Colonial Williamsburg, or visit the historic outside sites of Jamestown settlement and Yorktown battlefield. Start your day off at a colonial-style breakfast nook or tavern, where service staff dress in then-ultra-fashionable garb. Next, shop both modern and vintage boutiques, art galleries, and antique shops on the streets of Merchants Square, where Americans have been “shopping” since the 17th century. Check out the Tripbound blog post: Top 5 Tuesday, Williamsburg to learn all about the area from a native!

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Popular Family AttractionsView All
Williamsburg Busch GardensWilliamsburg Busch Gardens
Colonial WilliamsburgColonial Williamsburg
Williamsburg Go Ape Treetop AdventureWilliamsburg Go Ape Treetop Adventure
Williamsburg Water Country USAWilliamsburg Water Country USA
Williamsburg Wythe Candy & Gourmet ShopWilliamsburg Wythe Candy & Gourmet Shop
Where To Stay

Historic Powhatan Resort

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3601 Ironbound Road, Williamsburg, VA

The Historic Powhatan Plantation resort sits comfortably in the beautiful city of Williamsburg, Virginia. A family vacation spot rich with history, the resort is only a short distance from local delights like Colonial Williamsburg and Merchants Square, the campus of William & Mary, Busch Gar...


Wyndham Governor's Green

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4600 Mooretown Rd, Williamsburg, VA

The Wyndham Governor’s Green welcomes guests with perfectly manicured grounds and gentle southern hospitality. Softly rolling hills rise to expose placid ponds and tree-lined paths. In this idyllic setting, there is ample opportunity to simply relax or partake in the many resort amenities....


Wyndham Kingsgate

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619 Georgetown Crescent, Williamsburg, VA

The Wyndham Kingsgate resort offers tremendous value for families traveling to the area with a wealth of family-friendly amenities, including an 18-hole miniature golf course, large outdoor and indoor pools, activities program, and movie theatre. There are plenty of amenities for adults to e...

Last Minute Deal ResortsOnly available for trips within 30 days.

Greensprings Resort

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3500 Ludwell Parkway, Williamsburg, VA

Greensprings Vacation Resort offers the perfect balance between being in the center of it all and off the beaten path. It is located just minutes from the parks and Colonial Williamsburg, next to Williamsburg National Golf Course. Newly-renovated condos feature upgraded contemporary furnishi...

Expert Travel Advice

5 Things That Make Roseland, Virginia The Perfect Summer Destination

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4 Last-Minute Summer Vacation Destinations

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Colonial Williamsburg Grand Illumination Tips

Top 5 Tuesday: Winter Time in Virginia Beach

Why Visit Busch Gardens Christmas Town Williamsburg, VA

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What Our Travelers Are Saying
Shirley Janea West M
Sep 26, 2017
Fast response time and very friendly staff, this has been the easiest booking I’ve ever done, I’m looking forward to our vacation even more so because it was so easy!!
Nicole Bibeault S
Jun 23, 2017
Great customer service and so easy to book my room, with a ton more options than on VRBO or Expedia and a great rate!! This was for business, but I will definitely use them in the future when I can finally travel for pleasure.
Natasha B
May 14, 2017
I used Tripbound for the first time and am absolutely THRILLED with the experience. We were able to book a 6 night stay at Wyndham Bonnet Creek for our Disney Vacation for a fraction of the cost compared to other sites. I will consistently use Tripbound for resort stays from here on out! Thank you so much for impeccable service!
Mallory Brooke R
Mar 06, 2017
Great experience! And they had an answer for any questions I may have had in minutes. Saved me the VRBO fee. Can't wait for a Branson get away! We were able to save money on a place to stay and have more money to have fun with!