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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Crabtree Falls TrailCrabtree Falls Trail
Lake MonocanLake Monocan
Wintergreen ResortWintergreen Resort
Devil's Backbone Brewing CompanyDevil's Backbone Brewing Company
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...

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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Busch Gardens WilliamsburgBusch Gardens Williamsburg
Colonial WilliamsburgColonial Williamsburg
Go Ape Treetop AdventureGo Ape Treetop Adventure
Water Country USAWater Country USA
Wythe Candy - Merchants SquareWythe Candy - Merchants Square
Where To Stay
Vacation Rental

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....

Vacation Rental

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 ResortsDiscounted rates for trips within 30 days.
Vacation Rental

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...

Vacation Rental

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...

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What Our Travelers Are Saying
Donna I
Jul 14, 2018
This was such an easy vacation to plan since Tripbound helped me every step of the way! Nicki was great finalizing my plans and putting in special requests! The room was much more affordable than on other sites. I would definitely use Tripbound again!
John C
Jul 11, 2018
Incredible communication. Easy to use website. A perfect company for helping plan a family vacation
Linda H
Jun 18, 2018
We have booked several trips with Tripbound. They are always very friendly and helpful, and their prices are great.
Sara McCaw R
Jul 19, 2018
Everything about this experience was perfect. From day 1 of booking to the last day when we were checking out of the resort, the whole process was seamless. The condo we stayed at in Sevierville, TN was spacious, the beds were amazing, the amenities kept our whole family entertained, and the location couldn’t have been better. I would highly recommend this rental to any family that is traveling. We will continue to use Tripbound for our future vacation accommodations. Thank you for making our vacation feel like home.