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20 Large Vacation Rentals That Sleep 20 or More in Virginia

Large group gatherings in Virginia have a few different options for places to stay for special events, including Airbnb and Vrbo vacation rental properties that keep everyone together in one place. There are some sprawling estates and mansions across the state, as well as farm stays and lakefront properties that give you a little separation between parties in your group.

When you have a big event coming up, consider these large vacation rentals that sleep 20 or more people in Virginia.

Waterfront Living on Private Side of Lake Anna, Aspen Hill Located at the end of your private cove
Credit: Located at the end of your private cove by Vrbo.com

Waterfront Living on Private Side of Lake Anna, Aspen Hill

Up to 24 people can stay at this 3,900-square-foot house that is available to rent on Vrbo. This Virginia home has five bedrooms, 22 beds, and four bathrooms. It is on three acres of land at the end of a private cove and has a boat ramp for launching out into the water. Amenities provided here include kayaks, a canoe, life jackets, a massive deck with lovely views, and high-speed internet.

Custom-Built Lakefront Home, Bumpass Custom-Built Lakefront Home
Credit: Custom-Built Lakefront Home by Vrbo.com

Custom-Built Lakefront Home, Bumpass

Up to 20 people can stay in this 6,000-square-foot, custom-built home that is a highly rated Vrbo property in Virginia. It has six bedrooms, 13 beds, and 5.5 bathrooms. Here at Lake Anna, you will enjoy 200 feet of shoreline, a white sandy beach, kayaks, paddleboards, and a pedal boat for guest use. Other fun features of this house include game tables, sports courts in the common area, a boat ramp within walking distance, and a home theater room with a 100-inch screen and surround sound.

Private Mountain Lodge, Elkton A secluded getaway in the Shenandoah Valley
Credit: A secluded getaway in the Shenandoah Valley by Vrbo.com

Private Mountain Lodge, Elkton

If you’re craving a log cabin-style getaway for your group, consider this 4,428-square-foot lodge in Elkton. It sleeps 22 people and has seven bedrooms and four bathrooms. The home is situated on five acres of land in the Shenandoah Valley and has unobstructed views of the Blue Ridge Mountains. Families and friends enjoy staying here because of the game room on the lower level, eight-person hot tub, and expansive decks. Known as the Hensley Hollow Lodge, this is a wonderful option for outdoor adventurers who want to spend their days hiking and on excursions in the mountains and on the river. The host provides kayaks for guests to use at no cost. This is a pet-friendly vacation rental.

Payton's Peak Mansion, McGaheysville Payton's Peak Mansion
Credit: Payton's Peak Mansion by airbnb.com

Payton's Peak Mansion, McGaheysville

You can enjoy a four-seasons resort stay in the heart of Massanutten when you book Payton’s Peak Lodge with your group. It is a secluded and relaxing place to stay when you want to be at the Massanutten Ski Resort. The mansion is on 10 acres of land with 180-degree mountain top views. It has 10 bedrooms, 26 beds, and 15.5 bathrooms to accommodate gatherings. Also, here at the Massanutten Resort, you’ll find golf courses, a water park, a day spa, and farm-to-table dining.

Eagle's Cove, Bumpass Eagle's Cove
Credit: Eagle's Cove by Vrbo.com

Eagle's Cove, Bumpass

Located in the popular Bumpass area, here’s an 8,800-square-foot house that can sleep up to 27 people in Virginia. It has eight bedrooms, 17 beds, and 7.5 bathrooms for your group. Pets are welcome here for longer, off-season bookings on a case-by-case basis. Groups enjoy staying here because of the gourmet kitchen, media room, and outdoor decks and patios. An optional boat rental is available here, as well as 12 acres on this property plus hundreds of acres on an adjoining undeveloped property. This is a highly rated and family-friendly home with an intercom system to monitor children, baby gates, travel cribs, and booster seats you can use.

Lakefront Home with Hot Tub and Theater, Goodview So much fun inside for large families
Credit: So much fun inside for large families by Airbnb.com

Lakefront Home with Hot Tub and Theater, Goodview

Large groups will have tons of fun while staying in this four-bedroom, three-bathroom home in Goodview. The home is about 4,300 square feet in size and is on the waterfront with two acres of land. It is a perfect spot for a lake vacation because there are kayaks, a paddleboat, canoe, paddleboard, and deep water for swimming. The home overlooks the lake, and there is a private dock down the lane too. When you’d prefer to be indoors, you can play games like air hockey, pool, and foosball. Also, the home has a hot tub, fire pit, hammock, and cardio theater room where you can watch a movie while working out.

Family Compound with Multiple Buildings on 15 Acres, Amherst County Several places for your group to spread out for privacy
Credit: Several places for your group to spread out for privacy by Vrbo.com

Family Compound with Multiple Buildings on 15 Acres, Amherst County

Up to 21 people can stay at this Vrbo vacation rental estate that has 10 bedrooms, 12 beds, four full bathrooms, and five half bathrooms. It’s a massive property with several buildings and outdoor areas for your group. There’s a four-bedroom, two-bathroom brick home, four individual one-room cabins, and a church building with two bedrooms, a kitchen, an office, a dining room, and a living room. Another building onsite is the outdoor pavilion with refrigerators, a sink, a BBQ pit, and bathrooms. Therefore, this property presents a wonderful opportunity for your group to all be in one place but still have plenty of privacy.

Home One Minute to Wine Haven, Delaplane Take a private footpath to a winery
Credit: Take a private footpath to a winery by Airbnb.com

Home One Minute to Wine Haven, Delaplane

With five bedrooms, 12 beds, and 3.5 bathrooms, this Delaplane, Virginia house is also great for big groups. It is in the heart of wine country and connected to the Blue Valley Winery via a private footpath. There are numerous wineries and breweries in this area to check out. The home is an ideal home base to also explore horse farms, cycling routes, and local history. It is four miles from Marshall and eight miles from Paris and Upperville. Overall, the rental home has about 5,000 square feet of space for your group to spread out and relax. If you need even more space, there is a farmhouse about two miles away that you can also rent out.

The Newest and Largest Addition to the Wintergreen Retreat, Wintergreen Modern and rustic elegance inside
Credit: Modern and rustic elegance inside by Vrbo.com

The Newest and Largest Addition to the Wintergreen Retreat, Wintergreen

Here’s a large vacation rental home that has about 6,000 square feet of space and sleeps 23 people. It has six bedrooms, 21 beds, three full bathrooms, and two half bathrooms. You’ll be in the Blue Ridge Mountains and in a modern, luxurious ski lodge home at the Wintergreen Retreat. Travelers stay here when they want to be in the prestigious Devil’s Knob Loop area. Features of the home are a brightly lit great room with a stone fireplace and cathedral ceiling and a game room with a pool table and bar.

Beautiful, Spacious Lakefront Home on Large Lot, Locust Grove Plenty of space for up to 22 people by the lake
Credit: Plenty of space for up to 22 people by the lake by Vrbo.com

Beautiful, Spacious Lakefront Home on Large Lot, Locust Grove

Available to rent on Vrbo, this 22-person vacation rental home has seven bedrooms, 20 beds, four full bathrooms, and one half bathroom. It has plenty of space for your group and is next to a gorgeous lake. Popular things to do while staying here are kayaking, paddleboarding, and hiking. You’ll love the gourmet kitchen, family room with direct access to the back deck, and great sleeping arrangements. The home is in a gated community, so you will have access to pool passes, a golf course, a clubhouse, an equestrian center, and beaches.

Dream Big in the Blue Ridge Mountains, Nellysford Bring everyone together in the Blue Ridge Mountains
Credit: Bring everyone together in the Blue Ridge Mountains by Airbnb.com

Dream Big in the Blue Ridge Mountains, Nellysford

For your trip to the Blue Ridge Mountains, consider staying in this 10,000-square-foot home in the Nellysford Stoney Creek neighborhood. It is right off the 151 and close to wineries, cideries, and breweries. The home has 10 bedrooms, 18 beds, and 8.5 bathrooms. It’s about 30 minutes from the Wintergreen Resort for skiing, golfing, and hiking. In the summer, it’s fun to grill out on the home’s deck. There is a hot tub to take a soak after winter skiing and also a theater room with popcorn for a movie night.

Promise Point, Bumpass A waterfront home with endless opportunities for fun
Credit: A waterfront home with endless opportunities for fun by Vrbo.com

Promise Point, Bumpass

Up to 25 people can stay at this 7,445-square-foot house that has seven bedrooms, 19 beds, and seven full bathrooms. You’ll have 650 feet of private waterfront area here, plus boat rentals available. The home is on the private side of Lake Anna in Noah’s Landing community. It has a gourmet kitchen, a private beach, a covered pier, huge sun decks, ping pong, waterslides, and many more amenities. Other reasons to rent this home are the pool table and large HDTV in the lower-level game room, Sleep Number king-sized beds, children’s play groom, and outdoor sand volleyball court. The Vrbo host has two large houses within a half mile of each other that can be rented out if you have an especially large group.

Spacious Log Retreat- 6,700 Square Feet in Wine Country, Purcellville Your very own custom log mansion with game room
Credit: Your very own custom log mansion with game room by Airbnb.com

Spacious Log Retreat- 6,700 Square Feet in Wine Country, Purcellville

You’ll love staying at this log mansion with your large group for a Virginia vacation. It is a two-story home that is 6,700 square feet in size and that has a newly added 700-square-foot game room in the converted barn. The home is on 15 scenic acres and has eight bedrooms, 21 beds, 4.5 bathrooms, and three family rooms. There is a 2,000-square-foot deck here, as well as porches and grills outside. Other fun perks of this rental are the seven-person hot tub, fire pit with seating, sauna, and bar area with a wine fridge. Families enjoy the kids’ play area with a swing set too.  

Lakefront Home with Lake Views and Hot Tub, Bumpass Perfect accommodations for multiple families to share
Credit: Perfect accommodations for multiple families to share by Vrbo.com

Lakefront Home with Lake Views and Hot Tub, Bumpass

Large groups of up to 26 people can stay in this 3,000-square-foot house that has seven bedrooms, 19 beds, four full bathrooms, and one half bathroom. You’ll be in a waterfront home with two separate kitchens and two separate family and dining areas. There is a boathouse onsite with a jet ski slip and cleats to tie up your boat. This area also has a water slide and swim ladder. It’s a perfect place to be to live the lake-style life for a while because the Vrbo host provides kayaks, stand-up paddleboards, a canoe, beach towels, and beach chairs for guests to use.

Tree House on Stony Point Acres, Charlottesville Tree House on Stony Point Acres
Credit: Tree House on Stony Point Acres by Vrbo.com

Tree House on Stony Point Acres, Charlottesville

For groups of up to 20 people, there’s also this Vrbo vacation rental property that has five bedrooms, 14 beds, and four bathrooms. It’s called the Tree House because of the large oak tree onsite. The outdoor space features hiking trails, a tennis court, pond, fire pit, tire swing, and open field. People who stay here love checking out the local wineries and farms. It’s a beautiful and tranquil space with everything you need.

Multi-Building Retreat, Charlottesville Multi-Building Retreat
Credit: Multi-Building Retreat by airbnb.com

Multi-Building Retreat, Charlottesville

Another option in Virginia is to stay at this Airbnb rental property that is made up of four separate cottages. The property is close to Shenandoah National Park, downtown Shenandoah, breweries, and wineries. Up to 32 people can stay here because there are 15 bedrooms and 17 beds onsite. Known as Bailey’s Retreat, it is on a country lane and offers opportunities to do lots of things or nothing at all. Guests enjoy the Adirondack chairs on the lawn terrace and gather around the outdoor pavilion.

Sunshine Daydream, Mineral Enjoy the water both on and near the property
Credit: Enjoy the water both on and near the property by Airbnb.com

Sunshine Daydream, Mineral

Available to rent on Airbnb, this residential home has five bedrooms, 24 beds, and 3.5 bathrooms for large groups. It has a private dock, boat ramp, sandbox for kids, hot tub, and stone fire pit to ensure a fun stay for your gathering. You’ll be on the northeast part of Lake Anna and enjoy plenty of space, plus modern amenities. Boat rentals are available nearby for you and your group of up to 24 people. Pets are allowed here when you get prior approval and pay an extra fee.

Hidden Hollow Farm, Warrenton A charming home with views from all the windows
Credit: A charming home with views from all the windows by Vrbo.com

Hidden Hollow Farm, Warrenton

A Vrbo vacation rental home to look at for your group gathering is this 5,000-square-foot farmhouse that sleeps 28 people. It has six bedrooms, three full bathrooms, and two half bathrooms. The home is located on a 20+-acre wooded homestead and just a mile’s walk to restaurants and shops in Old Town Warrenton. Wine lovers enjoy staying here because there are 22 vineyards close by and trolley transportation that you can rent in town to do a wine tour. Features of the home are an outdoor pool, playroom with lots of games, a stocked fishing pond, sports equipment, and hiking trails. There are event spaces onsite if you’re planning something special. Well-behaved pets are welcome here.

Southern-Style Waterfront Getaway, Bumpass Southern-Style Waterfront Getaway
Credit: Southern-Style Waterfront Getaway by Vrbo.com

Southern-Style Waterfront Getaway, Bumpass

For your group getaway in Virginia, you can rent this 4,000-square-foot house on Vrbo. It sleeps up to 20 people and has six bedrooms, 11 beds, and 5.5 baths. This is a waterfront retreat along Lake Anna with over nine acres of land. It’s filled with Southern charm and offers lovely views of the lake. In addition to the well-appointed interior, the home has a 1,500-square-foot travertine patio, swim spa off the patio, stand-up paddleboards, canoes, and a paddleboat. There’s a private boat launch onsite if you want to bring your own boat or jet skis. A detailed list of amenities is provided in the full Vrbo listing. Pets are allowed here on a pre-approval basis.

Mountain Shepherd Lodge, Catawba Lodging near the national forest and Appalachian Trail
Credit: Lodging near the national forest and Appalachian Trail by Airbnb.com

Mountain Shepherd Lodge, Catawba

The Mountain Shepherd Lodge accommodates large groups and is on 100 private acres of land that borders the national forest and has views of the Appalachian Trail. You’ll be among the Blue Ridge Mountains of Virginia and can stay in larger family rooms and private rooms. Guests staying here will have access to a full kitchen, TVs, games, hiking opportunities, and a social area. There’s also a screened-in porch, deck, and pond area to relax in. This is a pet-friendly vacation rental.

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