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Guesthouses Discover Charlottesville Your Way: Vacation Rentals for Every Stay. Since 1976. Book now and feel at home!

Discover the charm of Charlottesville with VA Guesthouses, your trusted local host since 1976. Our diverse portfolio includes vacation homes, urban lofts, and extended stay options. Find the perfect rental for your romantic getaway, family vacation, or business trip.

10/11/2026

Check out The Hideaway Cville 🦪 Which Charlottesville spot should we share next?

Say hello to Everett Estate 🌷We’re thrilled to share that Virginia Guesthouses is now managing Everett Estate in Nellysf...
09/28/2026

Say hello to Everett Estate 🌷

We’re thrilled to share that Virginia Guesthouses is now managing Everett Estate in Nellysford, tucked against the Blue Ridge Mountains.

Step inside and you’ll find 11 artfully designed boutique suites, each with a private bath, plus an expansive honeymoon suite made for slow mornings and a little extra romance. The common spaces are made for gathering, whether that’s coffee by the window or a long dinner with the people you love.

Book a single suite for a quiet night away, or reserve the entire estate for up to 32 guests. Reservations are open at vaguesthouses.com and everettestate.com.

09/27/2026

Over here pretending Taylor Swift wrote a song about us ✨

Properties in this video you could rent with Virginia Guesthouses:
🐴Ramsay Estate & Vineyard
🌲Stonemont Farm Cabin
🌾Stockton Creek Farmhouse
🍇The Inn at Stinson Vineyards

We asked property owners why they work with Virginia Guesthouses. This is what they told us…Many fall weekends are 100% ...
09/16/2026

We asked property owners why they work with Virginia Guesthouses. This is what they told us…

Many fall weekends are 100% booked across our portfolio, so we’re looking to onboard new high-quality properties in Central Virginia to welcome guests. Email us to learn more! [email protected]

📷: The Inn at Stinson Vineyards

Stay with the family to cheer on the Cavaliers this football season 🏟️ Experience Virginia charm at Farlea, a home that ...
09/03/2026

Stay with the family to cheer on the Cavaliers this football season 🏟️

Experience Virginia charm at Farlea, a home that sleeps up to 8 and is only 11 minutes to Scott Stadium.

Select game weekends are still available, book today with Virginia Guesthouses 🗝️ Virginia Football

There’s nothing quite like Fall in Virginia, especially at Ramsay Estate & Vineyard. Discover this 78-acre vacation rent...
09/01/2026

There’s nothing quite like Fall in Virginia, especially at Ramsay Estate & Vineyard.

Discover this 78-acre vacation rental property at the base of the Blue Ridge Mountains:
🍇5 minutes to Chiswell Farm & Winery Septenary Winery and Pollak Vineyards
🥾8 minutes to Shenandoah National Park
🐎8 minutes to King Family Vineyards
🎓15 minutes to University of Virginia

Book one of our 4 houses on vaguesthouses.com

One of our favorite kitchens: bright & airy; espresso, coffee, & cooking supplies included; and a built-in washer/dryer....
08/14/2026

One of our favorite kitchens: bright & airy; espresso, coffee, & cooking supplies included; and a built-in washer/dryer.

Experience it yourself at Fox Cottage in Afton, Virginia, just minutes to vineyards and Shenandoah National Park.

Book today with Virginia Guesthouses 🗝️

That feeling when you see, “dogs welcome!” Hotel Rose Jean is a boutique, locally owned 5-room hotel in a renovated hist...
08/06/2026

That feeling when you see, “dogs welcome!”

Hotel Rose Jean is a boutique, locally owned 5-room hotel in a renovated historic building 1 block from Charlottesville’s downtown mall. Room 5 is dog friendly and has its own entrance.

📷: We were happy to host Caroline Jean Gray | Fine Art Photographer and her adorable pup recently. Thank you for sharing photos from your Charlottesville adventure!

Introducing Blairbrook Farm, a countryside retreat set on a working peony farm in the heart of Crozet 🌸Walkable to Chile...
07/10/2026

Introducing Blairbrook Farm, a countryside retreat set on a working peony farm in the heart of Crozet 🌸

Walkable to Chiles Peach Orchard, around the corner to King Family Vineyards, and suitable to sleep 13, this makes for the ideal family or wedding party retreat.

Book now at vaguesthouses.com
📷: John Bennett Fitts

07/01/2026

We’re excited to announce that Virginia Guesthouses is partnering with The Greencroft Club to provide swim, racquet, and dining amenities to our guests staying at select properties.

Just in time for peak summer travel, the whole family can enjoy the best of what our region has to offer.

Book your stay with us at vaguesthouses.com

Address

Charlottesville, VA
22903

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

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