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Charlottesville, Virginia

GreenLeaf

3 bedrooms4 beds2 baths7 guests

This charming 1940s home embodies the essence of Virginia, adorned in classical furnishings and located in the desirable Rugby neighborhood close to the University of Virginia. Comfort and style are the core of GreenLeaf, which features a fireplace and lovely backyard, located less than 2 miles to UVA, Barracks, and downtown Charlottesville. The home's flexible design with three queen beds and a separate twin annex is perfect for families, alumni, and wedding guests.

The front door opens to reveal original parquet wood floors and a welcoming foyer. To the right is the updated kitchen that has everything one needs to prepare a full meal plus a designated wine refrigerator and bar seating. The dining table has space for 4 plus two soul-warming club chairs that you could read a whole book in. In the living room, you'll find plenty of seating and a large smart TV. The primary Queen bedroom is located on the main level as is the main full bath of the home - note the main bath is a bit narrow due to the older design of the home. Upstairs features a second private bedroom with a Queen bed, plus an open loft with a cozy third Queen bed and a couch.

Outside the living room, the large bricked patio and backyard are perfect for gathering. The outdoor space features a gas grill, dining table, umbrella, and grassy area. Just off the patio is the detached annex with a twin bed and a second small bathroom with a shower. Parking is available in the driveway with room for 3 vehicles. Greenleaf Park is just around the corner, perfect for some extra space to play.

Up to one well behaved, house trained dog is allowed with a $150 pet fee. Prior approval is required. Please note that a booking and confirmation agreement will also be sent via text to review and sign upon booking.

Hosted by Guesthouses

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 4, 2026$415Available2
Nov 5, 2026$471Available2
Nov 6, 2026$526Not Available2
Nov 7, 2026$586Not Available2
Nov 8, 2026$498Available2
Nov 9, 2026$498Available2
Nov 10, 2026$498Available2
Nov 11, 2026$490Available2
Nov 12, 2026$490Available2
Nov 13, 2026$660Not Available2
Nov 14, 2026$660Not Available2
Nov 15, 2026$499Available3
Nov 16, 2026$499Available2
Nov 17, 2026$499Available2
Nov 18, 2026$477Available2
Nov 19, 2026$509Available2
Nov 20, 2026$667Not Available2
Nov 21, 2026$655Not Available2
Nov 22, 2026$773Not Available2
Nov 23, 2026$691Not Available2
Nov 24, 2026$814Not Available2
Nov 25, 2026$838Not Available2
Nov 26, 2026$879Not Available2
Nov 27, 2026$701Not Available2
Nov 28, 2026$604Not Available2
Nov 29, 2026$504Available2
Nov 30, 2026$504Available2
Dec 1, 2026$534Available2
Dec 2, 2026$534Available2
Dec 3, 2026$534Available2
Dec 4, 2026$537Available2
Dec 5, 2026$438Available2
Dec 6, 2026$447Available2
Dec 7, 2026$447Available2
Dec 8, 2026$447Available2
Dec 9, 2026$447Available2
Dec 10, 2026$447Available2
Dec 11, 2026$419Available2
Dec 12, 2026$419Available2
Dec 13, 2026$450Available2
Dec 14, 2026$450Available2
Dec 15, 2026$474Available2
Dec 16, 2026$450Available2
Dec 17, 2026$450Available2
Dec 18, 2026$420Available2
Dec 19, 2026$555Available2
Dec 20, 2026$624Available2
Dec 21, 2026$624Available2
Dec 22, 2026$624Available2
Dec 23, 2026$532Available2
Dec 24, 2026$532Available3
Dec 25, 2026$556Available3
Dec 26, 2026$578Available3
Dec 27, 2026$562Available3
Dec 28, 2026$579Available2
Dec 29, 2026$579Available2
Dec 30, 2026$661Available2
Dec 31, 2026$661Available2
Jan 1, 2027$605Available2
Jan 2, 2027$592Available2
Jan 3, 2027$611Available2
Jan 4, 2027$611Available2
Jan 5, 2027$611Available2
Jan 6, 2027$611Available2
Jan 7, 2027$611Available2
Jan 8, 2027$541Available2
Jan 9, 2027$449Available2
Jan 10, 2027$473Available2
Jan 11, 2027$473Available2
Jan 12, 2027$473Available2
Jan 13, 2027$473Available2
Jan 14, 2027$473Available2
Jan 15, 2027$455Available2
Jan 16, 2027$574Available2
Jan 17, 2027$444Available2
Jan 18, 2027$444Available2
Jan 19, 2027$444Available2
Jan 20, 2027$444Available2
Jan 21, 2027$444Available2
Jan 22, 2027$555Available2
Jan 23, 2027$555Available2
Jan 24, 2027$449Available2
Jan 25, 2027$449Available2
Jan 26, 2027$449Available2
Jan 27, 2027$449Available2
Jan 28, 2027$449Available2
Jan 29, 2027$572Available2
Jan 30, 2027$465Available2
Jan 31, 2027$420Available2
Feb 1, 2027$420Available2
Feb 2, 2027$420Available2
Feb 3, 2027$420Available2
Feb 4, 2027$420Available2
Feb 5, 2027$451Available2
Feb 6, 2027$456Available2
Feb 7, 2027$425Available2
Feb 8, 2027$425Available2
Feb 9, 2027$425Available2
Feb 10, 2027$425Available2
Feb 11, 2027$425Available2
Feb 12, 2027$467Available2
Feb 13, 2027$459Available2
Feb 14, 2027$421Available2
Feb 15, 2027$421Available2
Feb 16, 2027$421Available2
Feb 17, 2027$421Available2
Feb 18, 2027$421Available2
Feb 19, 2027$449Available2
Feb 20, 2027$440Available2
Feb 21, 2027$408Available2
Feb 22, 2027$408Available2
Feb 23, 2027$408Available2
Feb 24, 2027$408Available2
Feb 25, 2027$408Available2
Feb 26, 2027$440Available2
Feb 27, 2027$523Available2
Feb 28, 2027$558Available2
Mar 1, 2027$558Available2
Mar 2, 2027$593Available2
Mar 3, 2027$593Available2
Mar 4, 2027$593Available2
Mar 5, 2027$556Available2
Mar 6, 2027$558Available2
Mar 7, 2027$595Available2
Mar 8, 2027$595Available2
Mar 9, 2027$595Available2
Mar 10, 2027$595Available2
Mar 11, 2027$635Available2
Mar 12, 2027$600Available2
Mar 13, 2027$625Available2
Mar 14, 2027$624Available2
Mar 15, 2027$624Available2
Mar 16, 2027$624Available2
Mar 17, 2027$624Available2
Mar 18, 2027$624Available2
Mar 19, 2027$587Available2
Mar 20, 2027$601Available2
Mar 21, 2027$641Available2
Mar 22, 2027$641Available2
Mar 23, 2027$641Available2
Mar 24, 2027$641Available2
Mar 25, 2027$641Available2
Mar 26, 2027$641Available2
Mar 27, 2027$648Available2
Mar 28, 2027$648Available2
Mar 29, 2027$648Available2
Mar 30, 2027$648Available2
Mar 31, 2027$692Available2
Apr 1, 2027$718Available2
Apr 2, 2027$727Available2
Apr 3, 2027$730Available2
Apr 4, 2027$684Available2
Apr 5, 2027$684Available2
Apr 6, 2027$684Available2
Apr 7, 2027$684Available2
Apr 8, 2027$730Available2
Apr 9, 2027$500Available2
Apr 10, 2027$500Available2
Apr 11, 2027$670Available2
Apr 12, 2027$670Available2
Apr 13, 2027$670Available2
Apr 14, 2027$715Available2
Apr 15, 2027$715Available2
Apr 16, 2027$715Available2
Apr 17, 2027$714Available2
Apr 18, 2027$669Available2
Apr 19, 2027$669Available2
Apr 20, 2027$669Available2
Apr 21, 2027$669Available2
Apr 22, 2027$714Available2
Apr 23, 2027$718Available2
Apr 24, 2027$750Available2
Apr 25, 2027$750Available2
Apr 26, 2027$500Available2
Apr 27, 2027$500Available2
Apr 28, 2027$500Available2
Apr 29, 2027$500Available2
Apr 30, 2027$800Available2
May 1, 2027$824Available2
May 2, 2027$309Available2
May 3, 2027$309Available2
May 4, 2027$309Available2
May 5, 2027$330Not Available2
May 6, 2027$330Not Available2
May 7, 2027$660Not Available2
May 8, 2027$660Not Available2
May 9, 2027$330Not Available2
May 10, 2027$309Available2
May 11, 2027$309Available2
May 12, 2027$330Available2
May 13, 2027$330Available3
May 14, 2027$660Available2
May 15, 2027$4,032Available2
May 16, 2027$3,294Available2
May 17, 2027$3,294Available2
May 18, 2027$625Available2
May 19, 2027$625Available2
May 20, 2027$1,870Not Available3
May 21, 2027$1,870Not Available3
May 22, 2027$1,870Not Available3
May 23, 2027$532Not Available3
May 24, 2027$400Available2
May 25, 2027$309Available2
May 26, 2027$743Available2
May 27, 2027$794Not Available2
May 28, 2027$688Not Available2
May 29, 2027$688Not Available2
May 30, 2027$688Not Available3
May 31, 2027$644Available3
Jun 1, 2027$300Available2
Jun 2, 2027$3,631Available2
Jun 3, 2027$3,631Available2
Jun 4, 2027$3,666Available3
Jun 5, 2027$3,666Available3
Jun 6, 2027$3,631Available3
Jun 7, 2027$3,631Available3
Jun 8, 2027$3,631Available2
Jun 9, 2027$3,631Available2
Jun 10, 2027$3,631Available2
Jun 11, 2027$3,775Available2
Jun 12, 2027$494Available2
Jun 13, 2027$309Available2
Jun 14, 2027$309Available2
Jun 15, 2027$309Available2
Jun 16, 2027$309Available2
Jun 17, 2027$309Available2
Jun 18, 2027$494Available2
Jun 19, 2027$494Available2
Jun 20, 2027$309Available2
Jun 21, 2027$300Available2
Jun 22, 2027$300Available2
Jun 23, 2027$300Available2
Jun 24, 2027$300Available2
Jun 25, 2027$494Available2
Jun 26, 2027$494Available2
Jun 27, 2027$300Available2
Jun 28, 2027$300Available2
Jun 29, 2027$300Available2
Jun 30, 2027$300Available2
Jul 1, 2027$600Available3
Jul 2, 2027$600Available3
Jul 3, 2027$600Available3
Jul 4, 2027$600Available3
Jul 5, 2027$600Available3
Jul 6, 2027$300Available2
Jul 7, 2027$300Available2
Jul 8, 2027$300Available2
Jul 9, 2027$480Available2
Jul 10, 2027$480Available2
Jul 11, 2027$300Available2
Jul 12, 2027$300Available2
Jul 13, 2027$300Available2
Jul 14, 2027$300Available2
Jul 15, 2027$300Available2
Jul 16, 2027$480Available2
Jul 17, 2027$480Available2
Jul 18, 2027$300Available2
Jul 19, 2027$300Available2
Jul 20, 2027$300Available2
Jul 21, 2027$300Available2
Jul 22, 2027$300Available2
Jul 23, 2027$480Available2
Jul 24, 2027$480Available2
Jul 25, 2027$300Available2
Jul 26, 2027$300Available2
Jul 27, 2027$300Available2
Jul 28, 2027$300Available2
Jul 29, 2027$300Available2
Jul 30, 2027$480Available2
Jul 31, 2027$480Available2
Aug 1, 2027$300Available2
Aug 2, 2027$300Available2
Aug 3, 2027$300Available2
Aug 4, 2027$300Available2
Aug 5, 2027$300Available2
Aug 6, 2027$480Available2
Aug 7, 2027$541Available2
Aug 8, 2027$541Available2
Aug 9, 2027$541Available2
Aug 10, 2027$541Available2
Aug 11, 2027$541Available2
Aug 12, 2027$541Available2
Aug 13, 2027$541Available2
Aug 14, 2027$579Available2
Aug 15, 2027$579Available2
Aug 16, 2027$579Available2
Aug 17, 2027$579Available2
Aug 18, 2027$579Available2
Aug 19, 2027$579Available2
Aug 20, 2027$579Available2
Aug 21, 2027$617Available2
Aug 22, 2027$617Available2
Aug 23, 2027$617Available2
Aug 24, 2027$617Available2
Aug 25, 2027$617Available2
Aug 26, 2027$617Available2
Aug 27, 2027$617Available2
Aug 28, 2027$644Available2
Aug 29, 2027$644Available2
Aug 30, 2027$644Available2
Aug 31, 2027$644Available2
Sep 1, 2027$644Available2
Sep 2, 2027$644Available3
Sep 3, 2027$644Available3
Sep 4, 2027$739Available3
Sep 5, 2027$739Available3
Sep 6, 2027$739Available3
Sep 7, 2027$739Available2
Sep 8, 2027$739Available2
Sep 9, 2027$739Available2
Sep 10, 2027$739Available2
Sep 11, 2027$686Available2
Sep 12, 2027$686Available2
Sep 13, 2027$686Available2
Sep 14, 2027$686Available2
Sep 15, 2027$686Available2
Sep 16, 2027$686Available2
Sep 17, 2027$686Available2
Sep 18, 2027$686Available2
Sep 19, 2027$686Available2
Sep 20, 2027$686Available2
Sep 21, 2027$686Available2
Sep 22, 2027$686Available2
Sep 23, 2027$686Available2
Sep 24, 2027$686Available2
Sep 25, 2027$686Available2
Sep 26, 2027$686Available2
Sep 27, 2027$686Available2
Sep 28, 2027$686Available2
Sep 29, 2027$686Available2
Sep 30, 2027$686Available2
Oct 1, 2027$686Available2
Oct 2, 2027$600Available2
Oct 3, 2027$300Available2
Oct 4, 2027$300Available2
Oct 5, 2027$300Available2
Oct 6, 2027$300Available2
Oct 7, 2027$300Available2
Oct 8, 2027$600Available2
Oct 9, 2027$600Available2
Oct 10, 2027$300Available2
Oct 11, 2027$300Available2
Oct 12, 2027$300Available2
Oct 13, 2027$300Available2
Oct 14, 2027$300Available2
Oct 15, 2027$600Available2
Oct 16, 2027$600Available2
Oct 17, 2027$300Available2
Oct 18, 2027$300Available2
Oct 19, 2027$300Available2
Oct 20, 2027$300Available2
Oct 21, 2027$300Available2
Oct 22, 2027$600Available2
Oct 23, 2027$600Available2
Oct 24, 2027$300Available2
Oct 25, 2027$300Available2
Oct 26, 2027$300Available2
Oct 27, 2027$300Available2
Oct 28, 2027$300Available2
Oct 29, 2027$600Available2
Oct 30, 2027$600Available2
Oct 31, 2027$300Available2
Nov 1, 2027$300Available2
Nov 2, 2027$300Available2
Nov 3, 2027$300Not Available2
Nov 4, 2027$300Not Available2
Nov 5, 2027$600Not Available2
Nov 6, 2027$600Not Available2
Nov 7, 2027$300Not Available2
Nov 8, 2027$300Not Available2
Nov 9, 2027$300Not Available2
Nov 10, 2027$300Not Available2
Nov 11, 2027$300Not Available2
Nov 12, 2027$600Not Available2
Nov 13, 2027$600Not Available2
Nov 14, 2027$300Not Available2
Nov 15, 2027$300Not Available2
Nov 16, 2027$300Not Available2
Nov 17, 2027$300Not Available2
Nov 18, 2027$300Not Available2
Nov 19, 2027$600Not Available2
Nov 20, 2027$600Not Available2
Nov 21, 2027$300Not Available2
Nov 22, 2027$300Not Available2
Nov 23, 2027$300Not Available2
Nov 24, 2027$300Not Available2
Nov 25, 2027$300Not Available2
Nov 26, 2027$600Not Available2
Nov 27, 2027$600Not Available2
Nov 28, 2027$300Not Available2
Nov 29, 2027$300Not Available2
Nov 30, 2027$300Not Available2
Dec 1, 2027$295Not Available2
Dec 2, 2027$295Not Available2
Dec 3, 2027$320Not Available2
Dec 4, 2027$320Not Available2
Dec 5, 2027$295Not Available2
Dec 6, 2027$295Not Available2
Dec 7, 2027$295Not Available2
Dec 8, 2027$295Not Available2
Dec 9, 2027$295Not Available2
Dec 10, 2027$320Not Available2
Dec 11, 2027$320Not Available2
Dec 12, 2027$295Not Available2
Dec 13, 2027$295Not Available2
Dec 14, 2027$295Not Available2
Dec 15, 2027$295Not Available2
Dec 16, 2027$295Not Available2
Dec 17, 2027$320Not Available2
Dec 18, 2027$320Not Available2
Dec 19, 2027$295Not Available2
Dec 20, 2027$295Not Available2
Dec 21, 2027$295Not Available2
Dec 22, 2027$295Not Available2
Dec 23, 2027$495Not Available3
Dec 24, 2027$495Not Available3
Dec 25, 2027$495Not Available3
Dec 26, 2027$495Not Available3
Dec 27, 2027N/ANot Available1
Dec 28, 2027N/ANot Available1
Dec 29, 2027N/ANot Available1
Dec 30, 2027N/ANot Available1
Dec 31, 2027N/ANot Available1
Jan 1, 2028N/ANot Available1
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What this home offers

Fire place
BBQ Area
Patio
Air conditioning
Dryer

What our guests say

4.78

31 reviews

Robert
3 weeks ago

Lovely house. Well supplied kitchen clean and comfy with a classic feel to it. The owners were on top of making sure everything went well

Samantha
September 2026

This place was perfect for our needs and was in the most charming neighborhood! Super walkable with a nearby trail network — great for those traveling with dogs. The house itself was full of character and charm. Would recommend staying here!

Leanna
September 2026

We had a great stay at GreenLeaf!

Where you’ll be

Charlottesville, Virginia, 22903, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 11:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 7 guests.

Pets allowed.

No parties or events.

Cancellation policy

Cancel before Nov 10 for a full refund minus a processing fee. Cancel before Dec 3 for a 50% refund.