Entire home

Littlefield Cottage

Cottage in Middleburg with kitchen and patio

Overview
Amenities
Policies
Location

Exceptional

3 bedrooms1 bathroomSleeps 6

Popular amenities

Dryer
Washer
Barbecue grill
Kitchen
Outdoor space
Air conditioning

Place, Greenhill Winery & Vineyards
Place, Cana Vineyards and Winery
Place, Chrysalis Vineyards
Airport, Washington, DC (IAD-Washington Dulles Intl.)

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Kitchenette

About this property

Littlefield Cottage

If your looking for a super sweet and charming cottage to escape to, you’ve come to the right place.
Live like a local in our little cottage and find out for yourself all the beauty that can be found in Middleburg, Virginia.
Comfortably blending modern conveniences with historic charm, the cottage sits 1 mile outside the quaint town of Middleburg and neighbors with Greenhill Vineyard.

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Free WiFi

Air conditioning

Outdoor space

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View of the cottage from parking with steps shown to mudroom or entry door.

Kitchen
Washer
Dryer
Air conditioning

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Our fireplace is very old so please no fires inside the house

-Late check out ( anything after 10am) with be charged 50 dollars, unless pre approved .

-No flushing of anything other than toilet paper. We have a sensitive septic.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

About the area

Middleburg

Middleburg is home to this cottage. Middleburg Historic District and Aldie Mill Historic Park are local landmarks, and some of the area's activities can be experienced at Greenhill Winery & Vineyards and Tudor Day Spa. Museum of Hounds & Hunting North America and National Sporting Library & Museum are also worth visiting.

View more Cottages in Middleburg

Middleburg, VA

What's nearby

Greenhill Winery & Vineyards - 6 min walk - 0.5 km
Cana Vineyards and Winery - 5 min drive - 3.6 km
Middleburg Historic District - 5 min drive - 4.2 km
Chrysalis Vineyards - 9 min drive - 6.0 km
Glenwood Park - 13 min drive - 10.0 km

Getting around

Washington Dulles International Airport (IAD) - 32 min drive

Restaurants

‪The Goodstone Inn & Estate - ‬12 min drive
‪Quattro Goombas Brewery - ‬10 min drive
‪Red Horse Tavern - ‬3 min drive
‪King Street Oyster Bar - ‬3 min drive
‪Lost Barrel Brewing - ‬6 min drive

Frequently asked questions

Is Littlefield Cottage pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Littlefield Cottage ?

Check-in begins at 3:00 PM.

What time is check-out at Littlefield Cottage ?

Checkout is at 10:00 AM.

Where is Littlefield Cottage located?

Situated in Middleburg, this cottage is within 2 miles (3 km) of Greenhill Winery & Vineyards, Red Fox Fine Art and Middleburg Historic District. The Byrne Gallery and Museum of Hounds & Hunting North America are also within 2 miles (3 km).

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Dawn M.

20 May, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful cottage

Perfect cottage for our weekend stay.Very cute, clean and cozy. My sister and I loved staying here and will return. We were here for a wedding will go back for a wine tour and middleburg excursion. You will not be disappointed. Also Red Bar sushi restraunt was fabulous!!!

Stayed 3 nights in May 2025

10/10 Excellent

Laurie W.

10 Jul, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful wine tour weekend

The cottage was so wonderful! It was in the perfect location to town and the vineyards. It was very clean and comfortable. I would definitely book this cottage again for a fun weekend away

Stayed 2 nights in Jul 2023

10/10 Excellent

Tracy P.

1 Apr, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Just a pleasure.

Stayed 90 nights in Jan 2024

10/10 Excellent

Jason B.

20 Dec, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay! Christmas Parade Weekend

perfect for 2 couples that know each other well. clean, Intimate, comfortable cottage. stayed for Christmas Parade weekend. Caught shuttle across street. 1 mile to town. Walked to Greenhill Vineyards next door. Grabbed a stack of wood and ice and provisions from Safeway. Pizzas (from Knead Wine) and Smores around the firepit. Updated bathroom. comfortable bedding. Could use one more chair in the dean.

Stayed 3 nights in Dec 2024

10/10 Excellent

Verified traveller

29 Aug, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home

Lovely home close to many activities, food, and shopping!! Highly recommend:)

Stayed 3 nights in Aug 2022

10/10 Excellent

Catharine K.

31 May, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Middleburg retreat

Our family of four spent a wonderful holiday weekend riding horses in Bluemont, getting sushi takeout from the Red Bar in Middleburg, and enjoying the cozy cottage with great charm and character. The beds were very comfortable. We look forward to returning!

Stayed 2 nights in May 2022

10/10 Excellent

Kelly G., Florida

15 Dec, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

2 Night Get Away

We really enjoyed our stay. We traveled with 3 young children so the bonus room upstairs was perfect for them. We are from Florida so it was really cold during our December stay, the heater worked wonderfully. The automatic light in the bathroom is hilarious! In the middle of shaving my legs the light went out. I found if you just open the sliding shower door and wave your arm it will click back on. We will definitely stay again if we are in the area.

Stayed 2 nights in Dec 2021