Lovely Guest House 2.5 miles from downtown Middleburg

Middleburg, Virginia
$340 avg/night
Minimum Stay 1 Nights
Bed 1

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 2

Max Sleeps

Night 1 nights

Min Stay

Lovely large one story guest house; steam shower, viking appliances, modern, open floor plan, 4 miles from Upperville Horse Show Grounds; 2.5 miles from downtown Middleburg. High ceilings, view of Virginia mountains. Sits on 10 acres that includes a pond. Guests treated to local croissant breakfast and welcome bottle of local wine.

  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Cats And Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • KITCHEN

    Blender Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair
  • THINGS TO DO

    Fitness Center
  • ENTERTAINMENT

    Books Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Playground
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 12:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Availability

Review Review

  • Gregor L.

    Submitted Apr 12, 2026

    Stayed Apr 11, 2026

    Excellent stay, communicative host. Spacious for two, will be back! Just a couple minutes away from beautiful wineries. We went to Tremolo Bar for dinner and it was excellent.

  • Perry C.

    Submitted Apr 5, 2026

    Stayed Apr 3, 2026

    Lynn went above and beyond all expectations for a host. She supplied all the basic necessities you would need. The house was clean and spacious and the property is picture perfect!

  • Michael W.

    Submitted Mar 1, 2026

    Stayed Feb 28, 2026

    Absolutely amazing retreat! The host was fantastic- great communication and had nice little treats for us upon arrival. Wine, farm fresh eggs, dog treats for our bulldog. Cannot wait to return to this beautiful cabin!

  • Brett C.

    Submitted Feb 23, 2026

    Stayed Feb 21, 2026

    Our stay here was absolutely perfect. The property was stunning, beautifully decorated, impeccably clean, and clearly cared for with great attention to detail. It felt warm and inviting, and the setting itself was peaceful and picturesque.One of the best parts was how dog-friendly it was. Our pups were welcomed just as warmly as we were, and the outdoor space gave them plenty of room to relax and explore safely. It made the trip so much more enjoyable not having to worry about leaving them behind.The location could not have been better. It was incredibly convenient to all the amazing breweries and wineries in the area, making it easy to spend the day exploring and then return to a comfortable, quiet retreat in the evening. We loved being close to beautiful historic Middleburg while still feeling like we had our own private escape.Overall, this was easily one of the best experiences we’ve ever had. Beautiful home, perfect location, and truly dog-friendly. We would absolutely stay here again and highly recommend it to anyone visiting Middleburg.

  • Kelly G.

    Submitted Jan 20, 2026

    Stayed Jan 18, 2026

    We booked this guesthouse last minute for an overnight getaway & couldn’t have been happier. Perfect place for a quiet couple’s recharge. Bring food to cook, gourmet kitchen is well equipped & great space. Steam shower was a true luxury & the bed, pillows & bedding were very comfortable. Tons of treats from our host & very reachable via online chat for any questions. Thank you Lynn.

  • Art B.

    Submitted Dec 7, 2025

    Stayed Dec 5, 2025

    Excellent stay with many thoughtful additions. Great quiet rural location between Middleburg and Upperville. Will absolutely stay again!

  • Lindsay W.

    Submitted Nov 23, 2025

    Stayed Nov 22, 2025

    My daughter and I enjoyed a lovely night on the gorgeous property. The guest house itself was perfect and the additional personal touches (handwritten note, bottle of wine, fresh croissants and local eggs, bedside chocolates) just added to the already well accommodated stay (kitchen essentials, lovely soaps and room sprays, toiletries) made us feel like we were staying at a friends home. Perfect location, stunning views and just an all around wonderful stay. We will be back!

  • John G.

    Submitted Nov 16, 2025

    Stayed Nov 14, 2025

    We had a lovely time. Very well appointed. Beautiful property and grounds. Excellent location. We especially loved the kitchen, comfortable bed, and fireplace (all ready to light!).

  • Lisa F.

    Submitted Oct 4, 2025

    Stayed Sep 17, 2025

    Lovely place

  • Michael T.

    Submitted Oct 1, 2025

    Stayed Sep 27, 2025

    We had a wonderful time at this property! The house was clean and the host went over the top to ensure we had everything we needed - including pastries, eggs and a bottle of wineThe kitchen, living area, bedroom and master bath were excellentThere were even toys, a bed, and bowls for our dog LibertyLynn the host was fantastic - thank you

  • James L.

    Submitted Sep 8, 2025

    Stayed Sep 5, 2025

    Mrs Lynn Lilly pad guest house is amazing!!! It’s a home away from home very close to downtown Middleburg shops and wineries.My wife and I can’t wait to come back to enjoy this retreat country side guesthouse.the kitchen was amazing!!the bed room and bathroom was very comfortable and large living room space was more than enough space for relaxing thank you very much for the hospitality Mrs Lynn.

  • Jared N.

    Submitted Sep 1, 2025

    Stayed Aug 30, 2025

    Perfect spot for a weekend getaway to Middleburg (our favorite VA town) and one of Virginia's best west regions. The host was incredibly welcoming, and the property is beautiful. The house is even more spacious and cozy than the pictures depict. The extra space to workout is a great amenity as well. We felt at home from the start and certainly hope to stay here again for our next wine country weekend.

  • Fredric W.

    Submitted Aug 17, 2025

    Stayed Aug 15, 2025

    great venue. great host. great stay

  • Meredith R.

    Submitted Jul 29, 2025

    Stayed Jul 18, 2025

    This was my partner’s and my second time staying at this property. We love it and the attention to detail that the hostess brings. It’s idyllic in both fall and summer and super convenient to town. We’ll continue coming back to the farm!

  • Jodi P.

    Submitted Jun 1, 2025

    Stayed May 28, 2025

    The house exceeded our expectations! The property is lovely! The host includes little niceties such as high end bath products and big fluffy towels. Lynn brought delicious pastries one day and left us a bottle of wine to enjoy. Would definitely return here the next time we are in the area!

  • Connie G.

    Submitted Apr 7, 2025

    Stayed Apr 2, 2025

    This area is just so beautiful. The guest cottage was in a perfect location, neat as a pin, and well stocked for us and our pup. We enjoyed the wildlife such as fox, turkey, geese, and deer. Lynn and Jonas were the quintessential hosts - and generous as well. Communication was very easy. We so appreciated the local wine and treats - it really made us feel at home. We will be back!

  • Scott G.

    Submitted Mar 19, 2025

    Stayed Mar 15, 2025

    My wife and I had a great stay with our dog. The house was clean and well stocked for us. The location is great, close to everything we wanted. We would recommend to anyone else looking for a nice peaceful getaway.

  • Marty S.

    Submitted Mar 11, 2025

    Stayed Feb 22, 2025

    So many great things about Lynn and the property. We definitely plan to return. Middleburg and the many nearby excellent vineyards make this the perfect spot.

  • Melissa H.

    Submitted Jan 21, 2025

    Stayed Jan 17, 2025

    Lynn is an amazing hostess. She even brought us pastries and wine. What could be better? Peaceful and immaculately clean and well appointed. If you need a break, come here.

  • Roy M.

    Submitted Jan 6, 2025

    Stayed Nov 22, 2024

    This was a memorable stay made perfect by excellent comfort and a wonderful host!

  • Deborah D.

    Submitted Jan 1, 2025

    Stayed Dec 27, 2024

    Every aspect of this stay was one of the best we've ever experienced. All of the reviews we read online were spot-on. The property is beautiful, and the owners are great communicators and go above and beyond to make you feel welcome. Upon arrival there was a welcome letter, bottle of wine, snacks, fresh eggs and pastries that Lynn had provided. She also had a dog bed, toys, food and water dishes, and dog treats for our springer spaniel. Every afternoon at dusk we had about ten deer visit the yard for about an hour. Our dog loved walking the property on leash and playing off leash with my husband twice a day. Expansive land.The property is very close to all things Middleburg. Her husband kept us supplied with firewood for the great room fireplace. And the kitchen is set up for gourmet cooking with top notch appliances. The bed was comfortable, and the steam shower was awesome. Plush towels and plenty of room. Lots of beautiful artwork, books, and games to peruse. Our hosts live in their home on the same estate, so it was comforting to know they were close by if needed however we never needed them and other than to say Hi when we first arrived, they respected our privacy. This experience was perfection for me, my husband, and our dog! We totally will stay here again. Highly recommend to anyone.

  • Bethany L.

    Submitted Nov 3, 2024

    Stayed Nov 2, 2024

    We stayed here for one night for my husband’s birthday and had a great time. It is very close to the downtown area and to wineries/breweries. Lynn was very responsive and helpful, and the little extra touches were thoughtful. We would definitely recommend staying here.

  • Wendy D.

    Submitted Oct 26, 2024

    Stayed Oct 21, 2024

    Special touches by host with treats, info, Etc. house has everything you need including an up to date kitchen which can make all the difference in a stay. We loved the privacy, location, and would highly recommend!

  • Claudia D.

    Submitted Sep 14, 2024

    Stayed Sep 13, 2024

    Beautiful place and property. We loved this place so much! It’s exactly as pictured. The host is wonderful, she provided a local bottle of wine, had some snacks, eggs in the fridge so we could make breakfast. Loved the steam shower! Perfect location to the downtown and wineries.

  • Pete B.

    Submitted Sep 9, 2024

    Stayed Sep 7, 2024

    Lynn was an awesome host. She was super easy to communicate with and gave recommendations for restaurants and a voucher for a near-by vineyard. As long as you're okay with being near the main house, there is not a single drawback to this great house and host.

  • Submitted Aug 27, 2024

    Stayed Aug 25, 2024

    We enjoyed our 12th wedding anniversary in a fantastic guest house in Middleburg horse country. The hosts could not have been more thoughtful or generous...a bottle of Va champagne, croissants and local eggs for breakfast. The kitchen is absolutely gourmet! The views are stunning as is the house itself. Private, on beautiful country lane just a very short distance from the town of Middleburg. We had an unforgettable dinner at the Red Fox Inn. Wandering the local country roads was just great for me checking out all the houses, barns and land of legendary foxhunting!

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Total

Includes taxes and fees
$429+
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