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Holiday Homes in Middleburg

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Featured Holiday Homes in Middleburg and around

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
Outdoor pool
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
10.0 out of 10, Exceptional, (46)
"Little Oatlands was home for 9 of us for a flower filled week in May. We assembled from KC, BC, CA and VA to attend my daughter’s wedding overlooking the Potomac at Murray Hill. The property and approach to Little Oatlands takes your breath away! Flowering Dogwoods line the drive blending with the white fence and homes in the distance. Each of us walked down the lane to read the plaques and the history of the preserved property. Certainly a history lesson and it would be wonderful to know...
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Smart TV, fireplace, ping pong, books
Hot Tub, Poker Table, River Access & Kayaks and Wineries
9.8 out of 10, Exceptional, (7)
"Everything was fine."
The price is €384
includes taxes & fees
5 Jun - 6 Jun
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Private kitchen
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Historic gem in the heart of downtown Hamilton! Trees and a private stream
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Breathtaking views with an indoor private pool, come escape with us
Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (228)
"We hosted my friends bachelorette party and bridal shower with 14 people and it was a great time! The house was super clean and fit everyone comfortably. The hosts were immediate to respond to any messages!"
Breathtaking views with an indoor private pool, come escape with us
Charming Home with Yard Near Shenandoah River!
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Historic and Updated Farmhouse Built in 1808
Property grounds
Historic and Updated Farmhouse Built in 1808
10.0 out of 10, Exceptional, (114)
"We had a great stay! Thank you!"
Historic and Updated Farmhouse Built in 1808
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is €270
includes taxes & fees
26 Jun - 27 Jun
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Gruner Bungalow at Otium Cellars
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Single family 4 bed home luxurious design in 1 acre lot
Living area
Single family 4 bed home luxurious design in 1 acre lot
9.2 out of 10, Wonderful, (7)
"I booked this property for a group to stay for an equestrian event at Frying Pan Park. The house was perfect for our group. ITs well laid out, close to tons of restaurants, and to the venue. We had a blast and I would absolutely stay here again!"
Single family 4 bed home luxurious design in 1 acre lot
Trailside Retreat in breathtaking Western Loudoun
Property grounds
Trailside Retreat in breathtaking Western Loudoun
10.0 out of 10, Exceptional, (19)
"Everything was wonderful. Very clean, comfortable and beautiful"
Trailside Retreat in breathtaking Western Loudoun
Morrisonville Manor w/ Fire Pit & Hot Tub!
Fridge, microwave, stovetop, dishwasher
Morrisonville Manor w/ Fire Pit & Hot Tub!
10.0 out of 10, Exceptional, (27)
"There were 9 adults and 1 baby in our group and the property worked out great for us. The owners had great communication and everything about the home came as advertised. Plenty of room, very clean, and some nice extra touches. We recommend and would stay here again."
Morrisonville Manor w/ Fire Pit & Hot Tub!
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
Fridge, microwave, oven, stovetop
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
10.0 out of 10, Exceptional, (20)
"My family and I decided to book this home for our Easter holiday. I am so glad that we did! We absolutely loved this home. The downstairs was perfect for our kids, just the best hangout area for them to relax and have their own space. The fenced in yard and gated deck was perfect for our pup too. It was just so picturesque, and we really enjoyed the neighbor's chickens and herd of deer that'd visit daily. The house is about a 20-minute drive to Front Royal which we went to for dinner and is...
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
Private kitchen
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
10.0 out of 10, Exceptional, (13)
"Great stay 11/10"
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
Smart TV, fireplace
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
10.0 out of 10, Exceptional, (1)
"Great for lots of family and friends so everyone is together and not hotel room or hotel lobby hopping"
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
Quick Drive to Everything in Charles Town
Dining
Quick Drive to Everything in Charles Town
10.0 out of 10, Exceptional, (3)
"The house was perfect… close to everything, very clean. Plenty of space and a great Kitchen. With family near by this house made it very easy for us to visit and enjoy our time with them over Easter. We will be staying here again."
Quick Drive to Everything in Charles Town
Historic District,Entire upstairs
Fridge, microwave, oven, stovetop
Historic District,Entire upstairs
8.4 out of 10, Very good, (23)
"The property was nice. Unfortunately the house next door caught on fire while we were staying at this property. The house next door was a total loss. Very frightening!"
The price is €396
includes taxes & fees
12 Jun - 13 Jun
Historic District,Entire upstairs
Blue A Frame Minutes From Mountain Lake Club
Exterior
Blue A Frame Minutes From Mountain Lake Club
10.0 out of 10, Exceptional, (10)
"We were traveling to the area for an AKC event, and stayed for three nights prior to Thanksgiving. Matt's house was the perfect home base location! Loved the moutain setting while still being convenient to the places we need to travel to. House was beautiful and clean, and we loved watching the deer roam the property. Second time staying at one of Matt's properties, and neither disappointed!"
Blue A Frame Minutes From Mountain Lake Club
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
TV, fireplace, stereo
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
10.0 out of 10, Exceptional, (1)
"We stayed at Loving Gallery & Studio last weekend with a group of 15 for our Mothers 90th Birthday The home is just beautiful and well laid out for large groups. There are 6 beautiful bedrooms plus sofa beds and all the possible amenities! Lots of wood for stoves, fireplaces & firepit, bathroom amenities, bottled water in each room, well stocked kitchen with spices and everything you could possibly need for cooking in your home away from home. There are also several beautiful outdoor spaces to...
The price is €2,313
includes taxes & fees
10 Jun - 11 Jun
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Pet-Friendly Retreat: Relax w/HotTub, Custom FirePit & Walk to Town/Trails!
Outdoor dining
Pet-Friendly Retreat: Relax w/HotTub, Custom FirePit & Walk to Town/Trails!
10.0 out of 10, Exceptional, (5)
"We were a group of 11 friends staying at the house for the Wine Country 10K. The house was amazing. The listing doesn’t even do it justice. Even though it rained on the main day we were there we were still able to hang out in the hot tub and around the bar, because they were covered, and enjoy meals together in the beautiful and well stocked kitchen and dining room. Despite being 11 adults in the house we didn’t feel at all cramped. There was a small issue in the morning while we were there, but...
Pet-Friendly Retreat: Relax w/HotTub, Custom FirePit & Walk to Town/Trails!
Harpers Ferry Home w/ Private Pool & Hot Tub!
Outdoor spa tub
Harpers Ferry Home w/ Private Pool & Hot Tub!
10.0 out of 10, Exceptional, (2)
"We absolutely loved this house. The location was so perfect and overlooks the river. Can be enjoyed in all seasons but the pool will be amazing in the summer. We enjoyed the wineries but struggled to get Ubers around town. All of the wineries and breweries have beautiful views as well. Great for a friends weekend !"
Harpers Ferry Home w/ Private Pool & Hot Tub!
Don't see what you're looking for?
See all available properties in Middleburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is €367
includes taxes & fees
9 Jun - 10 Jun
18th Century Stone Cottage minutes from historic Middleburg
Hyatt House Herndon/Reston
Lobby
Hyatt House Herndon/Reston
3.0 star property
9.0 out of 10, Wonderful, (1144)
"Great place to stay."
The price is €149
includes taxes & fees
8 Jun - 9 Jun
Hyatt House Herndon/Reston
Global Luxury Suites at Reston Town Center
Reception
Global Luxury Suites at Reston Town Center
3.5 star property
8.2 out of 10, Very good, (105)
"It's a decent place to stay. The building is modern, clean, and suite is well equipped. A few minor grips. 6 soft low quality pillows does not substitute for 1 good firm pillow! The neighborhood is safe, but as is the case in many US suburbs/exurbs it's not really walkable. There are areas where the sidewalks just end, and they are not well lit at night, say if you are walking to supermarket. The building gym, looks great but the equipment eg. the elliptical trainers are poor quality glitchy."
The price is €550
includes taxes & fees
5 Jun - 6 Jun
Global Luxury Suites at Reston Town Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Middleburg Holiday Homes information

Number of reviews
617
Accommodation
245 Holiday Homes
Lowest Price
€270
Highest Price
€2,313

Recent Reviews in Middleburg
Expedia verified reviews

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

5/5 Excellent
"Everyone was nice hotel was clean "
A verified traveller stayed at Hyatt Place Herndon Dulles Airport East
Posted 1 day ago
Hyatt Place Herndon Dulles Airport East