34+ Vacation Rentals Near Glenwood Park |
  1. USA
  2. Virginia
  3. Middleburg
  4. Glenwood Park

Weekendgetaways - Vacation Rentals in Glenwood Park

Property Image From US $548
         

10.0 (77 Reviews)
House
'Anny's Farm House' in Round Hill Wine Country!
  • Air Conditioner
  • TV
  • Balcony/Terrace

View Availability
Property Image From US $729
         

|
9.8 (40 Reviews)
Resort
Salamander Resort and Spa
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $430
         

|
9.6 (390 Reviews)
Hotel
The Red Fox Inn & Tavern
  • Air Conditioner
  • Parking
  • Balcony/Terrace

View Availability
Property Image From US $272
         

10.0 (49 Reviews)
Cottage
18th Century Stone Cottage minutes from historic Middleburg
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $253
         

|
9.7 (11 Reviews)
Apartment
Magnificent Middleburg Getaway
  • Air Conditioner
  • Parking
  • View

View Availability
Property Image From US $456
         

|
9.6 (47 Reviews)
Hotel
Goodstone Inn & Restaurant
  • Air Conditioner
  • Pool
  • TV

View Availability
Property Image From US $385
         

10.0 (17 Reviews)
House
Spacious Modern Home on Middleburg Horse Farm
  • Air Conditioner
  • Parking
  • TV

View Availability
Property Image From US $501
         

|
New
House
Annys Farm House in Round Hill Wine Country!
  • Parking
  • Security/Safety
  • Sports/Activities

View Availability
Property Image From US $647
         

|
9.2 (365 Reviews)
Resort
Salamander Resort And Spa
  • Air Conditioner
  • Parking
  • Pool

View Availability
Property Image From US $213
         

10.0 (9 Reviews)
House
super cosy cottage with high speed internet!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $328
         

10.0 (2 Reviews)
Apartment
Magnificent Middleburg Getaway: 2BR w Bucolic Views, Solar Power, & Nearby Shops
  • Air Conditioner
  • Parking
  • TV

View Availability
Property Image From US $1,940
         

10.0 (1 Review)
House
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

View Availability
Property Image From US $314
         

9.4 (9 Reviews)
Apartment
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image
New
From US $4,002
         

New
House
Private & Exclusive 100 acre Middleburg Estate
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Property Image From US $888
         

New
Apartment
Middleburg Famous Horse Farm
  • Air Conditioner
  • Pool
  • Balcony/Terrace

View Availability
Property Image
New
From US $594
         

New
House
Rural retreat near Middleburg
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Property Image From US $204
         

10.0 (83 Reviews)
Cottage
Middleburg address - Charming Cottage with super location in country setting
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $333
         

10.0 (37 Reviews)
Cottage
Lovely Guest House 2.5 miles from downtown Middleburg
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $1,478
         

10.0 (14 Reviews)
House
Historic Equestrian Estate in Middleburg Hunt Country
  • Air Conditioner
  • Parking
  • Pool

View Availability
Property Image From US $190
         

10.0 (5 Reviews)
House
5 Min to center of Middleburg - Private Guest Suite w/private entrance & bath.
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $1,847
         

10.0 (4 Reviews)
House
Historic home with 7 BR near Middleburg, VA in Piedmont horse country
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $237
         

9.8 (149 Reviews)
Cottage
Charming Writer's Cottage in the Heart of Middleburg
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $827
         

10.0 (6 Reviews)
House
Hunters Retreat with High Speed Internet
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Property Image From US $2,274
         

10.0 (2 Reviews)
Villa
Indulge in Elegance: Four BR Villa with Outdoor Living in Middleburg, VA
  • Air Conditioner
  • Parking
  • Pool

View Availability
★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Glenwood Park.

Weather in Glenwood Park

View the weather forecast for Glenwood Park before booking your Glenwood Park Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Glenwood Park, VA

Weekendgetaways offers a large selection of top attractions around Glenwood Park. Research things to do on your vacation before you visit Glenwood Park.


Stone Tower Winery Bluemont Vineyard Tudor Day Spa Greenhill Winery & Vineyards Barrel Oak Winery Chrysalis Vineyards Delaplane Cellars Bull Run Country Club Round Hill Arts Center The Barns at Hamilton Station Vineyards Quattro Goomba's Winery Twin Oaks Tavern Winery Watermelon Park Campground K & S Pewter Holy Cross Abbey Meredyth Vineyards Sky Meadows State Park Hill High Country Store Bogati Bodega & Winery