32+ Vacation Rentals Near Dickerson |
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Estia Villas - Vacation Rentals in Dickerson

Apartment
Studio apartment at Sugarloaf Log House
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like-icon 9.8
Exceptional
( 33 Reviews )
1 Bedroom 1 Bathroom 2 Guests 650 ft²
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US $150 /Night 7 Nights - $1,050
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Apartment
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Rocky Vines Wine Country Retreat w/Fire Pit
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like-icon 10.0
Exceptional
( 3 Reviews )
1 Bedroom 1 Bathroom 2 Guests 947.22 ft²
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  • Internet
    Internet
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US $232 /Night 7 Nights - $1,624
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House
The Log House at Sugarloaf Mountain MD
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like-icon 9.8
Exceptional
( 32 Reviews )
5 Bedrooms 5 Bathrooms 17 Guests 5000 ft²
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US $776 /Night 7 Nights - $5,433
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House
Majestic Equestrian Estate
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like-icon 9.8
Exceptional
( 21 Reviews )
7 Bedrooms 8 Bathrooms 16 Guests 6500 ft²
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US $1,247 /Night 7 Nights - $8,732
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House
the barn a french farm house for executive, Golfer, vacation .
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like-icon 9.8
Exceptional
( 12 Reviews )
4 Bedrooms 3 Bathrooms 6 Guests 5000 ft²
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    Hot Tub
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US $654 /Night 7 Nights - $4,576
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House
French Farm house/Apartment.
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like-icon 9.8
Exceptional
( 6 Reviews )
2 Bedrooms 2 Bathrooms 3 Guests 2300 ft²
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    Parking
  • Pool
    Pool
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US $354 /Night 7 Nights - $2,476
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Apartment
Rocky Vines Wine Country Retreat w/Fire Pit
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like-icon 9.6
Exceptional
( 7 Reviews )
1 Bedroom 1 Bathroom 2 Guests 950 ft²
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    Parking
  • Spa
    Spa
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US $339 /Night 7 Nights - $2,370
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House
Enjoy a Peaceful environment with neighboring mini pones a fire pit to sit under the stares. roll into the oversized parking lot and enjoy this lovely modern farm home.
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like-icon 8.2
Excellent
( 10 Reviews )
2 Bedrooms 1 Bathroom 8 Guests 1000 ft²
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US $214 /Night 7 Nights - $1,499
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Luxury Places to Stay in Dickerson

Over 23+ Luxury Places to Stay in or Near Dickerson
House
Wizard's Escape, Sleeps 15+, 2 Escape Rooms, Pool and Game rooms
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like-icon 9.4
Exceptional
( 13 Reviews )
6 Bedrooms 5 Bathrooms 15 Guests 7000 ft²
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    Kitchen
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    Air Conditioner
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US $931 /Night 7 Nights - $6,515
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House
Wizard's Dark Manor Escape/Indoor Slide/Sleep 17+
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like-icon 7.0
Very Good
( 2 Reviews )
8 Bedrooms 5 Bathrooms 23 Guests
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    Kitchen
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    Air Conditioner
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US $930 /Night 7 Nights - $6,507
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House
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The Log House at Sugarloaf Mountain MD
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like-icon 9.0
Exceptional
( 1 Review )
5 Bedrooms 6 Bathrooms 17 Guests 5005.22 ft²
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US $713 /Night 7 Nights - $4,992
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Cabin
Woodland Retreat Craigside Lodge on Sugarloaf Mountain
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like-icon 10.0
Exceptional
( 4 Reviews )
3 Bedrooms 2 Bathrooms 6 Guests 2700 ft²
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US $372 /Night 7 Nights - $2,601
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House
Lawrence RIdge
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like-icon 10.0
Exceptional
( 1 Review )
2 Bedrooms 3 Bathrooms 10 Guests
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US $331 /Night 7 Nights - $2,318
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House
Town and Country Getaway MD-DC-VA
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like-icon 10.0
Exceptional
( 6 Reviews )
2 Bedrooms 2 Bathrooms 4 Guests 1600 ft²
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US $327 /Night 7 Nights - $2,286
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House
Sugarloaf Mountain Retreat- Explore a 300 Acre Estate, Hiking, Golfing, Biking
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like-icon 10.0
Exceptional
( 7 Reviews )
1 Bedroom 1 Bathroom 4 Guests
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US $297 /Night 7 Nights - $2,078
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Apartment
Beautiful, Secluded & Private on 50-acre Estate
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like-icon 10.0
Exceptional
( 23 Reviews )
1 Bedroom 1 Bathroom 4 Guests 490 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
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US $261 /Night 7 Nights - $1,830
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Pet-Friendly Vacation Rentals in Dickerson

Over 6+ Pet-Friendly Vacation Rentals in or Near Dickerson
Cottage
Waterfront Cabin on 32 Acres in Leesburg!
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like-icon 10.0
Exceptional
( 7 Reviews )
4 Bedrooms 3 Bathrooms 10 Guests 2000 ft²
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US $567 /Night 7 Nights - $3,969
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Apartment
Countryside Getaway in the Agricultural Reserve
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like-icon 9.4
Exceptional
( 6 Reviews )
1 Bedroom 1 Bathroom 2 Guests
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    Balcony/Terrace
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    Kitchen
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US $99 /Night 7 Nights - $693
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Cottage
Cottage in the Country, walk to miles of hiking trails, close to restaurants
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like-icon 9.8
Exceptional
( 7 Reviews )
2 Bedrooms 2 Bathrooms 4 Guests
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US $123 /Night 7 Nights - $862
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Cabin
Tall Oaks Cabin, Walk to Wineries and Breweries!
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like-icon 4.8
Average
( 41 Reviews )
4 Bedrooms 3 Bathrooms 12 Guests
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US $238 /Night 7 Nights - $1,666
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House
Luxurious Beallsville Retreat: Near Vineyards
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like-icon 4.0
Average
( 5 Reviews )
3 Bedrooms 3 Bathrooms 6 Guests 4885 ft²
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US $433 /Night 7 Nights - $3,031
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Apartment
Elegant Beallsville Apartment - Near Wineries
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2 Bedrooms 2 Bathrooms 3 Guests 2800 ft²
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    Kitchen
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    Air Conditioner
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US $192 /Night 7 Nights - $1,344
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Large Vacation Homes & Villas in Dickerson

Over 2+ Large Vacation Homes & Villas in or Near Dickerson
House
Lawrence Ridge
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5 Bedrooms 3 Bathrooms 10 Guests
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US $485 /Night 7 Nights - $3,392
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Other
Lawrence Ridge Charming 4-bedroom Farmhouse
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like-icon 4.0
Average
( 1 Review )
4 Bedrooms 3 Bathrooms 10 Guests
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US $314 /Night 7 Nights - $2,199
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Dickerson Vacation Rentals and Airbnb Places to Stay Under $200

Over 3+ Dickerson Vacation Rentals and Airbnb Places to Stay Under $200
House
New-Build, Modern Farmhouse with Sunset & Sunrise Views in Leesburg Wine Country
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like-icon 4.3
Average
( 6 Reviews )
2 Bedrooms 2 Bathrooms 4 Guests
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    Kitchen
  • Air Conditioner
    Air Conditioner
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US $156 /Night 7 Nights - $1,092
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Apartment
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Studio apartment at Sugarloaf Log House
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like-icon 9.4
Exceptional
( 9 Reviews )
1 Bedroom 1 Bathroom 2 Guests 645.83 ft²
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    Parking
  • View
    View
More amenities
US $127 /Night 7 Nights - $890
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House
Guest Suite
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1 Bedroom 1 Bathroom 2 Guests
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    Parking
  • Security/Safety
    Security/Safety
US $68 /Night 7 Nights - $473
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Instantly Bookable Vacation Homes in Dickerson

Over 2+ Instantly Bookable Vacation Homes in or Near Dickerson
House
Spacious Virginia Retreat w/Deck & Scenic Views!
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like-icon 8.0
Excellent
( 4 Reviews )
4 Bedrooms 2 Bathrooms 6 Guests 3500 ft²
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    Parking
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US $394 /Night 7 Nights - $2,757
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Apartment
Charming 2-bedroom apartment with WiFi, AC in lovely Barnesville
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2 Bedrooms 2 Bathrooms 4 Guests
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    Air Conditioner
  • Internet
    Internet
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US $263 /Night 7 Nights - $1,843
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About Dickerson Vacation Rentals

With more than 32 Dickerson vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Dickerson.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Dickerson, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Dickerson. Places to stay near Dickerson are 1686.7 ft² on average, with prices averaging US $401 a night.

Estiavillas makes it easy and safe to find and compare vacation rentals in Dickerson with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Dickerson

Type Count
Vacation Homes 18
Holiday Apartments 9
Cabin Rentals 2
Cottages 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Dickerson

★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas 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 Dickerson.

Weather in Dickerson

View the weather forecast for Dickerson before booking your Dickerson 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 Dickerson, MD

Estiavillas offers a large selection of top attractions around Dickerson. Research things to do on your vacation before you visit Dickerson.


Sugarloaf Mountain Park Sugarloaf Mountain Vineyard Reston Town Center Tysons Corner Center National Air and Space Museum Steven F. Udvar-Hazy Center Wolf Trap National Park for the Performing Arts Walter Reed National Military Medical Center Rockville Town Center Harpers Ferry National Historical Park RIO Washingtonian Center Dulles Town Center National Institute of Health Campus Leesburg Corner Premium Outlets Tysons Galleria Great Falls Park One Loudoun Stone Tower Winery Reston Hospital Center Westview Promenade Dulles Expo Conference Center

Other Places to Stay Near Dickerson, MD


Sugarloaf Mountain Park 35 Properties Comus 35 Properties Sugarloaf Mountain Vineyard 29 Properties

Dickerson Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Dickerson?

Currently, the total number of properties listed in 2026 is over 32 in the Dickerson area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Dickerson.