Top 10 Vacation Homes near Maryland
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Top 10 Vacation Homes near Maryland

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Trip.Best is a collection of travel rankings that takes into account the travel choices and genuine preferences of hundres of millions of Trip.com users. It is updated monthly based on real data.
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  • The Red Fox Inn & Tavern
    9.4/10
    Amazing
    Middleburg94.9 km from Maryland
    Highlights:
    󱂎Historic charm in a picturesque Chinese setting
    󱂎Egg and bacon breakfast sandwich delight
  • The Richard Johnston Inn & 1890 Caroline House
    9.3/10
    Great
    FredericksburgMore than 100 km from Maryland
    Highlights:
    󰋄Indulge in the scenic garden views with WiFi
    󰋙Elegant bathrooms with complimentary toiletries
  • The Manor at Airmont
    10.0/10
    Outstanding
    Round Hill99.9 km from Maryland
    Highlights:
    󱂎Customized wedding experience in scenic countryside
    󰋙Relax in the cozy lobby bar
    󱨠Wedding
  • Mansion Farm Inn
    9.9/10
    Outstanding
    MiltonMore than 100 km from Maryland
    Highlights:
    󰋙Enjoy garden views from the terrace with a pool
    󱂎211 - year - old Countryside Farm Retreat
    󱨠Garden view
  • Hope and Glory Inn and Vineyard
    9.8/10
    Outstanding
    IrvingtonMore than 100 km from Maryland
    Highlights:
    󰋙Seasonal outdoor pool with winery experience
    󰋷Chef Meseret delivers exceptional culinary experiences
    󱨠Vineyard󱨠Outdoor pool
  • The Gables B&B Philadelphia
    9.3/10
    Great
    PhiladelphiaMore than 100 km from Maryland
    Highlights:
    󰋙Enjoy enchanting garden views on terrace
    󱂎Unique Chinese cultural experience in historic mansion
    󱨠Garden view
  • Inn of the Shenandoah
    9.8/10
    Outstanding
    LurayMore than 100 km from Maryland
    Highlights:
    󱂎Bed and breakfast with five exclusive rooms
    󱂎Complimentary buffet breakfast served 6 AM to 10 AM
    󱨠Garden view
  • Inn at Glencairn
    9.5/10
    Amazing
    PrincetonMore than 100 km from Maryland
    Highlights:
    󰋙Beautiful garden view from private terrace
    󱂎Rich Chinese cultural experiences with historic charm
    󱨠Garden view

Best vacation homes in Maryland (2025)

Looking for the perfect home-away-from-home in Maryland? From modern apartments to spacious villas, Maryland offers an exceptional collection of vacation homes that blend comfort, privacy, and convenience.

Whether you're here for a family holiday, group trip, or a long-term stay, these top-rated properties promise a relaxing and flexible experience.

Top-rated vacation homes in Maryland

If you prefer the comfort and freedom of a fully equipped home, these vacation homes deliver the ideal experience. Expect spacious living areas, kitchens, private terraces, and amenities suited for travelers of all ages.

The Red Fox Inn & Tavern

• Middleburg | 94.9 km from Maryland

• : Historic charm in a picturesque Chinese setting,Egg and bacon breakfast sandwich delight

The Richard Johnston Inn & 1890 Caroline House

• Fredericksburg | More than 100 km from Maryland

• : Indulge in the scenic garden views with WiFi,Elegant bathrooms with complimentary toiletries

The Manor at Airmont

• Round Hill | 99.9 km from Maryland

• : Customized wedding experience in scenic countryside,Relax in the cozy lobby bar

Vacation homes with exceptional comfort

These homes provide flexibility and independence while maintaining comfort and style. Enjoy fully furnished spaces, private kitchens, and living areas perfect for families, groups, or long stays.

Vacation homes near Maryland

If you want a home-style stay just outside Maryland, there are plenty of vacation homes that combine privacy with easy access to the city. These properties are ideal for weekend retreats or extended stays with family or friends.

Each of these properties offers a unique stay within 1–3 hours of Maryland, perfect for travelers seeking independence, privacy, and comfort.

What makes Maryland’s vacation homes special

• Home comforts: Fully equipped kitchens, living areas, and private spaces.
• Flexibility & privacy: Ideal for families, groups, or long-term stays.
• Convenient locations: Close to city attractions, restaurants, and transport.
• Relaxed atmosphere: Spacious interiors and personalized accommodations.

Tips for booking vacation homes in Maryland

1. Visit during off-peak periods for better availability and pricing.
2. Book early for popular properties, especially during holidays.
3. Compare prices and packages on Trip.com for deals, loyalty points, and flexible booking options.
4. Consider properties with essential amenities like parking, Wi-Fi, and kitchen facilities.

Book your stay at Maryland's best vacation homes

Ready to enjoy the freedom of a vacation home in Maryland? Explore Trip.Best's curated list of vacation homes and experience privacy, comfort, and convenience.

Book your perfect home-away-from-home on Trip.com today, where independence and comfort meet.

What are some Vacation Homes near Maryland?
Some Vacation Homes near Maryland include:The Red Fox Inn & Tavern, The Richard Johnston Inn & 1890 Caroline House, The Manor at Airmont, Mansion Farm Inn, Hope and Glory Inn and Vineyard
What are some highly-rated Vacation Homes near Maryland?
Some highly-rated Vacation Homes near Maryland include:The Red Fox Inn & Tavern:9.4, The Richard Johnston Inn & 1890 Caroline House:9.3, The Manor at Airmont:10.0, Mansion Farm Inn:9.9, Hope and Glory Inn and Vineyard:9.8
Where are Vacation Homes near Maryland located?
The Vacation Homes near Maryland are mainly located in:The Red Fox Inn & Tavern:Middleburg, The Richard Johnston Inn & 1890 Caroline House:Fredericksburg, The Manor at Airmont:Round Hill, Mansion Farm Inn:Milton, Hope and Glory Inn and Vineyard:Irvington
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