Vacation rentals in Southern Maryland, MD

Best vacation rentals and Airbnb offers in Southern Maryland, MD

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Apartment, Southern Maryland

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD is a apartment in Southern Maryland, with parking and kitchen access. This stay gives travelers a comfortable…

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About Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD is a apartment in Southern Maryland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $625.

From$89/night

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Relax & Unwind in a Historic 104-year-old farmhouse fully restored!

Country House, Southern Maryland

Relax & Unwind in a Historic 104-year-old farmhouse fully restored! is a country house in Southern Maryland, with kitchen access and a quieter setting. This stay gives travelers a…

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About Relax & Unwind in a Historic 104-year-old farmhouse fully restored!

Relax & Unwind in a Historic 104-year-old farmhouse fully restored! is a country house in Southern Maryland, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,158.

From$165/night

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Fenced Yard: Spacious Southern Maryland Townhome!

Apartment, Southern Maryland

Fenced Yard: Spacious Southern Maryland Townhome! is a apartment in Southern Maryland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Fenced Yard: Spacious Southern Maryland Townhome!

Fenced Yard: Spacious Southern Maryland Townhome! is a apartment in Southern Maryland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,951.

From$207/night

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Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC

Cottage, Southern Maryland

Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC is a cottage in Southern Maryland, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC

Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC is a cottage in Southern Maryland, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,615.

From$231/night

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Family-friendly vacation rentals in Southern Maryland, MD

Plan a trip with stays that give families more room to spread out.

Cozy Chesapeake Cottage w/ water views

Holiday Home, Southern Maryland

Cozy Chesapeake Cottage w/ water views is a holiday home in Southern Maryland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Chesapeake Cottage w/ water views

Cozy Chesapeake Cottage w/ water views is a holiday home in Southern Maryland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,943.

From$278/night

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Waterfront - renovated 3 bedrooms 2 full baths cottage

Holiday Home, Southern Maryland

Waterfront - renovated 3 bedrooms 2 full baths cottage is a holiday home in Southern Maryland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Waterfront - renovated 3 bedrooms 2 full baths cottage

Waterfront - renovated 3 bedrooms 2 full baths cottage is a holiday home in Southern Maryland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,612.

From$373/night

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Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

Cottage, Southern Maryland

Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck is a cottage in Southern Maryland, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable…

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About Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck is a cottage in Southern Maryland, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, gym, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,303.

From$472/night

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