Vacation rentals in Helen, MD

23 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Helen, MD

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

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

Apartment, Helen

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

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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 Helen, 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 $691.

From$72/night
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Sunrise Landing: Waterfront Cottage in Avenue! - Helen, MD

Sunrise Landing: Waterfront Cottage in Avenue!

Cottage, Helen

Sunrise Landing: Waterfront Cottage in Avenue! is a cottage in Helen, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sunrise Landing: Waterfront Cottage in Avenue!

Sunrise Landing: Waterfront Cottage in Avenue! is a cottage in Helen, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,410.

From$120/night
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Relax & Unwind in a Historic 104-year-old farmhouse fully restored! - Helen, MD

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

Country House, Helen

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

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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 Helen, 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 $1,279.

From$125/night
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Potomac Riverfront! Home Near St Clements Island - Helen, MD

Potomac Riverfront! Home Near St Clements Island

Cottage, Helen

Potomac Riverfront! Home Near St Clements Island is a cottage in Helen, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Potomac Riverfront! Home Near St Clements Island

Potomac Riverfront! Home Near St Clements Island is a cottage in Helen, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,529.

From$131/night
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Best Pet-Friendly Vacation Rentals in Helen, MD

Bring your pet along with stays that welcome four-legged travelers.

In Leonardtown Square! Spacious 3-bedroom townhome, walk to wharf, shops, food! - Helen, MD

In Leonardtown Square! Spacious 3-bedroom townhome, walk to wharf, shops, food!

Holiday Home, Helen

In Leonardtown Square! Spacious 3-bedroom townhome, walk to wharf, shops, food! is a holiday home in Helen, with pet-friendly space and room for a group. This stay gives travelers a…

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About In Leonardtown Square! Spacious 3-bedroom townhome, walk to wharf, shops, food!

In Leonardtown Square! Spacious 3-bedroom townhome, walk to wharf, shops, food! is a holiday home in Helen, with pet-friendly space and 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,859.

From$300/night
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Cottage Located on the Patuxent River! - Helen, MD

Cottage Located on the Patuxent River!

Cottage, Helen

Cottage Located on the Patuxent River! is a cottage in Helen, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River! is a cottage in Helen, with parking. 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, parking, free parking, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,989.

From$363/night
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Breton Bay Family Getaway - Helen, MD

Breton Bay Family Getaway

Holiday Home, Helen

Breton Bay Family Getaway is a holiday home in Helen, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Breton Bay Family Getaway

Breton Bay Family Getaway is a holiday home in Helen, with pet-friendly space, easy beach access, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,664.

From$429/night
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Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR. - Helen, MD

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Cottage, Helen

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR. is a cottage in Helen, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR. is a cottage in Helen, with pet-friendly space, easy beach access, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,971.

From$438/night
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Our Favorite Family-Friendly Vacation Rentals in Helen, MD

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

\"High Tide Tranquility\"- Beach w/ BBQ - Helen, MD

\"High Tide Tranquility\"- Beach w/ BBQ

Holiday Home, Helen

\"High Tide Tranquility\"- Beach w/ BBQ is a holiday home in Helen, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About \"High Tide Tranquility\"- Beach w/ BBQ

\"High Tide Tranquility\"- Beach w/ BBQ is a holiday home in Helen, 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,092.

From$214/night
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The Little Blue Cottage on the Crick. - Helen, MD

The Little Blue Cottage on the Crick.

Holiday Home, Helen

The Little Blue Cottage on the Crick. is a holiday home in Helen, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Little Blue Cottage on the Crick.

The Little Blue Cottage on the Crick. is a holiday home in Helen, 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 $2,303.

From$260/night
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\"Serenity\"-St. Patrick's Creek w/ private pier - Helen, MD

\"Serenity\"-St. Patrick's Creek w/ private pier

Cottage, Helen

\"Serenity\"-St. Patrick's Creek w/ private pier is a cottage in Helen, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About \"Serenity\"-St. Patrick's Creek w/ private pier

\"Serenity\"-St. Patrick's Creek w/ private pier is a cottage in Helen, with 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,755.

From$284/night
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WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay - Helen, MD

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

Cottage, Helen

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay is a cottage in Helen, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay is a cottage in Helen, 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,875.

From$305/night
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