Vacation rentals in Smithsburg, MD

56 available vacation rental offers

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Best vacation rentals and Airbnb offers in Smithsburg, MD

Boonsboro Studio w/ Wood-Burning Fire Pit! - Smithsburg, MD

Boonsboro Studio w/ Wood-Burning Fire Pit!

Apartment, Smithsburg

Boonsboro Studio w/ Wood-Burning Fire Pit! is a apartment in Smithsburg, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Boonsboro Studio w/ Wood-Burning Fire Pit!

Boonsboro Studio w/ Wood-Burning Fire Pit! is a apartment in Smithsburg, 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 wifi, parking, paid parking, non smoking::room, and non smoking rooms.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $833.

From$81/night
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Small house: Charming 1-bedroom house with AC and WiFi in brilliant Hagerstown - Smithsburg, MD

Small house: Charming 1-bedroom house with AC and WiFi in brilliant Hagerstown

Holiday Home, Smithsburg

Small house: Charming 1-bedroom house with AC and WiFi in brilliant Hagerstown is a holiday home in Smithsburg, with pet-friendly space and room for a group. This stay gives travelers a…

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About Small house: Charming 1-bedroom house with AC and WiFi in brilliant Hagerstown

Small house: Charming 1-bedroom house with AC and WiFi in brilliant Hagerstown is a holiday home in Smithsburg, 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, dryer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $637.

From$91/night
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The One (Hagerstown, MD) - Smithsburg, MD

The One (Hagerstown, MD)

Apartment, Smithsburg

The One (Hagerstown, MD) is a apartment in Smithsburg, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The One (Hagerstown, MD)

The One (Hagerstown, MD) is a apartment in Smithsburg, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $736.

From$105/night
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Boonsboro Studio w/ Wood-Burning Fire Pit! - Smithsburg, MD

Boonsboro Studio w/ Wood-Burning Fire Pit!

Apartment, Smithsburg

Boonsboro Studio w/ Wood-Burning Fire Pit! is a apartment in Smithsburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Boonsboro Studio w/ Wood-Burning Fire Pit!

Boonsboro Studio w/ Wood-Burning Fire Pit! is a apartment in Smithsburg, 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 $774.

From$111/night
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Vacation rentals with parking in Smithsburg, MD

Find vacation rentals that make arriving by car easier.

Charming 1-bedroom in our 1930 home at the center of adventure - Smithsburg, MD

Charming 1-bedroom in our 1930 home at the center of adventure

B & B, Smithsburg

Charming 1-bedroom in our 1930 home at the center of adventure is a b & b in Smithsburg, with parking and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming 1-bedroom in our 1930 home at the center of adventure

Charming 1-bedroom in our 1930 home at the center of adventure is a b & b in Smithsburg, with parking 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,189.

From$170/night
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The Amberson House Bed & Breakfast - Smithsburg, MD

The Amberson House Bed & Breakfast

B & B, Smithsburg

The Amberson House Bed & Breakfast is a b & b in Smithsburg, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Amberson House Bed & Breakfast

The Amberson House Bed & Breakfast is a b & b in Smithsburg, 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, free breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,627.

From$209/night
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Family Farmside Getaway w/ Hot Tub in Fairplay! - Smithsburg, MD

Family Farmside Getaway w/ Hot Tub in Fairplay!

Apartment, Smithsburg

Family Farmside Getaway w/ Hot Tub in Fairplay! is a apartment in Smithsburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Family Farmside Getaway w/ Hot Tub in Fairplay!

Family Farmside Getaway w/ Hot Tub in Fairplay! is a apartment in Smithsburg, with parking, kitchen access, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,968.

From$225/night
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1879 Updated Home on Frederick Street - Smithsburg, MD

1879 Updated Home on Frederick Street

Holiday Home, Smithsburg

1879 Updated Home on Frederick Street is a holiday home in Smithsburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 1879 Updated Home on Frederick Street

1879 Updated Home on Frederick Street is a holiday home in Smithsburg, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,628.

From$233/night
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Pet-friendly vacation rentals in Smithsburg, MD

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

Galloping Getaway on the rolling hills of GemStone Stable - Smithsburg, MD

Galloping Getaway on the rolling hills of GemStone Stable

Apartment, Smithsburg

Galloping Getaway on the rolling hills of GemStone Stable is a apartment in Smithsburg, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable is a apartment in Smithsburg, with pet-friendly space 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $931.

From$133/night
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This property will be fully furnished and available June 15, 2024. - Smithsburg, MD

This property will be fully furnished and available June 15, 2024.

Holiday Home, Smithsburg

This property will be fully furnished and available June 15, 2024. is a holiday home in Smithsburg, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About This property will be fully furnished and available June 15, 2024.

This property will be fully furnished and available June 15, 2024. is a holiday home in Smithsburg, with pet-friendly 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 $1,401.

From$200/night
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Large Family Home: 5 Mi to Dtwn Hagerstown! - Smithsburg, MD

Large Family Home: 5 Mi to Dtwn Hagerstown!

Cottage, Smithsburg

Large Family Home: 5 Mi to Dtwn Hagerstown! is a cottage in Smithsburg, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown! is a cottage in Smithsburg, with pet-friendly space, kitchen access, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,944.

From$217/night
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Beauty & Charm - The perfect setting for a memorable stay - Smithsburg, MD

Beauty & Charm - The perfect setting for a memorable stay

Holiday Home, Smithsburg

Beauty & Charm - The perfect setting for a memorable stay is a holiday home in Smithsburg, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Beauty & Charm - The perfect setting for a memorable stay

Beauty & Charm - The perfect setting for a memorable stay is a holiday home in Smithsburg, with pet-friendly space 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,775.

From$254/night
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Vacation rentals with a kitchen in Smithsburg, MD

Compare stays with kitchen access for longer trips and easier meals.

Quiet Fairfield Cottage Close to Gettysburg - Smithsburg, MD

Quiet Fairfield Cottage Close to Gettysburg

Holiday Home, Smithsburg

Quiet Fairfield Cottage Close to Gettysburg is a holiday home in Smithsburg, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Quiet Fairfield Cottage Close to Gettysburg

Quiet Fairfield Cottage Close to Gettysburg is a holiday home in Smithsburg, with pet-friendly space, 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,455.

From$208/night
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Family Farmside Getaway w/ Hot Tub in Fairplay! - Smithsburg, MD

Family Farmside Getaway w/ Hot Tub in Fairplay!

Apartment, Smithsburg

Family Farmside Getaway w/ Hot Tub in Fairplay! is a apartment in Smithsburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

Read more

About Family Farmside Getaway w/ Hot Tub in Fairplay!

Family Farmside Getaway w/ Hot Tub in Fairplay! is a apartment in Smithsburg, with parking, kitchen access, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,624.

From$232/night
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Mid-Century Farm Cabin w/ Fire Pit & Creeks - Smithsburg, MD

Mid-Century Farm Cabin w/ Fire Pit & Creeks

Holiday Home, Smithsburg

Mid-Century Farm Cabin w/ Fire Pit & Creeks is a holiday home in Smithsburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Mid-Century Farm Cabin w/ Fire Pit & Creeks

Mid-Century Farm Cabin w/ Fire Pit & Creeks is a holiday home in Smithsburg, 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, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,650.

From$236/night
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Large Family Home: 5 Mi to Dtwn Hagerstown! - Smithsburg, MD

Large Family Home: 5 Mi to Dtwn Hagerstown!

Holiday Home, Smithsburg

Large Family Home: 5 Mi to Dtwn Hagerstown! is a holiday home in Smithsburg, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown! is a holiday home in Smithsburg, 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 $1,740.

From$249/night
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Family-friendly vacation rentals in Smithsburg, MD

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

Historic Boonsboro Vacation Rental w/ Grill - Smithsburg, MD

Historic Boonsboro Vacation Rental w/ Grill

Cottage, Smithsburg

Historic Boonsboro Vacation Rental w/ Grill is a cottage in Smithsburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic Boonsboro Vacation Rental w/ Grill

Historic Boonsboro Vacation Rental w/ Grill is a cottage in Smithsburg, 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 $1,323.

From$157/night
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Historic Cottage Retreat-IG Cowboy Pool-Hot Tub - Smithsburg, MD

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub

Guest House, Smithsburg

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub is a guest house in Smithsburg, with pool access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Historic Cottage Retreat-IG Cowboy Pool-Hot Tub

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub is a guest house in Smithsburg, with pool access, parking, 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 cancellation, hot tub, parking, onsite parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,203.

From$172/night
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Spacious 2BR Apt – Families, Couples & Business Travelers - Smithsburg, MD

Spacious 2BR Apt – Families, Couples & Business Travelers

Apartment, Smithsburg

Spacious 2BR Apt – Families, Couples & Business Travelers is a apartment in Smithsburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Spacious 2BR Apt – Families, Couples & Business Travelers

Spacious 2BR Apt – Families, Couples & Business Travelers is a apartment in Smithsburg, with parking, kitchen access, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,417.

From$202/night
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Mountain Cottage Near Scenic State Parks and Hiking Trails Great for Large Group - Smithsburg, MD

Mountain Cottage Near Scenic State Parks and Hiking Trails Great for Large Group

Holiday Home, Smithsburg

Mountain Cottage Near Scenic State Parks and Hiking Trails Great for Large Group is a holiday home in Smithsburg, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Mountain Cottage Near Scenic State Parks and Hiking Trails Great for Large Group

Mountain Cottage Near Scenic State Parks and Hiking Trails Great for Large Group is a holiday home in Smithsburg, with pet-friendly space 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 $5,632.

From$805/night
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