Vacation rentals in Owings, MD

36 available vacation rental offers

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Best vacation rentals and Airbnb offers in Owings, MD

1 Mi to Boardwalk: Convenient North Beach Apt! - Owings, MD

1 Mi to Boardwalk: Convenient North Beach Apt!

Apartment, Owings

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Owings, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 1 Mi to Boardwalk: Convenient North Beach Apt!

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Owings, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,238.

From$146/night
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Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Owings, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Owings

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Owings, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for…

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About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Owings, with easy beach 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,684.

From$150/night
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1 Mi to Boardwalk: Convenient North Beach Apt! - Owings, MD

1 Mi to Boardwalk: Convenient North Beach Apt!

Apartment, Owings

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Owings, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About 1 Mi to Boardwalk: Convenient North Beach Apt!

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Owings, with pet-friendly space, easy beach access, and 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,102.

From$157/night
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Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis - Owings, MD

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Apartment, Owings

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Owings, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers…

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About Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Owings, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,156.

From$165/night
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Vacation rentals with a pool in Owings, MD

Add a pool to the search when you want an easy place to cool off between outings.

42 Acres of Serenity & Nature Just 15 Miles To Annapolis - Owings, MD

42 Acres of Serenity & Nature Just 15 Miles To Annapolis

Holiday Home, Owings

42 Acres of Serenity & Nature Just 15 Miles To Annapolis is a holiday home in Owings, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 42 Acres of Serenity & Nature Just 15 Miles To Annapolis

42 Acres of Serenity & Nature Just 15 Miles To Annapolis is a holiday home in Owings, with pool 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,917.

From$988/night
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Private Pool Paradise Modest Socials Welcomed - Owings, MD

Private Pool Paradise Modest Socials Welcomed

Holiday Home, Owings

Private Pool Paradise Modest Socials Welcomed is a holiday home in Owings, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Private Pool Paradise Modest Socials Welcomed

Private Pool Paradise Modest Socials Welcomed is a holiday home in Owings, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,450.

From$1,493/night
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The Inn at Tacaro Estate - Owings, MD

The Inn at Tacaro Estate

B & B, Owings

The Inn at Tacaro Estate is a b & b in Owings, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About The Inn at Tacaro Estate

The Inn at Tacaro Estate is a b & b in Owings, with pool 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 breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,583.

From$449/night
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Vacation rentals with parking in Owings, MD

Find vacation rentals that make arriving by car easier.

Mission-Ready Retreat 18 Mi to Andrews AFB! - Owings, MD

Mission-Ready Retreat 18 Mi to Andrews AFB!

Holiday Home, Owings

Mission-Ready Retreat 18 Mi to Andrews AFB! is a holiday home in Owings, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Mission-Ready Retreat 18 Mi to Andrews AFB!

Mission-Ready Retreat 18 Mi to Andrews AFB! is a holiday home in Owings, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,340.

From$191/night
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Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. - Owings, MD

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Guest House, Owings

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. is a guest house in Owings, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. is a guest house in Owings, 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 $1,617.

From$231/night
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Rose Haven Peaceful, Spacious, 3 Bedroom Retreat - Owings, MD

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Holiday Home, Owings

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat is a holiday home in Owings, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat is a holiday home in Owings, 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, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,418.

From$345/night
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Carib Comfort B and B - Owings, MD

Carib Comfort B and B

B & B, Owings

Carib Comfort B and B is a b & b in Owings, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Carib Comfort B and B

Carib Comfort B and B is a b & b in Owings, 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 $1,701.

From$200/night
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Pet-friendly vacation rentals in Owings, MD

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

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space. - Owings, MD

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Holiday Home, Owings

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space. is a holiday home in Owings, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space. is a holiday home in Owings, 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 $2,635.

From$376/night
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Plum Point Cottage #21 - Owings, MD

Plum Point Cottage #21

Holiday Home, Owings

Plum Point Cottage #21 is a holiday home in Owings, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Plum Point Cottage #21

Plum Point Cottage #21 is a holiday home in Owings, with pet-friendly space and 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,759.

From$394/night
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Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay - Owings, MD

Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay

Holiday Home, Owings

Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay is a holiday home in Owings, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay

Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay is a holiday home in Owings, with pet-friendly space, easy beach access, and parking. 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 $2,857.

From$408/night
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Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck - Owings, MD

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

Cottage, Owings

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

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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 Owings, 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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Vacation rentals with a kitchen in Owings, MD

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

Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Owings, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Owings

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Owings, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

Read more

About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Owings, with easy beach access, 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, kitchen, with kitchen, washer, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,520.

From$217/night
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Enchanting West River Retreat - Owings, MD

Enchanting West River Retreat

Cottage, Owings

Enchanting West River Retreat is a cottage in Owings, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Enchanting West River Retreat

Enchanting West River Retreat is a cottage in Owings, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,905.

From$415/night
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Waterfront, Private Beach, Peaceful Family Getaway - Owings, MD

Waterfront, Private Beach, Peaceful Family Getaway

Holiday Home, Owings

Waterfront, Private Beach, Peaceful Family Getaway is a holiday home in Owings, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront, Private Beach, Peaceful Family Getaway

Waterfront, Private Beach, Peaceful Family Getaway is a holiday home in Owings, 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 $3,305.

From$472/night
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The North Beach Retreat House - Owings, MD

The North Beach Retreat House

Holiday Home, Owings

The North Beach Retreat House is a holiday home in Owings, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The North Beach Retreat House

The North Beach Retreat House is a holiday home in Owings, 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 $3,525.

From$504/night
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Family-friendly vacation rentals in Owings, MD

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

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. - Owings, MD

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage, Owings

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. is a cottage in Owings, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. is a cottage in Owings, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,892.

From$270/night
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Cozy Chesapeake Cottage w/ water views - Owings, MD

Cozy Chesapeake Cottage w/ water views

Holiday Home, Owings

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

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About Cozy Chesapeake Cottage w/ water views

Cozy Chesapeake Cottage w/ water views is a holiday home in Owings, 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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Plum Point Cottage #1 - Owings, MD

Plum Point Cottage #1

Holiday Home, Owings

Plum Point Cottage #1 is a holiday home in Owings, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Plum Point Cottage #1

Plum Point Cottage #1 is a holiday home in Owings, with pet-friendly space and 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,352.

From$336/night
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Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive - Owings, MD

Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive

Cottage, Owings

Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive is a cottage in Owings, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for…

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About Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive

Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive is a cottage in Owings, with pet-friendly space and easy beach 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,042.

From$435/night
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