Vacation rentals in Upper Marlboro, MD

63 available vacation rental offers

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Best vacation rentals and Airbnb offers in Upper Marlboro, MD

The Haven at Mariama House - Upper Marlboro, MD

The Haven at Mariama House

Homestay, Upper Marlboro

The Haven at Mariama House is a homestay in Upper Marlboro, 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 Haven at Mariama House

The Haven at Mariama House is a homestay in Upper Marlboro, 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, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $442.

From$52/night
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The Oasis - Upper Marlboro, MD

The Oasis

Homestay, Upper Marlboro

The Oasis is a homestay in Upper Marlboro, 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 The Oasis

The Oasis is a homestay in Upper Marlboro, 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, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $514.

From$60/night
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The Oasis - Upper Marlboro, MD

The Oasis

Homestay, Upper Marlboro

The Oasis is a homestay in Upper Marlboro, 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 The Oasis

The Oasis is a homestay in Upper Marlboro, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $571.

From$67/night
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Central & Stylish 1 BR Retreat in DC Near Downtown - Upper Marlboro, MD

Central & Stylish 1 BR Retreat in DC Near Downtown

Holiday Home, Upper Marlboro

Central & Stylish 1 BR Retreat in DC Near Downtown is a holiday home in Upper Marlboro, with room for a group and a quieter setting. This stay gives travelers a comfortable base for…

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About Central & Stylish 1 BR Retreat in DC Near Downtown

Central & Stylish 1 BR Retreat in DC Near Downtown is a holiday home in Upper Marlboro, with room for a group 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $600.

From$86/night
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Vacation rentals with a pool in Upper Marlboro, MD

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

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

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

Cottage, Upper Marlboro

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

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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 Upper Marlboro, 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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Quiet Home 11 Mi to Andrews AFB: Family Friendly! - Upper Marlboro, MD

Quiet Home 11 Mi to Andrews AFB: Family Friendly!

Holiday Home, Upper Marlboro

Quiet Home 11 Mi to Andrews AFB: Family Friendly! is a holiday home in Upper Marlboro, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Quiet Home 11 Mi to Andrews AFB: Family Friendly!

Quiet Home 11 Mi to Andrews AFB: Family Friendly! is a holiday home in Upper Marlboro, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,115.

From$302/night
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42 Acres of Serenity & Nature Just 15 Miles To Annapolis - Upper Marlboro, MD

42 Acres of Serenity & Nature Just 15 Miles To Annapolis

Holiday Home, Upper Marlboro

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

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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 Upper Marlboro, 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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The Inn at Tacaro Estate - Upper Marlboro, MD

The Inn at Tacaro Estate

B & B, Upper Marlboro

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

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About The Inn at Tacaro Estate

The Inn at Tacaro Estate is a b & b in Upper Marlboro, 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 Upper Marlboro, MD

Find vacation rentals that make arriving by car easier.

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

1 Mi to Boardwalk: Convenient North Beach Apt!

Apartment, Upper Marlboro

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Upper Marlboro, with pet-friendly space, easy beach access, and parking. 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 Upper Marlboro, 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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Guest Quarters at the Inn - 103 - Upper Marlboro, MD

Guest Quarters at the Inn - 103

Apartment, Upper Marlboro

Guest Quarters at the Inn - 103 is a apartment in Upper Marlboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Guest Quarters at the Inn - 103

Guest Quarters at the Inn - 103 is a apartment in Upper Marlboro, 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, hot tub, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,390.

From$199/night
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Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. - Upper Marlboro, MD

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

Guest House, Upper Marlboro

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. is a guest house in Upper Marlboro, 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 Upper Marlboro, 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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HOME AWAY FROM HOME is here for you. Quiet and clean - Upper Marlboro, MD

HOME AWAY FROM HOME is here for you. Quiet and clean

Holiday Home, Upper Marlboro

HOME AWAY FROM HOME is here for you. Quiet and clean is a holiday home in Upper Marlboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About HOME AWAY FROM HOME is here for you. Quiet and clean

HOME AWAY FROM HOME is here for you. Quiet and clean is a holiday home in Upper Marlboro, 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 $1,778.

From$254/night
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Pet-friendly vacation rentals in Upper Marlboro, MD

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

Cozy 2/1.5 Getaway in Lily Ponds - Upper Marlboro, MD

Cozy 2/1.5 Getaway in Lily Ponds

Apartment, Upper Marlboro

Cozy 2/1.5 Getaway in Lily Ponds is a apartment in Upper Marlboro, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy 2/1.5 Getaway in Lily Ponds

Cozy 2/1.5 Getaway in Lily Ponds is a apartment in Upper Marlboro, with pet-friendly space and 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,211.

From$129/night
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Cozy 2/1.5 Getaway in Lily Ponds - Upper Marlboro, MD

Cozy 2/1.5 Getaway in Lily Ponds

Holiday Home, Upper Marlboro

Cozy 2/1.5 Getaway in Lily Ponds is a holiday home in Upper Marlboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy 2/1.5 Getaway in Lily Ponds

Cozy 2/1.5 Getaway in Lily Ponds is a holiday home in Upper Marlboro, 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 $997.

From$142/night
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1 Mi to Boardwalk: Convenient North Beach Apt! - Upper Marlboro, MD

1 Mi to Boardwalk: Convenient North Beach Apt!

Apartment, Upper Marlboro

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

Read more

About 1 Mi to Boardwalk: Convenient North Beach Apt!

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Upper Marlboro, 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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Quaint 3/2.5 home in Fort Dupont - Upper Marlboro, MD

Quaint 3/2.5 home in Fort Dupont

Holiday Home, Upper Marlboro

Quaint 3/2.5 home in Fort Dupont is a holiday home in Upper Marlboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Quaint 3/2.5 home in Fort Dupont

Quaint 3/2.5 home in Fort Dupont is a holiday home in Upper Marlboro, 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 $1,067.

From$152/night
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Vacation rentals with a kitchen in Upper Marlboro, MD

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

Guest quarters at the inn - 204 - Upper Marlboro, MD

Guest quarters at the inn - 204

Apartment, Upper Marlboro

Guest quarters at the inn - 204 is a apartment in Upper Marlboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Guest quarters at the inn - 204

Guest quarters at the inn - 204 is a apartment in Upper Marlboro, 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 $1,714.

From$245/night
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Updated North Beach Cottage: Pet Friendly! - Upper Marlboro, MD

Updated North Beach Cottage: Pet Friendly!

Cottage, Upper Marlboro

Updated North Beach Cottage: Pet Friendly! is a cottage in Upper Marlboro, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly! is a cottage in Upper Marlboro, 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 $1,819.

From$260/night
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Renovated Bungalow | Walk to Beach | Dog-Friendly - Upper Marlboro, MD

Renovated Bungalow | Walk to Beach | Dog-Friendly

Holiday Home, Upper Marlboro

Renovated Bungalow · Walk to Beach · Dog-Friendly is a holiday home in Upper Marlboro, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow · Walk to Beach · Dog-Friendly is a holiday home in Upper Marlboro, 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 $2,141.

From$306/night
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Welcome to Zen House, where you will find peace, calm, restoration and renewal. - Upper Marlboro, MD

Welcome to Zen House, where you will find peace, calm, restoration and renewal.

Holiday Home, Upper Marlboro

Welcome to Zen House, where you will find peace, calm, restoration and renewal. is a holiday home in Upper Marlboro, with parking and kitchen access. This stay gives travelers a comfortable…

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About Welcome to Zen House, where you will find peace, calm, restoration and renewal.

Welcome to Zen House, where you will find peace, calm, restoration and renewal. is a holiday home in Upper Marlboro, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,185.

From$312/night
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Family-friendly vacation rentals in Upper Marlboro, MD

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

Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed - Upper Marlboro, MD

Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed

Apartment, Upper Marlboro

Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed is a apartment in Upper Marlboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed

Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed is a apartment in Upper Marlboro, 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 $1,281.

From$183/night
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Charming 1-bedroom cottage with AC in cozy Harwood - Upper Marlboro, MD

Charming 1-bedroom cottage with AC in cozy Harwood

Cottage, Upper Marlboro

Charming 1-bedroom cottage with AC in cozy Harwood is a cottage in Upper Marlboro, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming 1-bedroom cottage with AC in cozy Harwood

Charming 1-bedroom cottage with AC in cozy Harwood is a cottage in Upper Marlboro, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,337.

From$191/night
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Updated North Beach Cottage: Pet Friendly! - Upper Marlboro, MD

Updated North Beach Cottage: Pet Friendly!

Holiday Home, Upper Marlboro

Updated North Beach Cottage: Pet Friendly! is a holiday home in Upper Marlboro, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

Read more

About Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly! is a holiday home in Upper Marlboro, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,166.

From$219/night
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Updated North Beach Cottage: Pet Friendly! - Upper Marlboro, MD

Updated North Beach Cottage: Pet Friendly!

Cottage, Upper Marlboro

Updated North Beach Cottage: Pet Friendly! is a cottage in Upper Marlboro, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly! is a cottage in Upper Marlboro, 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 $2,246.

From$255/night
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