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Upper Marlboro Vacation Rentals

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51 rentals in Upper Marlboro.
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Quiet P/F Cul de Sac back to nature, vacation rental in Upper Marlboro
Quiet P/F Cul de Sac back to nature, vacation rental in Upper Marlboro
Quiet P/F Cul de Sac back to nature, vacation rental in Upper Marlboro

Quiet P/F Cul de Sac back to nature

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Chesapeake Bay Cottage, vacation rental in Upper Marlboro
Chesapeake Bay Cottage, vacation rental in Upper Marlboro
Chesapeake Bay Cottage, vacation rental in Upper Marlboro

Chesapeake Bay Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Waterfront Home w/ Pier and 2+ Acres!, vacation rental in Upper Marlboro
Private Waterfront Home w/ Pier and 2+ Acres!, vacation rental in Upper Marlboro
Private Waterfront Home w/ Pier and 2+ Acres!, vacation rental in Upper Marlboro

Private Waterfront Home w/ Pier and 2+ Acres!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Million Dollar View on the Chesapeake Bay, vacation rental in Upper Marlboro
Million Dollar View on the Chesapeake Bay, vacation rental in Upper Marlboro
Million Dollar View on the Chesapeake Bay, vacation rental in Upper Marlboro

Million Dollar View on the Chesapeake Bay

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Perfect Relaxing, Fun, Dog-Friendly Get-Away for Families, Groups or Couples

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC, vacation rental in Upper Marlboro
Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC, vacation rental in Upper Marlboro
Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC, vacation rental in Upper Marlboro

Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC

Rental Home
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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WATERFRONT - DRIFTWOOD LODGE, vacation rental in Upper Marlboro
WATERFRONT - DRIFTWOOD LODGE, vacation rental in Upper Marlboro
WATERFRONT - DRIFTWOOD LODGE, vacation rental in Upper Marlboro

WATERFRONT - DRIFTWOOD LODGE

Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Rockhold Creek Cottage, Water Front, Vacation Home, Docks, vacation rental in Upper Marlboro
Rockhold Creek Cottage, Water Front, Vacation Home, Docks, vacation rental in Upper Marlboro
Rockhold Creek Cottage, Water Front, Vacation Home, Docks, vacation rental in Upper Marlboro

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!, vacation rental in Upper Marlboro
NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!, vacation rental in Upper Marlboro
NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!, vacation rental in Upper Marlboro

NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxurious, ideal for large groups, and two families + free parking, vacation rental in Upper Marlboro
Luxurious, ideal for large groups, and two families + free parking, vacation rental in Upper Marlboro
Luxurious, ideal for large groups, and two families + free parking, vacation rental in Upper Marlboro

Luxurious, ideal for large groups, and two families + free parking

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room, vacation rental in Upper Marlboro
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room, vacation rental in Upper Marlboro
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room, vacation rental in Upper Marlboro

Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Relaxed Family & Friends Getaway in Spacious Oasis, Sleeps 13 guests!, vacation rental in Upper Marlboro
Relaxed Family & Friends Getaway in Spacious Oasis, Sleeps 13 guests!, vacation rental in Upper Marlboro
Relaxed Family & Friends Getaway in Spacious Oasis, Sleeps 13 guests!, vacation rental in Upper Marlboro

Relaxed Family & Friends Getaway in Spacious Oasis, Sleeps 13 guests!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Vacation house near Downtown Annapolis, vacation rental in Upper Marlboro
Vacation house near Downtown Annapolis, vacation rental in Upper Marlboro
Vacation house near Downtown Annapolis, vacation rental in Upper Marlboro

Vacation house near Downtown Annapolis

Rental Home
8 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Chic Furnished Apartment in Hillcrest Heights, vacation rental in Upper Marlboro
Chic Furnished Apartment in Hillcrest Heights, vacation rental in Upper Marlboro
Chic Furnished Apartment in Hillcrest Heights, vacation rental in Upper Marlboro

Chic Furnished Apartment in Hillcrest Heights

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming 2br house w/Driveway,WALK 2Metro;WIFI; Private; comfy & convenient, vacation rental in Upper Marlboro
Charming 2br house w/Driveway,WALK 2Metro;WIFI; Private; comfy & convenient, vacation rental in Upper Marlboro
Charming 2br house w/Driveway,WALK 2Metro;WIFI; Private; comfy & convenient, vacation rental in Upper Marlboro

Charming 2br house w/Driveway,WALK 2Metro;WIFI; Private; comfy & convenient

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Contemporary Home near Capitol Hill, vacation rental in Upper Marlboro
Contemporary Home near Capitol Hill, vacation rental in Upper Marlboro
Contemporary Home near Capitol Hill, vacation rental in Upper Marlboro

Contemporary Home near Capitol Hill

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Chesapeake Waterfront Flat Just 26 Mi to DC, vacation rental in Upper Marlboro
Lovely Chesapeake Waterfront Flat Just 26 Mi to DC, vacation rental in Upper Marlboro
Lovely Chesapeake Waterfront Flat Just 26 Mi to DC, vacation rental in Upper Marlboro

Lovely Chesapeake Waterfront Flat Just 26 Mi to DC

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Comfy DC Stay With Free Onsite Parking, vacation rental in Upper Marlboro
Comfy DC Stay With Free Onsite Parking, vacation rental in Upper Marlboro
Comfy DC Stay With Free Onsite Parking, vacation rental in Upper Marlboro

Comfy DC Stay With Free Onsite Parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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DC area Gem, Perfect for large families w/parking!, vacation rental in Upper Marlboro
DC area Gem, Perfect for large families w/parking!, vacation rental in Upper Marlboro
DC area Gem, Perfect for large families w/parking!, vacation rental in Upper Marlboro

DC area Gem, Perfect for large families w/parking!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Close to Metro & Amtrak Station | 24 Hour Fitness Center + Free Breakfast, vacation rental in Upper Marlboro
Close to Metro & Amtrak Station | 24 Hour Fitness Center + Free Breakfast, vacation rental in Upper Marlboro
Close to Metro & Amtrak Station | 24 Hour Fitness Center + Free Breakfast, vacation rental in Upper Marlboro

Close to Metro & Amtrak Station | 24 Hour Fitness Center + Free Breakfast

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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JUTEWOOD LEVEL 2, vacation rental in Upper Marlboro
JUTEWOOD LEVEL 2, vacation rental in Upper Marlboro
JUTEWOOD LEVEL 2, vacation rental in Upper Marlboro

JUTEWOOD LEVEL 2

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Your Home away from Home, vacation rental in Upper Marlboro
Your Home away from Home, vacation rental in Upper Marlboro
Your Home away from Home, vacation rental in Upper Marlboro

Your Home away from Home

Rental Home
3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cute and Comfy Gem, vacation rental in Upper Marlboro
Cute and Comfy Gem, vacation rental in Upper Marlboro
Cute and Comfy Gem, vacation rental in Upper Marlboro

Cute and Comfy Gem

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy cottage with expansive backyard and firepit! , vacation rental in Upper Marlboro
Cozy cottage with expansive backyard and firepit! , vacation rental in Upper Marlboro
Cozy cottage with expansive backyard and firepit! , vacation rental in Upper Marlboro

Cozy cottage with expansive backyard and firepit!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Serene HILLCREST 4BR Cape Cod SFH in a Prestigious & Safe DC Neighborhood, vacation rental in Upper Marlboro
Serene HILLCREST 4BR Cape Cod SFH in a Prestigious & Safe DC Neighborhood, vacation rental in Upper Marlboro
Serene HILLCREST 4BR Cape Cod SFH in a Prestigious & Safe DC Neighborhood, vacation rental in Upper Marlboro

Serene HILLCREST 4BR Cape Cod SFH in a Prestigious & Safe DC Neighborhood

Rental Home
4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Great Location Near NASA, USDA, FDA & IRS | 24 Hour Business Center + Free Break, vacation rental in Upper Marlboro
Great Location Near NASA, USDA, FDA & IRS | 24 Hour Business Center + Free Break, vacation rental in Upper Marlboro
Great Location Near NASA, USDA, FDA & IRS | 24 Hour Business Center + Free Break, vacation rental in Upper Marlboro

Great Location Near NASA, USDA, FDA & IRS | 24 Hour Business Center + Free Break

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 Bedroom Modern spacious Condo for rent close to Metro and Shopping, Wash DC., vacation rental in Upper Marlboro
2 Bedroom Modern spacious Condo for rent close to Metro and Shopping, Wash DC., vacation rental in Upper Marlboro
2 Bedroom Modern spacious Condo for rent close to Metro and Shopping, Wash DC., vacation rental in Upper Marlboro

2 Bedroom Modern spacious Condo for rent close to Metro and Shopping, Wash DC.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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One Beautiful home come relax, vacation rental in Upper Marlboro
One Beautiful home come relax, vacation rental in Upper Marlboro
One Beautiful home come relax, vacation rental in Upper Marlboro

One Beautiful home come relax

Rental Home
6 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Love lives here when you're visiting one of Seat Pleasant well kept secrets., vacation rental in Upper Marlboro
Love lives here when you're visiting one of Seat Pleasant well kept secrets., vacation rental in Upper Marlboro
Love lives here when you're visiting one of Seat Pleasant well kept secrets., vacation rental in Upper Marlboro

Love lives here when you're visiting one of Seat Pleasant well kept secrets.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Big City in the Suburbs, vacation rental in Upper Marlboro
Big City in the Suburbs, vacation rental in Upper Marlboro
Big City in the Suburbs, vacation rental in Upper Marlboro

Big City in the Suburbs

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Business Travel 1 bdrm Bsmt Apt-Joint Base Andrews, vacation rental in Upper Marlboro
Business Travel 1 bdrm Bsmt Apt-Joint Base Andrews, vacation rental in Upper Marlboro
Business Travel 1 bdrm Bsmt Apt-Joint Base Andrews, vacation rental in Upper Marlboro

Business Travel 1 bdrm Bsmt Apt-Joint Base Andrews

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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J & J Place in the DMV, vacation rental in Upper Marlboro
J & J Place in the DMV, vacation rental in Upper Marlboro
J & J Place in the DMV, vacation rental in Upper Marlboro

J & J Place in the DMV

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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2 Bedroom Condo minutes away from DC & VA, vacation rental in Upper Marlboro
2 Bedroom Condo minutes away from DC & VA, vacation rental in Upper Marlboro
2 Bedroom Condo minutes away from DC & VA, vacation rental in Upper Marlboro

2 Bedroom Condo minutes away from DC & VA

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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National Harbor Hidden Gem ���, vacation rental in Upper Marlboro
National Harbor Hidden Gem ���, vacation rental in Upper Marlboro
National Harbor Hidden Gem ���, vacation rental in Upper Marlboro

National Harbor Hidden Gem ���

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful bedroom suite in newly renovated home w/ private balcony in DC suburb, vacation rental in Upper Marlboro
Beautiful bedroom suite in newly renovated home w/ private balcony in DC suburb, vacation rental in Upper Marlboro
Beautiful bedroom suite in newly renovated home w/ private balcony in DC suburb, vacation rental in Upper Marlboro

Beautiful bedroom suite in newly renovated home w/ private balcony in DC suburb

Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Vaulted, sunny bedroom in DC suburb w/ bonus room, vacation rental in Upper Marlboro
Vaulted, sunny bedroom in DC suburb w/ bonus room, vacation rental in Upper Marlboro
Vaulted, sunny bedroom in DC suburb w/ bonus room, vacation rental in Upper Marlboro

Vaulted, sunny bedroom in DC suburb w/ bonus room

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Villa La in Maryland, vacation rental in Upper Marlboro
Villa La in Maryland, vacation rental in Upper Marlboro
Villa La in Maryland, vacation rental in Upper Marlboro

Villa La in Maryland

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Garden Studio Entire Home Ground floor- 8 Min DC Nat'l Harbor, Metro walk 8 Min, vacation rental in Upper Marlboro
Garden Studio Entire Home Ground floor- 8 Min DC Nat'l Harbor, Metro walk 8 Min, vacation rental in Upper Marlboro
Garden Studio Entire Home Ground floor- 8 Min DC Nat'l Harbor, Metro walk 8 Min, vacation rental in Upper Marlboro

Garden Studio Entire Home Ground floor- 8 Min DC Nat'l Harbor, Metro walk 8 Min

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Suite. Free Breakfast Buffet. Great Location Near NASA, IRS, FDA., vacation rental in Upper Marlboro
King Suite. Free Breakfast Buffet. Great Location Near NASA, IRS, FDA., vacation rental in Upper Marlboro
King Suite. Free Breakfast Buffet. Great Location Near NASA, IRS, FDA., vacation rental in Upper Marlboro

King Suite. Free Breakfast Buffet. Great Location Near NASA, IRS, FDA.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Close to Metro & Amtrak Station | 24 Hour Business Center + Fitness Center, vacation rental in Upper Marlboro
Close to Metro & Amtrak Station | 24 Hour Business Center + Fitness Center, vacation rental in Upper Marlboro
Close to Metro & Amtrak Station | 24 Hour Business Center + Fitness Center, vacation rental in Upper Marlboro

Close to Metro & Amtrak Station | 24 Hour Business Center + Fitness Center

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Near Metro & Amtrak Station | Free Breakfast Buffet Access!, vacation rental in Upper Marlboro
Near Metro & Amtrak Station | Free Breakfast Buffet Access!, vacation rental in Upper Marlboro
Near Metro & Amtrak Station | Free Breakfast Buffet Access!, vacation rental in Upper Marlboro

Near Metro & Amtrak Station | Free Breakfast Buffet Access!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy End Unit Townhome near MGM Grand National Harbor and DC, vacation rental in Upper Marlboro
Cozy End Unit Townhome near MGM Grand National Harbor and DC, vacation rental in Upper Marlboro
Cozy End Unit Townhome near MGM Grand National Harbor and DC, vacation rental in Upper Marlboro

Cozy End Unit Townhome near MGM Grand National Harbor and DC

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy, Clean, Village Feel townhouse near everything DC, vacation rental in Upper Marlboro
Cozy, Clean, Village Feel townhouse near everything DC, vacation rental in Upper Marlboro
Cozy, Clean, Village Feel townhouse near everything DC, vacation rental in Upper Marlboro

Cozy, Clean, Village Feel townhouse near everything DC

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Comfy + Chic Getaway Minutes to Navy Yard , vacation rental in Upper Marlboro
Comfy + Chic Getaway Minutes to Navy Yard , vacation rental in Upper Marlboro
Comfy + Chic Getaway Minutes to Navy Yard , vacation rental in Upper Marlboro

Comfy + Chic Getaway Minutes to Navy Yard

Rental Home
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
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It's Jungle Feva, vacation rental in Upper Marlboro
It's Jungle Feva, vacation rental in Upper Marlboro
It's Jungle Feva, vacation rental in Upper Marlboro

It's Jungle Feva

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Luxury/Stunning 3BR/2Baths Single Family Home Near MD, VA and DC, vacation rental in Upper Marlboro
Luxury/Stunning 3BR/2Baths Single Family Home Near MD, VA and DC, vacation rental in Upper Marlboro
Luxury/Stunning 3BR/2Baths Single Family Home Near MD, VA and DC, vacation rental in Upper Marlboro

Luxury/Stunning 3BR/2Baths Single Family Home Near MD, VA and DC

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier, vacation rental in Upper Marlboro
Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier, vacation rental in Upper Marlboro
Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier, vacation rental in Upper Marlboro

Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Sweet DC Suburb Home - 20 to Capitol - fenced yard (pet friendly!), vacation rental in Upper Marlboro
Sweet DC Suburb Home - 20 to Capitol - fenced yard (pet friendly!), vacation rental in Upper Marlboro
Sweet DC Suburb Home - 20 to Capitol - fenced yard (pet friendly!), vacation rental in Upper Marlboro

Sweet DC Suburb Home - 20 to Capitol - fenced yard (pet friendly!)

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Lovely Contemporary 1 bedroom 1st floor Apartment (monthly stay), vacation rental in Upper Marlboro
Lovely Contemporary 1 bedroom 1st floor Apartment (monthly stay), vacation rental in Upper Marlboro
Lovely Contemporary 1 bedroom 1st floor Apartment (monthly stay), vacation rental in Upper Marlboro

Lovely Contemporary 1 bedroom 1st floor Apartment (monthly stay)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Spectacular Private Waterview Resort with 4 Master Suites, vacation rental in Upper Marlboro
Spectacular Private Waterview Resort with 4 Master Suites, vacation rental in Upper Marlboro
Spectacular Private Waterview Resort with 4 Master Suites, vacation rental in Upper Marlboro

Spectacular Private Waterview Resort with 4 Master Suites

Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
More info
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Frequently Asked Questions about Upper Marlboro