Search Holiday Homes in Upper Marlboro

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Upper Marlboro holiday homes

Interior

Modern Stay with hottub and pool

Modern Stay with hottub and pool
Upper Marlboro
The price is £403
includes taxes & fees
14 Feb - 15 Feb
Modern Stay with hottub and pool
TV

5 Mi to Show Place Arena: Quiet Townhome w/ Patio

5 Mi to Show Place Arena: Quiet Townhome w/ Patio
Upper Marlboro
The price is £444
includes taxes & fees
12 Feb - 13 Feb
5 Mi to Show Place Arena: Quiet Townhome w/ Patio
Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is £189
includes taxes & fees
18 Feb - 19 Feb
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Dining

Haven 2

Haven 2
2.5 star property
Waldorf
The price is £74
includes taxes & fees
21 Feb - 22 Feb
Haven 2
Outdoor dining

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (31 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Interior

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (5 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is £378
includes taxes & fees
17 Feb - 18 Feb
Annapolis Retreat - 7 mins from downtown Annapolis!
Beach nearby

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (18 reviews)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is £237
includes taxes & fees
16 Feb - 17 Feb
Walk to Beach! King Bed & Free Beach Passes
Exterior detail

The George - Coveted Southeast Old Town

The George - Coveted Southeast Old Town
Old Town Alexandria
10.0 out of 10, Exceptional, (10 reviews)
"Great responsiveness and communication. Loved the great location! "
United States
Sarah R.
The price is £196
includes taxes & fees
12 Feb - 13 Feb
The George - Coveted Southeast Old Town
Marina

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is £353
includes taxes & fees
12 Feb - 13 Feb
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Smart TV

The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
8.6 out of 10, Excellent, (8 reviews)
"The property is lovely and the home is truly beautiful and comfortable. I highly recommend staying here; beautiful, peaceful--perfect."
United States
Jeffrey S.
The price is £255
includes taxes & fees
12 Feb - 13 Feb
The Hideaway Spot- Waterfront w/ Dock on Long Cove
Property grounds

Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.

Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.
Silver Spring
9.8 out of 10, Exceptional, (38 reviews)
"The coziest place with all the amenities! We absolutely loved our stay here and found it so relaxing. "
United States
Kelsey L.
The price is £165
includes taxes & fees
24 Feb - 25 Feb
Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.
Interior

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (36 reviews)
"This house was perfect for my husband and I, plus two daughters! We loved the location and how clean the unit was. The beds were comfortable and there were plenty of towels and all the things we needed for our weekend. We will definitely stay here again!"
United States
Emily B.
The price is £234
includes taxes & fees
12 Feb - 13 Feb
Large 2 bedroom house with private parking in a nice neighborhood
1 bedroom, desk, free WiFi, bed sheets

Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.4 out of 10, Exceptional, (14 reviews)
"No complaints"
United States
Shelby B.
The price is £85
includes taxes & fees
19 Feb - 20 Feb
Lower Level Loft - Adorable Studio Apt. Near BWI
Smart TV, fireplace, table football, ping pong

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (9 reviews)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
United States
Jeanie W.
The price is £342
includes taxes & fees
17 Feb - 18 Feb
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Interior

Cozy 2/1.5 Getaway in Lily Ponds

Cozy 2/1.5 Getaway in Lily Ponds
Northeast
8.4 out of 10, Very good, (17 reviews)
"Quiet neighborhood. Quick drive to Metro Station. I have no complaints about the property! "
United States
Barry H.
The price is £181
includes taxes & fees
12 Feb - 13 Feb
Cozy 2/1.5 Getaway in Lily Ponds
TV, offices

Wright's Cottage- Pet's Welcome & EV Charging

Wright's Cottage- Pet's Welcome & EV Charging
Annapolis
9.2 out of 10, Wonderful, (16 reviews)
"Nice little spot, very quiet "
United States
Susan S.
The price is £257
includes taxes & fees
9 Mar - 10 Mar
Wright's Cottage- Pet's Welcome & EV Charging
Exterior

MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (129 reviews)
"The perfect place to stay if youre going to Mount Vernon. Nice neighborhood. Responsive host. Clean and comfortable. "
United States
Gina E.
The price is £184
includes taxes & fees
18 Feb - 19 Feb
MOUNT VERNON RETREAT 🌸
Marina

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (74 reviews)
"Great location!"
United States
Burton S.
The price is £273
includes taxes & fees
12 Feb - 13 Feb
Cozy 2br home w/ parking in downtown Annapolis
Interior

Centrally Located Arlington Bungalow

Centrally Located Arlington Bungalow
Arlington
9.8 out of 10, Exceptional, (23 reviews)
"We absolutely loved staying here! The backyard was perfect for our dogs and the location was near everything. We will definitely be back!!"
United States
Kelsey S.
The price is £248
includes taxes & fees
12 Feb - 13 Feb
Centrally Located Arlington Bungalow
Interior

Quaint 3/2.5 home in Fort Dupont

Quaint 3/2.5 home in Fort Dupont
Southeast
7.0 out of 10, Good, (31 reviews)
"Very neat and comfortable property. "
United States
Andrew E.
The price is £200
includes taxes & fees
12 Feb - 13 Feb
Quaint 3/2.5 home in Fort Dupont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Marlboro Hotel Reviews

The Henley Park Hotel

The Henley Park Hotel

10/10 Excellent
"Excellent "
Robert 1-night trip
Posted 1 day ago
The Henley Park Hotel

Find out more about Upper Marlboro

Upper Marlboro Holiday Homes information

Number of reviews
497
Accommodation
1828 Holiday Homes
Lowest Price
£85
Highest Price
£378