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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 119 Cottages in Upper Marlboro with updated reviews, rates, and availability.

Lovely backyard cottage with easy access to metro, shops, dining!
Exterior

Lovely backyard cottage with easy access to metro, shops, dining!

9.8 out of 10, Exceptional, (38)
"All the reviews are spot on. What I can add to those is this rental is like being in your home. It was cozy, comfortable and oh so clean! We will definitely be back as our son lives in the area. "
The price is AED 735
AED 957 total
includes taxes & fees
24 Feb - 25 Feb
Lovely backyard cottage with easy access to metro, shops, dining!
Cozy Cottage with access to and partially obstructed views of the bay.
Exterior

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

10.0 out of 10, Exceptional, (207)
"Great views and location. Well furnished and very comfortable. We will definitely be staying here again. "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Waterfront River Cottage for 2, dog-friendly
Welcome to the waterfront cozy River Cottage!

Waterfront River Cottage for 2, dog-friendly

9.2 out of 10, Wonderful, (7)
"My boyfriend and I have busy and demanding careers. With working remote, we needed a change of scenery but not too far from DC if we needed to be in person. This was the absolute best getaway. We enjoyed working on the pier and porch. Evenings spent relaxing with a glass of wine. Annapolis is just a short drive a way for a nice dinner. We will return!"
Waterfront River Cottage for 2, dog-friendly
Enchanting West River Retreat
Interior

Enchanting West River Retreat

10.0 out of 10, Exceptional, (8)
"Trip from Denver to see our son at the academy. Place was all that was advertised - clean, well appointed, comfortable, nice neighborhood. Its not far from the academy in terms of miles but you have to travel a lot of backroads to get there. We enjoyed our stay and would stay here again. "
Enchanting West River Retreat
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Outdoor dining

6 Mi to Dtwn: Family-friendly Home in Annapolis!

3.0 star property
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb
Inviting cottage beside wooded lot for privacy.

Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb

9.6 out of 10, Exceptional, (91)
"Great location for a wedding stay. Beautiful home, professionally managed!"
Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb
Pet-friendly Annapolis Home: Walk to Beach!
Property grounds

Pet-friendly Annapolis Home: Walk to Beach!

3.0 star property
Pet-friendly Annapolis Home: Walk to Beach!
Vacation Rental w/ Yard in Washington, DC, Area
Private kitchen

Vacation Rental w/ Yard in Washington, DC, Area

3.0 star property
Vacation Rental w/ Yard in Washington, DC, Area
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Exterior

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

10.0 out of 10, Exceptional, (12)
"We were very pleased with the location including its proximity to the sites and the neighborhood. Fran was very kind and responsive during our stay. "
The price is AED 771
AED 1,460 total
includes taxes & fees
27 Feb - 28 Feb
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Amazing views, short walks to great dining!
"The design is probably my favorite thing about the place—it’s well thought out and has an excellent flow. I also slept very deeply. Can’t wait to return." Melissa - April 2021

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (78)
"Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available."
Amazing views, short walks to great dining!
Secluded Cozy Cottage in Historic Downtown
Living area

Secluded Cozy Cottage in Historic Downtown

10.0 out of 10, Exceptional, (7)
"Such a wonderful experience staying in this poperty for a couple of days. Walking distance to everything. Jennifer was a pleasure and very responsive. May make this an annual visit! Loved Annapolis!"
The price is AED 1,469
AED 2,470 total
includes taxes & fees
24 Feb - 25 Feb
Secluded Cozy Cottage in Historic Downtown
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Room

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

10.0 out of 10, Exceptional, (26)
"Amazing house! perfect for my family and our stay in Annapolis. Perfect location to everything. We had all of the amenities we needed and everything was easy to use. If I had one thing negative to say, I wish I could have had my dogs with us, I would have gladly paid a cleaning fee to have them there. Luckily I was able to make other arrangements. Thank you for sharing your house with my family!"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

9.8 out of 10, Exceptional, (82)
"Beautiful, tranquil setting. Hostess was very accommodating. Access to all of the right elements: kayaks, fire pitfire, plenty of outdoor seating, tiki torches, gas grill and more. "
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Living area

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

10.0 out of 10, Exceptional, (41)
"Nice place to stay for work trip. "
The price is AED 588
AED 1,137 total
includes taxes & fees
24 Feb - 25 Feb
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Welcome to the renovated kitchen at Oh Happy Bay!

Waterfront dog-friendly home with beach just mins to Downtown Annapolis

9.8 out of 10, Exceptional, (29)
"My stay was wonderful, listing just as described. Beautiful water views and enjoyed the local area. Highly recommend and plan to return. Thank you so much for a lovely stay!"
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Regularly cleaned and maintained hot tub perfect for cool nights

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.8 out of 10, Exceptional, (22)
"My husband and I stayed here for 3 nights while I recovered from a surgery. It was a perfect, peaceful cottage and beautiful neighborhood. "
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Terrace/patio

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.0 out of 10, Wonderful, (2)
"The owner was very nice "
The price is AED 735
AED 1,185 total
includes taxes & fees
24 Feb - 25 Feb
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Exterior

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

9.8 out of 10, Exceptional, (34)
"A beautiful stay on the Chesapeake."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Updated North Beach Cottage: Pet Friendly!
North Beach Vacation Rental | 3BR | 2BA | 1,440 Sq Ft | Stairs Required to Enter

Updated North Beach Cottage: Pet Friendly!

10.0 out of 10, Exceptional, (13)
"Adorable cottage with updated amenities. A great retreat for friends or a family!! "
Updated North Beach Cottage: Pet Friendly!
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.
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Other property types in Upper Marlboro

The Melrose Georgetown Hotel
Exterior

The Melrose Georgetown Hotel

4.0 star property
8.8 out of 10, Excellent, (2086)
"The Melrose is a hidden gem in DC. Courteous Staff, many amenities and a great location. "
The price is AED 526
AED 733 total
includes taxes & fees
1 Mar - 2 Mar
The Melrose Georgetown Hotel
Glover Park - Georgetown
Terrace/patio

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2324)
" Over the hotel is fine. But the most i' d like its Dining area. So tasty food. The employees in there are so friendly. "
The price is AED 548
AED 636 total
includes taxes & fees
24 Feb - 25 Feb
Glover Park - Georgetown
ARC HOTEL Washington DC, Georgetown
Exterior

ARC HOTEL Washington DC, Georgetown

3.0 star property
8.2 out of 10, Very Good, (2213)
"The coffee machine downstairs didn't always work and the coffee didn't really taste good and the water dispenser inside the gym also didn't work all the time. "
The price is AED 468
AED 542 total
includes taxes & fees
24 Feb - 25 Feb
ARC HOTEL Washington DC, Georgetown
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.

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