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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Waldorf

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Terrace/patio

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (139)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Cottage Located on the Patuxent River!
Set amidst lush greenery, this charming single-story building offers a serene retreat.

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (39)
"The accommodations were superb and being on the water was amazing!"
The price is AU$564
includes taxes & fees
3 Aug - 4 Aug
Cottage Located on the Patuxent River!
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Relax on the deck with a view of the water, surrounded by lush greenery.

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

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is AU$467
includes taxes & fees
3 Aug - 4 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Updated North Beach Cottage: Pet Friendly!
Cozy home with a gabled roof and a welcoming front porch.

Updated North Beach Cottage: Pet Friendly!

9.8 out of 10, Exceptional, (17)
"Awesome house a very short walk from Herrington Harbour."
Updated North Beach Cottage: Pet Friendly!
Lovely backyard cottage with easy access to metro, shops, dining!
Relax on the deck or patio, surrounded by a beautifully maintained garden and a wooden fence.

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

10.0 out of 10, Exceptional, (68)
"It was beautiful clean and very nice people"
Lovely backyard cottage with easy access to metro, shops, dining!
Perfect location for USNA Commissioning Week
Stroll to the inviting porch and enjoy the peaceful surroundings from the comfort of a swing.

Perfect location for USNA Commissioning Week

10.0 out of 10, Exceptional, (84)
"Nice small property. Great for get aways and amazing service."
Perfect location for USNA Commissioning Week
Quick walk to the beach! Fire pit, Corn hole, Games & More!
Relax on the spacious outdoor deck with a comfortable sofa and bench, surrounded by lush greenery and a wooden railing.

Quick walk to the beach! Fire pit, Corn hole, Games & More!

10.0 out of 10, Exceptional, (1)
"We loved EVERYTHING about this place. Right next to the beach, great restaurants and shops. Could not have been better service. "
Quick walk to the beach! Fire pit, Corn hole, Games & More!
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Situated by a serene body of water, this bench offers a tranquil view of the surrounding shoreline.

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

9.8 out of 10, Exceptional, (29)
"Peaceful, quiet venue with hiking trails and a beautiful location! My family and I enjoyed the lovely home and downtown Annapolis where we savored delicious seafood and quality family-time. The hosts were responsive and the home was charming! Thank you for the terrific experience!"
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Waterfront Cottage w/ Private Beach + Deck!
Enjoy a serene view of the water from this outdoor space with a deck and comfortable seating area.

Waterfront Cottage w/ Private Beach + Deck!

9.8 out of 10, Exceptional, (19)
"Beautiful place and very peaceful stay!"
Waterfront Cottage w/ Private Beach + Deck!
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Guest house with a covered porch, surrounded by a white picket fence and landscaped grounds.

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (51)
"Very clean and in a great location. Would love to stay there again. "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Stunning two-story home with a gabled roof, glass door, and inviting porch.

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

10.0 out of 10, Exceptional, (20)
"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 AU$551
includes taxes & fees
17 Aug - 18 Aug
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Enjoy al fresco dining and social gatherings on this shaded deck with a grill and comfortable seating.

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

10.0 out of 10, Exceptional, (213)
"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
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Property grounds

Adorable Cottage: Fire Pit, Walk to Colonial Beach

10.0 out of 10, Exceptional, (12)
"Cute house! Spacious bedrooms and plenty of bathrooms..very short walk to the beach..will stay here again!!"
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Charming two-story house with a covered porch and a well-manicured lawn.

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

9.8 out of 10, Exceptional, (11)
"Will book again. Everything was as described and the house was very clean and comfortable. "
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Chic Cottage w/ Private Yard: Steps to Beach!
Step out onto the porch and enjoy the view from this charming outdoor space.

Chic Cottage w/ Private Yard: Steps to Beach!

10.0 out of 10, Exceptional, (22)
"We loved our stay in Colonial Beach! The cottage was fantastic— we appreciated the fully stocked kitchen and the screened-in porches!"
Chic Cottage w/ Private Yard: Steps to Beach!
The Yellow Cottage on Harness Creek
Traditional house with a front porch surrounded by lush gardens and flowering plants.

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (161)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Relax in a secluded outdoor space with Adirondack chairs and a table overlooking a serene body of water.

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (12)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Surrounded by lush greenery, this serene lakeside house offers a tranquil retreat with a dock perfect for relaxation.

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

9.8 out of 10, Exceptional, (82)
"The cottage was a wonderful place for me and my kids to stay. I really appreciate the thoughtfulness of the owner. We would definitely stay here again."
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
'The Blue Crab Cottage' - 3 Blocks From The Beach!
Cozy single-story house with a porch and deck area, surrounded by a small garden.

'The Blue Crab Cottage' - 3 Blocks From The Beach!

9.6 out of 10, Exceptional, (72)
"Just right for a short drive to quiet getaway. Nice amenities and comfortable house."
'The Blue Crab Cottage' - 3 Blocks From The Beach!
Chesapeake Bay Vacation Rental w/ Boat Dock!
Relax on the patio with a hammock, grill, and seating for four.

Chesapeake Bay Vacation Rental w/ Boat Dock!

7.8 out of 10, Good, (14)
"Had a lovely relaxing stay with swimming, kayaking, and quality time with family. Looking forward to another stay in the future."
Chesapeake Bay Vacation Rental w/ Boat Dock!
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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Frequently asked questions

What is there to do in Waldorf near my cottage?
Waldorf has enough sights and experiences to keep you occupied for weeks (or months!), starting with Port Tobacco Players. White Plains Golf Course, Hawthorne Country Club and Regency Furniture Stadium are other wonderful attractions. If you're hanging around a while, Mudd Farmhouse and St. Charles Towne Centre will put the finishing touches on your itinerary.