Photo by Mary Pat Collins

Holiday Homes in Tracys Landing

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Featured Holiday Homes in Tracys Landing

Edgewater/Mayo Getaway!
Fridge, microwave, oven, stovetop

Edgewater/Mayo Getaway!

9.8 out of 10, Exceptional, (10)
"TVs don’t work. Tile by fridge broken. Dangerous. House is awesome. Hot tub works great. If fixed we will be back for Skibs games. Cheers. Ty !! "
The price is AU$823
includes taxes & fees
1 Dec - 2 Dec
Edgewater/Mayo Getaway!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (202)
"Great location, great property, great communication with owner. If you stay in Annapolis, you know how stressful it is finding street parking. The included parking spot in the secure garage (directly behind the rental) was a huge bonus for this property! "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Walk to Everything House
Fridge, microwave, oven, stovetop

Walk to Everything House

10.0 out of 10, Exceptional, (72)
"We thoroughly enjoyed the convenience of walking to shops, restaurants, and waterfront! Residence was charming and clean! Only minor issue was we couldn’t locate the iron- just the ironing board! We still had fun but we’re just a bit wrinkled!😁"
Walk to Everything House
Private Waterfront Woods | Dock, Kayaks, Views
Interior

Private Waterfront Woods | Dock, Kayaks, Views

10.0 out of 10, Exceptional, (14)
"Enjoyed the location and proximity to the city. Water view and firepit enjoyable. Disappointed that the dock and kayaks not easily accessible. House needs some tlc (we provided a list of easy repairs/maintenance needed.) Love to know why the ceiling fans and lights go on and off randomly."
Private Waterfront Woods | Dock, Kayaks, Views
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
Outdoor dining

Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning

10.0 out of 10, Exceptional, (4)
"We had the most wonderful time at this charming house on Tillman Island! While the pics are great, it is even better in person. The house is perfectly nestled on the waterway, offering stunning views. The backyard pool was a true highlight, and we spent countless hours splashing around, the pool in the sun."
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Property grounds

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

9.8 out of 10, Exceptional, (59)
"This condo was absolutely perfect. It is super cute and clean. Three bedrooms as advertised. Very quiet area. We love the fact that it has a piano. We would definitely love to stay here again. "
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Fridge, microwave, oven, stovetop

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

10.0 out of 10, Exceptional, (12)
"We very much enjoyed our stay. The house is exactly as described and we would stay here again if we are in Annapolis again. The house has everything you need with a fully equipped kitchen, smart tvs in every room, and the beds are very comfortable. There is so much parking and the house is walking distance to everything in downtown Annapolis and the Naval Academy. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (20)
"Wonderful serene location on a tributary to the Bay. Beautiful water views with its own dock and kayaks. 15 minutes to Annapolis. House is very comfortable, freshly and attractively decorated, and well stocked. Manager was extraordinarily helpful. Nine of us had a perfect relaxing long weekend. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Charming Annapolis WaterVIEW Home
Outdoor dining

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (49)
"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "
Charming Annapolis WaterVIEW Home
The Blue Crab Beach House - Free beach passes
Miscellaneous

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (47)
"Everything close by!"
The Blue Crab Beach House - Free beach passes
3 Story Stunner in Murray Hill <1 mile from USNA!
Terrace/patio

3 Story Stunner in Murray Hill <1 mile from USNA!

10.0 out of 10, Exceptional, (18)
"Very nicely renovated property in the heart of downtown Annapolis. Highly recommend for groups / families and very kid friendly. Great location to walk to all that Annapolis has to offer. "
The price is AU$1,349
includes taxes & fees
2 Dec - 3 Dec
3 Story Stunner in Murray Hill <1 mile from USNA!
Bennett House (entire):Haven in Historic Annapolis
Property grounds

Bennett House (entire):Haven in Historic Annapolis

10.0 out of 10, Exceptional, (11)
"The Bennett House not only lived up to its pictures online, the cleanliness, abundance of extra special touches, communication with the host, and more surpassed our expectations. The beds were extra comfy, the kitchen, fully stocked, the bathrooms, adorned with the fluffiest white towels and extra toiletries . . . and I can't say enough about the front porch. Even though clouds cloaked the sky when we arrived and when we left, sunshine streamed through our Annapolis trip because of the Bennett...
Bennett House (entire):Haven in Historic Annapolis
ACROSS FROM STADIUM - walk to downtown Annapolis.
Fridge, microwave, oven, stovetop

ACROSS FROM STADIUM - walk to downtown Annapolis.

9.6 out of 10, Exceptional, (42)
"Property was great and accommodated 7 of us easily. Quiet location, close to everything for our stay in Annapolis. "
ACROSS FROM STADIUM - walk to downtown Annapolis.
Serene waterfront sunsets in this sprawling historic Annapolis home
Interior

Serene waterfront sunsets in this sprawling historic Annapolis home

9.8 out of 10, Exceptional, (26)
"We had such a wonderful Father’s Day weekend, at this lovely property! The views are beautiful, the house was laid out perfectly for our large family, and everyone enjoyed fishing off the dock."
Serene waterfront sunsets in this sprawling historic Annapolis home
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Outdoor pool

Private Waterfront Retreat with Pool, Hot Tub and Game Room

10.0 out of 10, Exceptional, (22)
"The home was wonderful! So clean and spacious! Very modern beachhouse style home with an amazing view. We loved waking up every morning to see the sunrise. Host was very accommodating and professional. 5/5! Highly recommend this property!"
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Charming brick home with patio, WiFi, AC, & W/D - walk to everything
Terrace/patio

Charming brick home with patio, WiFi, AC, & W/D - walk to everything

8.8 out of 10, Excellent, (19)
"Loved this location as EVERYTHING is walkable - St John's college, USNA, the capitol and Main Street. One skinny parking place was appreciated and reasonable for a standard size vehicle (not super truck or SUV). Enjoyed the older character of the home and modern conveniences as well as small outdoor space that was very nicely landscaped with flowers. "
Charming brick home with patio, WiFi, AC, & W/D - walk to everything
Private pier at Waterfront Kent Island home on the Bay with Hot Tub (Open!)
Fridge, microwave, oven, stovetop

Private pier at Waterfront Kent Island home on the Bay with Hot Tub (Open!)

9.8 out of 10, Exceptional, (24)
"Despite the rainy weather from hurricane Debby, our family enjoyed our stay at this house/ property. The property was well appointed and we didn’t need for anything. We loved the porch, the dock and the water views. The house was very clean and there was plenty of space to spread out if needed. It was a peaceful getaway. Our hosts were wonderful and were easy to contact and helpful with information. "
Private pier at Waterfront Kent Island home on the Bay with Hot Tub (Open!)
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!
Living area

Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

10.0 out of 10, Exceptional, (4)
"We stayed here for four days over July 4th holiday. The house is clean, modern, updated and looked new on the inside. Well equipped with linens, towels, bath products, appliances and accessories. Conveniently located to Herrington Harbor marina for events and weddings. Huge fenced backyard which was great for kids and pets to run around. There were a couple of minor issues with the AC (due to a storm power outage) and the guests before us also didn’t take out their trash so the can was full. But...
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!
Family friendly-4Bedroom house, free 2 car driveway/street parking DC &VA acess.
Cookware/dishes/utensils, paper towels

Family friendly-4Bedroom house, free 2 car driveway/street parking DC &VA acess.

8.0 out of 10, Very good, (2)
"We rented this house for a week in DC. It was close proximity to a metro station which made the commute to and from the city easy. The host was very responsive to questions and was very helpful. I will say that there was no hot tub or jetted tub as mentioned on the listing, there were not a lot of kitchen essentials (we had to buy a can opener and dish towels for instance), and the driveway is very slanted but manageable for our vehicle. Overall it was a good stay, but hopefully the host will...
Family friendly-4Bedroom house, free 2 car driveway/street parking DC &VA acess.
One-level waterfront home with beach and views all the way to the Bay Bridge
Smart TV

One-level waterfront home with beach and views all the way to the Bay Bridge

2.0 star property
9.6 out of 10, Exceptional, (5)
"We enjoyed our time here. The location is perfect, right on the water with beautiful sunset views. I thought the home could have some more seating space in the main living room area, but it worked well for our family of 5 (4 adults, 1 child). There was a bit of a musty smell throughout the duration of the stay, but it didn't hinder our enjoyment of the property. We'd definitely stay there again."
One-level waterfront home with beach and views all the way to the Bay Bridge
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 Tracys Landing

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (202)
"Great location, great property, great communication with owner. If you stay in Annapolis, you know how stressful it is finding street parking. The included parking spot in the secure garage (directly behind the rental) was a huge bonus for this property! "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (20)
"Wonderful serene location on a tributary to the Bay. Beautiful water views with its own dock and kayaks. 15 minutes to Annapolis. House is very comfortable, freshly and attractively decorated, and well stocked. Manager was extraordinarily helpful. Nine of us had a perfect relaxing long weekend. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (217)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
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.
Beautiful view of the beach with palm trees

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