Tracys Landing Vacation Rentals

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Check prices for these dates

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Tracys Landing vacation rentals

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

Vacation Home in Stevensville

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
9.8 out of 10, Exceptional, (43)
"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 ￥11,840
￥39,444 total
includes taxes & fees
Jan 11 - Jan 12
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in North Beach

Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (17)
"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 ￥12,685
￥51,000 total
includes taxes & fees
Jan 12 - Jan 13
Walk to Beach! King Bed & Free Beach Passes
Exterior
Charming Coastal/Country Home w/3 Acres & Sauna!

Vacation Home in Stevensville

Charming Coastal/Country Home w/3 Acres & Sauna!
9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is ￥11,840
￥40,108 total
includes taxes & fees
Jan 11 - Jan 12
Charming Coastal/Country Home w/3 Acres & Sauna!
Outdoor dining
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in North Beach

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is ￥15,052
￥63,313 total
includes taxes & fees
Jan 8 - Jan 9
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star

Apartment in Annapolis

Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is ￥32,416
￥64,804 total
includes taxes & fees
Jan 8 - Jan 9
Waterfront Oasis of Annapolis Star
Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Vacation Home in Cambridge

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (14)
"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"
United States
Sandy S.
The price is ￥41,084
￥82,724 total
includes taxes & fees
Jan 8 - Jan 9
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Marina
Cozy 2br home w/ parking in downtown Annapolis

Vacation Home in Historic District

Cozy 2br home w/ parking in downtown Annapolis
10.0 out of 10, Exceptional, (73)
"Great location!"
United States
Burton S.
The price is ￥18,322
￥47,844 total
includes taxes & fees
Jan 8 - Jan 9
Cozy 2br home w/ parking in downtown Annapolis
Fridge, microwave, oven, stovetop
Luxury Pool Loft sleeps 4

Apartment in Cape Saint Claire

Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (4)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is ￥19,575
￥60,877 total
includes taxes & fees
Jan 8 - Jan 9
Luxury Pool Loft sleeps 4
Interior
New Downtown Annapolis Condo With Free Parking

Condo in Historic District

New Downtown Annapolis Condo With Free Parking
10.0 out of 10, Exceptional, (36)
"Great location! Super host.definitely would stay again."
United States
Douglas M.
The price is ￥23,333
￥57,663 total
includes taxes & fees
Jan 8 - Jan 9
New Downtown Annapolis Condo With Free Parking
Interior
Historic Row Home | Hot Tub - 1 Block from Gate 1!

Vacation Home in Historic District

Historic Row Home | Hot Tub - 1 Block from Gate 1!
10.0 out of 10, Exceptional, (5)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is ￥24,899
￥115,862 total
includes taxes & fees
Jan 19 - Jan 20
Historic Row Home | Hot Tub - 1 Block from Gate 1!
Exterior detail
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is ￥22,550
￥46,312 total
includes taxes & fees
Jan 8 - Jan 9
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior detail
2nd floor Spacious Downtown Getaway- Across from US Naval Academy

Apartment in Historic District

2nd floor Spacious Downtown Getaway- Across from US Naval Academy
9.6 out of 10, Exceptional, (27)
"Very nice place, just two of us stayed but would fit 4 comfortably. "
United States
Brad L.
The price is ￥26,622
￥49,273 total
includes taxes & fees
Jan 12 - Jan 13
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Smart TV
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is ￥24,805
￥70,051 total
includes taxes & fees
Jan 11 - Jan 12
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Property grounds
★ Midcentury Modern Getaway ★ Prime Location ★

Vacation Home in Historic District

★ Midcentury Modern Getaway ★ Prime Location ★
10.0 out of 10, Exceptional, (35)
"Great location, well stocked for cooking and eating. Great 3rd floor deck. Very comfortable beds. Great quick communication with Ryan. "
United States
Mark T.
The price is ￥31,995
￥91,999 total
includes taxes & fees
Jan 20 - Jan 21
★ Midcentury Modern Getaway ★ Prime Location ★
Smart TV, books
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is ￥31,322
￥60,924 total
includes taxes & fees
Jan 12 - Jan 13
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Interior
Dean Street's Lower Deck House!

Apartment in Historic District

Dean Street's Lower Deck House!
10.0 out of 10, Exceptional, (4)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is ￥33,057
￥71,249 total
includes taxes & fees
Jan 8 - Jan 9
Dean Street's Lower Deck House!
Smart TV, fireplace, books, printers
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Cottage in Stevensville

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is ￥62,483
￥138,602 total
includes taxes & fees
Jan 9 - Jan 10
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Fridge, microwave, oven, stovetop
Cute bungalow blocks to Stadium

Vacation Home in Admiral Heights

Cute bungalow blocks to Stadium
9.8 out of 10, Exceptional, (8)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is ￥26,779
￥86,444 total
includes taxes & fees
Jan 15 - Jan 16
Cute bungalow blocks to Stadium
Microwave, oven, stovetop, dishwasher
Walk to the stadium! - Lighthouse on Glenwood

Vacation Home in Annapolis

Walk to the stadium! - Lighthouse on Glenwood
9.8 out of 10, Exceptional, (7)
"5 star property with plenty of street parking. Everything was clean and had all of the ammendities"
United States
Tom D.
The price is ￥39,153
￥60,881 total
includes taxes & fees
Jan 11 - Jan 12
Walk to the stadium! - Lighthouse on Glenwood
Marina
Sailboat Experience in Annapolis

Houseboat in Parole

Sailboat Experience in Annapolis
10.0 out of 10, Exceptional, (1)
Sailboat Experience in Annapolis
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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Top Tracys Landing Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Very welcoming and room very clean."
Paola 2-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection

Find out more about Tracys Landing

Search for holiday rentals in Tracys Landing on Expedia! You can easily find your home rentals, villas, holiday apartments in Tracys Landing using one of the methods below:

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Look no further and take a look at our great range of rental properties in Tracys Landing!

Frequently asked questions

Can I find vacation rentals in Tracys Landing?

Yes, we offer vacation rentals near the most popular attractions in Tracys Landing, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Tracys Landing?

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA: This vacation home rental outside of Tracys Landing is located in the city center and offers a selection of games, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Tracys Landing?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Tracys Landing stay.

What’s there to see and do in Tracys Landing?

While exploring the area, visit family-friendly sights like Chesapeake Beach Water Park, or get outside and enjoy nature at Triton Beach. In the larger area, you’ll find Rod n Reel Charter Fishing and Show Place Arena.

What’s a vacation rental in Tracys Landing like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Tracys Landing. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family gatherings.