A calm lake with a boat in the distance, surrounded by dense forest.

Tracys Landing Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Tracys Landing vacation rentals

A house with a yellow door and a window with a lamp outside.

1. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very Good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is ￥20,117
￥50,699 total
includes taxes & fees
Sep 10 - Sep 11
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

2. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (23 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is ￥13,635
￥50,984 total
includes taxes & fees
Sep 13 - Sep 14
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A deck with outdoor furniture, a red door, and a house with windows.

3. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
10.0 out of 10, Exceptional, (1 review)
"Jut as described. Easy in easy out. Great for a few days with the family."
United States
Joshua T.
The price is ￥11,515
￥38,433 total
includes taxes & fees
Sep 22 - Sep 23
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

4. 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, (37 reviews)
"We enjoyed our stay in North Beach at this lovely residence. It was spacious, clean, nicely furnished and only a few minutes walk to the bay. The beds were so comfortable too!!"
United States
Penny N.
The price is ￥16,332
￥64,495 total
includes taxes & fees
Sep 15 - Sep 16
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

5. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place and neighborhood! "
United States
Marci M.
The price is ￥49,037
￥91,036 total
includes taxes & fees
Sep 15 - Sep 16
Sunset Cottage - West River Access and Views!
A living room with a sofa, coffee table, fireplace, and artwork on the wall.

6. 3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
The price is ￥34,864
￥79,524 total
includes taxes & fees
Sep 30 - Oct 1
3-bedroom house in Deale located on Bay many amenities and great views
A laundry room with a washing machine and dryer, wooden cabinets above, and a shelf with a bottle.

7. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage
North Beach
"Great place to stay! Location was nice and close to water views. House was charming and CLEAN. Owners went above and beyond to make the stay welcoming and convenient. Price was reasonable until additional Vrbo fees were added."
United States
Sharon t.
The price is ￥38,152
￥70,907 total
includes taxes & fees
Sep 14 - Sep 15
Rose Haven Coastal Cottage

8. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥22,198
￥69,642 total
includes taxes & fees
Sep 10 - Sep 11
Family Beach House: Spacious Deck, Grill & Views
A beach with chairs and a pier in the background.

9. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."
United States
Sharon Z.
The price is ￥29,745
￥72,813 total
includes taxes & fees
Sep 14 - Sep 15
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

10. 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, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is ￥17,092
￥45,769 total
includes taxes & fees
Sep 16 - Sep 17
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

11. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (5 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥37,216
￥108,843 total
includes taxes & fees
Sep 10 - Sep 11
Family Home on Mayo Peninsula | Deck | Sleeps 10
A calm lake with a sandy shore, surrounded by trees and houses.

12. Londontowne Home | Beach | 3BR

Londontowne Home | Beach | 3BR
Edgewater
9.4 out of 10, Exceptional, (3 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is ￥44,271
￥123,720 total
includes taxes & fees
Sep 13 - Sep 14
Londontowne Home | Beach | 3BR
A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

13. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥41,889
￥70,366 total
includes taxes & fees
Sep 10 - Sep 11
Plum Point Cottage #17
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

14. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.8 out of 10, Exceptional, (13 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is ￥48,403
￥111,062 total
includes taxes & fees
Oct 4 - Oct 5
Renovated Bungalow | Walk to Beach | Dog-Friendly
A lakeside view with chairs and a table, a rainbow, and trees.

15. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (23 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
The price is ￥31,909
￥52,778 total
includes taxes & fees
Sep 10 - Sep 11
Bright and airy waterfront getaway
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

16. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥34,221
￥91,380 total
includes taxes & fees
Sep 15 - Sep 16
Annapolis Retreat - 7 mins from downtown Annapolis!
An aerial view of a marina with numerous boats docked, surrounded by residential buildings and a water tower.

17. Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
10.0 out of 10, Exceptional, (1 review)
The price is ￥33,088
￥41,945 total
includes taxes & fees
Oct 7 - Oct 8
Sailboat Experience in Annapolis
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

18. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (21 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is ￥13,220
￥35,399 total
includes taxes & fees
Oct 4 - Oct 5
Cute, Cozy 2-bedroom house near Annapolis with water access
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is ￥23,585
￥41,021 total
includes taxes & fees
Sep 10 - Sep 11
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A lighthouse with a white exterior, a balcony, and a metal roof.

20. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is ￥18,938
￥49,210 total
includes taxes & fees
Sep 17 - Sep 18
Charming Coastal/Country Home w/3 Acres & Sauna!
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 Tracys Landing Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great location with 20 min walk to stadium or USNA with friendly staff and clean rooms."
Daniel 1-night trip
Posted 5 hours ago
Graduate by Hilton Annapolis

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:

  • View our selection of featured holiday rentals in Tracys Landing
  • Use the map to find apartments and other holiday homes in the Tracys Landing neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Tracys Landing while they last

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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental outside of Tracys Landing is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Thanksgiving Farm Wines and Rod n Reel Charter Fishing.

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.