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Search Tracys Landing Cottages

Compare 52 Cottages in Tracys Landing with updated reviews, rates, and availability.

Waterfront home with beach on the Chesapeake Dog-Friendly
9.8 out of 10, Exceptional, 20 reviews
"The home was beautiful, the setting was stunning, and the check-in and check-out process was a breeze! Our group of 6 cousins had a fantastic time together enjoying the beautiful views and all that Annapolis has to offer. We are already planning a return trip next year!"
Waterfront home with beach on the Chesapeake Dog-Friendly
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, 186 reviews
"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, 105 reviews
"This is our third visit. You can’t have a better location! We love St. Michael’s and this historical cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, 152 reviews
"Cute, quaint, conveniently located home. Lovely stay!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
9.8 out of 10, Exceptional, 23 reviews
"Had everything we needed for a quiet weekend away! Mary is a delightful host and was readily available. We enjoyed the kayaks and the electric grill. Property was easy to find."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
10.0 out of 10, Exceptional, 33 reviews
"We had a great stay! Thanks."
The price is $140
$229 total
includes taxes & fees
Jun 10 - Jun 11
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, 127 reviews
"The house looked better than the pictures. It was very cozy and had everything we needed. It’s probably the best location for walking around town. Water pressure in the shower was decent, and the beds were comfortable."
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
SIMPLICITY COTTAGE - 3 DAY MINIMUM 10% OFF ROOM CHARGE IN JUNE availability.
SIMPLICITY COTTAGE - 3 DAY MINIMUM 10% OFF ROOM CHARGE IN JUNE availability.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, 108 reviews
"VRBO link hasn’t enabled me to communicate with property manger/owner as I’m unable to access account via the VRBO link. I’ve re-registered multiple times now."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, 197 reviews
"We had our boat with us. Split out time between being on the water and going into St Michaels"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, 8 reviews
"This location was perfect for our trip for a wedding. Being only a three minute walk from the rehearsal, ceremony, and reception was absolutely perfect. Being close to the deli/market as well came in handy. The house was clean and welcoming. Overall I would absolutely stay here again."
Updated North Beach Cottage: Pet Friendly!
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.8 out of 10, Exceptional, 17 reviews
"This was the perfect space for our family of five. Check-in was a breeze and Isaac even went as far as to leave the lights on for us knowing we were getting in late. Isaac let us know he was available if we needed anything, but we did not. Despite the rain, we were able to enjoy the hot tub overlooking the creek. The view was stunning! If you are looking for a peaceful stay, this is it!"
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, 11 reviews
"Great location great place to stay very quite neighborhood and walking distance to beach and chesapeak bay Shells and fossils found on the beach during low tide The home has everything you would need for a family The WiFi had mare than enough signal for everyone and laptops And last the owners went above and beyond to make sure we were ok and if we needed anything"
Cozy Cottage with access to and partially obstructed views of the bay.
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
10.0 out of 10, Exceptional, 20 reviews
"Beautiful house in peaceful West Annapolis, a short distance from the local shops and restaurants and the Naval College. Well equipped, everything you need, a real home from home and a very friendly, helpful and accommodating host. Highly recommended place to stay!"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
North Beach Cottage - Walk to Chesapeake Bay
10.0 out of 10, Exceptional, 20 reviews
"We highly recommend Maria’s beautiful Beach cottage! House was fully equipped, beds were amazing, a lot of space and games galore! Thank you for contacting me prior to our stay with your contact information- made me feel welcomed and secure prior to our arrival. We will definitely be back when the weather gets warmer☀️🌈"
North Beach Cottage - Walk to Chesapeake Bay
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, 66 reviews
"Jim was amazing and answered our questions, etc. almost immediately. He was wonderful and very accommodating. Cozy cottage, loved it."
Amazing views, short walks to great dining!
The Middle Point Cabin in Saint Michaels
9.8 out of 10, Exceptional, 47 reviews
"Looked just like the pictures. Everything was new clean and comfortable. Enclosed patio was a hit with our cat."
The Middle Point Cabin in Saint Michaels
Eastern Shore Waterside Cottage Near St. Michaels
10.0 out of 10, Exceptional, 6 reviews
"Great property, extremely clean and exactly as pictured on listing. Host was responsive and check in and check out was a breeze. Would recommend if you’re looking for a quiet weekend away at the Eastern shore!"
Eastern Shore Waterside Cottage Near St. Michaels
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
8.4 out of 10, Very Good, 8 reviews
"The property had everything we needed. It was clean and in a nice quiet area. Will go back again."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Family-friendly Chesapeake Beach House With Deck!
3.0 star property
Family-friendly Chesapeake Beach House With Deck!
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See all available properties in Tracys Landing
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.

Other property types in Tracys Landing

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, 5 reviews
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
The price is $629
$1,438 total
includes taxes & fees
Jun 10 - Jun 11
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cozy place close to the city dock
10.0 out of 10, Exceptional, 54 reviews
"It is a very nice home for our short stay. We came for a graduation ceremony and the convenience and location were perfect. We will stay here in the future."
Cozy place close to the city dock
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, 21 reviews
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
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.

Tracys Landing Cottages information

Number of reviews
1,093
Accommodation
52 Cottages
Lowest Price
$140
Highest Price
$140

Frequently asked questions

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What is there to do in Tracys Landing near my cottage?
Tracys Landing has enough activities and sights to keep you entertained for weeks (or months!), starting with Chesapeake Beach Water Park. Thanksgiving Farm Wines, Triton Beach and Bayside History Museum are other popular attractions. If you have more time, Fridays Creek Winery and Franklin Point State Park will add the finishing touches to your itinerary.

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