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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Gibson Island

The Heron's Nest at Atlantic Marina
Enjoy the ocean view from this outdoor space with a deck and columned roof.

The Heron's Nest at Atlantic Marina

10.0 out of 10, Exceptional, (301)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Relax on the front porch with a bench and two chairs, surrounded by a serene garden and a wooded area.

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

10.0 out of 10, Exceptional, (50)
"Beautiful home with LOTS of attention to detail. The backyard was a beautiful oasis and we LOVED the “swing bed” on the screened-in porch. Mark and Karen add lots of fine touches to make your stay special. Plenty of room for two, cozy for four, and comfortable for four legged friends with the fenced in back yard. Quiet and private with a short 10 minute drive to town. Can’t wait to return!"
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
Set against a serene backdrop, this house features a beautifully lit facade and a decorative reindeer sculpture on the lawn.

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!

10.0 out of 10, Exceptional, (93)
"We stay at Firefly every time we go to visit our son and his family. It works perfectly for us…an oasis for us, and a fun place for the kids to visit, too. Pat and Ken have been the perfect hosts!"
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Escape to a secluded cabin perched on a hill overlooking a serene body of water, surrounded by lush trees and dense vegetation.

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10.0 out of 10, Exceptional, (102)
"My family and I had a ball, enjoyed our time on the water and hanging out on the farm. "
Secluded Waterfront Cottage on 200 acre farm near Queenstown
House w/Water Views of Rock Creek 2BA 2BA Cottage
Relax in this serene outdoor space with a wicker sofa, glass table, and wooden bench.

House w/Water Views of Rock Creek 2BA 2BA Cottage

10.0 out of 10, Exceptional, (29)
"Very quiet street, our stay was relaxing and just what we needed! "
House w/Water Views of Rock Creek 2BA 2BA Cottage
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
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
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
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
Peaceful getaway convenient to local amenities including beach, boating & food
Stunning two-story home with a central entrance, flanked by windows and a well-manicured lawn.

Peaceful getaway convenient to local amenities including beach, boating & food

9.8 out of 10, Exceptional, (115)
"Great location and local restaurants. Perfect side for small group to do paper crafting. Would definitely book this place again. "
Peaceful getaway convenient to local amenities including beach, boating & food
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK
Stunning two-story house with a gabled roof and inviting front porch, set amidst a beautifully maintained garden.

Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

10.0 out of 10, Exceptional, (32)
"Really like this place "
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Enjoy the serene coastal view from this beachside retreat.

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

9.8 out of 10, Exceptional, (10)
"We really enjoyed our long weekend at The Oyster Cottage. We needed some rest and relaxation and this cottage was perfect. Very well maintained and stocked! "
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Stroll up to this charming two-story home with a welcoming front porch and garage, set amidst a beautifully manicured lawn.

6 Mi to Dtwn: Family-friendly Home in Annapolis!

3.0 star property
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Secluded Cozy Cottage in Historic Downtown
Stroll along the pathway to an entrance surrounded by lush greenery and a curved brick wall.

Secluded Cozy Cottage in Historic Downtown

9.4 out of 10, Exceptional, (13)
"We had a very lovely stay . This is an excellent location . "
The price is AU$1,149
includes taxes & fees
6 Aug - 7 Aug
Secluded Cozy Cottage in Historic Downtown
Eastern Shore beach cottage get-away
Cozy home with a front porch and bench, surrounded by well-maintained hedges and a sandy area.

Eastern Shore beach cottage get-away

10.0 out of 10, Exceptional, (136)
"This house was the cutest little place right across the street from the beach with a beautiful view. The house was clean and had all the amenities needed for our stay. We would definitely stay there again!"
Eastern Shore beach cottage get-away
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Waterfront property with a classic, multi-story house and a dock leading to a small boat.

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

9.8 out of 10, Exceptional, (39)
"Emwe enjoyed our time here, it was relaxing and close to travel around the area."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Relax on the deck surrounded by a lush lawn and a majestic tree, with a table and chairs perfect for outdoor dining.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is AU$1,038
includes taxes & fees
6 Aug - 7 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Stroll through the beautifully landscaped grounds to the central entrance, where a small porch and stairs lead to the main entrance.

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Chesapeake Cottage
Exterior

Chesapeake Cottage

10.0 out of 10, Exceptional, (1)
"The cottage acted as the perfect base for our little weekend getaway with friends. Positioned well on Kent Island, and with plenty of parking for three sedans, it was very easy to get from place to place. The space appeared to be similar to an in-law suite, just big enough to move around while being compact and cozy. Just enough necessities were there at the cottage, including basic condiments in the fridge, cutlery, shower essentials, etc. Overall we were very happy with our stay and would...
Chesapeake Cottage
Ruscincy’s Rest "minutes drive to Orioles stadium"
Exterior

Ruscincy’s Rest "minutes drive to Orioles stadium"

Ruscincy’s Rest "minutes drive to Orioles stadium"
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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