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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Gibson Island

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!
The Heron's Nest at Atlantic Marina
Situated on a grassy area, this cottage offers a peaceful retreat with a porch for relaxation or dining.

The Heron's Nest at Atlantic Marina

10.0 out of 10, Exceptional, (301)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Kitchen area with a stove, dishwasher, refrigerator, sink, and countertop with a kettle.

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10.0 out of 10, Exceptional, (103)
"Secluded"
Secluded Waterfront Cottage on 200 acre farm near Queenstown
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, (162)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek
Eastern Shore beach cottage get-away
Enjoy a serene beach experience with a gentle shoreline and peaceful surroundings.

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
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Relax in a serene outdoor space with a comfortable seating area and picturesque views of the surrounding forest.

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

10.0 out of 10, Exceptional, (51)
"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
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Situated in a serene, environment, this charming house offers a welcoming entrance and a tranquil atmosphere.

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
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 NZ$1,281
includes taxes & fees
13 Aug - 14 Aug
Secluded Cozy Cottage in Historic Downtown
Chesapeake Cottage
1 bedroom, iron/ironing board, WiFi, bed sheets

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
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK
Enjoy serene sunsets over a peaceful lake or sea from a tranquil beach with a tree and rocks.

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
Peaceful getaway convenient to local amenities including beach, boating & food
Guests can enjoy breathtaking views of the calm body of water from the rocky outcrop.

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
Rock Creek Cottage, Waterfront, Serene Views
Terrace/patio

Rock Creek Cottage, Waterfront, Serene Views

10.0 out of 10, Exceptional, (6)
"My husband and I enjoyed our stay. The property was actually quite beautiful. The view was lovely as the home sits on a creek. The home provided everything we needed. Shopping and restaurants were very close. If you need to be in the Baltimore/Annapolis area as we had, this property is perfect."
Rock Creek Cottage, Waterfront, Serene Views
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Enjoy cooking in this well-equipped kitchen with a central island, bar stools, and stainless steel appliances.

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

3.0 star property
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Situated over calm waters, this dock structure offers a serene retreat.

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 dock with Adirondack chairs and enjoy the serene view.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is NZ$1,116
includes taxes & fees
12 Aug - 13 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Relax in a spacious living area with a sofa, coffee table, and wicker basket, featuring a kitchen with stainless steel appliances and a granite countertop.

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Enchanting West River Retreat
Relax on the waterfront patio with a clear view of the marina and comfortable seating.

Enchanting West River Retreat

10.0 out of 10, Exceptional, (8)
"Convenient enough and out of the way enough to enjoy Annapolis for the weekend. Well appointed and comfortable for the four of us. "
Enchanting West River Retreat
Ruscincy’s Rest "minutes drive to Orioles stadium"
Property grounds

Ruscincy’s Rest "minutes drive to Orioles stadium"

Ruscincy’s Rest "minutes drive to Orioles stadium"
2 Mi to Sandy Point State Park: Home w/ Deck!
Enjoy cooking in this well-equipped kitchen with an oven, stainless steel refrigerator, and large island with a sink.

2 Mi to Sandy Point State Park: Home w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was clean and nice. The beds choices were comfortable and keyless checkin was convenient. "
2 Mi to Sandy Point State Park: Home w/ Deck!
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)
"Perfect location, we were in town for birthdays and a wedding shower. Short drive to our favorite spots, Two Rivers, Primos & Seaside for steamed crabs. House has everything you need. Will return on our future visits to the Dena. "
House w/Water Views of Rock Creek 2BA 2BA Cottage
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 Gibson Island Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"The staff is on point! It was wonderful so wonderful we already made reservations to go back! "
Vianlix 2-night trip
Posted 8 hours ago
Historic Inns of Annapolis