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Our top choices for Chesapeake Beach cottages
1. Plum Point Cottage #17
Plum Point Cottage #17Huntingtown
The price is AED 1,047
AED 1,047
AED 1,662 total
includes taxes & fees
8 Nov - 9 Nov
2. Plum Point Cottage #14
Plum Point Cottage #14Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
9.8/10
Exceptional
(10 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
"we had a great stay at this property for an impromptu weekend getaway. "
Yonnick H.
The price is AED 1,256
AED 1,256
AED 1,967 total
includes taxes & fees
9 Nov - 10 Nov
3. Plum Point Cottage #15
Plum Point Cottage #15Maryland
The price is AED 1,252
AED 1,252
AED 2,072 total
includes taxes & fees
8 Nov - 9 Nov
4. 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
9.0 out of 10, Wonderful, (16 reviews)
9.0/10
Wonderful
(16 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"ed r.
The price is AED 624
AED 624
AED 1,008 total
includes taxes & fees
10 Nov - 11 Nov
5. Lakefront Cabin Near Solomons Island w/ Hot Tub
Lakefront Cabin Near Solomons Island w/ Hot Tub3.0 star property
Lusby
The price is AED 1,877
AED 1,877
AED 4,203 total
includes taxes & fees
8 Nov - 9 Nov
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.
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.
Learn more about Chesapeake Beach
Stroll the half-mile boardwalk at sunset, where fishing boats return with the day's catch and locals gather for crab feasts. Families splash in the water park's eight slides by day, then hunt for fossilized shark teeth along the Bay's ancient shoreline.
Top reviews in Chesapeake Beach
Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
10/10 Excellent
Huge resort in a small, well kept town!
Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable.
There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended.
The staff guy that checked us in was SUPER nice and helpful!
Huge resort in a small, well kept town!
Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable.
There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended.
The staff guy that checked us in was SUPER nice and helpful!
Kathie
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
10/10 Excellent
We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.
We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.
Rico
Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
10/10 Excellent
We had a wonderful two night stay at the hotel. The marina is beautiful with nightly rentals if needed. Our first stay and we will return. Great staff very helful. If you are looking for a peacefull,tranquil location you will like it.
We had a wonderful two night stay at the hotel. The marina is beautiful with nightly rentals if needed. Our first stay and we will return. Great staff very helful. If you are looking for a peacefull,tranquil location you will like it.
Stan and Joan
Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHGPrince Frederick
10/10 Excellent
The property was what is expected from a Holiday Inn Express, it was clean, neat, and staffed by professional people. The location was perfect.
The property was what is expected from a Holiday Inn Express, it was clean, neat, and staffed by professional people. The location was perfect.
Troy
Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince FrederickPrince Frederick
10/10 Excellent
Clean modern hotel. The suite had been updated since the last time I stayed here for business and liked their room set up better.
Clean modern hotel. The suite had been updated since the last time I stayed here for business and liked their room set up better.
laura
The Inn at Tacaro Estate
The Inn at Tacaro EstateTracys Landing
10/10 Excellent
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
ian
Wylder Tilghman Island
Wylder Tilghman IslandTilghman
10/10 Excellent
We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer.
The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain.
The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day.
We look...
We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer.
The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain.
The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day.
We look...
Alan
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
10/10 Excellent
Perfect for what we needed
Perfect for what we needed
Julie
Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
10/10 Excellent
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
Norm
Parsonage Inn
Parsonage InnDowntown St. Michaels
10/10 Excellent
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
D
Sandaway Suites & Beach
Sandaway Suites & BeachOxford
10/10 Excellent
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
joseph
Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisEdgewater
10/10 Excellent
This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.
This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.
Sheree
Laurel Grove Inn on the South
Laurel Grove Inn on the SouthAnnapolis
10/10 Excellent
We really loved everything, but Guinness the dog topped everything. There was a miscommunication about dinner reseservations but it worked out. Would have appreciated more whole food at breakfast. Neither of these would keep me away. In fact, we would love to see the property in the spring.
We really loved everything, but Guinness the dog topped everything. There was a miscommunication about dinner reseservations but it worked out. Would have appreciated more whole food at breakfast. Neither of these would keep me away. In fact, we would love to see the property in the spring.
Marti
Spark by Hilton Waldorf
Spark by Hilton WaldorfWaldorf
10/10 Excellent
Great
Great
Elmira
George Brooks House B&B
George Brooks House B&BSt. Michaels
10/10 Excellent
Excellent B&B with a pool! the pool was clutch because we were there probably on the hottest days of the year so going in after a long day of walking around was nice. Used the pool until 10pm. Food was good, room was clean, people were nice. What else could you ask for. The only thing I noticed (and it wasn't a big deal) was the mirror in the room was too low on the wall (I'm 5'8 and still had to bend a little) and there was only one mirror so if you're in a hurry getting ready with your spouse...
Excellent B&B with a pool! the pool was clutch because we were there probably on the hottest days of the year so going in after a long day of walking around was nice. Used the pool until 10pm. Food was good, room was clean, people were nice. What else could you ask for. The only thing I noticed (and it wasn't a big deal) was the mirror in the room was too low on the wall (I'm 5'8 and still had to bend a little) and there was only one mirror so if you're in a hurry getting ready with your spouse...
Anonymous traveler
St Michaels Inn
St Michaels InnSt. Michaels
10/10 Excellent
Great price! Large clean rooms! Awesome pool, breakfast not so great but since it was such an amazing stay we didn’t mind going out for breakfast. We would stay again
Great price! Large clean rooms! Awesome pool, breakfast not so great but since it was such an amazing stay we didn’t mind going out for breakfast. We would stay again
Lori
Holiday Inn Express Waldorf by IHG
Holiday Inn Express Waldorf by IHGWaldorf
10/10 Excellent
The enviroment
The enviroment
Eric G.
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