Find vacation rentals that suit your style
Our top choices for Deale cottages
1. 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.
$470 nightly
The price is $521
$521 total
Nov 9 - Nov 10
Total with taxes and fees
2. Plum Point Cottage #17
Plum Point Cottage #17Huntingtown
$398 nightly
The price is $441
$441 total
Nov 8 - Nov 9
Total with taxes and fees
3. Plum Point Cottage #15
Plum Point Cottage #15Maryland
$495 nightly
The price is $548
$548 total
Nov 8 - Nov 9
Total with taxes and fees
4. Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Your Annapolis Waterfront retreat for a weekend or any-day getaway!West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
10/10
Exceptional
(94 reviews)
"Lovely location and Jim was very helpful all the way around!"
"Lovely location and Jim was very helpful all the way around!"Jill R.
5. Secluded Cozy Cottage in Historic Downtown
Secluded Cozy Cottage in Historic DowntownHistoric District
9.6 out of 10, Exceptional, (24 reviews)
9.6/10
Exceptional
(24 reviews)
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."Bridget C.
$596 nightly
The price is $679
$679 total
Nov 8 - Nov 9
Total with taxes and fees
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 Deale
This waterfront town offers fresh seafood at local docks and peaceful Chesapeake Bay fishing charters. Explore the maritime heritage at Happy Harbor or kayak along the scenic shorelines when the morning sun illuminates the bay.
Top reviews in Deale
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
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
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
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
Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
10/10 Excellent
Lovely property in the heart of Annapolis. Quiet yet convenient to downtown. Connor was awesome! He took care of our every need.
Lovely property in the heart of Annapolis. Quiet yet convenient to downtown. Connor was awesome! He took care of our every need.
Robert
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
10/10 Excellent
Perfect for what we needed
Perfect for what we needed
Julie
TownePlace Suites Bowie Town Center
TownePlace Suites Bowie Town CenterBowie
10/10 Excellent
We enjoyed our stay and were very pleased with the location. We were able to reach all our points of interest within a reasonable time so will definitely stay again when in the area!
We enjoyed our stay and were very pleased with the location. We were able to reach all our points of interest within a reasonable time so will definitely stay again when in the area!
Monica
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
10/10 Excellent
The property is a great location. An easy drive to DTA and convenient to the mall and restaurants west of Annapolis.
The property is a great location. An easy drive to DTA and convenient to the mall and restaurants west of Annapolis.
Anonymous traveler
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
10/10 Excellent
Excellent and friendly service provided to hotel guests. From the front desk to restaurant, to housekeeping and also the Transport shuttle!
Excellent and friendly service provided to hotel guests. From the front desk to restaurant, to housekeeping and also the Transport shuttle!
Celina
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Microtel Inn & Suites by Wyndham Gambrills/OdentonGambrills
10/10 Excellent
Great stay!! All of the staff was incredible! Especially Channing
Great stay!! All of the staff was incredible! Especially Channing
Anonymous traveler
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
Courtyard by Marriott Bowie
Courtyard by Marriott BowieBowie
10/10 Excellent
Each time I come in this area this is where I will stay. The accommodations are excellent and location is convient
Each time I come in this area this is where I will stay. The accommodations are excellent and location is convient
Patricia
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
10/10 Excellent
Clean, Comfortable, and great service.
Clean, Comfortable, and great service.
John
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
TownePlace Suites by Marriott Annapolis
TownePlace Suites by Marriott AnnapolisAnnapolis
10/10 Excellent
This is the second time I’ve gone there. I’ve loved it the first time and came back again and picked the same hotel. This place serves a great breakfast. A lot of space and is clean. The staff are very accommodating to whatever you need.
Thank you again
Jamila
This is the second time I’ve gone there. I’ve loved it the first time and came back again and picked the same hotel. This place serves a great breakfast. A lot of space and is clean. The staff are very accommodating to whatever you need.
Thank you again
Jamila
Jamila
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
Frequently Asked Questions
How much do cottages in Deale cost?
Cottages in Deale range between $440 and $679 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Deale with Expedia?
We think that a vacay should be easy, so if you're seeking cottages in Deale at an affordable rate, Expedia has got your back. Save cash and check in to a thrifty option surrounded by wilderness, or splurge on a 5-star cottage to really spoil your favorite people.
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