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Find vacation rentals that suit your style
Our top choices for Parole condo rentals




1. Upscale Condo in Annapolis w/Private Parking
Upscale Condo in Annapolis w/Private ParkingHistoric District
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."Scott P.
$610 nightly
The price is $695
$695 total
Nov 16 - Nov 17
Total with taxes and fees




2. Chapel Gate 3BR Steps to City Dock & Naval Academy
Chapel Gate 3BR Steps to City Dock & Naval AcademyHistoric District
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"Very cute home in great proximity to naval academy"
"Very cute home in great proximity to naval academy"JENNIFER E.
$481 nightly
The price is $544
$544 total
Nov 8 - Nov 9
Total with taxes and fees




3. Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.Eastport
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
"Excellent place to stay!"
"Excellent place to stay!"Michaell M.
$575 nightly
The price is $627
$627 total
Nov 8 - Nov 9
Total with taxes and fees




4. Luxury Harborplace Condo Near Orioles, Ravens & Baltimore Waterfront
Luxury Harborplace Condo Near Orioles, Ravens & Baltimore WaterfrontKey Highway
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
"The space and amenities here were hands-down superior to hotels in the area and beat them on price point easily. I highly recommend this place especially if you want to be handy to the Inner Harbor or downtown."
"The space and amenities here were hands-down superior to hotels in the area and beat them on price point easily. I highly recommend this place especially if you want to be handy to the Inner Harbor or downtown."BeckyAndBrandon P.
$245 nightly
The price is $284
$284 total
Nov 30 - Dec 1
Total with taxes and fees




5. Luxury Baltimore Escape
Luxury Baltimore EscapeCanton
8.0 out of 10, Very good, (1 review)
8.0/10
Very good
(1 review)
"The location was great so close to where we needed to be. Also very close to shops which was helpful. The kitchen was well appointed. The parking situation was a bit odd but we adjusted. Not sure where the third bedroom was located but luckily our guest did not need accommodations. "
"The location was great so close to where we needed to be. Also very close to shops which was helpful. The kitchen was well appointed. The parking situation was a bit odd but we adjusted. Not sure where the third bedroom was located but luckily our guest did not need accommodations. "Jennifer R.
$684 nightly
The price is $790
$790 total
Nov 7 - Nov 8
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 Parole
Shop for everything from designer brands to local treasures at Annapolis Mall and Westfield Annapolis, Parole's premier retail destinations. Fuel your adventures with diverse dining options before exploring nearby Historic Annapolis for its charming waterfront and Naval Academy.

Top reviews in Parole




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




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




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 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




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




Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
10/10 Excellent
Clean, Comfortable, and great service.
Clean, Comfortable, and great service.
John




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




Courtyard by Marriott Annapolis
Courtyard by Marriott AnnapolisAnnapolis
10/10 Excellent
This hotel is incredible, from the service to the amenities. We visit Annapolis to see family every single summer, and this was the first time that we stayed at the Courtyard by Marriott, and it will not be the last. We had some issues with the hotel that we normally stay at, and had to change hotels last minute. We were about 2 hours from Annapolis and were desperate for rooms, and they were more than catering to our needs.
We were traveling in a party of five and upon arrival, after hearing...
This hotel is incredible, from the service to the amenities. We visit Annapolis to see family every single summer, and this was the first time that we stayed at the Courtyard by Marriott, and it will not be the last. We had some issues with the hotel that we normally stay at, and had to change hotels last minute. We were about 2 hours from Annapolis and were desperate for rooms, and they were more than catering to our needs.
We were traveling in a party of five and upon arrival, after hearing...
Lillian




Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHGAnnapolis
10/10 Excellent
Great breakfast and hot tub
Great breakfast and hot tub
Marc




Hilton Garden Inn Annapolis
Hilton Garden Inn AnnapolisAnnapolis
10/10 Excellent
Great place to stay, and now better don't have to pay for parking.
Great place to stay, and now better don't have to pay for parking.
Judith




Hampton Inn & Suites Annapolis
Hampton Inn & Suites AnnapolisAnnapolis
10/10 Excellent
I really liked how close this was to downtown without actually being downtown. Parking was great, there were tons of spots. Only complaint I have is that the pool was out of order, which was unfortunate but did not make or break our trip. Will be staying here again on my next trip to Annapolis.
I really liked how close this was to downtown without actually being downtown. Parking was great, there were tons of spots. Only complaint I have is that the pool was out of order, which was unfortunate but did not make or break our trip. Will be staying here again on my next trip to Annapolis.
Anonymous traveler




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




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




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




The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
10/10 Excellent
Beautiful place, quiet and clean.
Beautiful place, quiet and clean.
Chuck





