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Top Holiday Rentals in Parole

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (32)
"Great place for gathering. Plenty of space to hang out. Kitchen is big, well stocked and great for a large crowd. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (35)
"We really enjoyed our stay. Looking forward to staying again!"
The price is £213
includes taxes & fees
7 Sept - 8 Sept
Cass-N-Reel Luxury Houseboat

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10.0 out of 10, Exceptional, (12)
"Very clean beautiful house! We stayed there for a wedding weekend and it was perfect. Great location. The hosts were wonderful and got back to us right away! Would love to go back one day."
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (76)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is £376
includes taxes & fees
26 Aug - 27 Aug
Waterfront Oasis of Annapolis Star

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
6.8 out of 10, (5)
"Next time we will wait until its a little warmer! Safe and clean marina. Great views! Peaceful and quiet. "
Floating 2 bed 2 bath condo stunning views of the bay

Rooftop Deck Escape! Free Parking!

8.6 out of 10, Excellent, (30)
"Fun family stay"
The price is £215
includes taxes & fees
26 Aug - 27 Aug
Rooftop Deck Escape! Free Parking!

Waterfront Getaway, Dock Your Boat & Play!

10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is £289
includes taxes & fees
26 Aug - 27 Aug
Waterfront Getaway, Dock Your Boat & Play!

Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

10.0 out of 10, Exceptional, (2)
"Great location .. we walked to Camden Yards, coffee and lunch in Federal Hill and to inner Harbor. Nice street parking w your permits and very quiet. Would stay again for sure!"
The price is £229
includes taxes & fees
26 Aug - 27 Aug
Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (46)
"Beautiful views and a lush backyard. Jacob was excellent with communication. The house was clean and had all amenities needed for a wonderful stay. Please note there are a lot of stairs in the house as well as get to the dock. It was a good workout for us!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Sleek and Cozy Micro Fells Point Residence!

8.8 out of 10, Excellent, (30)
"it was very nice and "
The price is £186
includes taxes & fees
26 Aug - 27 Aug
Sleek and Cozy Micro Fells Point Residence!

Large 2 bedroom house with private parking in a nice neighborhood

9.6 out of 10, Exceptional, (26)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
The price is £289
includes taxes & fees
24 Aug - 25 Aug
Large 2 bedroom house with private parking in a nice neighborhood

The Heron's Nest at Atlantic Marina

9.8 out of 10, Exceptional, (302)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.8 out of 10, Exceptional, (38)
"Just perfect for a 4 night stay."
Chesapeake Houseboat Getaway on Kent Island, Maryland

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

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

10.0 out of 10, Exceptional, (39)
"Loved the location and the pristine condition of the house. "
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Private Cottage on gated estate

10.0 out of 10, Exceptional, (28)
"Excellent location, Excellent property, Excellent owners!"
Private Cottage on gated estate

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

9.8 out of 10, Exceptional, (63)
"Awesome place!"
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (229)
"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Bay views with kayaks, bikes, fire pit, crabbing and more

9.6 out of 10, Exceptional, (21)
"The host were helpful and easy to work with. Property was thoughtfully outfitted with everything we needed. Great location."
Bay views with kayaks, bikes, fire pit, crabbing and more

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.4 out of 10, Exceptional, (11)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is £1,145
includes taxes & fees
25 Aug - 26 Aug
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
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 Parole Hotel Reviews

Frequently asked questions

Are there holiday rentals in Parole?

Yes, there are holiday rentals in Parole close to Annapolis Bowl, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Parole speak highly of the array of shops and university campus. While you're here, grab a bite or have a drink at the charming coffee shops.

What are some of the best holiday rentals that Parole has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Parole offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Parole?

Choose from 28 Expedia holiday rentals in Parole for a memorable holiday.

What’s there to see and do in Parole?

Family-friendly attractions include Annapolis Bowl, whereas Broad Creek Marsh is a spot to enjoy the outdoors. Westfield Annapolis Mall and Annapolis Mall Shopping Center are other places to visit while you're in town.

What’s a holiday rental in Parole like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Parole. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.