Parole Holiday Rentals

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Holiday Rentals in Parole

Cozy place close to the city dock
9.8 out of 10, Exceptional, (66)
"Liked everything. Perfect for what we wanted. "
Cozy place close to the city dock
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (19)
"Our annual girls weekend was held at this property. The house was perfect. there were enough beds and Comfortable relaxing places to sit and view the lake relax around the pool Or just sit quietly and read a book. The property manager, Erin Was so helpful through the entire process And I do think the pictures did not do justice to the lovely appointed decor. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (200)
"Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!"
Directly Across from Gate One & Steps from the Waterfront
Rooftop Deck Escape! Free Parking!
9.2 out of 10, Wonderful, (22)
"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "
The price is AU$403
includes taxes & fees
2 Dec - 3 Dec
Rooftop Deck Escape! Free Parking!
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
10.0 out of 10, Exceptional, (16)
"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (48)
"This house was perfect for our group of friends especially with infants. Easy check in, comfortable beds and room for pack and plays. Water view is amazing. Definitely worth the rent and would be interested in coming back!"
Charming Annapolis WaterVIEW Home
'At Fells Point' CitySide - 'Tons better than a hotel!'
9.8 out of 10, Exceptional, (175)
"Super cute department. Has everything that you need and is very comfortable. Lots of super cute touches. In an awesome neighborhood, super walkable and close to all of the fun things and Fells Point."
The price is AU$318
includes taxes & fees
18 Nov - 19 Nov
'At Fells Point' CitySide - 'Tons better than a hotel!'
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (202)
"This was a lovely home. I especially appreciated how clean and well-stocked it was. Liz and Tom were very responsive and accommodating! This truly added to a wonderful reunion weekend with friends and family. Thank you!"
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Entire 3-Bedroom Retreat Free Parking & Amenities
Entire 3-Bedroom Retreat Free Parking & Amenities
Firefly Cottage at the Cape, community beach, Hot tub USNA, pets, Holidays, Fun
10.0 out of 10, Exceptional, (79)
"Firefly Cottage is a wonderful cottage! It’s clean, beautifully decorated, has high quality linens & finishes & fabulous outdoor living spaces. Pat & Ken’s hospitality & thoughtfulness helped to make our stay just perfect. "
Firefly Cottage at the Cape, community beach, Hot tub USNA, pets, Holidays, Fun
Luxurious, Inner Harbor Federal Hill Townhome
9.0 out of 10, Wonderful, (17)
"We had a great time during our stay, we were able to walk to many attractions and restaurants during our stay. Tia was incredibly helpful and responsive leading up to and throughout our stay. Tia’s home had everything we needed for the weekend. Finding parking outside the home could be difficult in the evening, but was easily addressed by walking, Ubering or finding a paid lot close by. "
The price is AU$722
includes taxes & fees
10 Nov - 11 Nov
Luxurious, Inner Harbor Federal Hill Townhome
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (34)
"Family stayed for my 50th birthday over a long weekend. Amazing property. Beautiful view and amazing amenities with hosts who are flexible. We had a small issue with the alarm system that we finally resolved. Will definitely book again."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
9.4 out of 10, Exceptional, (23)
"We had a great stay. Ray, the host was easy to communicate with and very hands-on and helpful. The place exceeded expectations. Really a lot of room. The garage was nice to have. Only thing the Rooftop deck needs some sprucing up and some better outdoor furniture. Otherwise the place was Great."
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (216)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (24)
"We loved everything about the Kent Island House! Would book again in a hot minute"
Pool and Bay Views on wrap around deck in Kent Island
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (47)
"Everything close by!"
The Blue Crab Beach House - Free beach passes
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
10.0 out of 10, Exceptional, (47)
"Beautiful views and spacious comfortable living space. Well supplied kitchen. "
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
3 Story Stunner in Murray Hill <1 mile from USNA!
10.0 out of 10, Exceptional, (16)
"Beautiful house in great location! It was the perfect house for our annual trip (group of 10 friends) to Annapolis! It was spacious, clean, and well equipped with everything you need in a rental house. Eric and team were super responsive and accommodating! Highly recommended! Will definitely come back next year!"
The price is AU$1,339
includes taxes & fees
6 Nov - 7 Nov
3 Story Stunner in Murray Hill <1 mile from USNA!
Luxe Houseboat: Breathtaking Skyline 360 Views
10.0 out of 10, Exceptional, (12)
"Gorgeous floating home - wonderful windows to appreciate the fabulous water views Excellent rooftop space - comfy bed and sleep sofa - beautifully appointed kitchen and bathroom "
The price is AU$1,099
includes taxes & fees
18 Nov - 19 Nov
Luxe Houseboat: Breathtaking Skyline 360 Views
Chesapeake Houseboat Getaway on Kent Island, Maryland
9.6 out of 10, Exceptional, (19)
"We loved our stay. It was particularly nice to get away from all the "hustle and bustle" of the Sailboat Show. The unit was well-equipped and comfortable. We loved the upper deck! In fact, we had morning coffee, on day, and watched 2 eagles in a nearby tree. "
Chesapeake Houseboat Getaway on Kent Island, Maryland
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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Other types of properties in Parole you may be interested in

Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1014)
"Helpful at check in "
The price is AU$175
includes taxes & fees
27 Nov - 28 Nov
Crowne Plaza Annapolis, an IHG Hotel
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (718)
"We originally had 2 rooms but then changed to this per Tia recommendation. We are so glad we did! It was so comfortable, quiet and clean . We had our own space yet could stay together. Tia was amazing and helpful. We will definitely stay in this suite again in the future when visiting my son. Loved it! Thanks !! "
The price is AU$165
includes taxes & fees
25 Nov - 26 Nov
Sonesta ES Suites Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1013)
"The staff was friendly and helpful"
The price is AU$175
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton Hotel Annapolis
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.

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 22 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.