Search Holiday Rentals in Parole

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Top Holiday Rentals in Parole

Beach
Cozy place close to the city dock
10.0 out of 10, Exceptional, (52)
"We were in town for a family wedding, and we also able to enjoy the atmosphere of downtown Annapolis."
Cozy place close to the city dock
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
"My rugby team traveled down for a competition. Erin met us there walked us around the property and gave us great recommendations for food in the area. She was an amazing manager, always answering questions and getting us anything we needed. The property was beautiful and fit our entire team comfortably. The large slace and outdoor activity allowed for a lot of team building and we had a blast llaying pickle ball and basketball with each other. We wish we coukd have spent more time there."
The price is £1,157
includes taxes & fees
16 May - 17 May
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (179)
"This home is a charming and cozy historic property with a private courtyard in back with garden lights. The location is perfect right across from the Naval Academy and a couple blocks walk to the waterfront and center of town."
Directly Across from Gate One & Steps from the Waterfront
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Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (186)
"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Beach nearby, sun-loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (37)
"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"
The Blue Crab Beach House - Free beach passes
Smart TV, stereo
Rooftop Deck Escape! Free Parking!
10.0 out of 10, Exceptional, (3)
"Myself and a few friends were down for a conference, The location was perfect especially for a group of guys. Easy to walk to the convention center or to Camden yards or m&t bank. Plenty of local restaurants and bars. Great communication by the host."
The price is £225
includes taxes & fees
19 May - 20 May
Rooftop Deck Escape! Free Parking!
Property grounds
Luxe Houseboat: Breathtaking Skyline 360 Views
10.0 out of 10, Exceptional, (9)
"This is a must try experience. So much different than a "normal" VRBO. Great sites and views."
The price is £636
includes taxes & fees
29 May - 30 May
Luxe Houseboat: Breathtaking Skyline 360 Views
Smart TV, Netflix, DVD player, streaming services
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (65)
"Extremely responsive host and beautiful cottage. Incredible location with tranquil views of the water. 5 minute walk to ice cream and nice restaurants. Easy walk (20-25 mins) otherwise into more bustling downtown Annapolis."
Amazing views, short walks to great dining!
Property grounds
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, (22)
"My family and I had an amazing stay!! Jacob’s correspondence was timely and very friendly from beginning to end. We had some problems with cleanliness (sheets not being washed, cobwebs, dead beetles in windowsills), and Jacob refunded our cleaning fee. Despite that, the house was beautiful and had plenty of space for our big family to move around. Be warned that there are A LOT of stairs! But nothing my older parents couldn’t handle. The views are absolutely breathtaking and every single room...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
10.0 out of 10, Exceptional, (73)
"The cottage provides a wonderful way to experience Deale and the surrounding area. Well equipped and clean, I had everything I needed and didn't want to leave,"
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Fridge, microwave, oven, stovetop
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (79)
"Excellent stay."
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Fridge, microwave, oven, stovetop
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (44)
"Laura’s house is so nice and comfortable. It has everything you could need and more. The backyard is such a great space. My one and only complaint/warning is that the front bedrooms were noisy at night because of the cars/traffic going by. This is nothing a white noise machine can’t fix. We would still definitely stay there again!("
Recently Renovated Annapolis Home - Conveniently Located
Balcony
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (28)
"I organized a large (15 person) bachelorette weekend at this property in early April. It is an absolutely gorgeous house and the host had a number of thoughtful touches - like extra firewood for the firepit, coffee supplies, and a bottle of bubbly for our bride! The beds were comfortable (even the twins!), which was lucky because one bedroom on the breakdown was not really usable, so a handful of guests relocated to one of the 'kid rooms.' We found Ashleigh very responsive both before and...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Private kitchen
1 Bedroom 1 Bathroom Apartment
10.0 out of 10, Exceptional, (1)
"This unit here was amazing just like the pictures! Phillip made sure the check in and check out process was very easy. Also he was very helpful and responsive when I had to contact him regarding anything. I would recommend to come back or my family friends to stay here. Everything was clean and spotless like brand new , the bed was very comfortable as well. I really enjoyed my stay here! You have access to all the amenities as if you were in your own apartment. I would give this place 10...
1 Bedroom 1 Bathroom Apartment
Property grounds
Waterfront Jolly Roger with Private Pier mins to Annapolis
10.0 out of 10, Exceptional, (25)
"Beautiful views, quiet location. Enjoyed watching the birds with our dog. Primary bedroom - comfortable large bed and very nice bathroom. Our son loved playing ping pong and foosball downstairs."
Waterfront Jolly Roger with Private Pier mins to Annapolis
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
10.0 out of 10, Exceptional, (59)
"The Firefly Cottage is a charming cottage ideally located in the community of St Cape Claire. Restaurants are close by and we highly recommend the Breakneck Grill. The cottage is well equipped and appointed. The backyard has has a hot tub and beautiful wild flower garden. Within walking distance is a park and beach area. We had a great time and found the location ideal to get to all the wedding festivities around Annapolis. Patricia is a terrific host and thinks of all the little things that...
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Fridge, microwave, oven, stovetop
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
9.8 out of 10, Exceptional, (6)
"Sky was a wonderful host. Was always checking to make sure we were good and if we needed anything. The house definitely exceeded our expectations. I stayed at this property for a staycation and the next time I want to do another one Sky’s property will be my number one choice. Thank you for a wonderful experience."
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Property grounds
Charming Annapolis WaterVIEW Home
9.8 out of 10, Exceptional, (41)
"We were friends gathering for a visit to relax and catch up and the house was perfect for that! It was very comfortable, in a quiet neighborhood, but close to enjoy going to local restaurants and shopping. We loved the large windows that looked out over the Bay! The decor was unique interesting touches."
The price is £545
includes taxes & fees
20 May - 21 May
Charming Annapolis WaterVIEW Home
Exterior
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (19)
"We have nothing but great things to say about Adam and his beautiful home! He was so accommodating and the home was comfortable and spacious for our family of 5! Couldn’t have had a better experience :)"
The price is £187
includes taxes & fees
16 May - 17 May
Relax on Kent Island in 3 Bedroom Home w/Waterview
Interior
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (14)
"We really enjoyed our (much too short) stay at this waterfront gem!! The property was very clean, had all the amenities that we needed for our time away.... the only complaint is that we didn't have enough time to enjoy it all!! : ) thank you so much, we will be back!"
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
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See all available properties in Parole
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.

Other types of properties in Parole you may be interested in

Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful , updated , modern and very clean. I like the space and the thoughtfulness that they brought into the rooms, they had a couple of plates, plastic forks and spoons in the microwavez Very quiet, comfy beds and good amount of parking spaces even on a busy weekend. Good distance to the town center, downtown and shopping area and very close to restaurants and fast food places, breakfast was pretty good as well. I would come back and stay here again. Thank you and keep it up. "
The price is £126
includes taxes & fees
26 May - 27 May
SpringHill Suites by Marriott Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1000)
"Parking limited on weekend evenings "
The price is £122
includes taxes & fees
19 May - 20 May
Crowne Plaza Annapolis, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (617)
"We had a great stay bad weather and all. The room was very comfortable and inviting. Enjoyed good eats from the local restaurant and had some drinks at the bar."
The price is £111
includes taxes & fees
30 May - 31 May
Sonesta ES Suites 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.

Everything you need to know about Parole holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Parole holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Parole holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Parole holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Parole. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Parole holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Parole holiday rentals we have selected for you start as low as £90 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Parole rentals

At Expedia, we put the best Parole holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Parole rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Parole holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Parole. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Parole?

Choose from 25 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. Annapolis Mall Shopping Center and Westfield Annapolis Mall 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.

Recent reviews of Parole properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

5/5 Excellent
"Excellent i recommended "
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport