Parole Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Parole

Cozy place close to the city dock
10.0 out of 10, Exceptional, (54)
"It is a very nice home for our short stay. We came for a graduation ceremony and the convenience and location were perfect. We will stay here in the future."
Cozy place close to the city dock
WoodSpring Suites Washington DC Northeast Greenbelt
2.5 star property
6.8 out of 10, (473)
"Stay was excellent overall, my husbands only complaint was the bed being too soft for him and I’ll say we needed more than one pillow, otherwise very very clean and up to date "
The price is NZ$162
per night
4 Jun - 5 Jun
WoodSpring Suites Washington DC Northeast Greenbelt
ROOST Baltimore
4.5 star property
9.6 out of 10, Exceptional, (138)
"The staff was great"
The price is NZ$340
per night
10 Jun - 11 Jun
ROOST Baltimore
Save an average of 15% on thousands of hotels when you're signed in
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (4)
"Incredibly beautiful home! The house is a perfect place to host your family for commissioning week or for any stay. The pool and river offer a great places to relax. The views are gorgeous and the property is located in a very peaceful neighborhood. The property has amazing amount space to accommodate our large family. We enjoyed eating on the patio, swimming in the pool, kayaking and playing pickle ball. We hope to come back just to vacation here!"
The price is NZ$2,340
per night
4 Jun - 5 Jun
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
⭐️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
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (21)
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
Rooftop Deck Escape! Free Parking!
9.0 out of 10, Wonderful, (4)
"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 NZ$468
per night
2 Jul - 3 Jul
Rooftop Deck Escape! Free Parking!
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
Cozy Modern Micro Apt in the Heart of Fells Point!
9.6 out of 10, Exceptional, (7)
"This apartment was perfect for a weekend trip to Baltimore with my family (2 adults and 2 small kids). Good amount of space and great location - near restaurants and the inner harbor. Would stay here again!"
The price is NZ$427
per night
12 Jun - 13 Jun
Cozy Modern Micro Apt in the Heart of Fells Point!
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (43)
"Beautiful house and views. Amenities and grounds were great. Loved the playground and beach. Peace and quiet at its finest in nature."
The price is NZ$1,247
per night
6 Jun - 7 Jun
Charming Annapolis WaterVIEW Home
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (15)
"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.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, (25)
"I chose to stay at this property for the duration of my wedding weekend. It was really great to be able to spend that extra time with family all together! Getting ready at the house, rather than a hotel was also really nice because we had much more room to space out. The make up artist and hair stylist also complimented the ample natural light and space to work. The pool and hot tub were beautiful! The only downside was a lack of curtains in the master bedroom. The sunrise is beautiful but...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Entire 3-Bedroom Retreat Free Parking & Amenities
Entire 3-Bedroom Retreat Free Parking & Amenities
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (39)
"It was clean and had everything we needed. We had a very comfortable stay. There are one or two steps between many of the rooms so keep that in mind."
The Blue Crab Beach House - Free beach passes
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (44)
"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"
Recently Renovated Annapolis Home - Conveniently Located
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 NZ$1,276
per night
4 Jun - 5 Jun
Luxe Houseboat: Breathtaking Skyline 360 Views
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (66)
"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!
Waterfront Cottage on the Eastern Shore
9.4 out of 10, Exceptional, (3)
"the view and access to the beach just a short walk away is the best part of this house! with little kids we could go whenever we wanted for however short or long we wanted to stay and run to the house for snacks or toys! huge bedrooms for everyone to be comfortable. plenty of bathrooms. great food next door as well!"
The price is NZ$1,845
per night
17 Jun - 18 Jun
Waterfront Cottage on the Eastern Shore
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
9.6 out of 10, Exceptional, (18)
"Had a nice stay. We would definitalty book again."
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
Don't see what you're looking for?
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

DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1004)
"After having to leave my first reservation (different hotel). This was paradise. Courteous, helpful staff. Comfortable room and beds. "
The price is NZ$219
per night
1 Jul - 2 Jul
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1004)
"Liked free parking and convinient &near to shopping"
The price is NZ$234
per night
1 Jul - 2 Jul
Crowne Plaza Annapolis, an IHG Hotel
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (628)
"Service was friendly. Two bedroom suite is set up for maximum rest."
The price is NZ$245
per night
2 Jul - 3 Jul
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Parole holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Parole. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Parole. Seeing all the best attractions is bound to make you fall in love with Parole. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Parole short-term rentals, that won’t be hard to do.

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 24 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.

Recent reviews of Parole properties
Expedia verified reviews