Parole Vacation Rentals

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Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Parole vacation rentals

Printers
Hudson house

Hudson house

Hudson house
3.5 star property
Canton
The price is ￥24,032
￥51,489 total
includes taxes & fees
Dec 17 - Dec 18
Hudson house
Interior
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Historic District
10.0 out of 10, Exceptional, (33)
"Beautiful home in a great central location for walking to most downtown and USNA destinations. "
United States
Hunter S.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Property grounds
Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.4 out of 10, Very Good, (37)
"It was very nice"
United States
Cher P.
The price is ￥14,648
￥42,522 total
includes taxes & fees
Dec 17 - Dec 18
Rooftop Deck Escape! Free Parking!
Smart TV
Charming 2-bedroom house with fitness room and AC in Glen Burnie

Charming 2-bedroom house with fitness room and AC in Glen Burnie

Charming 2-bedroom house with fitness room and AC in Glen Burnie
2.0 star property
Glen Burnie
10.0 out of 10, Exceptional, (3)
"Very nice and clean and comfortable for my family thank you for hosting"
United States
LYDIA M.
Charming 2-bedroom house with fitness room and AC in Glen Burnie
Interior
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

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

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cape Saint Claire
10.0 out of 10, Exceptional, (40)
"Fabulous place. We’ll be booking again next year. "
United States
Steve R.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Interior
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay
2.0 star property
Stevensville
6.4 out of 10, (7)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "
United States
Natalia F.
Floating 2 bed 2 bath condo stunning views of the bay
Property grounds
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Pasadena
9.4 out of 10, Exceptional, (90)
"This property was a great place for a family to all relax together, play games, and enjoy the water!"
United States
Armando V.
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Fridge, microwave, oven, stovetop
Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92

Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92

Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92
2.0 star property
South Baltimore
10.0 out of 10, Exceptional, (4)
"House was in great condition, clean, and host was easily accessible. "
United States
Christopher L.
The price is ￥15,346
￥43,685 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92
Fridge, microwave, oven, stovetop
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

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

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Stevensville
10.0 out of 10, Exceptional, (16)
"The location was great! And clean beautiful house "
United States
Sarah S.
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Exterior
Fed Hill w Deck Walk Score 95 Steps from Harbor

Fed Hill w Deck Walk Score 95 Steps from Harbor

Fed Hill w Deck Walk Score 95 Steps from Harbor
Federal Hill
9.0 out of 10, Wonderful, (38)
"Great location and place"
United States
Brian K.
The price is ￥32,506
￥67,624 total
includes taxes & fees
Dec 17 - Dec 18
Fed Hill w Deck Walk Score 95 Steps from Harbor
Outdoor dining
Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
9.0 out of 10, Wonderful, (37)
"Very clean space, nicely decorated & was located near lots of things to do "
United States
Lindsey P.
The price is ￥16,044
￥37,510 total
includes taxes & fees
Dec 17 - Dec 18
Sleek and Cozy Micro Fells Point Residence!
Exterior detail
BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ￥31,002
￥46,829 total
includes taxes & fees
Jan 1 - Jan 2, 2026
BAYSIDE BUNGALOW
Flat-screen TV
Trendy Spot in Downtown Baltimore/Fells Point

Trendy Spot in Downtown Baltimore/Fells Point

Trendy Spot in Downtown Baltimore/Fells Point
Upper Fells Point
9.8 out of 10, Exceptional, (26)
"The house was easy to access, clean and fairly well appointed for a short stay. The property owner was extremely responsive and we experienced no issues. Would definitely rent again."
United States
Matt S.
The price is ￥33,327
￥73,764 total
includes taxes & fees
Dec 17 - Dec 18
Trendy Spot in Downtown Baltimore/Fells Point
Property grounds
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is ￥55,804
￥103,023 total
includes taxes & fees
Dec 17 - Dec 18
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Smart TV
The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
8.6 out of 10, Excellent, (8)
"This place had everything we needed for a great family Christmas. Responsive host. Fun times! "
United States
Tammy A.
The price is ￥18,756
￥56,371 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Hideaway Spot- Waterfront w/ Dock on Long Cove
Exterior
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.4 out of 10, Exceptional, (20)
"Great place, excellent location!"
United States
Joseph C.
The price is ￥97,935
￥180,033 total
includes taxes & fees
Dec 17 - Dec 18
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Smart TV
Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (47)
"Amazing views! Location is great, restaurants at walking distance, great bicicle trail, highly recommended!"
United States
Oliver C.
Cass-N-Reel Luxury Houseboat
Property grounds
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families
stevensville
10.0 out of 10, Exceptional, (197)
"This home was the perfect get-away for a group of friends!The accommodations were wonderful and the host went out of their way to ensure our stay was full of fun activities."
United States
David N.
240' Private Beachfront @Kent Island Love Point - Great for Families
Smart TV
Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (31)
"We had such a great stay at the property. Everything was clean and welcoming. It was the perfect little place/space for my wife my 3 yr old son and myself. The street parking in the area was also good. We were able to find a spot right around the corner. The location of the property in relation to a lot of the sites in Fells Point was perfect as well. Everything 5 stars we would definitely recommend and We would definitely book again! "
United States
Bryan S.
The price is ￥16,044
￥37,330 total
includes taxes & fees
Dec 17 - Dec 18
Cozy Modern Micro Apt in the Heart of Fells Point!
Dining
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester
10.0 out of 10, Exceptional, (126)
"Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly.."
United States
Karen K.
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Amenities and staff were good for our stay. Thanks to the housekeeping staff for staying on our requests. "
L Craig 2-night trip
Posted 20 hours ago
Crowne Plaza Annapolis by IHG

Find out more about Parole

Search for holiday rentals in Parole on Expedia! You can easily find your home rentals, villas, holiday apartments in Parole using one of the methods below:

  • View our selection of featured holiday rentals in Parole
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  • Enter your travel dates to view the best deals on holiday rentals in Parole while they last

Look no further and take a look at our great range of rental properties in Parole!

Frequently asked questions

Are there vacation rentals in Parole?

Yes, we have vacation rentals in Parole close to Annapolis Bowl, or you can select a secluded option if you'd like a relaxing place to stay. Tourists who visit Parole speak highly of the array of shops and college campus. While you're here, grab a bite or have a drink at the charming coffeehouses.

What are some of the best vacation rentals in Parole?

Rooftop Deck Escape! Free Parking!: Visitors like this Parole vacation home rental. It is located in the city center and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Parole?

Choose from 17 Expedia vacation rentals in Parole for a memorable vacation.

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 vacation rental in Parole like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Parole. Vacation rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.