Parole Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Parole holiday rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

1. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (31 reviews)
"Great stay"
United States
Guillaume P.
The price is NZ$352
includes taxes & fees
15 Nov - 16 Nov
Cute, Cozy 2-bedroom house near Annapolis with water access
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

2. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
United States
Anonymous traveller
The price is NZ$735
includes taxes & fees
15 Nov - 16 Nov
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A bathroom with a white sink, a mirror, and a wooden cabinet with a drawer containing a hair dryer.

3. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (44 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is NZ$563
includes taxes & fees
9 Nov - 10 Nov
Large 2 bedroom house with private parking in a nice neighborhood
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

4. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (20 reviews)
"This was an adorable little place, perfect for my husband and I. With a few minor tweaks and upgrades, this would easily be a five star stay. I would happily stay here again. Thank you!"
United States
Deanna
The price is NZ$168
includes taxes & fees
6 Dec - 7 Dec
Lower Level Loft - Adorable Studio Apt. Near BWI
A calm waterfront with boats docked, a bridge in the background, and autumn foliage along the riverbank.

5. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A spacious living room with a large sofa, a coffee table, and a chandelier. There is a kitchen in the background with a dining area.

6. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (10 reviews)
"The house was great and the host was better! She was super responsive and helpful, and everything went well on our stay!"
United States
Dan B.
The price is NZ$987
includes taxes & fees
10 Nov - 11 Nov
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
A modern kitchen with a central island, built-in oven, and microwave.

7. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, Exceptional, (13 reviews)
"Great location, very clean, and the host was very responsive!"
United States
Heather B.
The price is NZ$1,024
includes taxes & fees
8 Nov - 9 Nov
Cute bungalow blocks to Stadium
Stylish kitchen with open layout and island seating

8. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (9 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is NZ$848
includes taxes & fees
9 Nov - 10 Nov
Pool Loft Suite | Bay Access & Beach Passes
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

9. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.6 out of 10, Exceptional, (14 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is NZ$946
includes taxes & fees
8 Nov - 9 Nov
Renovated Bungalow | Walk to Beach | Dog-Friendly
A living room with a beige sofa, two framed floral pictures, a wooden cabinet, and a small table with a lamp.

10. Cozy 1-bedroom studio in pleasant Crofton with AC

Cozy 1-bedroom studio in pleasant Crofton with AC
Crofton
9.0 out of 10, Wonderful, (2 reviews)
"Host was very friendly and accommodating. The location is wonderful. Lots of shops and festivities nearby could not have asked for better. Her cat was also very friendly "
United States
Michaela C.
The price is NZ$228
includes taxes & fees
8 Nov - 9 Nov
Cozy 1-bedroom studio in pleasant Crofton with AC
A lighthouse with a white exterior, a balcony, and a metal roof.

11. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (50 reviews)
"Great stay"
United States
Michael V.
The price is NZ$559
includes taxes & fees
9 Nov - 10 Nov
Charming Coastal/Country Home w/3 Acres & Sauna!
A modern kitchen with white cabinetry, a stainless steel refrigerator, a wooden countertop, and a window with a view of greenery.

12. Mins to Historic Downtown Annapolis - Parking

Mins to Historic Downtown Annapolis - Parking
Annapolis
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful home with very attentive host. Great place for family getaway. Will definitely be back! Go Navy."
United States
Nader E.
The price is NZ$809
includes taxes & fees
9 Nov - 10 Nov
Mins to Historic Downtown Annapolis - Parking
A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

13. Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is NZ$978
includes taxes & fees
17 Nov - 18 Nov
Upscale Condo in Annapolis w/Private Parking
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

14. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is NZ$969
includes taxes & fees
6 Dec - 7 Dec
Annapolis Retreat - 7 mins from downtown Annapolis!
A kitchen with wooden cabinets, a central island with stools, a refrigerator, and a brick accent wall.

15. Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Good location."
United States
Rosie G.
The price is NZ$1,388
includes taxes & fees
9 Nov - 10 Nov
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

16. Fabulous 5-bedroom house with AC in charming Annapolis

Fabulous 5-bedroom house with AC in charming Annapolis
Annapolis
8.8 out of 10, Excellent, (16 reviews)
"Very nice home. Definitely recommend!"
United States
Bob H.
The price is NZ$763
includes taxes & fees
17 Nov - 18 Nov
Fabulous 5-bedroom house with AC in charming Annapolis
A beach with chairs and a pier in the background.

17. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"Super clean, well furnished and in a nice quiet neighborhood close to downtown Annapolis. Great place to stay!"
United States
Ryan C.
The price is NZ$805
includes taxes & fees
9 Nov - 10 Nov
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A deck with a view of a marina, including boats and docks.

18. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
Cass-N-Reel Luxury Houseboat
A calm lake with a sandy shore, surrounded by trees and houses.

19. Londontowne Home | Beach | 3BR

Londontowne Home | Beach | 3BR
Edgewater
9.4 out of 10, Exceptional, (3 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is NZ$1,254
includes taxes & fees
8 Nov - 9 Nov
Londontowne Home | Beach | 3BR
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

20. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is NZ$811
includes taxes & fees
8 Nov - 9 Nov
Dean Street's Lower Deck House!
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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Find holiday rentals that suit your style

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Top Parole Hotel Reviews

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis

10/10 Excellent

Great hotel. Booked room with balcony and valet parking included and well worth it, spacious. Walking distance to Main Street, fabulous happy hour at O’Briens Oyster Bar would highly recommend. Staff friendly and helpful. You won’t regret it.
Australia
Bridget
Reviewed April 8, 2023
Graduate by Hilton Annapolis

Find out more about Parole

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, 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 NZ$352 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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This holiday home rental outside of Parole is located near the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Parole?

Choose from 19 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.