Three people sitting on a wooden dock by a body of water with boats in the background.

Parole Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Parole holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

1. 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, (12 reviews)
"Everything was as we expected or better. Very clean well appointed property "
United States
Stuart P.
The price is AU$699
includes taxes & fees
28 Sept - 29 Sept
Fabulous 5-bedroom house with AC in charming Annapolis
A bedroom with a bed, a chair, a bedside table with a lamp, a picture on the wall, and a window with curtains.

2. 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, (93 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is AU$444
includes taxes & fees
5 Oct - 6 Oct
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.

3. Historic Annapolis Charmer <1Mile to NMC Stadium

Historic Annapolis Charmer <1Mile to NMC Stadium
Homewood
9.8 out of 10, Exceptional, (7 reviews)
"The house was well equipped, clean and comfortable. The host was very accommodating and responsive. This is a great home if you have a large crowd and so convenient to historic Annapolis. "
United States
Susan R.
The price is AU$1,954
includes taxes & fees
26 Oct - 27 Oct
Historic Annapolis Charmer <1Mile to NMC Stadium
A two-story house with a stone pathway leading to the front door, surrounded by lush greenery and other houses.

4. Stadium-Side Annapolis | Chef Kitchen | Sleeps 10

Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
Admiral Heights
9.8 out of 10, Exceptional, (12 reviews)
"The home was well stocked with all the items needed to cook and spotless. Very comfortable and easy walk to the Navy stadium. Enjoyed our stay and all that Annapolis has to share. "
United States
Veronica D.
The price is AU$1,229
includes taxes & fees
28 Sept - 29 Sept
Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
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.

5. 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, (9 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.
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
A two-story house with a covered patio, a garage, and a well-maintained lawn.

6. Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (55 reviews)
"Great stay in Annapolis. The property is gorgeous. Everything you need for a great weekend in Annapolis. "
United States
Jennifer G.
The price is AU$769
includes taxes & fees
19 Oct - 20 Oct
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
A porch with two Adirondack chairs, a potted plant, and a gravel pathway leading to a gated area.

7. Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!

Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Annapolis
10.0 out of 10, Exceptional, (21 reviews)
"In Annapolis for youth sports. Great place to stay. "
United States
jason S.
The price is AU$775
includes taxes & fees
9 Oct - 10 Oct
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

8. 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 AU$818
includes taxes & fees
26 Oct - 27 Oct
Upscale Condo in Annapolis w/Private Parking
A modern kitchen with white cabinetry, a stainless steel refrigerator, a wooden countertop, and a window with a view of greenery.

9. Mins to DTA - King Beds - Parking

Mins to DTA - King Beds - Parking
Annapolis
10.0 out of 10, Exceptional, (5 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 AU$1,290
includes taxes & fees
21 Oct - 22 Oct
Mins to DTA - King Beds - Parking
A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

10. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is AU$1,214
includes taxes & fees
28 Sept - 29 Sept
Secluded Cozy Cottage in Historic Downtown
A beach with chairs and a pier in the background.

11. 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)
"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."
United States
Sharon Z.
The price is AU$612
includes taxes & fees
28 Sept - 29 Sept
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A calm lake with a sandy shore, surrounded by trees and houses.

12. 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 AU$1,043
includes taxes & fees
30 Sept - 1 Oct
Londontowne Home | Beach | 3BR
A kitchen with white cabinets, a marble backsplash, and a window with a view of greenery.

13. Historic Downtown 3BR Crabby Patty-∙Walk to USNA

Historic Downtown 3BR Crabby Patty-∙Walk to USNA
Historic District
10.0 out of 10, Exceptional, (7 reviews)
"House is perfect for weekend get away with family. Walking distance to everything. "
United States
Nathan A.
The price is AU$1,272
includes taxes & fees
28 Sept - 29 Sept
Historic Downtown 3BR Crabby Patty-∙Walk to USNA
A kitchen with wooden cabinets, a central island with stools, a refrigerator, and a brick accent wall.

14. Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive to questions and very easy to communicate with. The house was amazing and so close to downtown. Would definitely stay again!"
United States
Colleen W.
The price is AU$1,044
includes taxes & fees
28 Sept - 29 Sept
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

15. 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, (41 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 AU$476
includes taxes & fees
30 Sept - 1 Oct
Large 2 bedroom house with private parking in a nice neighborhood
A wooden dock extending into a calm body of water with boats docked at the end.

16. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is AU$606
includes taxes & fees
5 Oct - 6 Oct
Cozy 2br home w/ parking in downtown Annapolis

17. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
The price is AU$873
includes taxes & fees
28 Sept - 29 Sept
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
A modern kitchen with a central island, built-in oven, and microwave.

18. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, Exceptional, (12 reviews)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is AU$750
includes taxes & fees
6 Oct - 7 Oct
Cute bungalow blocks to Stadium
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

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

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.8 out of 10, Exceptional, (13 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 AU$882
includes taxes & fees
4 Oct - 5 Oct
Renovated Bungalow | Walk to Beach | Dog-Friendly
A spacious living room with a fireplace, a television, and a dining area with a table and chairs.

20. Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Annapolis
The price is AU$921
includes taxes & fees
28 Sept - 29 Sept
Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"The Maryland Inn is right on Main Street giving a short walk to every store and restaurant."
Roberto 3-night trip
Posted less than an hour ago
Historic Inns of 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 favourite 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 depend 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 AU$307 per night. Entering your travel dates in the search wizard might find you 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.