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

Parole Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Parole vacation rentals

A calm waterfront with boats docked, a bridge in the background, and autumn foliage along the riverbank.

1. 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.
$463 nightly
The price is $521
Nov 5 - Nov 6
Total with taxes and fees
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A two-story house with a covered patio, a garage, and a well-maintained lawn.

2. 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, (56 reviews)
"Yes! Enjoyed our stay. Perfect setting and location to enjoy are time in Annapolis."
United States
Maureen D.
$438 nightly
The price is $499
Nov 2 - Nov 3
Total with taxes and fees
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
A wooden dock extending into a calm body of water with boats docked at the end.

3. 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.
$466 nightly
The price is $531
Nov 1 - Nov 2
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
A modern kitchen with a central island, built-in oven, and microwave.

4. 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.
$558 nightly
The price is $631
Nov 9 - Nov 10
Total with taxes and fees
Cute bungalow blocks to Stadium
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, (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.
$509 nightly
The price is $580
Nov 2 - Nov 3
Total with taxes and fees
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
A two-story house with a stone pathway leading to the front door, surrounded by lush greenery and other houses.

6. 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.
$806 nightly
The price is $919
Nov 1 - Nov 2
Total with taxes and fees
Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
A kitchen with a wooden countertop, a stove, and a refrigerator.

7. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.2 out of 10, Wonderful, (15 reviews)
"Property description is accurate, host is quickly responsive."
United States
Bradford R.
$373 nightly
The price is $425
Nov 1 - Nov 2
Total with taxes and fees
18th Cent. Charm in Historic Downtown Annapolis
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

8. 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, (30 reviews)
"Lovely place to stay. Very nice area and the host was very accommodating."
United States
Jax H.
$185 nightly
The price is $210
Nov 1 - Nov 2
Total with taxes and fees
Cute, Cozy 2-bedroom house near Annapolis with water access
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.
$487 nightly
The price is $555
Oct 31 - Nov 1
Total with taxes and fees
Renovated Bungalow | Walk to Beach | Dog-Friendly
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

10. 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, (13 reviews)
"Very nice home. Definitely recommend!"
United States
Bob H.
$397 nightly
The price is $453
Nov 3 - Nov 4
Total with taxes and fees
Fabulous 5-bedroom house with AC in charming Annapolis
A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

11. 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.
$432 nightly
The price is $492
Nov 9 - Nov 10
Total with taxes and fees
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.

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.
$474 nightly
The price is $540
Nov 9 - Nov 10
Total with taxes and fees
Mins to Historic Downtown Annapolis - Parking
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

13. 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, (43 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.
$292 nightly
The price is $333
Nov 2 - Nov 3
Total with taxes and fees
Large 2 bedroom house with private parking in a nice neighborhood
Exterior detail

14. 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.
$474 nightly
The price is $540
Nov 2 - Nov 3
Total with taxes and fees
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
A porch with two Adirondack chairs, a potted plant, and a gravel pathway leading to a gated area.

15. 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, (25 reviews)
"Accommodating hosts, charming house and great location! "
United States
Scott C.
$391 nightly
The price is $446
Nov 9 - Nov 10
Total with taxes and fees
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

16. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (24 reviews)
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."
United States
Bridget C.
$683 nightly
The price is $778
Nov 2 - Nov 3
Total with taxes and fees
Secluded Cozy Cottage in Historic Downtown
A living room with a dining table, two sofas, a coffee table, and a patterned rug.

17. Chapel Gate 3BR Steps to City Dock & Naval Academy

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
10.0 out of 10, Exceptional, (1 review)
"Very cute home in great proximity to naval academy"
United States
JENNIFER E.
$527 nightly
The price is $596
Nov 4 - Nov 5
Total with taxes and fees
Chapel Gate 3BR Steps to City Dock & Naval Academy
A living room with a fireplace, a television mounted above it displaying an airplane, and a glass coffee table.

18. Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Eastport
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay!"
United States
Michaell M.
$634 nightly
The price is $694
Nov 3 - Nov 4
Total with taxes and fees
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

19. 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.
$436 nightly
The price is $497
Nov 1 - Nov 2
Total with taxes and fees
Dean Street's Lower Deck House!
A calm lake with a sandy shore, surrounded by trees and houses.

20. 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.
$679 nightly
The price is $774
Oct 31 - Nov 1
Total with taxes and fees
Londontowne Home | Beach | 3BR
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Parole Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

8/10 Good
"Convenient to airport and train station"
gary 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Find out more about Parole

Everything you need to know about Parole vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Parole vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Parole vacation 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 low season months. For more hustle and bustle, you may prefer to visit Parole in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $210 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Parole rentals

At Expedia, we put the best Parole vacation 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 vacation.

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 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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Parole vacation home rental. It is located near the beach and has a fireplace, a balcony, 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Parole?

Choose from 19 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. Westfield Annapolis Mall and Annapolis Mall Shopping Center 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.