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

Parole Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Parole vacation rentals

An aerial view of a marina with numerous boats docked, surrounded by residential buildings and a water tower.

1. Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
6.0 out of 10, (2 reviews)
The price is CA $307
CA $387 total
includes taxes & fees
Oct 26 - Oct 27
Sailboat Experience in Annapolis
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

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

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (24 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is CA $90
CA $292 total
includes taxes & fees
Oct 6 - Oct 7
Cute, Cozy 2-bedroom house near Annapolis with water access
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

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, (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 CA $199
CA $482 total
includes taxes & fees
Oct 6 - Oct 7
Large 2 bedroom house with private parking in a nice neighborhood
A dining table with a wine bottle, glasses, and a red bowl with a leaf pattern.

4. 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.
The price is CA $485
CA $705 total
includes taxes & fees
Oct 18 - Oct 19
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

5. 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, (12 reviews)
"Great place!"
United States
Chris A.
The price is CA $224
CA $571 total
includes taxes & fees
Oct 6 - Oct 7
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A wooden dock extending into a calm body of water with boats docked at the end.

6. 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 CA $306
CA $622 total
includes taxes & fees
Oct 20 - Oct 21
Cozy 2br home w/ parking in downtown Annapolis
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)
"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 CA $295
CA $754 total
includes taxes & fees
Oct 7 - Oct 8
Cute bungalow blocks to Stadium
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

8. 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 CA $101
CA $164 total
includes taxes & fees
Oct 6 - Oct 7
Lower Level Loft - Adorable Studio Apt. Near BWI
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
9.8 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 CA $324
CA $866 total
includes taxes & fees
Oct 20 - Oct 21
Renovated Bungalow | Walk to Beach | Dog-Friendly
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

10. 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 CA $290
CA $638 total
includes taxes & fees
Oct 6 - Oct 7
Dean Street's Lower Deck House!
Stylish kitchen with open layout and island seating

11. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (7 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 CA $324
CA $752 total
includes taxes & fees
Oct 13 - Oct 14
Pool Loft Suite | Bay Access & Beach Passes
A living room with a beige sofa, two framed floral pictures, a wooden cabinet, and a small table with a lamp.

12. 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 CA $154
CA $208 total
includes taxes & fees
Oct 8 - Oct 9
Cozy 1-bedroom studio in pleasant Crofton with AC
A kitchen with a wooden countertop, a stove, and a refrigerator.

13. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Jen was an amazing host. The property was meticulously maintained. She made sure we had everything we needed! Shen created an environment where we could socialize with other guests or keep to ourselves. She made plenty of recommendations for local eateries and entertainment. We would definitely stay again!"
United States
Maureens B.
The price is CA $369
CA $650 total
includes taxes & fees
Oct 13 - Oct 14
18th Cent. Charm in Historic Downtown Annapolis
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

14. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is CA $120
CA $402 total
includes taxes & fees
Oct 6 - Oct 7
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
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, (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 CA $439
CA $1,120 total
includes taxes & fees
Oct 12 - Oct 13
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
A lighthouse with a white exterior, a balcony, and a metal roof.

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is CA $142
CA $430 total
includes taxes & fees
Oct 7 - Oct 8
Charming Coastal/Country Home w/3 Acres & Sauna!
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

17. Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
The price is CA $272
CA $1,784 total
includes taxes & fees
Oct 6 - Oct 7
Luxe Row Home Steps to USNA Gate 3!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

18. 13 Mi to Annapolis: Dog-Friendly Home w/ Fire Pit!

13 Mi to Annapolis: Dog-Friendly Home w/ Fire Pit!
Crofton
10.0 out of 10, Exceptional, (35 reviews)
"Cute house in a great neighborhood. Especially appreciated the screened porch."
United States
Robert H.
13 Mi to Annapolis: Dog-Friendly Home w/ Fire Pit!
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

19. 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 CA $284
CA $793 total
includes taxes & fees
Nov 3 - Nov 4
Annapolis Retreat - 7 mins from downtown Annapolis!
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

20. 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 CA $499
CA $743 total
includes taxes & fees
Oct 6 - Oct 7
Fabulous 5-bedroom house with AC in charming 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.
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Top Parole Hotel Reviews

Best Western Annapolis

Best Western Annapolis

8/10 Good
"Friendly and respectful staff, clean premises, well stocked breakfast, rooms need better maintenance."
Silvia 1-night trip
Posted 1 hour ago
Best Western Annapolis

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Parole vacation rentals we have selected for you start as low as CA $292 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 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.