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

Parole Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Parole vacation rentals

Coffee/tea maker, fridge, microwave, oven

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, (22 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 ￥13,492
￥36,663 total
includes taxes & fees
Oct 6 - Oct 7
Cute, Cozy 2-bedroom house near Annapolis with water access
Terrace/patio

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, (12 reviews)
"Great place!"
United States
Chris A.
The price is ￥20,591
￥57,276 total
includes taxes & fees
Sep 21 - Sep 22
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Smart TV, stereo

3. 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 ￥10,197
￥17,348 total
includes taxes & fees
Sep 22 - Sep 23
Lower Level Loft - Adorable Studio Apt. Near BWI
Interior

4. 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, (40 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 ￥21,885
￥52,848 total
includes taxes & fees
Sep 21 - Sep 22
Large 2 bedroom house with private parking in a nice neighborhood
Interior

5. 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 ￥30,328
￥81,432 total
includes taxes & fees
Sep 29 - Sep 30
Upscale Condo in Annapolis w/Private Parking
Marina

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 ￥35,298
￥70,107 total
includes taxes & fees
Sep 21 - Sep 22
Cozy 2br home w/ parking in downtown Annapolis
Coffee/tea maker, fridge, microwave, oven

7. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, Exceptional, (11 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 ￥32,474
￥82,597 total
includes taxes & fees
Sep 28 - Sep 29
Cute bungalow blocks to Stadium
Interior

8. 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 ￥31,922
￥69,835 total
includes taxes & fees
Sep 21 - Sep 22
Dean Street's Lower Deck House!
Coffee/tea maker, fridge, microwave, oven

9. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 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 ￥32,788
￥78,870 total
includes taxes & fees
Sep 28 - Sep 29
Pool Loft Suite | Bay Access & Beach Passes
Exterior

10. 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 ￥15,638
￥46,292 total
includes taxes & fees
Sep 23 - Sep 24
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Coffee/tea maker, fridge, microwave, oven

11. 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 ￥41,103
￥113,042 total
includes taxes & fees
Sep 21 - Sep 22
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Exterior

12. 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 ￥12,299
￥41,755 total
includes taxes & fees
Sep 21 - Sep 22
Charming Coastal/Country Home w/3 Acres & Sauna!
Coffee/tea maker, fridge, microwave, oven

13. 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 ￥29,964
￥196,370 total
includes taxes & fees
Sep 21 - Sep 22
Luxe Row Home Steps to USNA Gate 3!
Outdoor dining

14. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
9.0 out of 10, Wonderful, (2 reviews)
"The location was spectacular, the host was communicative, and we had a great time! A beautiful and clean home with everything needed to make a trip a success. One small issue with some needed essentials meant a quick run to the store (TP!) but otherwise a great location, great stay, and would stay again!"
United States
David S.
The price is ￥28,097
￥60,468 total
includes taxes & fees
Sep 30 - Oct 1
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Smart TV

15. 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 ￥16,943
￥22,892 total
includes taxes & fees
Oct 8 - Oct 9
Cozy 1-bedroom studio in pleasant Crofton with AC
Interior

16. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
9.0 out of 10, Wonderful, (10 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is ￥30,121
￥88,527 total
includes taxes & fees
Sep 21 - Sep 22
Historic Row Home | Hot Tub - 1 Block from Gate 1!
Exterior

17. 5 Mi to Main St! Cozy Couple's Escape in Laurel

5 Mi to Main St! Cozy Couple's Escape in Laurel
South Laurel
10.0 out of 10, Exceptional, (2 reviews)
"The host was super nice and accommodating and the place was clean and quiet. Thanks for hosting me."
United States
Sam N.
The price is ￥11,295
￥36,518 total
includes taxes & fees
Sep 21 - Sep 22
5 Mi to Main St! Cozy Couple's Escape in Laurel
Exterior detail

18. 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 ￥39,647
￥91,339 total
includes taxes & fees
Sep 22 - Sep 23
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Exterior

19. Cozy Retreat Near Fort Meade | Fire Pit

Cozy Retreat Near Fort Meade | Fire Pit
Severn
8.6 out of 10, Excellent, (4 reviews)
"Arundel Mills was less than 5 minutes away. So many restaurants, retail and grocery stores. Loved sitting out back listening to the birds. My daughter even saw a ground hig and cut up apples fornhim. Comfy bed and cozy kitchen with everything we needed. Victor was very responsive to any issue I had. "
United States
Kristine D.
The price is ￥13,649
￥61,438 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Retreat Near Fort Meade | Fire Pit
Smart TV

20. The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
9.2 out of 10, Wonderful, (15 reviews)
"Very clean and well stocked Beautiful location Will definitely book againBroken oar and paddle restaurant nearby excellent food and service"
United States
Chris H.
The price is ￥18,948
￥58,443 total
includes taxes & fees
Sep 23 - Sep 24
The Hideaway Spot- Waterfront w/ Dock on Long Cove
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

Holiday Inn Washington-College Pk (I-95) by IHG

Holiday Inn Washington-College Pk (I-95) by IHG

8/10 Good
"The beds and pillows are the only thing I would improve about my stay. The property was clean, breakfast was delicious, and staff were friendly. It was a bit firmer than what I am used to, so it may just be 1 size that mediocrely fits all."
Jonathan 7-night trip
Posted 1 hour ago
Holiday Inn Washington-College Pk (I-95) 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
  • Use the map to find apartments and other holiday homes in the Parole neighbourhood you prefer
  • 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?

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.