Vacation rentals in Parole

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Parole

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Annapolis

4.94 out of 5 average rating, 308 reviews

Wright’s Cottage, Pets Welcome!

We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!

Jun 27 – Jul 4

$188 per night
Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 202 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Nov 14 – 21

$85 per night
Guest favorite

Guesthouse in Annapolis

4.87 out of 5 average rating, 310 reviews

Chesapeake Birdhouse Studio

Private, clean, cozy studio in the heart of Eastport, Annapolis. Quiet, separate, retreat space. Walk 1 block to restaurants and bars in Eastport, hop on the water taxi and you are in the heart of Downtown Annapolis, USNA, and historic areas of Annapolis in minutes. This is an Ideal location for the sailing community or anyone visiting our beautiful city. Free street parking available. You could park your car and never have to move it through out your stay. Walk, bike or water taxi.

Aug 7 – 14

$105 per night

Popular amenities for Parole vacation rentals

Stay near Parole's top sights

Navy-Marine Corps Memorial Stadium34 locals recommend
Westfield Annapolis Mall95 locals recommend
Mike's Restaurant & Crabhouse52 locals recommend
Annapolis Harbour Center12 locals recommend
Graduate Annapolis11 locals recommend
Whole Foods Market47 locals recommend

Other great vacation rentals in Parole

Guest favorite

Guest suite in Arnold

4.94 out of 5 average rating, 110 reviews

Coastal Comfort Suite Near Annapolis, Hottub, EV

Sep 3 – 10

$134 per night
Guest favorite

Guesthouse in Annapolis

4.99 out of 5 average rating, 102 reviews

Coastal Waterfront 1 Bedroom Cottage

Apr 29 – May 6

$332 per night
Superhost

Home in Annapolis

4.85 out of 5 average rating, 205 reviews

Spacious Home in Private Neighborhood with Beach

Nov 28 – Dec 5

$277 per night
Guest favorite

Cottage in Glen Burnie

4.92 out of 5 average rating, 137 reviews

Home away from home

Jan 5 – 12

$69 per night
Guest favorite

Guest suite in Annapolis

4.96 out of 5 average rating, 163 reviews

Cozy Naptown Perch

Jul 8 – 15

$158 per night
Guest favorite

Townhouse in Annapolis

4.98 out of 5 average rating, 145 reviews

Townhouse - 1 Mile from Downtown Strip

Feb 28 – Mar 7

$254 per night
Guest favorite

Loft in Annapolis

4.91 out of 5 average rating, 910 reviews

Step Out to Main Street From a Chic Loft

Nov 29 – Dec 6

$128 per night
Guest favorite

Guest suite in Riva

5.0 out of 5 average rating, 7 reviews

Cozy one bedroom appt on the water

Jul 17 – 24

$72 per night
Guest favorite

Guest suite in Annapolis

4.94 out of 5 average rating, 67 reviews

Annapolis Garden Suite

Apr 26 – May 3

$130 per night
Guest favorite

Loft in Riva

4.96 out of 5 average rating, 90 reviews

New Loft w/South River view from treehouse deck!

Nov 17 – 24

$97 per night
Guest favorite

Apartment in Annapolis

4.94 out of 5 average rating, 33 reviews

Tranquil apartment in the woods

Jun 27 – Jul 4

$130 per night
Guest favorite

Cottage in Annapolis

4.98 out of 5 average rating, 63 reviews

Miller Cottage - near Navy Stadium

Dec 9 – 16

$166 per night

Quick stats about vacation rentals in Parole

Total rentals

380 properties

Rentals with dedicated workspaces

200 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

130 properties allow pets

Family-friendly rentals

260 properties are a good fit for families

Total number of reviews

14K reviews

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Parole?

    Parole has more than 260 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do townhouse rentals in Parole have a kitchen?

    Absolutely! We offer over 30 townhouse rentals with a kitchen in Parole. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Parole?

    Enhance your stay in our House Rentals with the most popular amenities: over 240 homes with air conditioning, over 210 homes with free parking, over 240 homes with wifi, over 220 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Parole?

    Yes! Work meets play with ease at over 200 vacation rentals in Parole featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Parole?

    Four-legged friends are welcome in Parole. Choose from more than 130 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in townhouse rentals in Parole?

    Experience the best of Parole with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Parole have air conditioning?

    Absolutely! We offer over 240 house rentals with air conditioning in Parole. Enjoy a tailored experience with all the comforts you desire.

  • Are there Parole vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Parole, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cottage rentals in Parole have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Parole. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Parole have free parking?

    Absolutely! We offer over 20 townhouse rentals with free parking in Parole. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Anne Arundel County
  5. Parole