Vacation rentals in Parole

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Top-rated vacation rentals in Parole

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Guest favorite

Cottage in Annapolis

4.94 out of 5 average rating, 312 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!

Jul 11 – 18

$192 per night

Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 205 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.

Oct 25 – Nov 1

$85 per night

Guest favorite

Guesthouse in Annapolis

4.87 out of 5 average rating, 312 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.

Sep 9 – 16

$105 per night

Guest favorite

Guesthouse in Annapolis

4.97 out of 5 average rating, 155 reviews

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Aug 7 – 14

$125 per night

Guest favorite

Home in Annapolis

4.99 out of 5 average rating, 197 reviews

Cape St Claire waterfront getaway

This is a private over the garage apartment located in Cape St Claire, about 5 miles from downtown Annapolis, 2 miles to the Bay Bridge. Private entrance, on site parking, 1- 2 guests. We encourage our guests to enjoy the large back yard patio with magnificent views of the Magothy River and Chesapeake Bay ! Approximately 30 miles to Washington, and Baltimore. 30 minutes to BWI airport. TV and internet. A community beaches just a short walk away. ADULTS ONLY, NO SMOKING, NO PETS.

Nov 13 – 20

$126 per night

Guest favorite

Apartment in Crownsville

4.98 out of 5 average rating, 163 reviews

“River Sweet" Private Apartment

River Sweet has everything you need for a fun and relaxing getaway. Cozy and clean, River Sweet provides all the comforts of home, including your own driveway and entrance. You'll delight in privacy while enjoying a safe, waterfront neighborhood. A local mini mart and restaurant are close by. And, you are centrally located between Annapolis, Baltimore and Washington for fun excursions! Please let us know if you need a long-term stay. We would be happy to accommodate you.

Aug 16 – 23

$110 per night

Guest favorite

Guesthouse in Annapolis

5.0 out of 5 average rating, 105 reviews

Garden View, a spacious 1 bedroom with loft.

Take it easy at this unique and tranquil getaway located in a quiet neighborhood. Route 50, I-95, and Downtown Annapolis are all minutes away. Garden View is centrally located for Naval Academy sports, The Renaissance Festival, Boat Shows, and golf at The Preserve. Staying in? No problem, the kitchen is fully equipped, and with free wi-fi working at the desk is a breeze.

Mar 25 – Apr 1

$152 per night

Guest favorite

Guest suite in Edgewater

4.89 out of 5 average rating, 436 reviews

South River Park Apartment

Located minutes from Annapolis, MD the in-law apartment offers access to Baltimore and DC in under an hour. The apartment offers its own entrance, full kitchen, one bathroom, one bedroom, tile floors, pullout sofa, Wifi, and parking. The apartment is registered with the Anne Arundel County Dept. of Inspections & Permits, #STR-15, for short term rentals.

Nov 13 – 20

$87 per night

Guest favorite

Guesthouse in Annapolis

4.97 out of 5 average rating, 197 reviews

RECENTLY RENOVATED Cottage Near Downtown Annapolis

Recently renovated (Feb. 2021) one bedroom Guesthouse with fully equipped kitchen, new king sized bed with premium Saatva mattress, full bathroom and large living room in a quiet neighborhood near the South River, Quiet Waters Park and downtown historic Annapolis. We employ professional cleaning services between each guest stay.

Aug 29 – Sep 5

$107 per night

Guest favorite

Guest suite in Arnold

4.85 out of 5 average rating, 497 reviews

Sunny Spot Suite, Serene, Annapolis, Naval Academy

Clean, bright, private and spacious guest suite, downstairs in my home. The space is a living room, bedroom and bath. Separate entrance, complete privacy and isolation. The bedroom is dark and quiet. Disinfected and safe. Both rooms have a separate access to the bathroom. There is a lovely, lush view out the back. Self check-in.

Jun 26 – Jul 3

$103 per night

Guest favorite

Home in Annapolis

4.96 out of 5 average rating, 108 reviews

Historic Downtown in-law suite

This special place is close to everything. One block to the Naval Academy and one block to all the historic and downtown attractions. This in-law suite has a queen bed, full bath, sauna, kitchenette, seating area, and desk/dining table. Welcoming separate, quiet entrance with access to a lovely patio with seating and firepit.

Mar 17 – 24

$106 per night

Guest favorite

Apartment in Edgewater

4.92 out of 5 average rating, 398 reviews

Pet Friendly Garden Apartment Near Annapolis

Cozy garden apartment w/private entrance, queen bed and twin day bed with trundel, bath and sitting room, and includes a refrigerator, microwave and coffee maker (there is no kitchen). Convenient to historic downtown Annapolis, Baltimore & Wash DC.

Aug 17 – 24

$96 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Parole vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Trader Joe's30 locals recommend

Other great vacation rentals in Parole

Guest favorite

Loft in Annapolis

4.91 out of 5 average rating, 916 reviews

Step Out to Main Street From a Chic Loft

Mar 4 – 11

$128 per night

Guest favorite

Guesthouse in Annapolis

4.99 out of 5 average rating, 104 reviews

Coastal Waterfront 1 Bedroom Cottage

Nov 15 – 22

$325 per night

Guest favorite

Home in Annapolis

4.96 out of 5 average rating, 101 reviews

The Navy House-Walk or Shuttle Downtown! 3 bd

Oct 2 – 9

$371 per night

Guest favorite

Bungalow in Edgewater

4.97 out of 5 average rating, 154 reviews

Peaceful Setting with Chic, Thoughtful Style

Aug 27 – Sep 3

$176 per night

Guest favorite

Home in Annapolis

4.95 out of 5 average rating, 344 reviews

New Hotel Chic

Feb 23 – Mar 2

$170 per night

Guest favorite

Guest suite in Riva

5.0 out of 5 average rating, 7 reviews

Cozy one bedroom appt on the water

Sep 26 – Oct 3

$72 per night

Guest favorite

Apartment in Annapolis

4.94 out of 5 average rating, 33 reviews

Tranquil apartment in the woods

Sep 22 – 29

$141 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!

Mar 23 – 30

$98 per night

Show all

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
30 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 condo rentals in Parole have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Parole. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Guesthouse Rentals in Parole?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, 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 private suite rentals in Parole?
Experience the best of Parole with our private suite rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do townhouse rentals in Parole have air conditioning?
Absolutely! We offer over 30 townhouse 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 30 vacation homes with pools in Parole, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Parole have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Parole. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Parole have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Parole. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Parole

Top-rated vacation rentals in Parole

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Parole vacation rentals

Stay near Parole's top sights

Other great vacation rentals in Parole

Loft in Annapolis

Guesthouse in Annapolis

Home in Annapolis

Bungalow in Edgewater

Home in Annapolis

Guest suite in Riva

Apartment in Annapolis

Loft in Riva

Quick stats about vacation rentals in Parole

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Parole?

Do condo rentals in Parole have a kitchen?

What are the most popular amenities for Guesthouse Rentals in Parole?

Are there vacation rentals with a dedicated workspace in Parole?

Are there pet-friendly vacation rentals in Parole?

How much does it cost to stay in private suite rentals in Parole?

Do townhouse rentals in Parole have air conditioning?

Are there Parole vacation rentals on Airbnb with pools?

Do condo rentals in Parole have wifi?

Do apartment rentals in Parole have free parking?

Destinations to explore