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Vacation rentals in Parole

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Top-rated vacation rentals in Parole

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

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Loft in Riva

4.96 out of 5 average rating, 112 reviews

New Loft w/South River view from treehouse deck!

Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern apartment that has a treehouse style deck for relaxing and enjoying the outside. The unit is served by a separate entrance and free street parking. Bring your kayak or stand-up-paddleboard, or try your luck at fishing! The TV is upgraded to a 55". Downtown Annapolis is just 6 miles away and offers cultural attractions, bars and restaurants, historical tours and access to the Naval Academy.

Home in Edgewater

4.95 out of 5 average rating, 100 reviews

Spacious 3 Bedrooms House+Patio

Spacious 3 bedrooms house with functional patio, located in Edgewater, only 15 mins drive to downtown Annapolis. The house is fully equipped with designer furnitures, with a sense of home! Huge dining room and fully functional kitchen, perfect to enjoy a great evening with your friends and family! Bedrooms are equipped with your own desks if you want to do some works even in your vacation. You can easily fit 2 cars in our private driveway. Very quiet neighborhood with proximity to everything!

Guest suite in Arnold

4.95 out of 5 average rating, 622 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Rental unit in Annapolis

4.91 out of 5 average rating, 110 reviews

Eastport Bungalow

Welcome to our cozy 1 bedroom, 1 bath cottage in Eastport, Annapolis. Walk to restaurants, bars, or hop on the water taxi downtown. Our home has 2 Roku TVs, 5G Wi-Fi, and free street parking. Relax on the private porch or borrow our bike to explore. Inside, enjoy amenities like a washer/dryer and self-check-in with electronic lock. Perfect for solo trips or romantic getaways, sailing enthusiasts or anyone visiting the city. We can't wait to host you and make your stay as enjoyable as possible.

Guesthouse in Annapolis

4.9 out of 5 average rating, 249 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.

Guesthouse in Annapolis

4.97 out of 5 average rating, 172 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.

Guest suite in Annapolis

5 out of 5 average rating, 119 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.

Guest suite in Edgewater

4.9 out of 5 average rating, 486 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.

Rental unit in Annapolis

4.9 out of 5 average rating, 322 reviews

Private Annapolis Inlaw Apartment

In-law apartment in beautiful Annapolis home. Close to downtown Annapolis but also has easy access to major highways. Quiet neighborhood. Private front entrance to apartment. In addition to king size bed in bedroom there are two queen size blow up beds as well as a large sectional sofa. So it comfortably sleeps 4. Off street parking for 2-3 vehicles.

Guesthouse in Annapolis

4.97 out of 5 average rating, 216 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.

Home in Annapolis

4.96 out of 5 average rating, 146 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.

Vacation rentals for every style

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Popular amenities for Parole vacation rentals

Free parking on premises

Air conditioning

Stay near Parole's top sights

United States Naval Academy101 locals recommend

Downtown Annapolis Partnership19 locals recommend

Naval Academy140 locals recommend

Vin 909 Winecafe126 locals recommend

Rams Head Tavern Annapolis109 locals recommend

Iron Rooster - Annapolis103 locals recommend

Other great vacation rentals in Parole

Home in Annapolis

4.95 out of 5 average rating, 37 reviews

Downtown Annapolis Luxury House

Home in Annapolis

4.98 out of 5 average rating, 55 reviews

Nautical Luxe Retreat! 6 Guests • 3 BDR • 2 Baths

Cottage in Annapolis

4.86 out of 5 average rating, 73 reviews

Waterfront cottage w/hot tub/ gated/ pier/ firepit

Rental unit in Annapolis

4.89 out of 5 average rating, 19 reviews

Fabulous Eastport Apartment!

Cottage in Annapolis

4.99 out of 5 average rating, 99 reviews

Miller Cottage - near Navy Stadium

Rental unit in Annapolis

4.95 out of 5 average rating, 42 reviews

Tranquil apartment in the woods

Guest suite in Arnold

4.98 out of 5 average rating, 40 reviews

Cozy cottage with riverview and pool

Guesthouse in Edgewater

4.99 out of 5 average rating, 86 reviews

1 large room efficiency in detached garage.

Quick stats about vacation rentals in Parole

Total rentals
380 properties
Total number of reviews
16K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace

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 cottage rentals in Parole have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in Parole. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Private Suite Rentals in Parole?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, over 10 homes with free parking, over 10 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 210 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 apartment rentals in Parole?
Experience the best of Parole with our apartment 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 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 30 vacation homes with pools in Parole, available on Airbnb. Make a splash and soak up the sun in style!
Do townhouse rentals in Parole have wifi?
Absolutely! We offer over 30 townhouse rentals with wifi in Parole. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Parole have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in Parole. Enjoy a tailored experience with all the comforts you desire.

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