
House holiday rentals in Parole
Find and book unique houses on Airbnb
Top-rated house rentals in Parole
Guests agree: These houses are highly rated for location, cleanliness and more.

Rachel's BnB
A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Elegant & Authentic Annapolis
Enjoy comfortable elegance in this historic beauty on one of the prettiest streets in Downtown Annapolis--Main Street and the Water only 2 blocks away. This private unit is the full main level with its own eat-in kitchen, living room, front porch and back patio. Bedroom features queen size bed, dresser and walk-in closet. Bathroom has shower/tub and counterspace for your comfort. Street parking is available or public garage parking is a short stroll away. Relish this quiet & convenient location.

Quaint in the Heart of Annapolis
Quaint 2 bedroom, 1 bath home located in the heart of historic Annapolis. Completely remodeled with free off-street parking. Located towards the end of a safe, quiet, dead end road, less than 3 miles from downtown Annapolis, the Naval Academy, the Annapolis Mall, St. John’s College, and the Navy-Marine Corps Memorial Stadium. Walk downtown or to the Annapolis Town Center, restaurants, shops, and so much more! -Wi-Fi -2 free parking spaces -Keurig Coffee -TV -Toothbrushes/Paste -Shampoo/Soaps

"Hilltop Hideaway"- Private basement suite
Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

4 bedrooms, 7 beds, 3 bath completely updated
Not your typical Airbnb. This is our vacation house too and we have it stocked so you can enjoy all of the amenities of home, without having to bring them yourself. Full kitchen with fresh coffee beans, K cups, and tea provided for starters. Breakfast starters provided too. Everything you need if you want to cook. Games for inside (including PS5), and backyard games too. 3 bedrooms on ground floor so no constantly having to go up and down steps. We love our place and know you will too.

Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

Chesapeake Comfort, Annapolis.
Veteran Superhost! Annapolis Bungalow Home. Professionally cleaned and a full time Airbnb. I have been a Superhost with my listings for over 10 years. Walking distance to Navy Stadium and to Park Place where you can jump on the trolley and take a ride through town. Enjoy the spacious backyard deck and yard. Bring your kayaks and store on our rack and walk it down to the launch. Queen Bedroom on ground floor. 2nd Queen Bedroom on lower level w/bathroom. Loft bedroom has 2 full size beds.

Luxury Modern Home on Water+Hotub- Annapolis 25min
Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Charming house; walk to everywhere in Annapolis
Charming historic house, private and upscale, tucked away in the quiet President’s Hill neighborhood, located off West Street (Annapolis Arts District) with many restaurants. City Dock/Navy Stadium within walking distance. Free shuttle bus to downtown. Enjoy entire house, including front porch and back yard garden sanctuary with water pond. Peace and nature abound! House is fully stocked for cooking including all basics (spices, oil/vinegar), coffee/tea. You will feel at home here!

The Navy House-Walk or Shuttle Downtown! 3 bd
Your family will be close to everything when you stay at this centrally-located home. 3 blocks from the Navy stadium and walking distance to amazing restaurants! Here is your Annapolis home away from home. Our 3 bedroom 2.5 bath bungalow retreat is perfect for 6-7 people wanting to relax and see all that beautiful Annapolis has to offer. There’s also a free shuttle that takes you downtown to the water. Come, enjoy!

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. Twin bed can be set up and made up at guest request.

Waterfront Cheerful 6 BR Home with Private Pier
Bring the whole family to this spacious home on the waterfront with its private pier. With high ceilings and large windows, this home gets beautiful natural lighting. The neighborhood is peaceful, quiet, and 10 minutes away from Annapolis. No carpet ,all wood floor.
Popular amenities for Parole house rentals
House rentals with a pool

Bay Breeze Retreat

Gorgeous, Waterfront Home Is Fabulous in Winter!

Entire Beach House with Pool and Hot Tub

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

Bay Bliss House

The Blissful House

5 BEDR, Inground Pool+Billiard Table, Close To D.C

The Little Gypsy BoHome
Weekly house rentals

West street historic home

Nautical Cottage in Annapolis

Cute bungalow blocks to Stadium

Cozy home 8 miles from the USNA

Sunset Corner House

Bay Home in Annapolis with Private Dock

Charming Annapolis Townhome

Walk to Navy Stadium & Shops. No cleaning fee!
Private house rentals

Downtown Annapolis Luxury House

The Lighthouse: Walk to stadium, downtown, West St

Chessie Cottage - Chesapeake Bay

USNA/DTA Gem: King Beds + Pro Hosting + Parking

Newly renovated cottage on 3 acres Annap/DC/Balt

Book CW26 at Historic Firehouse w Parking, Dogs OK

Away at the Bay: New Home on the Chesapeake Bay!

Annapolis Cottage at Bay Ridge, Renovated
When is the best time to visit Parole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $437 NZD | $437 NZD | $437 NZD | $440 NZD | $594 NZD | $519 NZD | $478 NZD | $493 NZD | $480 NZD | $531 NZD | $456 NZD | $468 NZD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Quick stats about house rentals in Parole

Total holiday rentals
Explore 230 holiday rentals in Parole

Nightly prices starting at
Parole holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 8,560 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
230 of Parole holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Parole rentals

4.9 Average rating
Parole stays are highly rated by guests—averaging 4.9 out of 5!
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- Georgetown University
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