
Family-friendly vacation rentals in Parole
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Parole
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

The Lower Level Loft near BWI
Unwind in this tranquil, stylish in-law suite, updated for your comfort. Located on the lower level of a townhouse just minutes from BWI, this space offers a private entrance.Inside, you'll find an inviting dining area, a spacious bathroom, and a cozy bedroom featuring a brand-new queen-sized bed and a high-definition TV. There are two dedicated parking spaces that are well-lit. The kitchenette has a fridge, microwave, coffee maker, etc., providing all the essentials for a comfortable stay.

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!

"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.

Just Like Home - Private Entrance Apt in DMV Area
288 SQ FT PRIVATE ENTRANCE Mother-in-law suite/ studio apt, full bed, sofa, roll-away single bed, kitchen, bathroom with small shower stall & 55” Smart TV w/cable, Netflix & WiFi. No guests under 12 years of age. Excellent location: Ft. Meade (14.4 miles), Annapolis (15 m), Andrews AFB (19 m), Washington DC (19 m), Baltimore (29 m) Nearby airports: DCA (23 m), BWI (27 m), IAD (48 m) Public Transportation: Metro Bus Stop (0.2 m), New Carrollton Station Metrorail, Amtrak, & Greyhound (9 m)

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.

Spacious 3 Bedrooms House+Patio+Playground
Spacious 3 bedrooms house with functional patio + private playround located in Edgewater, only 15 mins drive to downtown Annapolis. 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. Easily fit 2 cars in private driveway. Very quiet neighborhood with proximity to everything!

Home away from home
This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

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.

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Coastal Comfort Suite Near Annapolis, Hottub, EV
Our pool is closed for the season; however, our hot tub is open! Ideal for a couple's retreat, this king suite guest room has a seating area, mounted TV, and coffee bar, microwave, and mini-fridge. An ensuite bathroom provides a luxurious shower and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

Garden View, a spacious 1 bedroom with loft.
Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.
Popular amenities for Parole family-friendly rentals
Family-friendly home rentals with a hot tub

Red, White & Waterview Studio Apt with pool

Cozy Retreat: Immaculate Clean, private place

Pet Friendly Bright In Law suite w Outdoor HangOut

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

TheAzalea: Cozy, private basement suite w/ jacuzzi

Fall Oasis - hot tub, fire pit, fully fenced

Luxury Modern Home on Water+Hotub- Annapolis 25min

Cozy waterfront getaway on the Bay
Family- and pet-friendly home rentals

Spacious, Private Basement Apartment

Mother-in-law suite with yard

Private guest suite in a newly remodeled home

Renovated Apt In Historic Dist w 2 Parking Spots

* Spacious Private Suite Full of Style & Comfort *

Secluded acre near BWI and Baltimore

The Crab House - a Private, Waterfront Guest House

Escape to a Sunny Apartment in a Quiet D.C. Suburb
Family-friendly home rentals with a pool

Private Art-Filled Guesthouse near Naval Academy

Sophisticated Studio Apartment, Metro DC

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Rollingside: Two-Room Guest Suite

Charming Annapolis Waterfront Condo

Bright and Cozy 2nd floor apt

Waterfront Getaway - View of bay from your bed

Woodland Retreat
When is the best time to visit Parole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 212 | € 206 | € 220 | € 223 | € 298 | € 265 | € 310 | € 284 | € 300 | € 301 | € 258 | € 241 |
| 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 vacation rentals that are family-friendly in Parole

Total vacation rentals
Explore 250 vacation rentals in Parole

Nightly prices starting at
Parole vacation rentals start at € 52 per night before taxes and fees

Verified guest reviews
Over 9,960 verified reviews to help you choose

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
250 of Parole vacation 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Outer Banks Vacation rentals
- Rentals with lake access Parole
- Rentals with a hot tub Parole
- Rentals with a washer and dryer Parole
- Townhouse rentals Parole
- Pet-friendly rentals Parole
- Rentals with a patio Parole
- House rentals Parole
- Rentals with a fire pit Parole
- Rentals with a fireplace Parole
- Rentals with pools Parole
- Rentals with beach access Parole
- Rentals with breakfast Parole
- Private suite rentals Parole
- Waterfront rentals Parole
- Rentals with an EV charger Parole
- Fitness-friendly rentals Parole
- Apartment rentals Parole
- Rentals with outdoor seating Parole
- Family-friendly rentals Anne Arundel County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Nationals Park
- Georgetown University
- The White House
- National Mall
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Betterton Beach
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Caves Valley Golf Club
- Washington Monument
- Crystal Beach Manor, Earleville, MD
- Great Falls Park
- Six Flags America
- The Pentagon
- Patterson Park
- Smithsonian American Art Museum
- Library of Congress