
Vacation rentals in Herald Harbor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Herald Harbor
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Herald Harbor vacation rentals
Other great vacation rentals in Herald Harbor
Guest favorite

Guest suite in Arnold
5 out of 5 average rating, 8 reviewsCozy & Modern Upper Level Suite
DebraRating, 5 stars1 week ago
The house is in a nice quite neighborhood. The check-in was easy with the detailed instructions on how to unlock the door. The house was spotless! It is very modern and beautiful.
Top guest favorite

Private room in Annapolis
4.96 out of 5 average rating, 338 reviewsCape Cod Charm close to USNA & Annapolis - Room 2
UllyRating, 5 stars1 day ago
Michael and Debby's place was a gorgeous house, stylish and very comfortable. The room was cosy and I had everything I needed. Debby and Michael were lovely hosts, so helpful and friendly, and I would have spent time with them and their dog much longer ifvI didn't havd to get back on the road. And I would have enjoyed the pool if it hadn't been for the weather. An exceptional place, I would happily stay there again any time.

Guest suite in Pasadena
4.86 out of 5 average rating, 7 reviewsSafe-Secured-Free Parking *Full Kitchen *Job 31:32
SalmikaRating, 5 stars2 weeks ago
Lin and Gabe were responsive, provided local recommendations, and even called from Lin’s mobile to answer a question. The neighborhood was quiet, with access to all surrounding freeways. Thank you for providing a clean, spacious relaxing unit!
Top guest favorite

Apartment in Crownsville
5 out of 5 average rating, 32 reviewsPrivate Apartment @ Hidden View Farm
AlexRating, 5 stars10 months ago
Great stay! Delicious breakfast. Beautiful property. We didn’t realize it’s a basement unit attached to the home - but it was lovely nonetheless!
Top guest favorite

Private room in Annapolis
4.96 out of 5 average rating, 556 reviewsChesapeake Mornings
KathleenRating, 5 stars2 weeks ago
Host was waiting for me, door was open, friendly pups to help with acclimating and house tour. The bed was VERY comfortable, the shower water pressure was perfect, the room was quiet, the neighborhood was quiet. The only caution I would make is that if you are a warm person, be sure to request that the A/C be on and running. I loved everything about this home. Neat architecture, off street parking, large work desk just outside the room, strong Wi-Fi, and a VERY comfortable bed. I highly recommend this lovely home!
Top guest favorite

Apartment in Bowie
5 out of 5 average rating, 32 reviewsLighthouse Lodge
BeverlyRating, 5 stars2 weeks ago
Had the absolute best experience at this Airbnb! Galen was an absolute wonderful host, very welcoming, & showed us such wonderful hospitality. The house was easy to find, a breeze to check-in, & in a great neighborhood. Not only did we feel safe, but it was not far from some shopping centers & restaurants we visited frequently. We loved how clean the house was, it was very spacious, organized, had great amenities. My dad was hesitant to stay in someone's house, as hes used to staying in hotels, but he raved about how great of a stay it was, & my parents loved that there was a full kitchen, laundry room, & that the house was sooo clean & taken care of! Unfortunately while we were visiting MD my parents were involved in a hit & run car accident. When they returned back to the Airbnb Galen could not have been nicer, though not the duties of a host, he still helped my parents, offered to call for a rental, & helped find an auto parts store. Such an amazing host. Definitely recommend 10/10!
Guest favorite

Guest suite in Annapolis
4.95 out of 5 average rating, 95 reviewsAnnapolis Garden Suite
StacyRating, 5 stars1 week ago
Thank you for sharing your beautiful home and charger lol with us ! We will book again
Guest favorite

Cottage in Severna Park
4.77 out of 5 average rating, 26 reviewsColorful Round Bay Cottage
KatherineRating, 5 stars5 days ago
Jennifer’s house is one of the best AirB&B’s we have ever stayed in. The cottage was beautifully furnished, remarkably clean, and in a great location. It was spacious and comfortable. The primary bathroom has an incredibly shower. We would definitely like to return one day!
Destinations to explore
- Washington Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Hudson Valley Vacation rentals
- Outer Banks Vacation rentals
- The Hamptons Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park