What are the top rated Cottage Rentals in Herald Harbor?

There are a lot of options in Herald Harbor. If you plan on staying in the Herald Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Herald Harbor: <a href="/property/3-acre-waterfront-estate-heated-pool-hot-tub-yard-pier-game-and-pub-room/HA-321838724" class="class="static-page-link"">3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!</a> <a href="/property/welcoming-waterfront-luxury-estate-for-family-friends-and-pets-in-annapolis/HA-3213739451" class="class="static-page-link"">Welcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis</a> <a href="/property/premier-retreat-private-pool-spa-fireplace-spacious-deck/HA-3214439265" class="class="static-page-link"">Premier Retreat: Private Pool, Spa, Fireplace &amp; Spacious Deck</a> <a href="/property/stay-at-waterfront-home-with-pier-community-park/HA-3213577931" class="class="static-page-link"">Stay at Waterfront Home with Pier &amp; Community Park</a> <a href="/property/water-view-oasis-renovated-3-bedrooms-2-5-bath-hot-tub-conveniently-in-arnold/HA-3214618426" class="class="static-page-link"">Water view Oasis renovated 3 bedrooms, 2.5 bath &amp;hot tub conveniently in Arnold!</a> <a href="/property/private-severna-park-getaway-near-annapolis/HA-3214817845" class="class="static-page-link"">Private Severna Park Getaway Near Annapolis!</a> <a href="/property/private-pier-waterfront-jolly-roger-mins-to-dta/HA-3212265090" class="class="static-page-link"">Private Pier Waterfront Jolly Roger mins to DTA</a> <a href="/property/close-to-us-naval-academy-downtown-annapolis-maryland-live-casino-bwi-airport/HA-3213006193" class="class="static-page-link"">Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport</a> <a href="/property/serene-waterfront-home-with-kayaks-paddle-board-grill-firepit-w-d-and-ac/HA-3213380300" class="class="static-page-link"">Serene waterfront home with kayaks, paddle board, grill, firepit, W/D, and AC</a> <a href="/property/stay-mins-from-annapolis-in-luxury-waterfront-home-on-deep-water-w-private-pier-gourmet-kitchen/HA-3213949563" class="class="static-page-link"">Stay Mins from Annapolis in Luxury Waterfront Home on Deep Water w Private Pier &amp; Gourmet Kitchen</a>

How much does it cost to rent a cottage in Herald Harbor?

The average cost for a cottage rental in Herald Harbor is $247 per night. Old Mansions has a wide list of great cottages near Herald Harbor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Herald Harbor that allow pets?

Yes, here are the top cottage rentals in Herald Harbor that allow you to bring your pet: Cozy and serene one bedroom waterfront guest cottage Premier Retreat: Private Pool, Spa, Fireplace & Spacious Deck Riverfront Hangar Stay at Waterfront Home with Pier & Community Park Roost on the River <a href="/all/usa/maryland/crownsville/herald-harbor" class="class="static-page-link"">See all pet-friendly vacation rentals in Herald Harbor on Old Mansions</a>

Do you have any rental cottages in Herald Harbor that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Herald Harbor to find one that works for you.

Are there quality cottages in Herald Harbor that have indoor swimming pools?

As of 2026, the data from Old Mansions shows that there are Over 1 private swimming pools or cottages with indoor pools in the Herald Harbor area along with other great amenities.