What are the top rated Cottage Rentals in Chesapeake Beach?

There are a lot of options in Chesapeake Beach. If you plan on staying in the Chesapeake Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Chesapeake Beach: <a href="/property/mid-century-modern-on-private-beach-designed-by-award-winning-architect/HA-3212276206" class="class="static-page-link"">Mid-Century Modern on Private Beach, Designed by Award Winning Architect!</a> <a href="/property/charming-4-bdr-3-bath-chesapeake-beach-home-2-king-beds-a-queen-and-bunk-bed/HA-3212387194" class="class="static-page-link"">Charming 4 Bdr 3 Bath Chesapeake Beach Home 2 king beds, a queen and bunk bed</a> <a href="/property/rising-sun-cottage-3-bedroom-3-bathroom-w-beach-views/HA-3214359378" class="class="static-page-link"">Rising Sun Cottage 3 bedroom 3 bathroom W/Beach Views!</a> <a href="/property/the-cozy-crab-your-charming-haven-in-lovely-north-beach/HA-3214573041" class="class="static-page-link"">The Cozy Crab- Your Charming Haven in Lovely North Beach!</a> <a href="/property/family-beach-house-spacious-deck-grill-views/HA-3213528276" class="class="static-page-link"">Family Beach House: Spacious Deck, Grill &amp; Views</a> <a href="/property/family-friendly-chesapeake-beach-house-with-deck/BC-10531680" class="class="static-page-link"">Family-Friendly Chesapeake Beach House with Deck!</a> <a href="/property/rod-n-reel-resort/EP-1050433" class="class="static-page-link"">Rod &#39;N&#39; Reel Resort</a> <a href="/property/rod-n-reel-resort/BC-506024" class="class="static-page-link"">Rod &#39;N&#39; Reel Resort</a> <a href="/property/charming-villa/HA-3212608973" class="class="static-page-link"">Charming Villa</a> <a href="/property/indoor-pool-and-spa-in-contemporary-french-home-secluded-in-surrounding-woods/HA-1217928846" class="class="static-page-link"">Indoor pool and spa in contemporary French home secluded in surrounding woods</a>

How much does it cost to rent a cottage in Chesapeake Beach?

The average cost for a cottage rental in Chesapeake Beach is $274 per night. Treehouse Rental has a wide list of great cottages near Chesapeake Beach that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Chesapeake Beach that are suitable for families?

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

Are there quality cottages in Chesapeake Beach that have indoor swimming pools?

As of 2026, the data from Treehouse Rental shows that there are Over 11 private swimming pools or cottages with indoor pools in the Chesapeake Beach area along with other great amenities.

Chesapeake Beach Cottage Rentals By Owner

Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches

From US $137

8.8 (5 Reviews)

Cottage

Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches

Air Conditioner
Parking
Pet Friendly

Chesapeake Beach Cottage Rentals & Holiday Homes

Find the best cottages in Chesapeake Beach - We found 11 exact matches

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