Compare Chesapeake Beach Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Chesapeake Beach

The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd Tilghman MD
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $204 total per night
$204 total
Oct 12 - Oct 13
Total with taxes and fees
The Tilghman Island Inn features free WiFi in public areas, a seasonal outdoor pool, and microwave in a common area. A stay here includes free parking. Multilingual staff is on hand to answer questions. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a refrigerator in a common area, a terrace, and a picnic area.
Pool
Breakfast included
Barefoot Cottage A Quiet Coastal Retreat

Barefoot Cottage A Quiet Coastal Retreat

annapolis MD
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Air conditioning
Don't see what you're looking for?
See all available properties in Chesapeake Beach
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chesapeake Beach

    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $132 nightly
    The price is $146 total per night from Oct 26 to Oct 27
    $146 total
    Oct 26 - Oct 27
    Total with taxes and fees
    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street St. Michaels MD
    $95 nightly
    The price is $105 total per night from Nov 1 to Nov 2
    $105 total
    Nov 1 - Nov 2
    Total with taxes and fees
    Sonesta ES Suites Annapolis

    Sonesta ES Suites Annapolis

    170 Admiral Cochrane Dr Edgewater MD
    $91 nightly
    The price is $104 total per night from Oct 29 to Oct 30
    $104 total
    Oct 29 - Oct 30
    Total with taxes and fees

Chesapeake Beach Guest Houses essential information

Accommodation
3 Guest Houses
Lowest Price
$104
Highest Price
$204
Popular accommodation
The Tilghman Island Inn, Barefoot Cottage A Quiet Coastal Retreat

More to Explore