VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

Chesa. Bay Vacation Rental, Quiet, Beachy, Open, Bay View, Last Min. Specials!

You sent a message to this manager.


Last updated: 11/17/2014

The property's calendar has not been updated in over 2 months. You can contact the manager for availability or look for properties with confirmed availability

Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:Contact manager
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:No

St. Leonard house description

'Jeff's Bed & Fix Your Own Breakfast' This perfect large family home of 3 bedroom with kids quarters is located in the private waterfront community of Long Beach in St Leonard, MD, on the western shore of the bay. One hour from our nation's capitol & historic Annapolis and 15 minutes from Solomon's Island. Wake up to a Chesapeake Bay sunrise, watch ocean going ships navigate the bay to Baltimore. Star gaze in this quiet, peaceful community.

Perfect for multiple or large family getaways. It has a large open great room on the main level with kitchen,dining area and living room which overlooks the bay and opens to a large deck with 10' picnic table and grill. The upstairs has the kids quarters and 2 bedrooms and bath, with balcony and bay views.

Additional 1100sf ground level 2 bdrm apartment available for additional/extended families. 1 queen,1 full and sleep sofa. Apt. sleeps 6, making total capcity of house sleeps 18. Contact us for pricing for entire house.


We offer vacation rentals for every budget

Choose from a wide variety of properties

No booking fees

Free to book with no hidden costs

We help you travel with confidence

Every listing is guaranteed against fraud

Experienced property owners or managers

Average five years in the business

Property Type

  • House
  • 2200 sq. ft.

Accommodation Type

      • Vacation Rental


          • Guests Provide Their Own Meals


          • Children Welcome
          • Non Smoking Only
          • Pets Considered
          • Wheelchair Inaccessible

          Bedrooms: 4 Bedrooms, Sleeps 12

          • Bedroom: 1 king


          • Bedroom: 1 queen


          • Bedroom: 1 queen


          • Bedroom 4: 2 double, 2 twin/ single


          • Master suite has Brand New Therapedic pillowtop King bed with large bath and 2 person soaking tub on main level. Upstairs is 2 good size bedrooms with queen beds and a bath. The Kids Quarters is a large recreation room with 2 bunk beds with singles on top, double on bottom. Foosball table, air hockey, board games, CATV , DVD, and stereo. Bring your own linens and towels or we can offer them at no additional cost per your request....moreless

          Bathrooms: 2 Bathrooms, 1 Half Bathroom

          Other Amenities

              • 1 King,2 queens, 2 full, 2 twins. Linens and towels offered upon request, large soaking tub; air hockey; Foosball; game tables; deck chairs; kids quarters; fantastic view; private beach; peace & quiet....moreless


              • Books
              • Books For Adults
              • Books For Kids
              • CD Player
              • DVD Player
              • Foosball
              • Game Room
              • Games
              • Games For Kids
              • Radio
              • Satellite / Cable
              • Stereo
              • Television
              • VCR


              • Family
              • Tourist Attractions


              • Autumn Foliage
              • Bay/Sound
              • Churches
              • Cinemas
              • Library
              • Marina
              • Museums
              • Playground
              • Restaurants
              • Water Parks
              • Winery Tours

              Local Services & Businesses

              • ATM/Bank
              • Babysitter
              • Fitness Center
              • Groceries
              • Hospital
              • Laundromat
              • Massage Therapist
              • Medical Services

              Leisure Activities

              • Antiquing
              • Beachcombing
              • Bird Watching
              • Eco Tourism
              • Gambling Casinos
              • Scenic Drives
              • Sight Seeing
              • Walking

              Location Type

              • Beach
              • Near The Ocean

              Sports & Adventure Activities

              • Cycling
              • Fishing
              • Fly Fishing
              • Golf
              • Golf Privileges Optional
              • Hiking
              • Jet Skiing
              • Pier Fishing
              • Sailing
              • Sound/Bay Fishing
              • Surf Fishing
              • Swimming
              • Tennis
              • Water Skiing
              • Water Tubing
              • Wind-Surfing


              • Child's Highchair
              • Dining Area
              • Seating for 12 people


              • Activities Guide
              • Air Conditioning
              • Alarm Clock
              • Basic Soaps
              • Broadband Access
              • Ceiling Fans
              • Clothes Dryer
              • Filtered Water
              • Heating
              • Internet
              • Iron & Board
              • Linens Provided
              • Local Activities Guide
              • Local Maps
              • Local Restaurant Guide
              • Parking
              • Parking Off Street
              • Telephone
              • Towels Provided
              • Washing Machine
              • Water Cooler
              • Wireless Internet


              • Blender
              • Coffee Maker
              • Cooking Utensils
              • Dishwasher
              • Grill
              • Ice Maker
              • Lobster Pot
              • Microwave
              • Oven
              • Refrigerator
              • Stove
              • Toaster


              • Balcony
              • Barbecue
              • Outdoor Grill
              • Walkway To Water
              • Wood Deck

              Forms Of Payment

                  • Accept Credit Card


                  Write a review 4.8
                  from 25 traveler reviews
                  $2000/week  Ask about our Last minute booking discount!
                  $2000/week Friday to Friday during (Peak Season - May - September)
                  $2800/week for Entire house
                  (#119031-Jeff's Bed & Fix Your Own Bed & #248524-The Hideaway) sleeps total of 18
                  $2,500/week Friday to Friday during (Peak Season - May to September)
                  Last minute getaway rates available upon availability, please call for pricing!
                  Off season rates available for weekends or monthly.
                  Holiday weekend rates will be higher, with a minimum of 3 night stay.
                  Credit Cards & E-Checks can be paid through or can mail personal checks.
                  We except a $300 Security Deposit that is refundable 14 days after departure or 
                  you can choose the Property Protection of $49 that is non-refundable but is a $1,500. insurance coverage.
                  $100 Cleaning Fee
                  Pets are welcomed on case by case basis with a fee of $100.00
                  Linens & Towels available or you can bring your own.
                  Specials for Summer Peak Season
                  4 Night Stay - $1,500.00 Flexible Check-In and Check-Out
                  3 Night Stay - $ 1,200.00 Flexible Check-In and Check-Out
                  Please call for availability!

                  Note: Until confirmed, rates are subject to change without notice.

                  Please wait... Pay with confidence

                  Paying through this free service protects your payment up to $10,000 against listing fraud. If you are not paying through HomeAway Payments always call the owner at the number listed on our website and never use instant money transfer services such as Western Union and MoneyGram.

                  Don't forget your vacation protection! Get protected now

                  Adding our Vacation Protection services can make sure your getaway goes smoothly, no matter what. We offer Cancellation Protection, Carefree Rental Guarantee, and Damage Protection so you can truly relax.

                  Protect your payments in case you need to cancel.
                  Guarantee the rental meets your expectations.
                  Ensure you're prepared in case of accidental damage.


                  The property's calendar has not been updated in over 2 months. You can contact the manager for availability or look for properties with confirmed availability



                  50 Miles
                  Nearest Airport
                  3 Miles
                  Nearest Barpub
                  The Tavern
                  7 Miles
                  Nearest Golf
                  Chesapeake Hills
                  3 Miles
                  Nearest Motorway
                  Route 2/4
                  3 Miles
                  Nearest Restaurant
                  200 Metres
                  Nearest Beach
                  Long Beach

                  Car: Necessary

                  3 sandy beaches for residents and guests only, great for fossil hunting, fishing, picnics, sunbathing, Kayaking and swimming. Launch your boat at Flag harbor Marina or charter a fishing boat. Adjacent to Flag Ponds Nature Park. St Leonard offers the 'Chesapeake Market Place and Auction House.'

                  We are a small, friendly,beach community with narrow, wooded roads that wind along the bluffs overlooking the Bay.

                  We are 3 miles from the town of St. Leonard, 10 miles to Prince Frederick and Lusby and 15 miles to Solomons Island. Please check out and click on Tourism for all the parks,activities and restaurants in our county.


                  Manager info

                  Contact us

                  Speaks: english

                  Guestbook comments from the property manager

                  1 of 1


                  • Jeff's Bed & Fix Your Own Breakfast

                    Jeff's Bed & Fix Your Own Breakfast

                  • North Beach / picnic tables,volleyball,horseshoes

                    North Beach / picnic tables,volleyball,horseshoes

                  • Balcony off kids quarters, view of beach below.

                    Balcony off kids quarters, view of beach below.

                  • South Beach with picnic tables

                    South Beach with picnic tables

                  Member since: 2006
                  Speaks: english
                  • Response time: Within a few days
                  • Response rate: 20%
                  • Calendar last updated: 11/17/2014
                  Email manager

                  +1 443 532-5975

                  Please wait... Pay with confidence Guaranteed, secure, with no booking fees Learn more
                  Add vacation protection services to your booking

                  Three services to protect your trip:

                  Protect your payments in case you need to cancel.

                  Guarantee the rental meets your expectations.

                  Ensure you're prepared in case of accidental damage.

                  Get it now


                  Share this property via Email

                  Chesa. Bay Vacation Rental, quiet, beachy, open, bay view, LAST MIN. SPECIALS!

                  St. Leonard #119031ha

                  4 BR  2.5 BA  Sleeps 12

                  You must be signed in to share this property by e-mail

                  Share this property via Email

                    Please correct the following errors and resend:
                  • Enter one or more valid email addresses separated by commas.
                  • Oops! You have exceeded the limit of 10 email addresses.
                  • Your message may not contain markup. Please remove the markup and try again.