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Little Slice of Cambridge. Newly listed, 2 bedroom

You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Carolina Cottage - 2 story, pet-free home

A home away from home! From the 2 car garage to the oversized deck, large master suite, and large yard, there is plenty of room for everyone to spread out and enjoy themselves. Take a walk to the neighborhood beach for some unbelievable sunsets, make a meal in the fully stocked kitchen, eat together at the large dining table, play board games, listen to the record player, play corn hole, or ride the bikes. Don't miss the many amazing restaurants! There is plenty to see and do on the Island.

Cottage #1 Lighthouse First Cottage down driveway

OPEN March 25th until October 31st each year. No 1 is First cottage down drive has a full Kitchen, dining table, queen size bed in one open room. Full size Futon, Please call Jaimie upon arrival. Check in 3pm Check out 11am promptly please. Sorry No pets allowed! Bring: bed linens, Towel set, Coffee, filters and condiments for standard pot, bottle waters we are on a well safe to cook with. Boats are separate rentals 16’ , 9hp motor full day $250. 14’ Ft Boat rental with motor 9hp $225 full day

Kent Island Beach House - "Pink" House in Kentmorr

KI Beach House: almost 1800 sq ft. Incredible Water View home across from Kentmorr Beach Bar & Grill/Marina/Fishing Boats near Matapeake State Park & Beach. Perfect for holidays, birthdays, wedding guests, team builds, family fun, fishing, golfing, etc. 4 Bedrooms, 3 Full Baths, 4th Bedroom is large family room with big Internet TVs/fireplace plus a Kitchen, Living/Dining Area, and a huge yard with your very own private beach volleyball court and spacious deck overlooking the Chesapeake Bay.

High Water Guest House

Second floor apartment overlooking the Cambridge Creek and the beautiful Choptank River. Ideal location at the end of historic High Street and adjacent to the city marina. Walk to downtown for shopping and dining. Take advantage of having a front row seat to the finish line of Ironman Maryland. Beach, pier and large yard made available for your use. Bring your kayak, paddleboard, or boat and enjoy all Cambridge has to offer or just sit on the end of the pier to watch the sunrise or sunset.

Beachside Dream

Kick back and relax in this calm, stylish space, 4 bedroom 3 full bathroom, Sandy Beach front, stunning sunset. An hour from DMV. Wall of windows in the Living Room overlooks the evening sunsets on the Bay. Sun room with the stunning views of bay. Spacious rooms for up to 12 guests($50 charge per guest after 8 guest) 10 minute drive from popular wedding venues, Chesapeake Bay Beach Club and Silver Swan. Hotel quality linens and towels are provided, unlimited High Speed WIFI , 3- Smart TV

Osprey's Retreat - Waterfront with private beach!

Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

Charming Annapolis Water View Home

Floor-to-ceiling windows overlook the expansive Chesapeake Bay just 100ft away. Water views from most rooms plus treehouse vibes. 4 bed 4 full bath. Custom luxury upgrades, new kitchen aid appliances, rustic leather sectional sofas can sleep 4 more (14 total), outdoor grills, covered balconies, new hot tub, kayaks. Access to community fishing/crabbing piers/beach/picnic area. Close to beautiful Thomas Point & Quiet Waters park. A unique escape for nature lovers!

Waterfront Getaway - View of bay from your bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.