Holiday houses in Love Point

Private | Near BayBridge | Wedding Venue Proximity

Welcome to your Kent Island getaway! This thoughtfully decorated, private guesthouse is minutes from the Bay Bridge, offering the perfect retreat for families, couples, or friends. Skip the hotel and relax in a fully stocked home with plenty of space, a large backyard for activities, and cozy touches throughout. Whether you're here for a wedding, visiting the Naval Academy or DC, or simply exploring the Eastern Shore, you'll love the comfort, convenience, and local charm this home has to offer.

Hues of Blue - Waterfront

You'll love this unique and romantic waterfront escape! Modern tranquility with hues of blue throughout. Purchased from a prestigious hotel, this 20'x10' customized shipping container was used for trade shows. Tall ceilings, LED lighting and blue tooth speaker in renovated shower/bathroom. Tile floors. Equipped with mini fridge, microwave, and Keurig! Access to kayaks and canoe, firepit, onsite! Enjoy peaceful views of the water and waterfowl on Heron Point, inside & outside the hotel container.

Cass-Away A Luxury Houseboat

Kent Narrows Rentals welcomes you aboard Cass-Away! A 640sqft luxury getaway in the Kent Narrows. Fully equipped with a living room, kitchen, 2 bedrooms, 2 full baths, and a magnificent view from the rooftop deck! With 9 waterfront bars/restaurants within walking distance, you can get a taste of what the eastern shore has to offer. Minutes from the Bay Bridge and a short drive to Annapolis, D.C., St. Michael’s, and Ocean City. NO Fishing/Crabbing on property! Check our website for more info!

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Inspiration Guest Suite - Cinnamon By The Bay

Inspiration is a cozy, bright studio with a full-size bed, seating area, kitchenette, and workspace. It is located upstairs in the Cinnamon By The Bay Inn. Main Street shopping, Java Rock coffee shop, and The Mainstay music venue are right outside the front entrance. Ferry Beach, Eastern Neck Wildlife Refuge, museums, charter fishing, kayaking, and marinas are a short walk or drive. Enjoy stunning sunsets and lively conversations on the community deck. Suite is limited to 2 guests.

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Bay Home in Annapolis with Private Dock

Complement your next outing to the Annapolis area with a stay at our beautiful waterfront home primely situated on the Chesapeake Bay! Featuring a well-equipped modern kitchen, deck with outdoor dining area, separate comfortable outdoor seating area, an outdoor fire pit, and dock with 4 adirondack chairs to enjoy the sunsets with a beverage of your choice. Stroll through Sandy Point State park and visit the Colonial Annapolis Historic District and the Annapolis Maritime Museum.

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.

Spacious4BR home with waterviews

Welcome to Love Point Lookout! A recently updated 4 bedroom home in a centralized, quiet, location and no shortage of amazing views of the Chesapeake Bay! This home will fulfill the needs of every family member, regardless of age, for your ideal getaway. With a convenient location just miles from the Bay Bridge, Kent Narrows, and Annapolis, the local attractions are just the beginning for this prime location.