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Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

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Boutique by the Bay

Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

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Cattail Landing- Photographer's Waterfront Retreat

"Cattail Landing" Spring is here, with beautiful sunsets, new foliage on the trees, and our nest of Bald Eagles! Take a kayak out after breakfast to explore, or go fishing off our landing. In the afternoon enjoy the magnificent sunsets, a drink on the deck, our outdoor hot tub and/or fireplace. A waterfront retreat on 2 acre in a spacious, charming house on the Western Shore of the Chesapeake Bay. Great for a couples getaway, family reunion, or work from home (w. 1GB hi-speed internet).

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Chesapeake Bay Waterfront ARTectural Home w/ Pool!

Welcome to this most relaxing home for your getaway. Perfect for vacations, retreats, meetings, anything that you can imagine. Travel just 4 short miles from the Bay Bridge to this 2 story home overlooking the Chesapeake Bay. Sunsets galore and constantly changing views of Ships, Sailboats, Osprey, Eagles, Heron and much more. Calm water and strong winds are all beautiful to watch from our two levels. 12' x 52' covered patio on main level and 12' x 52' three season room on the upper level.

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Large Home with Pool & 7 bedrooms; sleeps 21

Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in one place. All will be comfortable in large open areas both inside (4,125 sq ft, tall ceilings) & outside (1 acre). Enjoy a huge first-class kitchen with all the granite countertop space, cooking & serving supplies you will ever need. Enjoy the large fenced-in backyard with pool, grill, & fire pit. Ideal for family events, quiet getaways, sports teams, & business meetings

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Naptown Suite

Welcome to the Naptown Suite! This stylish space offers guests a one-bedroom and full bath apartment with a kitchenette and private entrance. Located just 3.1 miles from the Naval Academy, this basement suite is nestled in a safe and family friendly neighborhood that boasts a lovely beach, kayak launches, and walking access to Quiet Waters Park. After a day of hiking, biking, or exploring local breweries and wineries, return home to chill by the firepit. Come see all Annapolis has to offer!

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Cozy Comfort Apartment just 7.5 Miles to Annapolis

You will be close to everything Annapolis has to offer when you stay in our cozy guest apartment in our quiet neighborhood. 'The Oasis' is very private and spacious with 2-bedrooms, a living room, sit-in kitchen, bathroom, and laundry room. Close to amazing waterfront restaurants, trails, parks, Sandy Point public beach and park, festivals, shopping, bowling, miniature golf and more. Our guests can also enjoy relaxing in our wooded backyard with gazebo and patio areas.

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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.

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Luxury Home, Sleeps 15, Private Pool, Close to DC

Stunning 6 bedroom, 5½ bath home on 34 acres with panoramic woodland views and private salt water pool, perfect for that special gathering. Secluded yet just 35 minutes from Capitol Hill and 20 minutes from Annapolis. The home, with its high ceilings, huge windows and expansive decks comprises over 8000 square feet, so there is plenty of room to stretch out. *** IMPORTANT Please send AN INQUIRY with a little about you PRIOR to requesting a booking.

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Coastal Comfort Suite Near Annapolis, Hottub, EV

Yes, the hot tub IS open! 24/7/365 :-) Ideal for a couple's retreat, this king suite guest room has a massive bedroom with a seating area, mounted TV, and coffee bar with microwave/mini-fridge. An ensuite bathroom provides a luxurious shower with dual shower heads and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

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Great reviews! Pool, DT, stadium, goats, and more!

Welcome to our private guest suite in walking distance to the Navy-Marine Corps Memorial Stadium. Enjoy the indoor pool (June-September), furnished deck and patio, wood-burning stove and more. Have access to community piers, waterfront parks, and soft launches on the Severn River. The sights and sounds of downtown Annapolis are minutes away. All while being centrally located between Washington DC, Baltimore, and the Eastern Shore.

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Celebrate Summer By Your Private Pool

Lovely 2 acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, fishing rods, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing water front home is conveniently located only seven miles from the Naval Academy and downtown Annapolis.

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Entire Beach House with Pool and Hot Tub

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Lrge Home Near Wash DC-Pool, Hot Tub, Gym, Game Rm

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Waterfront | Pool | Hot tub | Beach Access

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Luxury 4 Bedroom - Pool/HotTub/Fire Pit

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South River Retreat, Annapolis MD

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Poolside Waterfront Retreat

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Holiday Celebrations @ Resort Home Private Oasis

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Annapolis Sunset Escape

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Spring into Annapolis-very low cleaning fee

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Newly Renovated 1-Bedroom on Spa Creek

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Cozy Annapolis Condo

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Charming Annapolis Waterfront Condo

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Walk to Main St Waterfront condo, pool, parking

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Annapolis Waterfront Condo - Unit #: A-203

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GREAT LOCATION ON SPA CREEK

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A Waterfront Upscale Annapolis Condo

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