Holiday houses in Point Lookout

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Top-rated holiday rentals in Point Lookout

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Top Guest favourite
The historic Abbington Manor showcases a stately white exterior with symmetrical windows and a prominent porch. The charming landscaping features lush green grass and trees, enhancing the serene countryside setting.
Guest suite in Crownsville
4.95 out of 5 average rating, 153 reviews

Abington Farm—National Historic 1640s Home in Serene Setting

Listen to the cardinals and blue jays in the morning, and watch for deer and foxes in the evening. This natural paradise is surrounded by horse pastures, fields, and a pond. The East Wing is socially-distance friendly because it is completely independent of the main house. There are 2 private porches for the East Wing and 1 shared (but divided) front porch with private access from the East Wing. * As of March 2021, we've updated the manor with a 3 stage commercial water filtration system! The apartment is the East Wing of Abbington Manor. The East Wing offers 2 bedrooms (1 queen (Master)/1 twin(Guest)/1 foldout bed (Living Room couch), 1 bath,a fully stocked kitchen, private laundry,Verizon Gigabit speed wi-fi, cable, 2 private porches,central heat & a/c and parking. Abbington is located 4 minutes from numerous stores and restaurants in the Waugh Chapel (Crofton, Millersville, Gambrills - Anne Arundal County) area. East Wing Side Porch, Private Entrance Rear Screened Porch Please don't hesitate to call, email, text or just walk next door and knock, if you need anything! Abbington Manor and Farm is a historic home and stables at Crownsville, Anne Arundel County. The house sits facing the main road, which was once an Indian trail. The main block dates from about 1840, while cellar steps go back to the early 1600s. Uber, Lyft, and limo services are readily available or bring your own car!

Superhost
A cozy bedroom area is highlighted by a queen-sized bed with light blue linens and a decorative wall art piece. A small dining table is set for two, featuring plates and cups. A desk with a lamp and a television are also present in the room.
Guest suite in Millersville
4.83 out of 5 average rating, 168 reviews

The Lower Level Loft near BWI

Unwind in this tranquil, stylish in-law suite, updated for your comfort. Located on the lower level of a townhouse just minutes from BWI, this space offers a private entrance.Inside, you'll find an inviting dining area, a spacious bathroom, and a cozy bedroom featuring a brand-new queen-sized bed and a high-definition TV. There are two dedicated parking spaces that are well-lit. The kitchenette has a fridge, microwave, coffee maker, etc., providing all the essentials for a comfortable stay.

Top Guest favourite
A well-lit living area features a black piano along one wall, with a wooden cabinet displaying books and decorations nearby. A fireplace is set within a white brick surround, and a flat-screen TV is mounted above. Comfortable seating is arranged for relaxation.
Guest suite in Arnold
4.96 out of 5 average rating, 702 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Top Guest favourite
An aerial view showcases the stunning Heron House nestled on a waterfront point, surrounded by lush greenery and water. A spacious deck with outdoor seating and dining is visible, along with nearby boats docked along the shoreline under a twilight sky.
Home in Crownsville
4.96 out of 5 average rating, 24 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

Heron House sits on the end of a pristine point surrounded by water everywhere you look. This enchanting waterfront retreat offers the perfect blend of tranquil charm and modern comfort and has been newly furnished and remodeled. Take in the spectacular views of the Severn River on the large deck with lounge seating and dining. Only 20 minutes by boat or by car to Annapolis’ City Dock, you can enjoy charming shops, historical tours, waterfront dining, and the Naval Academy. Bring your boat!

Top Guest favourite
A spacious living area, featuring a small sectional couch facing a TV mounted on the wall. A foosball table occupies the foreground, while a dining nook with a round table and chairs is visible in the background. Soft artificial lighting enhances the relaxed setting.
Home in Crownsville
5 out of 5 average rating, 102 reviews

"Hilltop Hideaway"- Private basement suite

Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

Guest favourite
The spacious living area features light wood flooring and neutral walls. A comfortable couch with blue pillows faces a flat-screen TV on a low black table. A desk and chair are positioned nearby, with a small shelf holding decorative items and a plant in the corner.
Guest suite in Glen Burnie
4.82 out of 5 average rating, 460 reviews

Basement Apt Near BWI & Baltimore NO Cleaning Fee!

**This is a basement apartment located under our shared family home, which has occupants (host, Airbnb) and pets in the upper level. There is a secured door between the homes levels and an exterior private entrance into the unit. Conveniently located close to BWI airport (10 mins), Baltimore Inner Harbor (20 mins), Annapolis (20 mins) and DC (45 mins). Located about a 1/2 mile from the light rail, bus route, restaurants, malls and entertainment. Uber and Lyft are also available in our area.

Guest favourite
The entrance of the guest cottage is framed by a charming picket fence, featuring a blue door and a welcoming porch. A small table with two chairs and an umbrella is situated on a wooden deck, surrounded by lush greenery.
Guesthouse in Annapolis
4.9 out of 5 average rating, 315 reviews

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.

Superhost
The entrance features double glass doors framed by a wooden deck. Seasonal potted plants, including vibrant flowers and greenery, are arranged on either side, while a small pumpkin adds a festive touch. A decorative light fixture hangs nearby, enhancing the welcoming appearance.
Cottage in Glen Burnie
4.91 out of 5 average rating, 210 reviews

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Guest favourite
Guest suite in Annapolis
4.95 out of 5 average rating, 115 reviews

Annapolis Garden Suite

Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Guest favourite
A spacious living area is equipped with comfortable seating options, including a gray sofa, an orange armchair, and a patterned accent chair. A wooden coffee table is centered in the room, and a wall-mounted TV is visible, enhancing the entertainment aspect. Fitness equipment is present in the background.
Apartment in Severn
4.91 out of 5 average rating, 32 reviews

Private 1BD Basement Apartment w. Gym

Discover comfort and convenience in this modern Severn, MD basement apartment. With a private bedroom, bathroom, and kitchen (no oven), it’s perfect for up to 4 guests. Stay connected with Wi-Fi, unwind with the smart TV, and stay active in the private gym. Located near Arundel Mills Mall, unique restaurants, and BWI Airport, this cozy retreat offers a quiet neighborhood vibe and easy access to Amtrak. Ideal for travelers seeking a peaceful, functional space to relax or recharge

Top Guest favourite
The spacious open-concept living area features vaulted ceilings with exposed wooden beams. A round dining table is surrounded by four upholstered chairs. A comfortable blue sofa faces a media console, while natural light streams through large windows, creating a bright and inviting environment.
Apartment in Severna Park
5 out of 5 average rating, 73 reviews

Welcome to Anchors Aweigh!

Kick back and relax in this calm, newly remodeled, stylish space. "Anchors Aweigh" provides a peaceful getaway in a quiet community with a water view of Cattail Creek. The first floor game room is stocked with games for your entertainment and competitive streak ;) Upstairs you'll find a large spacious living room, kitchen, full bathroom and bedroom, where you can unwind after a long day of sightseeing. *guests are not permitted use of waterfront activities, for liability.

Guest favourite
A calm waterway is lined with boats, docked peacefully along wooden piers. An American flag gently flutters on the left side, while trees frame the scene, reflecting on the water's surface. The area conveys a serene and quiet maritime atmosphere.
Guest suite in Severna Park
4.82 out of 5 average rating, 73 reviews

Waterfront Studio near Annapolis (free kayak use)

Beautiful views of Old Man Creek, water access, even kayak or canoe available with the brand-new remodeled basement bedroom suite with kitchenette, full size refrigerator, washer and dryer. A beautiful location along Magothy River, not far from Annapolis or Baltimore. Come enjoy the Chesapeake Bay area in a comfortable private suite. Queen size bed with a full-size bed available if needed. A small twin can also be folded out from the chair if needed.

Popular amenities for Point Lookout holiday rentals