Bungalows en Annapolis

Welcome to your perfect Springtime getaway in the heart of Annapolis! This open-concept home is designed with family gatherings in mind. Location- 1/2 block to the USNA football stadium- 5 minute drive to state circle in DTA- 5 minute drive to Gate 1 of USNA- 10 minute walk to West Annapolis (dine at delicious restaurants and shop at local boutiques)Parking-On-site parking for up to 4 cars (2 in driveway and 2 along the curb)-Street parking available The SpaceLiving Room-Comfortable sectional & chair with seating for 6-Open concept to dining room and kitchen-Smart TVDining-Dining table with seating for 6-Kitchen peninsula with bar stool seating for 2-Bistro Kitchen table with seating for 2Kitchen-Pod + Drip coffee pot with ground coffee, pod decaf/regular coffee-Assorted decaf and caffinated teas.-Coffee bar: creamer, sugar, sweetener, milk frothing whisk-Fridge: filtered water + ice maker, 6 cans of flavored seltzer water upon arrival-Dishwasher-Electric range/oven-Microwave-Small appliances: toaster, air fryer, blender, and griddle-Dishes, utensils, glasses, wine glasses, salad/mixing bowls-Children's dishes and drink ware-Pots and pans, bakeware, containers for leftovers-Cooking utensils-knives and cutting boards-basic seasonings and oils-aluminum foilBasement-Large sectional and cushioned ottoman-Smart TV-Board games, puzzles, magnatiles, and more family fun activities located in the tv console table.Bedrooms-Memory foam king bed in first and second bedrooms-2 twin beds in the third bedroom-All bedrooms have black out curtains, extra blankets, closets, luggage rack/bench.Bathroom-Main floor bathroom with tub/shower-Basement bathroom with stand up shower-Public goods body wash, shampoo, and conditioner-Extra toiletries on hand if needed (toothbrush, toothpaste, deodorant, etc.) -Plush towels and washcloths Outdoor Space-Fully fenced-in backyard-Weber gas grill and grilling utensils-Outdoor dining table with umbrella with seating for 6-Outdoor sectional and coffee table -Outdoor string lights that turn on at duskExperienceLocated just minutes from Annapolis’ historic downtown, you can explore charming cobblestone streets, unique boutiques, and waterfront views. Take a stroll to the iconic Annapolis Harbor or visit the U.S. Naval Academy for a dose of local history.Create new traditions and be thankful for quality time spent in a home that feels like yours. Whether you’re hosting family dinners or enjoying the charm of this historic city, this is the perfect spot to make memories that last a lifetime.We look forward to welcoming you and ensuring your stay is both comfortable and memorable. Book your stay today and experience the the history and charm of Annapolis!License #: RENT-001212-2024About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Parties and events are strictly prohibited. We have a zero-tolerance policy. No local renters. Quiet hours are from 10 PM to 8 AM.Illegal activity, prostitution, and possession of firearms are strictly prohibited. Commercial photography and videography are strictly prohibited.,Booking a reservation constitutes compliance with the house rules. Violations will result in liability for any damages, fees, costs, or expenses..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

The Oaks Inn is a well-kept home, built in 1930 with original hardwood floors. It is nestled in the heart of Historic Downtown Annapolis and seamlessly combines timeless historic charm and original architecture with upscale furnishings and bedding. Ideally situated steps from City Dock, US Naval Academy, and the bustling ambiance of Main St., this property is also a short walk to the State Capitol. Enjoy the vibrant energy while relishing the comfort and privacy of a quaint street. The Oaks House Inn Annapolis boasts both charm and ambiance and serves as the perfect location for dining and entertaining. The spacious brick back patio provides an enchanting oasis for relaxing fun. And the lawn area is perfect for outdoor games. There is an outdoor grill, heat lamps and a firepit for your outside enjoyment.The spaceThe Oaks Inn Annapolis is a beautiful property. Guests are presented an extraordinary opportunity to stay in one of the six bedrooms each with a King or Queen bed, one two-bedroom suite with King and Queen beds, and one suite with two double beds and a furnished rooftop deck. This location offers the epitome of convenient city adventure. Enjoy the best of both worlds with easy access to the vibrant energy of downtown Annapolis while still relishing the comfort and privacy of a quaint residential street. Step through the charming portico into back yard and side door that leads to the charming sitting room, dining area and living room to the right and game/tv room, kitchen and bar lounge area to the left. The home is thoughtfully designed to foster a harmonious flow between living spaces. The family game room and back lounge space with a bar and easy access to the spacious brick patio, garden and firepit area, serve as wonderful gathering places for entertaining guests, friends and family. On the 2nd floor, you'll find three nicely-sized bedroom suites with two full bathrooms, and one with a private balcony exuding a warm and inviting relaxed place to chill. Continue to the third floor, where three additional private bedroom suites with 2 full bathrooms await, one of which offers a rooftop deck amongst the tree tops. The fourth floor leads you to a spacious loft perfect for quiet reading, working or kids play-space. Not to be overlooked, the back patio provides an enchanting oasis for hosting gatherings, grilling, or simply relaxing amidst the beautiful surroundings. Don't miss the opportunity to visit, stay and play in the historic Oaks Inn Annapolis, as it combines the essence of Annapolis' rich history with modern elegance in one of Maryland's most coveted locations. Please note: summer A/C and CW fee applies!About pets:Pets allowed: dogs (limit 1 total).Dogs not allowed in carpeted bedrooms.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:1. Event fees occur for gatherings that involve outside guests. Refer to event guide 2. 2-night min during holidays.1. Do not light fireplace or candles inside. 2. All furniture/objects moved need to be put how you found it 3. 5 day minimum during CW and fee added,1.Take trash to garbage can outside- take to curb on Sundays 2. Remove sheets; leave at the end of the bed 3. Close windows/curtains at check-out.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 80,Other fees occur for commissioning week and events.

Welcome to your Annapolis retreat! This fully renovated Homewood colonial is ideal for Commissioning Week, Navy games, the Boat Show, and more. Enjoy hardwood floors, a sunny master suite with walk-in closet, bunk room, finished basement, and a spacious private deck. Just minutes from downtown, Navy Stadium, and all that Annapolis has to offer—perfect for families or groups looking for comfort and convenience in a prime location.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Built in 2021 and freshly styled in 2025 with a unique modern European touch, our family-friendly retreat offers the perfect launching pad for your Annapolis adventures. Imagine strolling through the historic downtown, discovering the local flavors of Eastport's eateries, or watching the boats gently sway in Back Creek. The iconic Naval Academy is also just moments away. Everything most people do in Annapolis is within 1.5 miles, with boat docks, water taxis, and bike routes readily available to get around without a car if desired.Your Comfortable Annapolis Haven:- King Master Suite (2nd Floor): Relax in your spacious retreat with a private full bathroom.- Queen Bedroom (1st Floor): Enjoy a comfortable night's sleep with easy access to a shared full bathroom.- Queen Sofa Bed (Living Area): Perfect for an additional guest, especially those who love to greet the sunrise!With its prime location in the heart of Annapolis and our personal touch, we invite you to experience the beauty and allure of this special town from the comfort of our Eastport gem. We hope you'll create unforgettable memories here. When you're not there, we will be as this is our 2nd home. Welcome to our home!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.

The Corner House – Quaint and Cozy 2 Bedroom Suite with ParkingThe Corner House is a hidden gem located in the quaint President’s Hill neighborhood in historic Annapolis. New to the market, this suite is a cozy nook nestled on the third floor of this historic house. It is one block from West Street. This area of Annapolis is a vibrant and historically significant area that offers a mix of history, arts, culture, dining, and entertainment, making it a unique and lively part of the city.Situated just a short walk from the heart of the West Street Arts District, The Corner House is a home away from home. Enter through a white picket fence and onto a covered front porch. This is where you can enjoy your morning coffee and your afternoon tea or glass of wine when you return from your ventures. Enjoy the artwork of local and east coast regional artists that is displayed in the foyer and throughout the home. Known as “Cunningham’s Retreat”, this loft-style suite boasts both a nautical character and coastal charm. One of three suites in this tri-gabled opulent Hill Street home offers a tranquil and comfortable vacation experience. This beautifully designed and decorated haven has two bedrooms, one bathroom and a kitchen. Includes off street parking for one vehicle. Moreover, guests will enjoy easy access to a vibrant scene with nearby restaurants, taverns, galleries, and music venues. This location is conveniently situated. It has easy walking equidistance to everything uptown and downtown Annapolis, such as Maryland State House, Governor’s Mansion, Market House, Ego Alley, St John’s College, US Naval Academy, Navy-Maine Corps Memorial Stadium, historic sites, waterfront locations, and parks.West Street in historic downtown Annapolis holds significant cultural and historical importance. It is renowned for its thriving arts and culture scene. It’s home to numerous art galleries, studios, and performance venues, making it a focal point for visitors, artists, and art enthusiasts. While known for its artistic vibe, West Street also retains its historical charm with well-preserved architecture, including charming row houses and historic buildings. The street offers a diverse range of dining options, from trendy cafes to upscale restaurants. It’s also a hub for live music, with bars and venues hosting local musicians and bands. West Street features boutique and specialty shops making it a great destination for shopping for unique and artisanal items.Throughout the year, West Street hosts various festivals and events, including art festivals, live music performances, and cultural celebrations fostering community and unity.Guests will enjoy their quiet and serene visit at The Corner House. This is a legally licensed rental property. We strongly enforce our policies of no parties and no illicit drug use. This is a non-smoking property. Pets are not permitted. No children under the age of 12 years old.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

Charming house - a 10-15 min walk to Navy Marine Corps Stadium (<.75mile), a 5 min drive from the US Naval Academy (<1mile to USNA gate 8) and downtown Annapolis (<1.25mile to DTA and USNA gate 1)! Perfect for families with MIDN at USNA or alums in town for a football game or reunion event. Boasts 2 living rooms, finished basement, and two outdoor entertaining areas on front and back porch. There is also ample off street parking (driveway easily fits 2 cars) as well as free on street parking for large groups on adjacent streets. Multiple level sleeping makes it great for multi-generations traveling together.The Space:The first floor has a living room and sun room, a half bath, and kitchen with a large dining space to comfortably seat 10 people. Sun room couch converts into a full size sleeper sofa.The second floor has 4 bedrooms - a master bedroom suite with ensuite bathroom. The other three bedrooms share a full non-master bathroom.Finished basement is perfect for lounging and can be a separate sleeping space (sofa and keg size day bed) with half bath. Outdoor includes front porch with lounge seating, covered back porch with lounge seating and string lighting perfect for dining. There are also 2 backyard patio spaces with table seating, propane firepit, TV, fans, and propane grill.This property is a "2 on 1" with two units (the main house and a garage apartment) located here. Please ensure you consider this when completing your booking since if the opposite unit is booked you may have to share the exterior property with another set of guests.Guest Access:Two parking spaces on site with free street parking on adjacent streets. Driveway and paths are lit. Guests will receive unique private code prior to check-in for use on their front and rear private entrances. Guests are able to access both front and rear porches and backyard spaces.Other Details to Note:We charge for additional guests above a fixed amount. This amount and additional charge varies by unit type, size, and configuration. If you input the correct guest count when you make your reservation the amount the booking site indicated as the total cost will not change (due to guest count). We ask for confirmation of guest count after you complete your booking. If you need to increase your guest count after booking confirmation due to a booking error, this could result in a price increase. Finally, we verify guest count via external cameras located on our properties. In the event that we notice a guest count at the property that is higher than reported, we reserve the right to ask for additional guest fees that would be double the amount we would have charged prior to check-in.The following additional charges may apply to late check outs/early arrivals, assuming I can offer this at all (I often can’t so please never assume this will be allowed): 1 hr or less early arrival or late departure: $1001-2 hr early arrival/late departure: $2002-3 hr early arrival/late departure: $3003+ hr early arrival/late departure: $100/hr or the cost of an additional night’s stay, whichever is moreThese fees are primarily in place to highly discourage late checkouts/early arrivals since this causes my cleaning service undue stress to prep the unit prior to your or the next set of guest’s arrival. This also increases the need for them to rush/cut corners, increasing the likelihood of them not cleaning the unit to the high standard which I hold them to.***Smoking is strictly forbidden anywhere on the property - the house, front porch, back deck, or front or back yard******If we find cigar/cigarette butts of any kind on the property or evidence of smoking (ash on porch, deck, empty cigarette packs, etc.) We assess a $500 cleaning fee in addition to the regular cleaning fee***Check in and outCheck in:16:00Check out:11:00About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Your family will be close to everything when you stay at this centrally-located place. Two blocks to Main Street, the Naval Academy, Downtown Annapolis and Historic Maryland Ave, this 1875 home has been fully renovated and updated for our guests. Boasting beautiful views of Historic Paca House and book ended by Spa Creek and St. John's College, the location is amazing.Kid friendly house with a quiet and secluded back patio for relaxing.Entire interior (baths, kitchen, flooring and furnishing) was just renovated this year. Hotel quality linens and towels ready for your next trip to Downtown Annapolis.About pets:Pets allowed: limit 1 total.Aske the owner before, with permission.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

This centrally located 3-story rental is steps away from everything Annapolis offers! Whether you're in town to explore the iconic Naval Academy, catch a game at the stadium, or enjoy a craft brew at the local brewery, you’ll find it all just a short stroll from your door.Indulge in unique dining at one-of-a-kind restaurants or unwind with loved ones at nearby outdoor spots. For those who love the water, bay access is just a block away. Master Bedroom:Queen-sized bedAttached master bathroomSecond Bedroom:Queen-sized bedThird Bedroom:Full-sized bedMain Living Room:Full-sized pull-out sofa bedArea Details:Within walking distance, you'll find an ice cream shop, coffee shop, local brewery, fine dining, and a high-end Mexican restaurant with a cocktail bar—perfect for unwinding. For a healthier bite, there's a juice bar with fresh eats, along with a local breakfast and lunch spot. Craving pizza? There's a great pizza place just around the corner, as well as a bagel shop for your morning fix. You'll also have easy access to a convenience store and grocery store for everyday needs. For unique finds, explore nearby antique stores and a high-end consignment shop. Plus, the iconic Naval Academy Stadium is just a short stroll away. If you're up for a little adventure, downtown Annapolis is just a little over a mile away, offering even more dining, shopping, and cultural attractions to enjoy.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, admire the State Capitol view; from the rear fence, enjoy Ego Alley. Just a short walk to the Naval Academy and St. John's College. This 1-bedroom, 1.5-bath home features a full kitchen, spa-like bathroom with a tub (perfect for your little ones) washer/dryer, and an outdoor patio. Immerse yourself in Annapolis' culture and history from this remarkable, centrally located gem.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Welcome to the historic Strohm House, just half a block from Main Street and the City Dock, with the U.S. Naval Academy only steps away — with street parking included! Located in the heart of downtown Annapolis, this three-story 1870 Victorian offers the perfect blend of classic charm and tasteful updates. Outside enjoy multiple spots to relax including the front porch, second floor balcony, or brick patio in the fenced in backyard. Matthew Strohm was the first boxing instructor at the USNA.Step inside to discover a thoughtfully curated historically registered home, full of warm colors, enticing artwork, and inviting spaces. The first floor features a cozy living room with elegant decor, a dining room filled with natural light and sophistication, and a cheerful breakfast nook off the recently updated kitchen — the perfect spot for morning coffee or evening conversation.Upstairs, the second floor offers two bedrooms, one with access to a private balcony overlooking the brick patio and tree-lined backyard — where you can sip wine or read a book. A full bath with jacuzzi sits in between the bedrooms.Make your way to the third floor with its private bedroom suite and charming little full bath, where you can glimpse at the Maryland State House dome over the treetops.Enjoy multiple outdoor spaces designed for unwinding and reconnecting. Watch the world go by from the covered front porch, take in the breeze from a second-floor bedroom balcony, or lounge on the brick patio with a view of the deep backyard filled with trees, hydrangeas and haste plants -- offering a rare oasis in the heart of the historic district. A Weber Spirit II gas grill is located on the patio to help make delicious meals along with new memories. Located in one of the most desirable neighborhoods in Annapolis, you’re just steps from the vibrant waterfront, top-rated restaurants, boutique shops, and centuries of history with this end rowhome. Whether you're visiting for a Naval Academy event, a romantic getaway, or simply to experience the charm of Maryland’s capital, this home offers the perfect launchpad for your stay.Bedrooms and bathrooms breakdown:-2nd floor bedroom #1: Full bed and trundle with 2 twin mattresses (one up one down)-2nd floor bedroom #2: Queen bed (with balcony overlooking backyard)-Full bath with jacuzzi in between 2nd floor bedrooms.-3rd floor bedroom: Full bed and small full bathroom with standup shower.-Half bath on main floor.Living area and all bedrooms include TVs with streaming services such as Sling TV, HBO Max, Netflix, Hulu and YouTube.Please note that the house is historic with narrow staircases and three levels. Guest accessGuests use the entire property except the locked cellar and two owners closets inside the house.****Parking Information****Includes neighborhood street parking for up to 2 vehicles during your stay. Additional vehicles can use the Hillman Garage for paid parking — by the hour or per day — it's right around the corner from the house.House readiness: No need to bring any linens -- and the house will be stocked with supplies that should last at least a few days (paper towels, laundry detergent, etc.).About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No more than 8 people (including max 5 allowed guests renting) are allowed in the house at any given time. No parties/events..City quiet hours 9pm to 7am. We are attached to another home so please always be respectful of neighbors..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.