Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
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 space The 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!
we had a wonderful time! House was beautiful, will definitely be back!
Lindsey M.
2025 年 11 月に 1 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Ward U.
2025 年 12 月 15 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
The owners were very good with pre and post-check in communications, and were on site to meet us and show us the property. It was an excellent stay with an excellent location. Kitchen was well stocked and lots of room for everyone.
Ward U.
2025 年 12 月に 3 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Brad B.
2025 年 10 月 2 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Located a block from the City Dock heart of Annapolis, it was a perfect location for our USNA class reunion! Property is clean and well appointed...great stay!
Brad B.
2025 年 9 月に 3 泊滞在
宿 泊者限定の口コミ
10/10 (非常に良い)
Michelle R.
2025 年 9 月 30 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Very spacious historic property footsteps from downtown. Great yard for hosting big groups and a well attended kitchen.
Michelle R.
2025 年 9 月に 4 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Vicki P.
2025 年 11 月 10 日
良かっ た点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
The host was very welcoming and helpful. The house was a perfect location and walk to everything! Many bedrooms, bathrooms, coffee makers, balconies, yard with many places to sit, and easy to find. Perfect for our girls weekend and we all had our own bedrooms
Vicki P.
2025 年 11 月に 1 泊滞在
宿泊者限定の口コミ
8/10 (良い)
Kerry G.
2025 年 6 月 2 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Annapolis Girls Weekend!
Our group had a great time! This house was super convenient location and easily walkable to Main Street. Thank you!
Kerry G.
2025 年 5 月に 2 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Rachel M.
2025 年 9 月 8 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
The Oaks is in an absolutely perfect location and checks all the boxes a large family needs for a stay. We booked it for our wedding at the AYC for close family and it was far superior to booking 6 hotel rooms where everyone would have been locked in their own rooms. They hung out and spent a great time together on the main level. It was nice to be at a historic home with all the fun quirks. The hosts were responsive and accommodating. Highly recommend!
Rachel M.
2025 年 9 月に 2 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Amy R.
2024 年 12 月 28 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Excellent location, historic charm, and welcoming hosts
Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!
Amy R.
2024 年 12 月に 7 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Meg H.
2025 年 6 月 23 日
良かった点 : 清潔度、チェックイン、コミュニケーショ ン、ロケーション、掲載情報の正確さ
Great girls trip getaway
The house was perfect for our needs. There were lots of bedrooms and communal spaces. The kitchen is fully stocked which was a bonus. You couldn’t ask for a better location, everything is within walking distance. There is even a short cut from the parking garage to the house. Highly recommend this listing
Meg H.
2025 年 6 月に 1 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Ryan M.
2024 年 8 月 18 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Annapolis home
The house/ Inn is a fantastic location to downtown Annapolis. Parking is very convenient which can at times be hard in Annapolis. The out door space is fantastic. The beds are extremely comfortable and the historic vibe of the house is just very cool.
Ryan M.
2024 年 8 月に 2 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Kristina M.
2024 年 11 月 18 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Beautiful historic home
Perfect place location and size for my friends and family for our Naval Academy reunion. Thank you!!
Kristina M.
2024 年 11 月に 3 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Leighton S.
2024 年 4 月 21 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Weekend stay in Annapolis
Very comfortable home with the proximity to downtown. Loved it!!
Leighton S.
2024 年 4 月に 3 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Andrew H.
2024 年 8 月 27 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Perfect Stay All Around
This home was perfect in every way. It is located just steps away from downtown Annapolis. The entire house was gorgeous and had an awesome yard to hang out. We had a group of 13 and had plenty of room, easily could have comfortable fit at least a few more.
Andrew H.
2024 年 8 月に 2 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Adria E.
2024 年 10 月 15 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Perfect location with a huge yard
This sprawling house worked perfectly for our group of friends attending the boat show. The location is perfect, just steps from the dock and a very short walk to everything else. We had plenty of space to spread out and enjoyed the huge backyard for grilling and eating outside. Definitely plan to return!
Adria E.
2024 年 10 月に 4 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Dawn Y.
2025 年 7 月 9 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
I-Day send off
Our family included ages 18-81! The stairs for bedrooms were a little challenging for the 80 year old, but we knew that going in. We rented an electric scooter for traveling back and forth to USNA. All the different areas for our group of 9 (8 after sending out new midshipman off) were great for accommodating all our different needs.
Dawn Y.
2025 年 6 月に 3 泊滞在
宿泊者限定の口コミ
10/10 (非常に良い)
Elizabeth B.
2024 年 12 月 15 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Army-Navy Weekend
The gigantic house was perfect for our quick Army-Navy Football game weekend. We hope to come back when it’s warm to take advantage of the great gathering spaces outdoors. Go Navy! Beat Army!!
Elizabeth B.
2024 年 12 月に 2 泊滞在
宿泊者限定の口コミ
6/10 (普通)
Shea G.
2025 年 4 月 29 日
良かった点 : ロケーション
気になった点 : 清潔度、チェックイン、コミュニケーション、掲載情報の正確さ
Nice home - some troubles
Beautiful home and area. Would have been helpful to know about the (only) parking option. Communication and preparation of the house in general were unfortunately not very clear and/or present.
Shea G.
2025 年 4 月に 1 泊滞在
宿泊者限定の口コミ
4/10 (不満)
Todd C.
2025 年 6 月 22 日
良かった点 : ロケーション
気になった点 : 清潔度、チェックイン、コミュニケーション、掲載情報の正確さ
Very disappointing stay
Extremely disappointed. Began with wrong information about check in time. Followed by one bedroom not having a working air conditioner in 90 degree weather. Another bedroom air conditioner has hose on the ground, my husband went to get duct tape to repair. Repair man did show up to get bedroom working. Food left in refrigerator that was ours to use. Viking oven had a large oven that would not heat up , yet the two smaller oven did heat up. One bedroom had a fly problem. Bought spray, taped around the air conditioner, and the flies were back. Disgusting. Couldn’t use that bedroom for the last night. Let property manger know through text, no response. Every small area rug was filthy, shower curtains need liner replacement. We made the best of it. We loved Annapolis but we would never rent this home again. Also, large yard was spacious but unkept.
Todd C.
2025 年 6 月に 3 泊滞在
宿泊者限定の口コミ
8/10 (良い)
Jeff L.
2025 年 10 月 29 日
良かった点 : 清潔度、チェックイン、コミュニケーション、ロケーション、掲載情報の正確さ
Extremely spacious for my family located close to many Annapolis historic sites, restaurants and shopping. Close to the USNA what we needed. Lots of living and entertainment spaces. The yard is huge, great for gatherings.