Skip to main content
Entire home

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Photo gallery for 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Step inside and spread out in the Living Room around the flat screen TV.
Enjoy a family barbecue in the private fenced-in backyard patio.
The updated kitchen's stainless-steel appliances are complete with a gas range, and hood.
Welcome to the Historical Eastport Victorian Home just "Around the Corner" from all the best spots!
The luxurious front King bedroom is one of the 3 bedrooms and 2 baths in the home.

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis Maritime Museum
    ‪17 min walk‬
  • Place, Annapolis City Dock
    ‪20 min walk‬
  • Place, U.S. Naval Academy
    ‪3 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bunk Bedroom

1 Single Bunk Bed

Front King

1 King Bed

Living Room

1 Queen Sofa Bed

Middle Queen

1 Queen Bed

2 bathrooms

First Floor Bath

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Second Floor Hall

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Number of living rooms
Garden

About this property

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Experience the Difference: Professionally Managed by iTrip Annapolis

Still available for Commissioning Week 2025!



Welcome to this beautifully remodeled Victorian home in Eastport, lovingly named "Around the Corner" for its prime location near Annapolis' best dining, shopping, and waterfront experiences. This 2-story retreat seamlessly blends historic charm with modern conveniences, making it perfect for a memorable getaway.



Key Features:

Inviting Wrap-Around Porch: Begin or end your day relaxing on this quintessential Eastport feature.

Spacious Living & Dining Areas: Heart of pine flooring throughout creates a warm, welcoming atmosphere.

Gourmet Kitchen: Fully updated with custom cement countertops, breakfast bar, and wine fridge.

Outdoor Oasis: Enjoy a private fenced-in backyard with a furnished patio, lounge chairs, and gas grill.

High-End Baths: Luxury fixtures, Restoration Hardware vanities, and boutique-level linens.



Sleeping Arrangements (Sleeps 8)

Sunny Front King Bedroom: King bed, walk-in closet, and access to a full hall bath.

Middle Queen Bedroom: Queen bed with access to the hall bath.

Bunk Room: Twin bunk beds and built-in laundry room.

Living Room: Queen sleeper sofa with access to the 1st-floor full bath.



Amenities to Enhance Your Stay:

High-speed Fios internet (1 Gig) & WiFi

Flat-screen TV

Complimentary coffee & starter toiletries kit

Full-sized washer & dryer

Luxury linens & boutique-level service

Keyless entry

Pet-Friendly: Small dogs (50lbs or less) welcome with a $150 non-refundable fee per dog

Private driveway (1 car) + unrestricted street parking



Location Highlights:

Downtown Annapolis: 0.8 miles (3 minutes)

U.S. Naval Academy: 1 mile (5 minutes)

Washington, DC: 32 miles

Baltimore: 30 miles



House Rules:

Age Requirement: At least one guest must be 25 or older.

No smoking

No parties or events.

Check-in: 4:00 pm | Check-out: 11:00 am



Ready to experience historic Eastport with all the comforts of home? Book your stay at Around the Corner and immerse yourself in the beauty and charm of Annapolis!

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Terrace/patio
Charming Bay Ridge Cottage with Chesapeake Bay Views – Just Steps to the Beach
Bay Ridge
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (10 reviews)
Charming Bay Ridge Cottage with Chesapeake Bay Views – Just Steps to the Beach

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and some of the area's attractions include Annapolis Maritime Museum and French Soldiers Monument. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 11 min walk - 1.0 km
  • Annapolis Maritime Museum - 17 min walk - 1.5 km
  • Annapolis City Dock - 20 min walk - 1.7 km
  • U.S. Naval Academy - 3 min drive - 1.4 km
  • Maryland State House - 3 min drive - 1.8 km

Getting around

  • Odenton Station - 23 min drive
  • Fort Meade, MD (FME-Tipton) - 27 min drive

Restaurants

  • ‪Starbucks - ‬20 min walk
  • ‪Carrol's Creek Cafe - ‬11 min walk
  • ‪The Choptank - ‬17 min walk
  • ‪Boatyard Bar & Grill - ‬11 min walk
  • ‪Sammy's Italian Pizza Kitchen - ‬5 min walk

Frequently asked questions

Is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

As of 8 May, 2026, prices found for a 1-night stay for 2 adults at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free on 11 May, 2026 start from S$734, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

On-site parking is available at the property.

What time is check-in at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Check-in begins at 4:00 PM.

What time is check-out at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Checkout is at 11:00 AM.

Where is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free located?

Located in Eastport, this holiday home is within 1 mi (2 km) of Spa Creek and U.S. Naval Academy. Annapolis Harbor and Annapolis Maritime Museum are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 31 reviews
Rating 8 - Good. 0 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jon M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay all around. This place was just as described and we couldn’t have been happier with our stay!
Stayed 2 nights in Oct 2025
Response from VrboOwner on 14 Oct, 2025
Thanks, Jon! We’re thrilled to hear that Around the Corner was just as described and that you couldn’t have been happier with your stay. It’s wonderful to know that everything met your expectations. We would love to host you again next time you’re in town! Melissa~iTrip Annapolis
Verified

10/10 Excellent

Rachel F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We had a great stay at this property on our way back from NY. Comfortable beds and a great location!
Stayed 3 nights in Jun 2022
Response from VrboOwner on 6 Jul, 2022
Thank you Rachel! Around the Corner is a wonderful stay! Come back again soon! - Cathy
Verified

10/10 Excellent

Laurie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the house, the location and excellent fenced in backyard for our dog. Can’t wait to come back!
Stayed 3 nights in Aug 2025
Response from VrboOwner on 5 Sept, 2025
Thanks, Laurie! We’re thrilled to hear that Around the Corner was perfect for your stay. It’s wonderful to know that you loved the house, the location, and the excellent fenced-in backyard for your dog. We can’t wait to host you again next time you’re in town! Melissa~iTrip Annapolis
Verified

10/10 Excellent

Darleen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, beautifully maintained home in the center of Annapolis. The host offered a ton of amenities. Our family had a great stay.
Stayed 4 nights in Sep 2025
Response from VrboOwner on 13 Sept, 2025
Thanks, Darleen! We’re thrilled to hear that Around the Corner was perfect for your stay. It’s wonderful to know that you enjoyed the great location and beautifully maintained home in the center of Annapolis. We’re delighted that the amenities provided made your family’s stay enjoyable. We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
Verified

10/10 Excellent

Patrick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Home is well kept. Good location, nice backyard, and convenient parking.
Stayed 7 nights in Aug 2025
Response from VrboOwner on 5 Sept, 2025
Thanks, Patrick! We’re thrilled to hear that Around the Corner was well-kept and in a good location for your stay. It’s wonderful to know that you enjoyed the nice backyard and convenient parking. We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Michael

Great house

We enjoyed our stay at the home. It was in a very quiet area with great access to restaurants in downtown Annapolis. Will definitely stay here again in the future.
Verified

10/10 Excellent

Holly W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property!

We really enjoyed this property! It was really cute and great location. We will be returning!
Stayed 7 nights in Mar 2023
Response from VrboOwner on 3 Apr, 2023
Thank you for the kind review of Around the Corner Holly. We are pleased to hear you enjoyed your stay. We would love the opportunity to host you again. Safe Travels! -Tiffany
Verified

10/10 Excellent

Elizabeth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Immaculate home in a wonderful part of town, close to Downtown Annapolis but just far enough away to warrant a parking spot (huge bonus!). This home was original to form but also had modern upgrades that made it welcoming and extremely comfortable. The home was easy to navigate to and was walking distance from some Eastport favorites. We previously lived in Annapolis and visit frequently - will definitely look to stay here again!Thank you for a great visit!
Stayed 4 nights in Oct 2025
Response from VrboOwner on 4 Nov, 2025
Thanks, Elizabeth! We’re delighted to hear that Around the Corner provided an immaculate and comfortable stay for you. It’s fantastic that you appreciated the home's original charm with modern upgrades and found the location convenient for exploring Downtown Annapolis and Eastport. We’re thrilled to be your choice for future visits to Annapolis and look forward to welcoming you back! Sean, iTrip Annapolis
From a partner site

10/10 Excellent

Lucianne M.

Awesome!

Love the house. Beautiful! Great location!
Response from VrboOwner on 23 Feb, 2025
Hi Lucianne! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Amanda A.

Lovely house

We stayed here for almost a week. The house was clean and spacious and had all the basic amenities. We were pleasantly surprised by the iTrip welcome kit. The backyard was perfect and the neighborhood is very walkable.
Response from VrboOwner on 19 Jul, 2025
Thanks, Amanda! We're thrilled to hear that you found Around the Corner to be clean, spacious, and well-equipped with all the basic amenities. It's wonderful that you enjoyed the iTrip welcome kit and found the backyard and neighborhood to be perfect for your stay. We would love to welcome you back for another fantastic stay in the future! Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Steven

Perfect retreat

Our family of 3 (1 toddler) stayed here for our annual trip to Annapolis. It’s a perfect location to get to and from restaurants, playgrounds, and attractions within the Eastport and Annapolis areas. Beautiful accommodations in a quiet neighborhood. Couldn’t ask for a better stay. Would definitely book again.
Response from VrboOwner on 28 Aug, 2024
Thank you for staying with us, Steven & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
Verified

10/10 Excellent

Andrea G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely house

Beautiful, well appointed house in Annapolis. Lovely decor and comfy beds. . They thought of every small detail to make the stay outstanding. Hosts were proactive and helpful. Will definitely stay again!
Stayed 2 nights in Aug 2022
Response from VrboOwner on 24 Aug, 2022
Thank you Andrea! We are so happy you enjoyed your stay at Around the Corner, come back again soon! - Cathy
From a partner site

10/10 Excellent

Brad P.

Fantastic Location

Great location. Good house. Clean and comfortable. It was a big part of our stay in Annapolis. Thoroughly enjoyed our accommodations. Also, administration / communication was timely. All good on the eastern front. We’d go back.
Response from VrboOwner on 25 Jun, 2025
Thanks, Bradley! We’re thrilled to hear you enjoyed your stay at Around the Corner and appreciated the location- It sounds like you had a wonderful time in Annapolis! We’re also glad our communication met your expectations. We’d love to host you again anytime you’re back in the area! Melissa~iTrip Annapolis
Verified

10/10 Excellent

James B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property

Fabulous home. Clean, fully stocked with small touches like coffee and drinks that really made the difference. Wonderful!!
Stayed 2 nights in Jun 2023
Response from VrboOwner on 10 Jul, 2023
Thank you for the kind review of Around the Corner James. We are happy to hear you enjoyed your stay. Please come back and stay with us again. Safe Travels! -Tiffany
Verified

10/10 Excellent

Darren B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highly recommend!

We've stayed in short-term rentals in DTA about 15 times since June 2022. This rental is now at the top of our list. Clean, well maintained, well equipped, and in a great location.
Stayed 2 nights in Nov 2023
Response from VrboOwner on 21 Nov, 2023
Thanks, Darren! We’ll be ready to host you again for your next visit. Glad you enjoyed everything. Sean
Verified

10/10 Excellent

George B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy sailing

Visited Annapolis to sail in a regatta. The house worked out great for us.
Stayed 5 nights in Oct 2022
Response from VrboOwner on 2 Nov, 2022
We are so very happy you enjoyed your stay at Around the Corner! Come back and visit us again anytime! - Cathy
From a partner site

10/10 Excellent

Rob W.

Nice home in Eastport

We rented this home when visiting our mid for a weekend. Beautiful, clean and well-appointed home close to the restaurants in Eastport and a reasonable walk over the bridge to DTA and the Academy. The home had plenty of space and comfortable beds - and a driveway for parking (a real plus in the Annapolis area). We'd definitely stay there again.
Verified

10/10 Excellent

gail k.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional Experience

The place was beautifully decorated with a model-like home interior design. Closely located to the Annapolis dock waterfront with ample street parking. The front porch and back yard patio offered a wonderful gathering area which we all enjoyed.
Stayed 2 nights in May 2023
Response from VrboOwner on 26 May, 2023
Thank you Gail! We are pleased to hear you enjoyed Around the Corner. We hope to have the opportunity to host you again. Safe Travels! -Tiffany
Verified

10/10 Excellent

Emi C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2C Parents weekend

This home had enough character and quality details to make it feel comfortable and unique and put it over the standard worn rental. Perfect place for Navy Parents weekend. Walkable to USNA but far enough to get away from campus. Wonderful bug free backyard.
Stayed 3 nights in Sep 2024
Response from VrboOwner on 17 Sept, 2024
Hi Emi! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Sara H.

Great Place!

Our family of six stayed here over the Easter weekend. The house is clean, well-stocked, comfortable, and the location is great. The hosts provided us with information in a timely manner and were great to work with. The table was perfect for meals and family game time. We loved the backyard and ease of parking. Thank you for opening your home to us!
Response from VrboOwner on 3 Jul, 2023
Thanks, Sara! So glad you enjoyed your stay with us and we welcome you back any time. Sean
From a partner site

10/10 Excellent

Kimberly G.

Around the Corner

Another wonderful weekend in Annapolis! We stayed at Around the Corner in Eastport.. A beautiful, clean and comfortable house for us to enjoy our Midshipman and give him a relaxing weekend away from the yard. Perfectly located for us to enjoy local restaurants without having to do a lot of driving around. Looking forward to our next visit!
Verified

10/10 Excellent

Margie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

CHARMING HOUSE AROUND THE CORNER

The house was very comfortable and attractively decorated. It felt very fresh and clean. The beds were very comfortable.We enjoyed morning coffee on the front porch and got delicious pastries from a nearby bakery. We found everything we needed for our stay. Thank you very much.
Stayed 4 nights in May 2022
Response from VrboOwner on 1 Jun, 2022
Thank you Margie, we would love to host you again at Around the Corner! -Cathy
Verified

10/10 Excellent

Kathi A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming and cozy

Reason for our stay was attending the Boatyard Beach Bash. The house was as described and shown. Very comfortable and cozy with nice upgrades and touches. We didn’t spend time in the back yard so it wasn’t much of an issue for us, but the gardens were a mess with weeds.
Stayed 3 nights in Sep 2023
Response from VrboOwner on 27 Sept, 2023
Kathi we are happy to hear you enjoyed Around the Corner. We appreciate your feedback as well. We hope to have the opportunity to host you again. Safe Travels! -Tiffany
Verified

10/10 Excellent

John R E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

History with Heart

Around The Corner is the epitome of the Annapolis experience. My family of 7 spent the week enjoying the sites and tastes and history of the region, then came home to a handsome bit of history in our accommodations. Walking distance to Annapolis, and a quick drive to all that DC has to offer, Around the Corner is the perfect mix of old charm and handsome refinement.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 17 Jan, 2023
Thank you for such a wonderful review of Around the Corner John. We are happy to hear you enjoyed the home. We would happily host you again in the future. -Tiffany
Verified

10/10 Excellent

Jessie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Don’t read any further, just BOOK!

I stayed here with a group of girlfriends and it was amazing. The house was clean, stocked and very close to downtown. The private yard was a huge win as well. Annapolis was so cute and quaint and so was the house. I have already recommended this property to so many and I will continue to do so. Stop scrolling for something else, this is the house for you!
Stayed 2 nights in May 2024
Response from VrboOwner on 26 May, 2024
Thank you Jessie for sharing your happiness with your stay as well as your positive feedback! We truly enjoyed hosting you & we welcome you back anytime! Melissa~iTripAnnapolis

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback