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Restriction Retreat - Relax & walk to Main St

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Relax on the back patio with a cup of coffee in the mornings or cocktail in the evenings.
Comfy couch and chairs to relax and read a book.
If you must do work while you are staying here, there is a dedicated workspace.
We want you to relax and recharge. The second bedroom with a queen bed and room darkening shades in both bedrooms.
Enjoy the elegant King Bedroom. Try the light alarm clock and wireless charging pad.

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 691.0 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Firepit
  • Deck or patio
  • Free Wi-Fi

Explore the area

View map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪2 min walk‬
  • Place, Maryland State House
    ‪2 min walk‬
  • Place, U.S. Naval Academy
    ‪3 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪32 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

King Bedroom

1 King Bed

Living Room

1 Double Sofa Bed

Queen Bedreoom

1 Queen Bed

2 bathrooms, 1 half bathroom

Half-bath downstairs

Toilet

Hallway Full Bathroom

Bathtub or shower · Toilet

queen ensuite bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area

About this property

Restriction Retreat - Relax & walk to Main St

Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an unbeatable location, and indulge with modern comforts. Get the “real” R & R experience located steps from downtown Annapolis. A 2 bed / 2.5 bath home with a living space, dining area, and relaxing patio with a fire-pit. A king and queen bedrooms, and queen pullout sofa, it can sleep up to 6 adults.

Our home is not your ordinary Airbnb, it’s a piece of history. Built in 1900, we have designed it with elegance and hospitality first, but don’t take my word for it, experience it yourself. The Restriction Retreat reflects the luxury and charm of historic Annapolis.

Between the aesthetics and the amenities, you’ll have everything you need to relax, recharge, and enjoy your time in downtown Annapolis. Voted one of the most beautiful towns in America by Conde Nast Traveler. You’ll quickly see why we fell in love with it!

Restriction Retreat has been carefully designed to reflect the history of the capital of Maryland. Rich with traditions from the Naval Academy and local experiences. While the home has been updated, we tried to maintain some historical details which makes it unique and reflects the character and history of Annapolis.

We combined luxury and vintage with amenities of today. If you love to cook, we welcome you to our chef’s kitchen to whip up an amazing meal for your family.

Follow us on IG @Restriction.Retreat to view more photos of the space and check out upcoming events.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

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

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No smoking or vaping on property.

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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number STR23-145326

About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this holiday home. 48 Fleet Street and 14 Fleet Street are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Looking to get your feet wet? Kayaking, power boating and sailing adventures can be found near the property.
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Map
Annapolis, MD

What's nearby

  • William Paca House - 2 min walk - 0.2 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • Maryland State House - 2 min walk - 0.2 km
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • Hammond-Harwood House - 5 min walk - 0.4 km

Getting around

  • Odenton Station - 23 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬3 min walk
  • ‪Chick & Ruth's Delly - ‬3 min walk
  • ‪Annapolis Market House - ‬3 min walk

Frequently asked questions

Is Restriction Retreat - Relax & walk to Main St pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Restriction Retreat - Relax & walk to Main St?

As of 12 Apr 2026, prices found for a 1-night stay for 2 adults at Restriction Retreat - Relax & walk to Main St on 5 July 2026 start from AU$847, 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.

What time is check-in at Restriction Retreat - Relax & walk to Main St?

Check-in begins at 4:00 PM.

What time is check-out at Restriction Retreat - Relax & walk to Main St?

Checkout is at 11:00 AM.

Where is Restriction Retreat - Relax & walk to Main St located?

Located in Historic District, this holiday home is within a 10-minute walk of 48 Fleet Street and U.S. Naval Academy. The Colonial Players and 97, 99 and 101 East Street are just steps away.

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. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Shannon J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful property right in the heart of DTA and walking distance to the waterfront, restaurants, shops and USNA. We stayed here to visit our midshipmen and it was the perfect location to enjoy all Annapolis has to offer, but also visit and relax. The host was so accommodating and responsive. Pretty outdoor area, beautifully decorated interior and super comfortable beds! A must stay!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellant location! Beautiful home, very well equipped and the location can not be beat. Host was very helpful when needed. Definitely will stay here again.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, great location. Excellent customer service. Could not have asked for more, and will stay here again.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Chris C.

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

Fantastic house in downtown Annapolis

We had a great stay - the property was really well set up in terms of the space, the kitchen, and thoughtful extras in the bathrooms. The beds were super comfortable and the house remarkably quiet at night for being in downtown. Staying here was a great way to enjoy Annapolis and would definitely stay here again. Best part was Jessica was an awesome host - great communicator and made sure our stay was smooth - wish every host was this great.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Llewellyn J.

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

Perfect Stay

Everything was just outstanding. The house was beautifully appointed, Jessica our host could not have been more attentive. This is an easy review since it was just perfect.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Rich W.

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

Location and Property could NOT be better

Jessica and Team were first class hosts - accommodating our requests, quick response and couldn't have been friendlier. We will definitely be back.
Stayed 1 night in Dec 2023
Verified

10/10 Excellent

Cheryl J.

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

Comfy & Comfortable

The property was perfect! Well stocked with everything we could need, comfy beds, super clean, the finishes and decorations are great. The location is wonderful, easy to walk everywhere. Communication and property details were very helpful and informative. We will defiantly be back!
Stayed 2 nights in Apr 2024
Response from VrboOwner on 18 Apr 2024
Hi Cheryl! Thank you so much for your kind words. We are so happy to hear that you love our place and you find it perfect. We hope to host you again soon!
Verified

10/10 Excellent

Audra G.

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

Perfect Stay

The Restriction Retreat is a double thumbs up in my book and somewhere I plan to stay again. The property is exactly as pictured, and the host, Jessica, is on top of it when it comes to welcoming guest and communicating. The location can’t be beat if you want quick access to Main Street or the USNA. The kitchen is well equipped and all the added amenities are top notch. Everything is super clean, smells great, and the beds/pillows are amazing, like really amazing! It truly was one of the best properties we have stayed at and I can’t wait to return.
Stayed 4 nights in Feb 2024
Verified

10/10 Excellent

Melissa D.

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

Best Weekend Getaway

What a wonderful place to stay! We had 6 of us staying for the Military Bowl. From first booking it, the host reached out to us. Since 2 of the adults were grown siblings and did not want to sleep together on the pull out, we brought a blow up mattress and there was room for it.Everything about this place was top notch. The amenities from the coffee pot to the soaps in the bathrooms were outstanding. Location was great and walking distance to all the great restaurants. Buddy’s crab and ribs as well as the Markerthouse were our favorites. McGarvers was not- their staff was absolutely rude- would not recommend them at all. But we won’t go into details here…Overall, this was a great experience and would love to go back in the spring and stay here again.
Stayed 2 nights in Dec 2024

About the host

Your host

Host profile image
My husband graduated from the Naval Academy and has kept in contact with his adopted sponsor family. We love this town and are so excited we found a place to call our own. We love going up to visit and now enjoy bringing our children up to experience the historic town. It’s a great quick getaway that has so much to do and see. We decided we’d love a chance to live there one day and jumped at the chance to own this piece of history. We also want to share it with our friends.

Inside you’ll find a strategically curated space that includes some of our personal details of places we have been deployed or places that have special meaning to us. Many of the items have a story or history behind them. The beds and seating were selected with comfort in mind.

There is a room for everyone to gather as well as private spaces for alone time.

Why they chose this property

LIVING SPACES
While the home is small it was furnished to maximize the living spaces and make sure there is plenty of space and has an open feel. No work and all play!

There is a dining table that will comfortably seat 6 people.

ROOMS
Each bedroom has windows with lots of natural light and black out curtains for great sleep. Both bedrooms are TV free purposely designed as a retreat from screens with high end mattresses and linens with plenty of storage and drawers.

Each bedroom has luggage racks, bedside charging ports, as well as a sunrise light alarm clock. Don’t worry about jamming in your body wash or shampoo and conditioner, we have you covered with Beekman 1802 products.

Every bed has high quality, soft, breathable sheets, a comforter, quilt, and two pillows per person.

-Room 1 – 1 King bed
The king mattress is a Helix GlacioTexTM Cooling cover, CertiPUR-US (R) and GREENGUARD gold certified, zero fiberglass. The most comfortable mattress I’ve ever slept on. The master bath is located just a step down the hallway with a bathtub/ shower combination. I provide Beekman 1802 Shampoo, conditioner, and body wash.

-Room 2 – Queen bed
The queen has an ensuite bathroom with a walk-in shower. The queen mattress is a Helix GlacioTexTM Cooling cover, CertiPUR-US (R)and GREENGUARD gold certified, zero fiberglass. The best night’s sleep!

Guess access
Guests have access to the entire property. There is no on-site parking.

What makes this property unique

AT A GLANCE:
~3 beds: 1 king mattress, 1 Queen, 1 Queen pull out sofa
~Helix Lux mattresses - GlacioTexTM Cooling cover, CertiPUR-US and -GREENGUARD gold certified
~Patio with gas firepit and outdoor seating
~Fully equipped chef’s kitchen products from Williams Sonoma
~Coffee bar with multiple coffee/espresso makers
~Complimentary local coffee and tea
~Dining table seating for 6
~Dedicated workspace/desk
~Bluetooth speaker
~Keyless entry with individual codes
~1 Gig Wi-Fi
~50” Smart tv
~Charging ports by every bed
~Beekman 1802 bath products
~Hair dryer in every bathroom
~Full length mirror
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