421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Photo gallery for 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

A modern two-story house with a brick pathway leading to the entrance, surrounded by a well-maintained garden with various flowers and shrubs.
A modern kitchen with a large island, built-in oven, and a staircase with a railing.
A modern kitchen with wooden cabinets, a granite countertop, and pendant lighting.
A balcony with wicker furniture, a pool, and a view of surrounding buildings.
A spacious living room with a large TV, wicker furniture, and a view of the outdoors.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Walk to Maryland State House

Popular amenities

  • Patio
  • Private pool
  • Toys
  • Barbecue
  • Local cuisine breakfast for a fee
  • Off-street parking available

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 5)

Guest bedroom, queen size bed, work station, sitting area, and closet

1 Queen Bed

Living room

1 Single Sofa Bed

Primary Bedroom

1 King Bed

2 bathrooms

Downstairs Bathroom

Toilet · Shower only

Upstairs Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Annapolis

Located on a river, this holiday home is in Eastport, a neighbourhood in Annapolis. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include John Smith House and William Paca House. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 2 min walk - 0.2 km
  • Spa Creek - 5 min walk - 0.4 km
  • Annapolis Maritime Museum - 6 min walk - 0.6 km
  • Annapolis City Dock - 15 min walk - 1.3 km
  • U.S. Naval Academy - 17 min walk - 1.5 km

Getting around

  • Odenton Station - 28 min drive
  • Baltimore Washington International Airport (BWI) - 45 min drive

Restaurants

  • ‪The Choptank - ‬15 min walk
  • ‪Boatyard Bar & Grill - ‬3 min walk
  • ‪Royal Farms - ‬6 min walk
  • ‪Iron Rooster - ‬17 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬17 min walk

Frequently asked questions

Does 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

As of 2 November 2026, prices found for a 1-night stay for 2 adults at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! on 1 November 2027 start from NZ$2,175, 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.

Is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! pet-friendly?

No, pets are not allowed at this property.

How much is parking at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

On-site parking is available at the property.

What time is check-in at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

Check-in begins at 3:00 PM.

What time is check-out at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

Checkout is at 11:30 AM.

Where is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! located?

Located in Eastport, this holiday home is within 1 mile (2 km) of Annapolis Harbor, Annapolis City Dock and U.S. Naval Academy. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.

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. 145 out of 151 reviews
Rating 8 - Good. 5 out of 151 reviews
Rating 6 - Okay. 1 out of 151 reviews
Rating 4 - Poor. 0 out of 151 reviews
Rating 2 - Terrible. 0 out of 151 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location and pool are excellent!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is so cute and in such a great location. Walking distance to restaurants and the water! Loved our stay!
Stayed 2 nights in Sep 2026
Response from VrboOwner on 14 September 2026
I loved having you all!!!! Hope to have you again!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic host and a wonderful location. Loved our stay. Will be back again!
Stayed 3 nights in Aug 2026
Response from VrboOwner on 24 August 2026
I loved having you!! I look forward to having you again!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, clean, amazing pool, and responsive host.
Stayed 5 nights in Jun 2026
Response from VrboOwner on 7 July 2026
Thank you so much!! I'm glad you enjoyed the pool and the AMAZING restaurants in our neighborhood!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous space for two couples. We took advantage of the pool and had a wonderful time. Convenient 10 min walk to great restaurants and shopping. Liz was a fabulous host.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 23 July 2026
Thank you!! I'm glad you enjoyed the pool!!! And location!! I hope you visit Annapolis again :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an absolutely incredible stay here over the Naval Academy reunion weekend! The house was the perfect home base for all the festivities. The absolute highlight was the pool area—it was the ultimate spot for hosting classmates, catching up, and relaxing between reunion events. Plus, the location was incredibly convenient; being able to easily hop on the water taxi made getting downtown and back completely seamless. The layout of the home accommodated everyone comfortably, the amenities were fantastic, and the host was incredibly welcoming and communicative. If you’re coming to Annapolis for a Navy weekend, this is the place to stay. Go Navy! Beat Army!
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, charming decor, extra clean and well-provisioned.
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful experience! Liz is very communicative and ready to help in any way. The home is stocked with everything you could need and more! The location is excellent and so walkable! We would highly recommend Liz’s home to anyone! We look forward to returning in the future.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 27 July 2026
Thank you!! It was wonderful meeting your family!!!!! I'd LOVE to have you all back!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and easy parking- charming and comfortable
Stayed 3 nights in Apr 2026
Response from VrboOwner on 8 April 2026
Hi!! This review sums it up!!! For sure!!! Thank you!! Glad you enjoyed!! Liz
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy
Nice neighborhood. Charming house . Was missing a few basics such as hand soap , soap, and shampoo in the showers, tissue paper. Was a little confused with food left in the refrigerator if it was complementary, or was for purchase. Was a little difficult opening up the key box for someone not familiar with how that works. Could've used a little better description. Finally, the foldout Sofa has a very thin mattress, and only sleeps one . It was But overall, the house worked well for our family.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Liz is fantastic! The home is perfectly located to all the best spots, ease of walking over the bridge and adorable outdoor area in the back. Will definitely be back!
Stayed 3 nights in Apr 2026
Response from VrboOwner on 30 April 2026
Thank you!! I'd love to have you back!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and location.
Stayed 2 nights in Oct 2025
Response from VrboOwner on 23 October 2025
Thank you!! I think so to!! Hope to see you all again!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was very welcoming! The chosen decor was beautiful and the backyard was so pretty with the flowers and the other landscaping lent to a very relaxing atmosphere. The proximity of the house to several great restaurants was perfect and a short 15-20 min walk to downtown. A perfect girls weekend place!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent stay in this home, everything we could possibly need was provided.The home is in a great location to explore the area and within easy walking distance of the centre of Annapolis.Loved watching the wildlife in the garden and relaxing in the sun room - an oasis of calm after a day out.The house is very clean, well maintained and generously stocked.We rent VRBO houses regularly and this is one of the best!Liz is a great host, we are glad we selected this home and would happily return and recommend it to others.
Stayed 7 nights in May 2026
Response from VrboOwner on 28 May 2026
Thank you for staying at 421 Irie! It was my pleasure having you!!! It is AMAZING the wildlife in that small space!!! I'm now watching a cardinal nesting in a tree by the pool. I can't wait until her eggs hatch!!! It is its own little eco-system in the middle of town!! It was wonderful meeting you both ALL the way across the pond!!! I'm glad your trip to the US was grand!!! I hope to see you again, fellow Brit!!! ❤️🇺🇸❤️
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay! The house was adorable and the pool was awesome!
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Liz was the PERFECT host for our "Girlfriends' Birthday Staycation". Her home was the perfect location for us to relax and de-stress, re-charge with some vitamin D by the pool. Liz gave us great tips on avoiding traffic, activities and restaurants. Her home allowed us to leave her oasis with a feeling that "Everything is going to be alright"...IRIE!! We will definitely look forward to returning.THANK YOU LIZ!
Stayed 2 nights in May 2026
Response from VrboOwner on 3 June 2026
Thank you!!!! I enjoyed meeting you all!!!!! It is a great gals weekend escape!!!!!! I hope to see you again!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great stay. Kitchen was very well equipped. Beautiful home.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 12 December 2025
HI!! Thank you! I'm glad you found everything you need for the holidays!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about the cottage was exactly as described. It’s a beautiful, well maintained space in the heart of Eastport. Such a great location within walking distance to a number of restaurants. I so appreciated the extra touches from our host!
Stayed 2 nights in Mar 2026
Response from VrboOwner on 24 March 2026
Hi!! Thank you SO much. Little touches make stays a little nicer!! Thank you!! Liz
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is absolutely amazing. The attention to detail is outstanding. The host was such a pleasure to communicate with. I will absolutely stay here again and recommend to Everyone! The location was a dream and the off street parking made things so much easier. I can’t stress enough how wonderful this experience was
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host! Great house!
Stayed 3 nights in Dec 2025
Response from VrboOwner on 3 January 2026
Great Guests!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is our second time renting at this house, and it was as perfect as ever! Very clean, comfortable and a perfect location for all Annapolis has to offer.
Stayed 2 nights in Oct 2025
Response from VrboOwner on 27 October 2025
I love having you and your family!! Come back any time!!!
Verified review

10/10 Excellent

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

Great place

Wonderful house in a great location
Stayed 5 nights in Apr 2025
Response from VrboOwner on 21 April 2025
❤️❤️
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cutest little cottage, just as described. Great location and a wonderful and thoughtful host.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place is truly wonderful! And the host is even better! Wonderful time!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing host ! There to accommodate wherever you need!
Stayed 2 nights in Dec 2025
Response from VrboOwner on 17 December 2025
I enjoyed having you and your family!! Thank for visiting do the Army Navy game!!
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