Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v. South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25 | Cottage in Annapolis

10.0 (86 Reviews) |   1 Bedroom  1 Bathroom  4 Guests
West Annapolis Cottage | Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v. South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25

1 Bedroom Cottage in West Annapolis, Annapolis

Begin your mornings with wraparound views from the queen bed or coffee on the screened porch, with the same water views. "This cottage is a gem! Beautiful location, comfortable lodging, and a helpful host. It was perfect for two people. We can’t wait to return!" (March, 2025)
The cottage is all yours, and its self check-in, but please reach out on the app or on Jim's cell for anything at all!
Check-in: After 4:00 PM (early check-in when available)
Check-out: 11:00 AM (late check-out when available)
Please:
No smoking
No pets
No parties or events
Quiet Hours 9 pm to 9 am
Groceries: Grauls, on Taylor Avenue. Go out to Ridgely Avenue, turn Right. Go about 3 blocks and Grauls is in the strip mall on the right. 8 minute walk.
Liquor, Beer, Wine: In the Walgreens, of all places! Same strip mall as Grauls. In the back left hand corner inside the Walgreens. An unusual arrangement! Good selection of everything. Even shorter walk to Chessie's Wharf, for an amazing selection of RAR Brewing's finest!
Local places to eat and drink – all within 5 minute walk - turn right at the bottom of our street, on Ridgely Avenue:
Bakery: Great Harvest baking – on Ridgely Avenue just a couple of hundred yards up on the left, just beyond the gas station. Go-to favorite: Mocha Scones
Coffee Shop: Bean Rush Café - Annapolis St. (the next street over, take a left off Ridgely on Monterery, then right on Annapolis St.
Breakfast: Evelyn’s- Annapolis St.
Dinner: In Grano, "Drawing inspiration from Italy, Japan, Spain, Greece, and beyond, In Grano’s menu promises an elevated, global dining experience."
Pizza, Pasta: Bella Italia, in same shopping center as Grauls, at end of Ridgely Avenue (at corner of Ridgely and Taylor)
The whole place. This is a stand-alone cottage. Access to private waterfront and dock.
TV / WIFI / Netflix
Air conditioning
Fully Equipped Kitchen
Nespresso Machine or French Press, or Drip Coffee Maker
Beautiful Dining Nook
Comfy Queen with expansive Water Views , and a Comfortable Queen sofabed
Full Bath with all essential Amenities
Hair Dryer
Clothes Iron
Extra Pillows and Blankets
Screened-in Porch overlooking Weems Creek
Serene environment
Picnic area on the dock.
Fire pit on the hillside
Private Dock
Use of Stand-Up Paddle boards
Use of Canoe
Use of Kayaks
Use of 17' Boston Whaler (for experienced boaters, and at extra cost)
“Our stay at Jim’s place was perfect for a weekend away. We’ll definitely book again! – Steve, March 2021”
"We had a lovely stay at Weems Creek Cottage. It is so quaint, quiet, and thoughtful. We loved the scenery, the bedside view of the sunset over the river was stunning. We slept so well, absolute peace and immediate comfort. It’s also in a really cute area, nice little local restaurants and cafes nearby, and we enjoyed walking/driving to downtown Annapolis. Very easy to find, SO clean and very well designed, private and intimate, just really cute and charming spot. Jim was very friendly, responds immediately and provides all the information you could possibly need! We will definitely be returning in warming weather. Highly recommend!" (January, 2025)
The original 1910 cottage studio was fully refurbished with charming décor and your comfort in mind.
In addition to the studio and screened-in porch, all of our guests have access to our waterfront backyard complete with fire pit, Adirondack chairs and fantastic views of Weems Creek: the boats, the birds and the sunsets!
Be sure to walk on down to the picnic area - on our private dock! There you can decide between the paddle boards, kayaking, or taking our boat out on to the Severn River or down to City Dock for a drink or a bite! (Experienced Boaters: Reach out to us about using our 17' Boston Whaler for an extra cost )
Over the summer, the dock picnic area is also the perfect setting for your own classic Maryland Crab Feast! For the chefs and adventurous at heart, we've got all the necessary pots and mallets to give it a go yourself. If you're not up for the mess - we can definitely tell you where to enjoy a crab feast in town.
Be sure to take a quick stroll through our neighborhood to grab local delicacies at the Great Harvest Bread Co, the Bean Rush Cafe and all the rest that the village of West Annapolis has to offer. Our location is pretty amazing.
Plus, we are only a few minutes' walk to the US Naval Academy’s Gate 8, the entrance to the historic Annapolis campus and Navy-Marine Corps Memorial Stadium!
Friends, we hope you will enjoy your stay with us, and please, come again!
“I have stayed in the cottage in all 4 seasons and each has its own unique beauty. It is a great home away from home.” – Darcy, December 2021”
Short walks to many things. 1.5 miles to Annapolis City Dock. Ride sharing apps.
Pro tip: At City Dock, take the water taxi to Davis' Pub in Eastport, then do a progressive walking lunch or dinner on your way back to the city dock through Eastport, over the beautiful Spa Creek drawbridge - and back to the City Dock!
5 minutes walk to: Bean Rush Cafe/Coffee, Evelyns, Naval Bagels, RAR Brewing/Chessie's Wharf, In Grano, Great Harvest Baking, and more.
Easy walk to the Navy stadium or St. John's College.
1.5 miles to Annapolis City Dock area or USNA Gate 1 (even closer to Gate 8)

Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25 is located in West Annapolis. Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25 provides accommodation, featuring Parking, TV, Security/Safety, among other amenities. This Cottage features Parking, TV, Security/Safety, to make your stay a comfortable one.

Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25 has 1 Bedroom , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the West Annapolis has interesting places to visit. If you want to learn more about the Cottage in West Annapolis, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 21
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number 18255733 property registration number 18255733 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Annapolis, 21401, USA

What Our Guests say 500 + Reviews

May 19, 2025 01:54:10 AM
Summary: Our stay at Weems Creek Cottage in Annapolis was absolutely unforgettable. From the moment we booked through checkout, the owner’s communication was exceptional—timely, thoughtful, and helpful at every step. While the listing’s beautiful photos initially drew us in, they can’t fully capture the charm, warmth, and breathtaking waterfront views that define this cottage. The modern kitchen was fully stocked with every essential for a seamless weekend getaway, and the spacious living areas were both inviting and comfortable. The owner put great care into every detail, from clear instructions for check-in to tips on enjoying the fire pit, boat dock, paddle boards, and fishing gear. This is truly a must-stay experience—easily a 5 star visit and the best VRBO we’ve experienced to date.
Brandon R. Brandon R.
May 12, 2025 05:13:22 AM
Summary: My husband I stayed at Weems Creek Cottage for a week for my daughter’s graduation from St. John’s College. It was perfect for us - an ample kitchen, comfortable bed, delightful waterfront location near the college and kind, accommodating hosts! We were able to host 3 of my daughter’s friends for a crab feast and later, a gathering of family the afternoon after graduation. We definitely recommend this cottage!
Melissa G. Melissa G.
Apr 8, 2025 02:15:15 AM
Summary: We had a wonderful stay! Very cozy with beautiful views. Our host was very helpful and made sure our stay was great! Will definitely be back!
Amy B. Amy B.
Mar 31, 2025 02:55:11 AM
Summary: Nice small property. Great for get aways and amazing service.
Ben D. Ben D.
Dec 2, 2024 07:37:55 AM
Summary: Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available.
Nov 29, 2024 04:31:48 AM
Summary: Great spot, loved the place and the area. James was super helpful and seemed to want to do everything possible to make sure we had a great stay.
Matt B. Matt B.
Nov 12, 2024 04:23:24 AM
Summary: Perfect for a romantic weekend away!
Lisamarie W. Lisamarie W.
Oct 24, 2024 01:13:59 AM
Summary: The place is very comfortable and tucked away on the creek with nice water views. The host was accessible but I didn’t need a thing! The screened porch is a wonderful spot to enjoy my scone and tea fresh from the Great Harvest bakery just up the road. The golden sunset was a bonus each evening.
Carol Y. Carol Y.
Sep 3, 2024 08:00:41 PM
Summary: Our stay at this Vrbo in Annapolis was nothing short of spectacular! The property is beautifully maintained, offering the perfect blend of comfort and style. The attention to detail was evident, from the cozy living spaces to the well-appointed kitchen that had everything we needed for our stay. The location is unbeatable—close enough to all the attractions, restaurants, and shops make Annapolis the charming city that it is (1.2 miles walk to the Naval Academy), while distanced enough to be a quiet retreat. We loved being able to explore the historic district and waterfront, then return to this tranquil retreat. The hosts were incredibly accommodating and responsive, ensuring our experience was smooth from start to finish. The thoughtful touches, like the welcome bottle of wine and local recommendations, made us feel right at home. Whether you’re visiting for a weekend getaway or an extended stay, this Vrbo is the perfect choice. We can’t wait to return and make more memories in this wonderful home.
Doug N. Doug N.
Aug 4, 2024 05:17:34 AM
Summary: I am so happy I found this gem that was exactly what we expected, and then more! The cottage was spotless & extremely welcoming. The dock was great along w/ the use all of the outdoor watercrafts. The host, Jim is so accommodating and couldn't have made us fell more welcomed. He was extremely helpful, but at the same time gave us full privacy unless we reached out with a question or suggestion. we enjoyed the short walks to the delicious Mexican restaurant and adorable coffee shop. Our Uber rides were quick and easy to get downtown. I sure hope to return for years to come. Thank you for everything!
Rita M. Rita M.

FAQ's

Is this West Annapolis cottage pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the West Annapolis cottage have a swimming pool?

No, this West Annapolis cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in West Annapolis cottage?

Best-rates for the West Annapolis cottage starts from $408 per night with includes Fireplace/Heating, Child Friendly, Balcony/Terrace, Bedding/Linens, Entertainment, Barbecue/Outdoor Cooking, Internet, Kitchen, Air Conditioner, Parking, TV, Security/Safety, Sports/Activities, Laundry, Wellness Facilities, View StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is West Annapolis cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the West Annapolis cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the West Annapolis cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the West Annapolis cottage?

Based on the information reported by the owner or manager, the West Annapolis cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for West Annapolis cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the West Annapolis cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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