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Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena accommodation with kitchen

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Photo gallery for Chesapeake Cottages- 2 Quaint Waterfront Retreats

Property grounds
Marina
Fridge, microwave, oven, stovetop
Interior
Property grounds

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Pasadena, MD
  • Place, Fort Smallwood Park
    ‪3 min drive‬
  • Place, Patapsco River
    ‪6 min drive‬
  • Place, Compass Pointe Golf Courses
    ‪8 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪29 min drive‬

Room options

About the area

Pasadena

In Pasadena .Stay at this Pasadena cottage and you'll be within 2 miles (3 km) of Fort Smallwood Park and 6 miles (10 km) of Chesapeake Bay. Northern Chesapeake Bay is within 6 miles (10 km) and Downs Park Dog Beach is within 9 miles (15 km).
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What's nearby

  • Fort Smallwood Park - 3 min drive - 2.8 km
  • Patapsco River - 6 min drive - 6.6 km
  • Compass Pointe Golf Courses - 8 min drive - 3.8 km
  • AMF Southdale Lanes - 15 min drive - 13.5 km
  • Downs Park Dog Beach - 15 min drive - 15.9 km

Getting around

  • Baltimore-Washington International Airport Station - 24 min drive
  • Baltimore Washington Intl. Airport (BWI) - 24 min drive

Restaurants

  • ‪McDonald's - ‬8 min drive
  • ‪Chick-Fil-A - ‬6 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪Dunkin' - ‬8 min drive
  • ‪el pilar Mexican joint - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront land. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for large families gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings on one of the two back porches overlooking the expansive views to magical sunsets on the 60 foot pier, this setting will quickly become a family favorite.

Cottage A features a large kitchen and main living area overlooking the creek. This unit has 1 Queen bed and a sofa (non-pullout) for sleeping.

Cottage B features 2 private bedrooms. Bedroom 1 is great for kids with a bunk bed and an additional twin. Bedroom 2 features a queen bed and loveseat. This cottage features a second mini kitchen area great for quick food prep.

Each unit has 1 full bathroom and are equipped with super fast WiFi that spans to the pier area. Bring your laptop and devices and surf the web while lounging anywhere on the property.

The 60 foot pier with an observation deck is a great way to relax while taking in the sweeping views of Rock Creek. Fishing and catching crabs are a fun way to spend the day and the built in filet table is available to prepare your fresh catch. A Paddleboard and Canoe are available for use with property rental. Life Jackets provided.

A relaxing and natural setting awaits at Chesapeake Cottages!!

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Historic Inns of Annapolis
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  • Free WiFi
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  • Air conditioning
4.5 out of 5, Wonderful, 1,877 reviews
The price is CA $128
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includes taxes & fees
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Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Separate dining area

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited.

Property is also known as

Vrbo Property
Chesapeake Cottages 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront Retreats Pasadena

Frequently asked questions

How close is Chesapeake Cottages- 2 Quaint Waterfront Retreats to the airport?

This cottage is 15.9 mi (24-min drive) away from the Baltimore Washington Intl. Airport (BWI) airport, the closest popular airport to the property.

How much does it cost to stay at Chesapeake Cottages- 2 Quaint Waterfront Retreats?

As of Jul 1, 2026, prices found for a 1-night stay for 2 adults at Chesapeake Cottages- 2 Quaint Waterfront Retreats on Jul 2, 2026 start from CA $511, excluding 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.

Does Chesapeake Cottages- 2 Quaint Waterfront Retreats have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is Chesapeake Cottages- 2 Quaint Waterfront Retreats to the beach?

This cottage is 8.3 mi (16-min drive) from Downs Park Dog Beach and 18.6 mi (31-min drive) from Sandy Point Beach. Don't forget your sunscreen!

Does Chesapeake Cottages- 2 Quaint Waterfront Retreats offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Chesapeake Cottages- 2 Quaint Waterfront Retreats?

No, there is no casino at this cottage, but Bingo World (22-min drive) and Maryland Live Casino (23-min drive) are nearby.

What time is check-in at Chesapeake Cottages- 2 Quaint Waterfront Retreats?

Check-in begins at 4:00 PM.

Is there free parking at Chesapeake Cottages- 2 Quaint Waterfront Retreats?

Free parking is not available at this cottage.

Does Chesapeake Cottages- 2 Quaint Waterfront Retreats have a pool?

This cottage does not have a pool.

Does Chesapeake Cottages- 2 Quaint Waterfront Retreats have a spa?

There are no spa services available at this cottage.

How close is Chesapeake Cottages- 2 Quaint Waterfront Retreats to downtown Pasadena?

This cottage is 2.2 mi away from Pasadena.

Chesapeake Cottages- 2 Quaint Waterfront Retreats Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 19 out of 23 reviews
Rating 8 - Good. 3 out of 23 reviews
Rating 6 - Okay. 1 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

9.2/10

Cleanliness

Reviews

Verified

10/10 Excellent

Buu T.

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

Excellent Property

Excellent Property
Stayed 2 nights in Dec 2023
Verified

10/10 Excellent

Bob T.

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

Water views

The property had great water views. Close to everything. Great place for families.
Stayed 2 nights in May 2023
Verified

10/10 Excellent

elena b.

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

Loved the location

We booked this place as get ready location for our wedding. It was in a cute location and had ample space for the groomsmen to get ready. We wish we couldve stayed longer!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Heidi M.

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

Great location

This is a great spot if you are visiting the Naval academy. We were there for commissioning week and it was perfect. Beautiful views, quiet and relaxing. Close to great restaurants. Host was very responsive during our stay. Nice to be able to spread out rather than being crammed in a hotel room.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Ami H.

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

Perfect location!

We rented these cottages because our daughter was getting married across the cove at The Anchor Inn. It was the absolute perfect location! The space was large enough for everyone and had a lovely view. We were so happy to find this!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Scott M.

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

Relaxing and comfortable!

Great location for a weekend getaway with our Midshipman! Roomy, clean, and nicely appointed home - had a wonderful weekend and wished we could have stayed longer! The paper towel and toilet paper flowers were a nice "Disney" resort touch - my wife and daughter absolutely loved it!
Stayed 1 night in Nov 2021
Verified

10/10 Excellent

Kim D.

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

Amazing

10 family members from age 88 to 10 years old. It’s our 2nd visit and we’ve not been to any place more welcoming and peaceful. The location is just heaven and the docks and water views are just unbelievably gorgeous. It’s going to be an annual trip for our family.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Verified traveller

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

Just Heavenly

What a wonderful place to bring your family. My 4 grand children (ages 9 - 16) absolutely had the best time. And that’s because of Lauren’s rental home. The quiet and easy going neighborhood was just grand. Between fishing, swimming, paddle boarding and many friendly wiffle ball games A fantastic time was Had by all 9 of us - my 87 year old mother couldn’t say enough good things about the cottages and kitchens and the decks to enjoy there. Life is lovely at Lauren’s place. If we could give 10 stars we would indeed!
Stayed 3 nights in Jun 2023
Verified

8/10 Good

Arthi J.

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location

Couple of cute cottages with a beautiful view of the bay

The place has a wonderful view of the bay & a cabin-like look. The exterior (deck) is fantastic with lots of lawn chairs, bbq grills, & tables and the view of the bay. The main kitchen in the 1st house (you enter into from parking) is good with 2 ovens, 1 big stove, and 1 big refrigerator. Kuerig machines in the main & small kitchen are a nice bonus. The small kitchen in the 2nd house is also nice & functional. The 2 bedrooms & 1 bathroom in the 2nd house are in good condition (except the floor). The deck linketo the master bedroom is cute but it doesn’t seem to have been used in a while. Some negatives- 1. The bedroom in the 1st house has 1 bed right next to a generator machine that makes a lot of noise in the middle of the night. 2. Couch in the 1st house is saggy so not comfortable, especially if one has back issues. 3. Deck door in 1st house is very hard to slide open. 4. The bathroom in 1st house is quite small. 5. Most lights in the master bedroom in 2nd house didn’t seem to work. 6. No attached bathroom in either house. 7. No curtains or blinds on the deck door or front door in main house. This makes it warm and keeps it bright at night if someone slept on the couch. 8. The furniture (couch & chairs) inside both houses are placed such that you cannot see the bay view from the couch if you wish to enjoy the view from indoor. If you are stuck inside due to poor weather (excessive heat or rain) these above minegatives feel exaggerated. So we left early.
Stayed 3 nights in Aug 2024
Verified

6/10 Okay

Thomas L.

Liked: Check-in, communication, location
Disliked: Cleanliness

Bad odor

The location of this property is beautiful and peaceful. We truly enjoyed sitting outside in the morning drinking coffee and looking out over the water. For this alone, we give the property 3 stars. We would like to warn future travelers that there are very strong odors inside the both houses at this property. We are very sensitive to artificial scents, perfumes, plug-ins, etc... -- so, we typically travel with our own linens since most places use scented laundry detergents and dryer sheets -- so we realize that we may be more sensitive than most people when it comes to odors. But, this particular weekend we were traveling with another couple who typically doesn't mind mild perfume scents and even they could not stand the perfumed linens in the main house. So, we asked the manager for new linens for the main house. The manager brought us new linens (while we were out) and just left them on the bed for us to make. She also gave us a bit of a hard time about it with the excuse that it was her understanding we would have our own linens for both houses (we only brought enough of our own linens for one house). The second house, where we stayed, had the strongest sulfur well-water smell we have ever encountered. It was so strong that we could not shower or even wash the dishes there. We called the manager who assured us that the water was tested and safe but acknowledged that they knew about the smell and that the smell was disclosed somewhere in the VRBO stuff -- we looked to see if we had just missed the disclosure but could not find this disclosure anywhere on the VRBO site. In addition to the smell, the second house was pretty dirty. The floor was dirty, the upholstery was dirty, there were multiple scented plug-ins that we had to remove (we had requested there be no plug-ins on our arrival), and the house was significantly understocked -- no forks, few spoons, not enough plates or coffee cups, etc... The cleaning fee was too high for this property. Except for the view in the morning, we would not recommend this property.
Stayed 2 nights in Oct 2021
Verified

10/10 Excellent

Monica L.

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

Grand children

Great property for kids. Beautiful view. They loved the boats.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Thomas K.

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

Relaxing Chesapeake Get-Away

Comfortable and well supplied. Very clean. Lovely view of the inlet and water. Could use some wall hooks to hang clothing. We had a comfortable, relaxing time at the cottages.
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

franklin b.

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

Great place!

Great
Stayed 1 night in Sep 2022
Verified

10/10 Excellent

Lynn L.

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

Quick through stay

This place was perfect for my friends to have their own space, lovely place to be, and close to us. Thinking of just spending a weekend there even though I live in the area. 🙂
Stayed 1 night in Feb 2022
Verified

10/10 Excellent

Megan M.

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

Family Getaway

Great place for our short getaway. The two cottages are perfect for spreading out and having your own space. Games and a big yard gave us plenty to do with a three and fourteen year old during quiet afternoons between fishing and being out in the provided canoe. Close to lots of restaurants and shops but on a quiet street with an excellent view. Would recommend.
Stayed 2 nights in Aug 2021
Verified

10/10 Excellent

Kristen R.

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

Relaxing Cottage

Great views! Amenities were thoughtful, and the outdoor space is excellent.
Stayed 1 night in Mar 2021
Verified

8/10 Good

Cynthia S.

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

Great location in secluded residential neighborhood on the water.

Lauren is very responsive and answered all my questions promptly. We also appreciated the many thoughtful touches most owners do not include, such as a personal note with fresh fruit upon arrival. Coffee, bottled water, snacks, paper products and disposable serving items were all included. The bedding, and towels are high quality which is not normally found in most rentals. The outdoor space is wonderful for enjoying a nice fire and taking in the amazing views.
Stayed 3 nights in Feb 2021
Verified

10/10 Excellent

Marion A.

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

Winter Getaway

We wanted a place to meet with family beside the firepit, while family members had their own cottage for sleeping. This was perfect! Large water-view deck with a firepit. Plenty of space for all. We had a great time!
Stayed 3 nights in Dec 2020
Verified

10/10 Excellent

Will M.

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

Perfect Weekend Getaway

Just what we were looking for! Great spot on the water with the perfect set up to be outside and getaway with a small group of friends. Lauren is incredible responsive and accommodating which made for an ideal stay.
Stayed 1 night in Nov 2020
Verified

10/10 Excellent

Chris F.

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

Great Overnight Stay in Pasadena!

Neat set up with two full furnished cottages, came with all the necessities and then some. Very cool location right on the water. Would definitely recommend!
Stayed 1 night in Sep 2020
Verified

10/10 Excellent

Dhiraj L.

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

Wonderful stay! Amazing experience!! Worth visiting again!!!

I visited this property with my friends and I had a blissful time while barbecuing and bonfire in front of the waters and having a peaceful neighborhood which was much needed and perfect for my long weekend. I would love to visit this property once again and very soon!!!! Thanks Lauren for always being so prompt. See you soon.
Stayed 2 nights in Sep 2020
Verified

8/10 Good

Robyn H.

Liked: Check-in, communication, location, listing accuracy
Stayed 2 nights in Aug 2024