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Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams

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Welcome to the waterfront side of Bay Dreams - an easy drive from D.C. or Baltimore.
Located on the waterfront, Bay Dreams feels like a resort (no piers on this property).
...and 4 little ones at the side table.
The King suite on the 2nd floor has a full bath and access to the sun porch.
Turn into the kitchen which includes a new water filter on the sink for fresh drinkable water.

Reviews

8.6 out of 10
Excellent
5 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Barbecue grill
  • Pet-friendly
  • Kitchen

Explore the area

Map
North Beach, MD
  • Bayside History Museum
    ‪3 min drive‬
  • Chesapeake Beach Water Park
    ‪5 min drive‬
  • Rod n Reel Charter Fishing
    ‪6 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪33 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Family Bedroom

1 Queen Bed and 1 Child Bed

King Garden View

1 King Bed

Top Floor Full + Trundle

2 Double Beds

Trundle Twins

4 Single Beds

Waterfront Suite

1 King Bed

2 bathrooms, 2 half bathrooms

2nd Floor Powder and Laundry Room

Toilet

3rd Floor Powder Room

Toilet

EnSuite Bath

Bathtub · Toilet · Shower only

Shared 2nd Floor Hall Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams

Welcome to Bay Dreams, a beautifully-restored historic home once known as the "Waterfront Inn of Holland Point." Nestled on the western shore of the Chesapeake Bay, and located just a mile from the Inn and Marina at Herrington Harbour, this charming retreat offers breathtaking views and a rich history, seamlessly blending historic charm with modern luxuries. Ideal for families and couples, Bay Dreams promises an unforgettable getaway.

Property Highlights:
Expansive Bay Views: Enjoy stunning sunrises and refreshing bay breezes from the impressive new waterfront porch.
Spacious Living Areas: Relax in the grand family room, formal dining room, updated eat-in kitchen, and multiple outdoor living spaces.
Outdoor Fun: Walk or bike to one of two local beaches: Rose Haven Memorial Park, less than a mile away and the North Beach boardwalk, beach (requires paid daily passes), fishing pier, shops, and more. Also nearby is the Inn at Herrington Harbour.

Sleeping Arrangements (Sleeps 6 adults, 4 kids, and a toddler):

2nd Floor King Suite:
King Bed
Separate stand-up shower, bathtub, and large vanity
Attached waterfront sunroom

2nd Floor King Garden Bedroom:
King Bed

Family Bedroom:
Queen Bed and Toddler bed

Two shared baths on the 2nd floor: One full bath with stand-up shower and a half bath with laundry

Top Floor Full Bedroom:
Full Bed with Full Trundle
Half bath

Top Floor Twin Bedroom:
2 Twin beds over Twin trundles (4 Twin beds total)
Half bath

Additional Features:
Outdoor Spaces: Waterfront covered porch, yard with loungers, wrap-around sofa, and Adirondack chairs around a gas firepit
Furnished Sunporch: Ideal for relaxing and enjoying the views
Updated Kitchen: Equipped with appliances big and small
Modern Amenities: WiFi, flat-screen TVs, and luxury linens
Complimentary Starter Kit: Includes coffee, toiletries, paper goods, and cleaning supplies
Convenient Parking: Room to accommodate multiple cars
Family-Friendly: Washer and dryer in the home
Pet-Friendly: Small dogs (under 40 lbs) welcome with a $150 pet fee
Keyless Entry: Easy access with an electronic lock code

Convenient Location:
- Annapolis - 26 miles
- Washington, DC - 36 miles
- Baltimore - 51 miles

Amenity & Supplies Starter Pack: Includes coffee, sweeteners, soap, shampoo, conditioner, lotion, hand sanitizer, paper towels, toilet paper, dish soap, sponge, and dishwashing liquid.
Fresh Linens: All beds are made with freshly-laundered sheets and towels.

House Rules
House Rules:
No smoking or parties
Must be 25+ to rent, with an adult present at all times
For your security, we have one door camera facing the outside of the home and a noise decibel monitor that is compliant with the law.
Check-in: 4:00 PM, Check-out: 11:00 AM

Property manager

iTrip Vacations Annapolis - Sean Degnan
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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 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

About the area

North Beach

Located in North Beach, this holiday home is on the waterfront. Bayside History Museum and Chesapeake Beach Railway Museum are cultural highlights, and some of the area's attractions include Chesapeake Beach Water Park and Phillips Wharf Environmental Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
North Beach, MD

What's nearby

  • Bayside History Museum - 3 min drive - 1.8 km
  • Chesapeake Beach Water Park - 5 min drive - 3.3 km
  • Chesapeake Beach Railway Museum - 5 min drive - 3.7 km
  • Rod n Reel Charter Fishing - 6 min drive - 3.7 km
  • Breezy Point Beach - 15 min drive - 13.0 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 85 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪Plaza Mexico - ‬16 min walk
  • ‪Traders Seafood Steak & Ale - ‬5 min drive
  • ‪Scorpion Brewing - ‬14 min drive
  • ‪China King - ‬16 min drive

Frequently asked questions

Is Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams?

Check-in begins at 4:00 PM.

What time is check-out at Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams?

Checkout is at 11:00 AM.

Where is Experience the Chesapeake Bay lifestyle at the historic and waterfront Bay Dreams located?

Situated on the waterfront, this holiday home is 1.1 mi (1.8 km) from Bayside History Museum and within 3 miles (5 km) of Chesapeake Beach Water Park and Rod n Reel Charter Fishing. Chesapeake Beach Railway Museum is 2.3 mi (3.7 km) away.

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 2 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 1 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

8.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

7.0/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

8/10 Good

Michael M.

In Town Wedding

We booked Bay dreams as extended family for a local wedding. Great location and only wish the weather was nicer so we could use some outdoor space. Right on the water amazing views. 3rd floor bedrooms are more kids rooms than suited for adults. Master suite is amazing and other 2 bedrooms nice as well. Living room and dining are has plenty of space as well. Kitchen is tiny wouldn’t want more than a couple 2-3 people in at same time a little congested but worked just fine for us.

10/10 Excellent

Catherine G.

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

Gorgeous water views

This property is perfectly situated with incredible water views, fabulous walks by the bay and great retail and restaurant options in town. The porch off the master suite is an incredible retreat to watch the sunrise and just enjoy the water views. The house is a little bit more unique layout than the pictures imply but certainly does largely add to the charm. It was close to perfect for my intended fwnjjandmmmmm
Stayed 4 nights in Nov 2024

6/10 Okay

Stacey R.

Liked: Check-in, communication, location

Location was the highlight

The view and location was the highlight as well as dog friendly. The master bed is very low and uncomfortable. The home needs some TLC but they consider it charm.
Stayed 7 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tom R.

Super Comfortable!

We just returned from our vacation and must say what a great time we had! This home was very comfortable for our family - lots of comfortable beds, big table for dining, lots of outdoor seating options and great porches. Highly recommended!
Stayed 4 nights in Aug 2024

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