Entire home

Calloway Drive Retreat | House in Shady Side

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Calloway Drive Retreat | House in Shady Side

Outdoor dining
TV, books, stereo
Interior
Fridge, microwave, oven, stovetop
Exterior

Reviews

9.2 out of 10

Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Washer
    Washer
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Dryer
    Dryer
  • Parking available
    Parking available

Explore the area

Map
Shady Side, MD
  • Shadyside Park
    8 min drive
  • Captain Avery Museum
    9 min drive
  • U.S. Naval Academy
    34 min drive
  • Annapolis, MD (ANP-Lee)
    23 min drive

Room options

Similar properties

About the area

Shady Side

When you stay at this vacation home in Shady Side, you'll be near the beach and 5 minutes by car from Franklin Point State Park. .This vacation home is 20.9 mi (33.7 km) from U.S. Naval Academy and 2.9 mi (4.7 km) from Shadyside Park.

What's nearby

  • Westfield Annapolis Mall - 29 min drive - 29.0 km
  • Navy-Marine Corps Memorial Stadium - 31 min drive - 31.5 km
  • Annapolis City Dock - 33 min drive - 33.3 km
  • U.S. Naval Academy - 34 min drive - 33.7 km
  • Maryland Quiet Waters Park - 37 min drive - 34.3 km

Getting around

  • Fort Meade, MD (FME-Tipton) - 47 min drive

Restaurants

  • ‪Pirates Cove Restaurant - ‬15 min drive
  • ‪Skippers Pier - ‬14 min drive
  • ‪Happy Harbor Inn - ‬12 min drive
  • ‪Petie Greens - ‬13 min drive
  • ‪Old Stein Inn - ‬23 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.

Calloway Drive Retreat | House in Shady Side

Calloway Drive Retreat

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Steps from the bay, curate all of your favorite vacation memories at the Calloway Drive Retreat! Spacious, tastefully decorated, and ready to host - this lovely home boasts comfortable furnishings and modern amenities. Hang out inside amongst the cool air of the partial air-conditioning while cooking, streaming your favorite shows, and refreshing your vacation garb in the private washer/dryer.

Outside, enjoy dining alfresco on the covered patio, visiting with your loved ones under the radiant sunshine, or taking the provided bikes for a ride through the neighborhood. Less than 20 miles from your stay, discover the Franklin Point Park Beach, Captain Avery Museum, Beverly Triton Nature Park, Renditions Golf Course, Chesapeake Beach Water Park, and Historic Annapolis.

House Rules
There is free parking for 3 car(s).
Check in time: 4:00 PM
Check out time: 10:00 AM
All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m.
No smoking is permitted anywhere on the premises.

This Vacasa Guestworks vacation rental is operated and managed locally by an independent host.
Prior to your arrival, you will receive local host contact information, who will manage your guest reservation. Your local host will provide in-stay support, secure entry, and arrange pre- and post-stay housekeeping services.
If you need anything during your stay, the home’s independent local host is ready to help 24/7! Guestworks is a service offering of Vacasa that allows homeowners to smoothly and efficiently manage their own properties.

Parking notes: There is free parking available for 3 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. Conveniences include a microwave and a coffee/tea maker.
This smoke-free vacation home features a stereo, books, and hiking/biking trails nearby.
Guests will find features like internet access, onsite parking, and a car charging station.

Property manager

Vacasa of Maryland

Languages

English, French, German, Italian, Spanish

Property amenities

Beach

  • Near the beach

Internet

  • Internet access

Parking and transport

  • Electric car charging station on site
  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Cookware/dishes/utensils

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathrooms

  • 2 bathrooms
  • Towels provided

Entertainment

  • TV with cable/satellite service
  • Stereo
  • Books

Outdoor areas

  • Patio

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Iron/ironing board

Things to do

  • Water park
  • Cycling on site
  • Swimming nearby
  • Fishing nearby
  • Birdwatching nearby
  • Hiking/biking trails nearby
  • Hiking nearby
  • Power boating nearby
  • Wildlife and game walks nearby

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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

Property is also known as

107414

Calloway Drive Retreat | House in Shady Side Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 3 out of 5 reviews" "
Rating 8 - Good. 2 out of 5 reviews" "
Rating 6 - Okay. 0 out of 5 reviews" "
Rating 4 - Poor. 0 out of 5 reviews" "
Rating 2 - Terrible. 0 out of 5 reviews" "

10/10

Cleanliness

Reviews

8/10 Good

Lucy C.

Liked: Cleanliness
Spacious in a cute neighborhood
We had lots of room to relax and hang out. The kitchen is very well appointed and we definitely could have cooked if we chose to. We enjoyed walking with nice views of the ocean. We especially enjoyed the osprey hanging out near their nest right off the pier.
Stayed 2 nights in Aug 2024

10/10 Excellent

Regina E.

Liked: Cleanliness
Perfect Location
The place is cute and spacious enough for friend gathering. It is only 5mins away from the community beach and 25-30 from the bigger beaches. Perfect for a weekend getaway.
Stayed 2 nights in Jul 2024