The Chesapeake Hideaway Private Deck + Firepit | House in Annapolis
4 Bedroom House in Hillsmere Shores, Annapolis
Welcome to Annapolis Neck, a rare kind of Annapolis stay where privacy, space, and experience actually matter.
Set on a secluded half-acre lot, this single-family home delivers the feeling travelers crave but rarely find. Quiet nights. Open skies. A massive rear deck built for long dinners, late conversations, and weekends that don’t feel rushed. Firepit glowing. Marshmallows roasting. A cigar in hand. No neighbors hovering. Just you and your people.
Outdoor Living That Sets the Tone
This property shines where most short-term rentals fall flat: outside.
The expansive deck becomes your private venue. Morning coffee surrounded by trees. Afternoon grilling sessions. Evenings by the firepit under the stars. It’s the kind of backyard that turns “one more night” into three.
Perfect for:
•Couples retreats
•Families who want space to spread out
•Friends weekends that don’t want noise complaints
Designed for Real Life (and Real Fun)
Inside, the layout actually works.
•Main-level game & hangout room for sports, movie nights, or sending the kids off to their PS5 tournament while adults relax elsewhere
•Two-story living room that feels open, bright, and elevated
•Statement kitchen featuring Calacatta-style quartz countertops and clean, stainless steel appliances that shine
This is not a “sleep and leave” rental. This is a stay in and enjoy it home.
Room for Everyone, Privacy for Anyone
Upstairs offers two separate levels of bedrooms, giving groups flexibility without sacrificing comfort.
•Bunk beds or kid rooms up top
•Mid-level bedrooms perfect for parents or couples
•Enough separation that everyone gets downtime without stepping on each other
No awkward room assignments. No crowding. Just space that adapts to your group.
Minutes from Everything Annapolis Is Known For
You’re tucked away in Annapolis Neck, but close to all the action:
•Water lovers will appreciate quick access to marinas and the Chesapeake lifestyle
•Golfers have nearby courses ready for early tee times
•History buffs can explore Downtown Annapolis, the U.S. Naval Academy area, and colonial streets
•Families & outdoor explorers are minutes from Quiet Waters Park with trails, water views, and seasonal activities
This location lets you choose your adventure—or do absolutely nothing at all.
Why Guests Love This Home
✔ Rare privacy this close to Annapolis
✔ Outdoor space that feels like a destination
✔ Layout built for families, couples, and groups
✔ Close to water, golf, history, and dining
✔ A stay that feels intentional, not generic
If You’re Coming to Annapolis, This Is Where You Stay
Whether you’re here for a weekend escape, a family getaway, a golf trip, or a relaxed Chesapeake retreat, Annapolis Neck delivers the one thing travelers want most:
a place that feels like part of the trip, not just where you sleep.
Book it before someone else does. This one doesn’t stay quiet for long.
The Chesapeake Hideaway Private Deck + Firepit is located in Hillsmere Shores. The Chesapeake Hideaway Private Deck + Firepit provides accommodation, featuring Bedding/Linens, Child Friendly, Laundry, among other amenities. This House features Bedding/Linens, Child Friendly, Laundry, to make your stay a comfortable one.
The Chesapeake Hideaway Private Deck + Firepit has 4 Bedrooms , 2 Bathrooms, and max occupancy of 13 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 House because of the excellent services rendered by the owner or manager of this House, 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. House has a friendly neighborhood, and the Hillsmere Shores has interesting places to visit. If you want to learn more about the House in Hillsmere Shores, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
-
Air conditioning
-
Heating
-
Toilet paper
-
Bathtub or shower
-
Soap
-
Shampoo
-
2+ bathrooms
-
Towels provided
-
Bed sheets provided
-
4 bedrooms
-
Dining table
-
Dining room
-
Fireplace
-
Stovetop
-
Coffee/tea maker
-
Microwave
-
Ice maker
-
Dishwasher
-
Cookware/dishes/utensils
-
Refrigerator
-
Kitchen island
-
Oven
-
Washing machine and dryer
-
Laundry facilities
-
Onsite parking
-
Pet friendly
-
1 total (up to 50 lbs per pet)
-
Welcoming dogs only
-
Smoke-free property
-
Smart TV
-
Travel crib
-
Iron/ironing board
-
Free WiFi
-
Garden
-
Patio
-
Barbecue grill
-
Fire extinguisher
-
Smoke detector installed (host has indicated there is a smoke detector on the property)
-
Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
Policies
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 note from host: no unauthorized events violators evicted/no refund parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 30 safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
Reviews
FAQ's
Is this Hillsmere Shores house pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Hillsmere Shores house have a swimming pool?
No, this Hillsmere Shores house 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 Hillsmere Shores house?
Best-rates for the Hillsmere Shores house starts from $376 per night with includes Security/Safety, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, Air Conditioner, Parking, Pet Friendly, TV, Kitchen, Balcony/Terrace, Bedding/Linens, Child Friendly, Laundry with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Hillsmere Shores house 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 house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Hillsmere Shores house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Hillsmere Shores house 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 Hillsmere Shores house?
Based on the information reported by the owner or manager, the Hillsmere Shores house indicates 1 day stay policy at this house. 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 Hillsmere Shores house?
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.
