Private Annapolis RetreatnFire-pit Nights, Game Room Days & Space for Everyone | House in Annapolis

New |   Pet Friendly   4 Bedrooms  2 Bathrooms  13 Guests
Hillsmere Shores House | Private Annapolis RetreatnFire-pit Nights, Game Room Days & Space for Everyone

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.

Private Annapolis RetreatnFire-pit Nights, Game Room Days & Space for Everyone is located in Hillsmere Shores. Private Annapolis RetreatnFire-pit Nights, Game Room Days & Space for Everyone provides accommodation, featuring Air Conditioner, Parking, Security/Safety, among other amenities. This House features Air Conditioner, Parking, Security/Safety, to make your stay a comfortable one.

Private Annapolis RetreatnFire-pit Nights, Game Room Days & Space for Everyone 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.

Show more
OneKey Logos

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.

JOIN TODAY

Amenities

Air Conditioner
Parking
Pet Friendly
TV
Balcony/Terrace
Security/Safety
Bedding/Linens
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Bathtub or shower
  • Shampoo
  • Toilet paper
  • Soap
  • 2+ bathrooms
  • Towels provided
Bedroom
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Fireplace
  • Dining room
Kitchen
  • Stovetop
  • Oven
  • Refrigerator
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Ice maker
  • Kitchen island
  • Microwave
  • Dishwasher
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
Pet Friendly
  • 1 total (up to 50 lbs per pet)
  • Welcoming dogs only
  • Pet friendly
Accessibility
  • Smoke-free property
Entertainment
  • Smart TV
Internet
  • WiFi available
Outdoors
  • Garden
  • Barbecue grill
  • Patio
Security/Safety
  • 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)
  • Fire extinguisher

Policies

Check-in
Check-in time starts at 2:00 pm minimum check-in age: 18
Check-out
Check-out before 12:00 pm
Child Policy
Children are welcome.
Event Policy
Events allowed: family gatherings, birthday parties, weddings;maximum event attendees: 30;no unauthorized events violators evicted/no refund
Pet Policy
1 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

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

Meghan S.
Nov 28, 2024 11:49:25 PM
Review Score:   10
Summary: We traveled up to Annapolis to host our mid and a few of his friends for the weekend. The space was perfect for our needs! Thank you!
See All Reviews
Check House Availability
Nightly rates from:
USD371
You will be redirected to  
Hot Deal - It has been viewed 6 times today
Not the right fit? Check out our other properties in Hillsmere Shores
Nautical Feel to This Beautiful Eastport Home From US $678
         

9.8 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Oasis by the Bay - Waterfront Heated Pool Hot Tub From US $955
         

|
10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Inn at Horn Point From US $392
         

|
9.6 (21 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Chesapeake Bay single family home From US $597
         

9.6 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Harrison Hall From US $1,065
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Charming Annapolis WaterVIEW Home From US $502
         

9.8 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Golden Anchor Retreat Lux Living! From US $416
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Searenity Stays From US $310
         

|
9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • View
The Yellow Cottage on Harness Creek From US $303
         

10.0 (170 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Eastport Historic Firehouse with Parking, Dogs OK From US $797
         

10.0 (72 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Eastport Cottage .5 mi from Downtown Annapolisnn From US $420
         

Bay View Studio Apartment From US $314
         

10.0 (59 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Water Views - Close to Downtown Annapolis From US $528
         

10.0 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Searenity Stays, a Cozy Home From US $180
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Private Cottage on gated estate From US $242
         

10.0 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Prime Eastport Location - Waterfront Condo with Parking From US $494