Hilltop Retreat w/Pool, Games & Sunroom | House in Woodlawn

7.6 (7 Reviews) |   Pet Friendly   5 Bedrooms  3 Bathrooms  15 Guests
Gwynn Oak House | Hilltop Retreat w/Pool, Games & Sunroom

5 Bedroom House in Gwynn Oak, Woodlawn

Welcome to your elevated escape — literally. Nestled atop a peaceful hill, this spacious 5-bedroom, 3-bathroom home offers a cozy, restful stay for families, groups, or anyone craving comfort with a splash of fun. From our midcentury-modern touches to our backyard poolside vibes, this retreat was designed with both connection and relaxation in mind.
The Space
Step inside and feel instantly at home. With enough room to sleep , this house balances space and intimacy across 5 thoughtfully designed bedrooms and a cozy futon sofa in the living room for extra flexibility.
Wake up slowly with your morning coffee in the sun-kissed sunroom, complete with rocking chairs and gentle views—a favorite spot to start the day. When it’s time to unwind or entertain, take your pick:
- Challenge friends to a game of foosball or darts, or pull out a classic board game for a cozy evening in.
- Stream your favorite shows on any of the 3 smart TVs (including two in the bedrooms for private viewing).
- Head outside to the beautiful backyard, where sun loungers, a picnic table, and a beautiful swimming pool await. With a fun collection of floaties and pool games, it's summer fun at its finest.
Sleeping Arrangements:
• Bedroom 1 – 1 King Bed (+ 1 Crib if needed)
• Bedroom 2 – 1 King Bed
• Bedroom 3 – 2 Queen Beds
• Bedroom 4 – 2 Queen Beds
• Bedroom 5 – 1 Queen Bed
• Living Room – 1 Convertible Futon Sofa
Additional Highlights:
• Three full bathrooms for easy group coordination
• Easy access via stone steps or driveway parking behind the house
• Fast, reliable WiFi
• Washer, dryer & iron on site for your convenience
Whether you're floating in the pool under the sun, gathered around a board game, or simply enjoying a slow morning in the sunroom, this home was made for memories.
Prime Location & Nearby Attractions
20 minutes from BWI Airport – ideal for smooth arrival and departure.
50 minutes to the White House in Washington, DC – perfect for a day in the capital.
16 minutes to Baltimore’s Inner Harbor (~8 mi away) – your gateway to charm and entertainment .
Explore Baltimore’s Highlights:
Just a short drive brings you to these local gems:
National Aquarium (Inner Harbor) – world-class marine exhibits
Maryland Science Center – family-friendly hands-on science fun
Historic Ships & Museums at the harbor – including the USS Constellation
Walters Art Museum – fine arts collection in Mount Vernon
Baltimore Museum of Art – modern and classical art on the north side
American Visionary Art Museum – unique outsider art near the harbor
We look forward to hosting you.

Hilltop Retreat w/Pool, Games & Sunroom is located in Gwynn Oak. Hilltop Retreat w/Pool, Games & Sunroom provides accommodation, featuring Child Friendly, Kitchen, Entertainment, among other amenities. This House features Child Friendly, Kitchen, Entertainment, to make your stay a comfortable one.

Hilltop Retreat w/Pool, Games & Sunroom has 5 Bedrooms , 3 Bathrooms, and max occupancy of 15 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 Gwynn Oak has interesting places to visit. If you want to learn more about the House in Gwynn Oak, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Hair dryer
  • 3 bathrooms
  • Towels provided
  • Toilet paper
  • Bathtub or shower
  • Soap
Bedroom
  • 5 bedrooms
  • Dining table
  • Fireplace
  • Living room
  • Dining room
Kitchen
  • Electric kettle
  • Coffee/tea maker
  • Microwave
  • Dishwasher
  • Stovetop
  • Oven
  • Refrigerator
  • Paper towels
  • Kitchen island
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Beach sun loungers
  • Beach towels
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
  • 2 total (up to 50 lbs per pet)
  • Welcoming cats and dogs only
Accessibility
  • Upper floors accessible by stairs only
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevators
  • Smoke-free property
Activities
  • Water sports equipment
Entertainment
  • Games
  • Foosball table
  • Smart TV
General
  • Unit size: 2000 sq ft (186 sq m)
  • At least 80% lighting from LEDs
  • English
  • Desk
  • Desk chair
Guest Services
  • Highchair
  • Travel crib
  • Safe
  • Housekeeping (on request)
  • Change of towels (on request)
  • Change of bedsheets (on request)
  • Iron/ironing board
Internet
  • Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
Outdoors
  • Patio
  • Garden
  • Outdoor furniture
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
Spa
  • Outdoor pool

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 11:00 am contactless check-out available
Child Policy
Children are welcome.
Event Policy
Events allowed: family gatherings and birthday parties;maximum event attendees: 25
Pet Policy
2 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs and cats 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 long-term renters welcome parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 25 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 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

Aracely A.
Nov 4, 2025 12:24:52 PM
Review Score:   10
Summary: They host were so nice & helpful. When we asked about parking and how to turn on the outside lights they came back to the house to show us. Usually hosts would delay on a response but they were really fast and accommodating with what we had questions for. The house itself was beyond what we thought i’d be, it’s so beautiful inside and out. Very spacious & most of all I loved how it was on a hill really have the whole place character. I would definitely book here again for the summer.
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