Ogelton Overlook
Annapolis, Maryland
Amenities
A/C
Parking
Washer & Dryer
Patio/Balcony
Waterfront
Pets Allowed
Home details
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
2 queen beds
Bedroom 4
1 king bed, 2 single beds
Bedroom 5
1 king bed
Welcome to Ogelton Overlook. This 5 bedroom / 5 bathroom Coastal Charm sleeps 14 comfortably. This thoughtfully stylish home overlooks the Bay and is your perfect Annapolis escape.
Nestled in a charming coastal neighborhood, this beautifully located home offers the perfect blend of relaxation, comfort, and classic Chesapeake Bay charm. Whether you’re visiting for sailing, a weekend getaway, Naval Academy events, or simply to explore the historic waterfront, this home puts you right in the heart of it all. Step inside and feel instantly at home in a bright, welcoming space designed for comfort and relaxation. This inviting property offers the perfect setting for families, couples, and groups looking to experience Annapolis like a local.
Guests love the mix of comfortable living spaces perfect for relaxing after a day on the water. Thoughtfully designed interiors with coastal-inspired touches
Plenty of room to unwind, connect, and make memories. Whether you’re enjoying morning coffee before a day of sailing or relaxing after exploring downtown, this home offers the ideal home base. Additionally, you’ll have easy access to downtown Annapolis, a quiet neighborhood feel while staying close to everything and a relaxing place to unwind after a day of exploring.
During your stay you’ll be minutes from; the Historic downtown waterfront full of Sailing, Marinas, and Chesapeake Bay views. The local flavor full of incredible seafood restaurants and waterfront dining. Local boutiques for shopping, town favorite coffee shops, and art galleries. Naval Academy events and campus visits.
Spend your day exploring cobblestone streets, watching boats glide across the harbor, or enjoying famous Maryland crab cakes before returning to your peaceful retreat.
We want every guest to have a 5-star stay. You’ll enjoy:
Easy self check-in
Clear communication
Local recommendations
A clean, comfortable home prepared for your arrival
Book now and experience the charm, history, and coastal beauty of Annapolis from your own private retreat.
All stays include
At Homes & Villas by Marriott Bonvoy we believe certain amenities should be standard.
24/7 support
Kitchen essentials
Starter kit of bathroom amenities
High-speed wifi
Professional cleaning
Premium linens and towels
Television
Digital free stays
Our Tiny Home rentals may not include all essential amenities inside the home.
About the area
Annapolis, Maryland, is a delightful destination that provides a myriad of experiences for its visitors. As Maryland's capital and one of the oldest cities in America, Annapolis is deeply rooted in history and tradition. The city's historic district houses beautifully maintained 18th-century structures, including the Maryland State House, which functioned as the nation's capital post the Revolutionary War.
Often dubbed as "America's Sailing Capital," Annapolis' maritime legacy is palpable in its lively harbor and numerous sailing events. Tourists can partake in boat tours, learn sailing or simply observe yachts and sailboats from waterfront eateries.
The United States Naval Academy is another significant attraction in Annapolis. Guided tours provide a glimpse into midshipman life and naval history. The campus itself is picturesque with Beaux-Arts architecture and views of the Severn River.
For art and culture enthusiasts, Annapolis offers a dynamic arts district featuring galleries that display local artists' work. The city also organizes various cultural festivals throughout the year celebrating music, film, art, among other things.
Nature aficionados will find Quiet Waters Park appealing with its hiking or biking trails, picnic spots, and breathtaking views over South River. For those who prefer beaches, Sandy Point State Park presents sandy shores with vistas of Chesapeake Bay Bridge.
Culinary explorers will appreciate Annapolis' food scene which highlights fresh seafood from Chesapeake Bay including renowned Maryland crabs. There are also ample opportunities to taste local craft beers at one of many breweries in town.
In summary, Annapolis merges history, maritime traditions, natural beauty and a vibrant arts scene to offer a distinctive travel experience that caters to all kinds of travelers.
House rules
Check-in 4:00 PM • Check-out 10:00 AM