Holiday rentals in Mayo

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Top-rated holiday rentals in Mayo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Sailboats are moored in a serene marina, with soft waves reflecting the sunlight. The docks are lined with wooden posts, guiding the view to a lush green shoreline in the background. A peaceful atmosphere is created by the gentle ripples and warm evening light.

Home in Edgewater

4.95 out of 5 average rating, 266 reviews

Annapolis Area Waterside Retreat

This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

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Guest favourite

Two adirondack chairs in blue and teal are positioned on a wooden pier, facing the sunset over calm waters. A small white table sits between them, holding two coffee mugs. The vibrant orange and pink hues of the sky reflect on the water's surface.

Home in Edgewater

4.98 out of 5 average rating, 184 reviews

Waterfront Chesapeake Bay Sunrises & Fishing Dock!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

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Top guest favourite

A spacious deck features a large dining table surrounded by white chairs, overlooking a private pool and a serene pond. String lights are hung above, enhancing the outdoor setting. Leafless trees are visible in the background against a partly cloudy sky.

Home in Edgewater

4.99 out of 5 average rating, 95 reviews

Waterfront | Pool | Hot tub | Beach Access

Pool opens in late April. Recently renovated home near gorgeous Chesapeake Bay beaches! Located on a quiet street between Beverly Triton Park and Mayo Beach Park. Your Big Pond retreat has a primary king room with ensuite bathroom, private pool, hottub, pond access & an expansive outdoor living area! This luxurious open floor plan is on one level & sleeps 8. Less than 25 minutes from downtown Annapolis with amazing shopping & restaurants with a view! The perfect getaway for fun & relaxation.

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Top guest favourite

A serene waterfront scene captures a view of the Severn River dotted with sailboats against the backdrop of the Chesapeake Bay Bridge. Inset shows the contemporary home with a landscaped yard and a driveway leading to a modern garage.

Home in Annapolis

5.0 out of 5 average rating, 147 reviews

Luxury Waterfront Annapolis/ Private Beach & Dock

Stunning Contemporary Home recently renovated on the Severn River with magnificent views of the Chesapeake Bay Bridge, a private dock & gorgeous sand beach w/ games, fire pit & hammock. Just minutes to downtown. Water views from all rooms, two propane fireplaces, designer kitchen, wine unit, electronic blackout shades, private office, screened-in porch, front patio w/grill. Master bedroom w/stand-alone tub & walk-in closet. Private road w/room for 3 cars. Spectacular Sunrises.

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Top guest favourite

A charming waterfront home is framed by clusters of trees and grasses. A gravel driveway leads up to the entrance, with a large porch visible. The architecture features large windows that allow for plenty of natural light, ensuring a bright and inviting atmosphere.

Home in Edgewater

4.88 out of 5 average rating, 40 reviews

Chesapeake Bay Waterfront Escape

Come enjoy life on the Bay! 15-20 minutes from downtown Annapolis or visit one of the many more low key waterfront towns in area. Or hang local! With plenty of Hiking trails, parks, and beaches nearby ! Come back and relax at the house to enjoy the two spacious decks with unobstructed waterfront views and sounds of the bay! Plenty of deck furniture, a gas grill, and firepit! Home was recently renovated with the intention of being a comfortable getaway and embrace living on the bay!

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Top guest favourite

A charming bayside cottage is visible from the water, surrounded by lush green trees. A private dock extends into the calm water, offering ample space for relaxation and fishing, and leading up to the welcoming entrance of the home.

Cottage in Edgewater

4.94 out of 5 average rating, 93 reviews

Waterfront Cottage with Private Pier

Miss Kitty’s Place is a waterfront gem just off the South River! It is named after its original owner whose family built this quintessential bayside cottage in the 1960’s. Arrive by car or by boat, and enjoy the private dock for fishing, crabbing and viewing the AMAZING sunsets. Launch the complimentary paddle boards or kayak into the calm waters of Ramsay Lake. Walk to the two nearby public beaches, Mayo and Beverly Triton. We hope you enjoy your stay at the bay as much as we do!

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Top guest favourite

Home in Shady Side

5.0 out of 5 average rating, 216 reviews

Iconic Chesapeake. Unparalleled Luxury.

Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.

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Guest favourite

A two-story coastal home is surrounded by landscaped greenery, featuring multiple porches and large windows that invite natural light. An American flag hangs prominently, while a gravel path leads towards the entrance, contributing to the inviting atmosphere of the property.

Home in Edgewater

4.91 out of 5 average rating, 23 reviews

Edgewater's Shelby on the Bay

Welcome to our newly updated 4 bedroom, 3.5 bath coastal beauty w/beautiful views of the South River! Situated in a quiet neighborhood within 45 minutes of DC & 15 minutes from Annapolis & the Naval Academy, our home has everything you need to relax and enjoy time with friends and family. Our home boasts of beautiful natural light and water views throughout the home. The 3 seasons porch and large front yard provide additional spaces for entertaining.

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Top guest favourite

A spacious great room features large windows that offer sweeping views of the water. Comfortable seating arrangements with soft furnishings are complemented by a working fireplace. A staircase is visible in the background, leading to additional living spaces.

Home in Shady Side

4.97 out of 5 average rating, 111 reviews

Waterfront Sanctuary only 50 Min. From DC/Balt.

New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any couple or a large extended family. This home sits with only three other homes on a private peninsula and has water access on both sides. It is conveniently located less than an hour from DC and Baltimore on the west coast of the Bay (no need to cross the Bay Bridge).

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Top guest favourite

An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.

Guest house in Annapolis

5.0 out of 5 average rating, 226 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

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Guest favourite

A bright living room features a dark sofa adorned with decorative pillows, paired with a wooden coffee table on a patterned rug. A decorative wall with framed pictures adds character, while natural light enters through the large windows covered by light curtains.

Home in Edgewater

4.94 out of 5 average rating, 125 reviews

Relaxing Turkey Point Retreat-Steps to the marina!

Relax and unwind at our peaceful retreat by the water. Steps to the marina and Turkey Point Island, enjoy a quiet stay away. Just 20 minutes from downtown Annapolis, with some of the best food in town close by. Whether you’re here for a quick visit or need a place for a longer term stay, we’ve got you covered!

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Top guest favourite

Home in Edgewater

4.96 out of 5 average rating, 120 reviews

Waterfront Cheerful 6 BR Home with Private Pier

Bring the whole family to this spacious home on the waterfront with its private pier. With high ceilings and large windows, this home gets beautiful natural lighting. The neighborhood is peaceful, quiet, and 10 minutes away from Annapolis. No carpet ,all wood floor.

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