Vacation rentals in Edgewater

4.95 out of 5 average rating, 124 reviews

A modern apartment features a treehouse-style deck that is surrounded by leafy trees. The exterior showcases a combination of dark wood and neutral siding, while large windows allow natural light to enter the space.

Loft in Riva

New Loft w/South River view from treehouse deck!

Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern apartment that has a treehouse style deck for relaxing and enjoying the outside. The unit is served by a separate entrance and free street parking. Bring your kayak or stand-up-paddleboard, or try your luck at fishing! The TV is upgraded to a 55". Downtown Annapolis is just 6 miles away and offers cultural attractions, bars and restaurants, historical tours and access to the Naval Academy.

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.

4.96 out of 5 average rating, 195 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!

4.99 out of 5 average rating, 165 reviews

A breathtaking sunrise is captured over calm waters, creating a stunning reflection of vibrant hues of orange, pink, and purple. The private pier is visible on the right, complementing the serene landscape of trees on the distant shore and a tranquil island in the background.

Cottage in Edgewater

Waterfront Chesapeake Bay Sunrises & Private PIER!

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!

5 out of 5 average rating, 181 reviews

The exterior of the cottage is framed by vibrant flowerbeds filled with blooming roses and lush green shrubs. A well-manicured path leads to the entrance, flanked by tall greenery, with glimpses of the sparkling water visible in the background.

Home in Shady Side

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5-star retreat for those who value tranquility over spectacle. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

4.98 out of 5 average rating, 186 reviews

The living room features a modern gray sectional sofa adorned with colorful cushions. A wooden coffee table rests on a large area rug, accompanied by two yellow accent chairs. Natural light enters through large windows, brightening the space and highlighting decorative wall art.

Bungalow in Edgewater

Peaceful Setting with Chic, Thoughtful Style

Settle down for a peaceful night's sleep in the four-poster bed at this tranquil cottage in the woods. The soft gray color palette along with beautiful hardwood floors creates a calm, fresh feel, while the screen porch offers a quiet spot for restful afternoons. This serene retreat sits minutes away from Annapolis. The waterfront community has a beach a short walk away for launching kayaks and taking relaxing strolls. There is also easy access to Baltimore, Washington, and the Eastern Shore.

The entrance of the guest cottage is framed by a charming picket fence, featuring a blue door and a welcoming porch. A small table with two chairs and an umbrella is situated on a wooden deck, surrounded by lush greenery.

4.9 out of 5 average rating, 301 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

A welcoming living area features a comfortable sectional sofa with a cozy ottoman at the center, positioned on a soft area rug. Natural light fills the space through multiple windows, highlighting the vaulted ceiling with exposed beams and the decorative 'GATHER' sign on the wall.

4.92 out of 5 average rating, 145 reviews

Spacious 3 Bedrooms House+Patio+Playground

Spacious 3 bedrooms house with functional patio + private playround located in Edgewater, only 15 mins drive to downtown Annapolis. Fully equipped with designer furnitures, with a sense of home! Huge dining room and fully functional kitchen, perfect to enjoy a great evening with your friends and family! Bedrooms are equipped with your own desks if you want to do some works even in your vacation. Easily fit 2 cars in private driveway. Very quiet neighborhood with proximity to everything!

The image illustrates a charming tiny home nestled among trees, featuring a spacious bluestone patio with outdoor seating and a fire pit. In the background, a gas grill is positioned nearby. Lush green grass surrounds the area, creating a serene and inviting setting.

4.95 out of 5 average rating, 189 reviews

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.

4.98 out of 5 average rating, 131 reviews

Luxury Modern Home on Water+Hotub- Annapolis 25min

Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Superhost

A spacious sleeping area features a comfortable bed with a neutral headboard and two bedside tables with lamps. Natural light enters through the large windows, complemented by soft curtains. A small wooden table with a chair and an air conditioning unit are also visible in the room.

Cottage in Edgewater

4.74 out of 5 average rating, 188 reviews

Waterview Studio on a sunset corner

Book more than 2 days and get up to 15% off. Last painted in June 2021, new toilet and Tempurpedic mattress top. New wood floor installed in 2024. Private and comfortable studio in a centenary house with independent entrance in a quiet neighborhood surrounded by the waters of the South River. The house is divided in two independent and private units. Great for outdoor lovers. Ideal for gate away, temporary stays for work, vacation or relaxing from the stressful life.

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.

4.99 out of 5 average rating, 176 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.

4.9 out of 5 average rating, 524 reviews

A cozy living area is highlighted by red sofas and a decorative coffee table. A cheerful lamp casts warm light, while natural light filters through windows. The open layout leads to a dining space, accentuated by framed artwork on the walls.

Guest suite in Edgewater

South River Park Apartment

Located minutes from Annapolis, the in-law apartment offers access to Baltimore and DC in under an hour. The apartment offers its own entrance, full kitchen, one bathroom, one bedroom, tile floors, pullout sofa, Wifi, and parking. The apartment is registered with the Anne Arundel County Dept. of Inspections & Permits, #STR-15, for short term rentals.

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Other great vacation rentals in Edgewater

Apartment in Davidsonville

The exterior of Aspen Woods Rental is depicted, featuring a two-car garage with teal doors and three front-facing dormer windows. Lush greenery surrounds the property, providing a natural, wooded setting. A small bench with planters complements the entrance, enhancing the inviting appearance.

5 out of 5 average rating, 61 reviews

Aspen Woods - Private Garage

4.93 out of 5 average rating, 60 reviews

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

Waterfront Cottage with Private Pier

An aerial view captures a vibrant waterfront neighborhood with winding streets, surrounded by greenery and trees. The South River is visible in the background, showcasing boats in the marina. Nearby roads and parking areas are seen, providing easy access to the area.

5 out of 5 average rating, 15 reviews

South River Retreat- Go Navy!

A spacious backyard features a hammock strung between two trees and a stone fire pit surrounded by seating. Nearby, a propane grill and a stack of firewood are arranged on a grassy lawn, offering a relaxed outdoor setting.

4.99 out of 5 average rating, 143 reviews

Garden View, a spacious 1 bedroom with loft.

A fenced backyard features manicured turf underfoot, providing a spacious area for outdoor activities. Comfortable seating is arranged near the house, complemented by a dining set for al fresco meals. Lawn games can be seen, creating options for entertainment.

5 out of 5 average rating, 8 reviews

Cozy Edgewater Cottage w/ Backyard Hangout

4.94 out of 5 average rating, 18 reviews

The cozy kitchen and dining area feature wooden cabinets and modern appliances. A dining table with four chairs is positioned adjacent to a comfortable seating area, creating an inviting space. Neutral walls and a warm wood floor contribute to the overall ambiance.

Guest suite in Riva

Cozy one bedroom appt on the water

4.96 out of 5 average rating, 55 reviews

A modern kitchen features a large island with seating for four. Natural light pours in through wide windows overlooking the outdoor area. Appliances include a stainless steel refrigerator and a gas stove, while cabinets and shelves display kitchen essentials. The space is open and inviting.

Home in Harwood

Quiet Farm Stay near Annapolis

A spacious living area is presented, featuring a large television mounted on a light-colored wall. Two comfortable sofas are arranged around a coffee table, with a textured rug beneath. Windows allow natural light to fill the space, complemented by soft furnishings and wall art.