Holiday rentals in Mayo

4.97 out of 5 average rating, 186 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, 157 reviews

Cottage in Edgewater

Waterfront Chesapeake Bay Sunrises w/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!

4.76 out of 5 average rating, 293 reviews

Edgewater/Mayo Getaway!

Charming, spacious single-family home in the heart of Mayo, perfect for families or groups. Comfortably sleeps 6 with space for up to 8 guests. Enjoy a modern, clean design and plenty of room to unwind. Relax in the cozy sunroom or soak in the hot tub overlooking the serene, park-like backyard. Fully equipped with all essentials for a hassle-free stay. Just minutes from Edgewater, 10 mins to historic Downtown Annapolis, 25 mins to Baltimore, and 30 mins to DC. Parking in driveway/garage only.

5 out of 5 average rating, 171 reviews

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. Set along the Chesapeake, it offers front-row seats to breathtaking sunsets—where golden light dances across the water. Inside, Nordic-inspired design meets quiet luxury, featuring award-winning mattresses and bedding that promise restorative sleep. Here, time slows, and luxury isn’t just something you see—it’s something you feel. We invite you to read the reviews of so many happy guests.

4.9 out of 5 average rating, 290 reviews

Guest house in Annapolis

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.

4.98 out of 5 average rating, 125 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

Guest house in Galesville

4.95 out of 5 average rating, 172 reviews

Nautical Charm and relaxing waterview!

Our comfortable and relaxing studio is a quiet retreat with a fantastic view while still in close proximity to Washington DC, Annapolis and Baltimore! Situated in a charming waterfront and sailing community, this separate and private unit has: parking, 1 bath, queen bed, kitchen (limited), TV, high speed WiFi and Bluetooth speaker. Wake up to the cluck cluck of our four resident chickens who are tucked away in their attractive coop. Sit on the porch and take in the view!

4.73 out of 5 average rating, 184 reviews

Cottage in Edgewater

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.

4.98 out of 5 average rating, 125 reviews

Home in West River

Cozy waterview home in West River!

Your family will be close to everything when you stay at this centrally-located place. This home is located just 15 miles to Annapolis, 18 miles to the Naval Academy, and 30 miles to the heart of Washington, DC. Less then 8 miles to Rt 214, providing direct access to beltway, and other major highways. This charming home has as spacious fenced in yard, High Speed Internet, TV (Netflix & Hulu), outdoor seating and a fire pit. Want to get away? Bring the whole family!

4.99 out of 5 average rating, 168 reviews

Guest house in Annapolis

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, 517 reviews

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.

4.97 out of 5 average rating, 231 reviews

Guest house in Annapolis

Comfortable Cottage Near Downtown Annapolis

Recently renovated (Feb. 2021) one bedroom Guesthouse with fully equipped kitchen, new king sized bed with premium Saatva mattress, full bathroom and large living room in a quiet neighborhood near the South River, Quiet Waters Park and downtown historic Annapolis.

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Other great holiday rentals in Mayo

5 out of 5 average rating, 7 reviews

Edgewater's Shelby on the Bay

AldonaRating, 5 stars1 week ago

We stayed at Danielle's Airbnb for a family get together. There was plenty of room in the house for the six of us staying there and the rooms were comfortable and clean. View from the second story balcony was amazing - that evening we watched the thunderstorm from there. The rest of our family joined us at the house the next day. There were 2 picnic tables on the side of the house where there was adequate room for us to eat, though the grill provided was very small. Spent time around the fire pit on the front lawn in the evening. The property, itself is small, so there is no backyard space to offer privacy. The grassy expanse and water across the road provided a feeling of openness to the area. We reached out to Danielle with several issues which she responded to immediately. She's very easy to work with and wants to make your stay as nice as possible.

4.96 out of 5 average rating, 26 reviews

Home in Shady Side

Ruby Of The Bay

StarlaRating, 5 stars2 weeks ago

Can’t say enough good things about our stay! Beautiful place with everything we could possibly need. The kitchen was well stocked and our host had thought of everything! Clear instructions, great recommendations for local spots etc. And the huge backyard and deck was perfect for us and our pups. Very comfortable beds and pillows too! Finally, host communicated so well and was incredibly accommodating.

5 out of 5 average rating, 11 reviews

Home in Shady Side

The Wise Quack 2 - A Taste of the Chesapeake Bay!

ToddRating, 5 stars2 weeks ago

The Wise Quack 2 is a cozy, clean Airbnb steps from the Chesapeake Bay, perfect for a relaxing getaway. Sidco’s warm hospitality, comfy beds, and thoughtful touches like the deep tub and hammock make it a gem. The quiet Shady Side location and quick host responses ensure a delightful stay.

4.94 out of 5 average rating, 176 reviews

Guest suite in Arnold

Coastal Comfort Suite Near Annapolis, Hottub, EV

RellaRating, 5 stars1 week ago

We had a fantastic 2-night girls getaway, this location could not have been more perfect. The beds are so comfortable, the bathroom is like being at a spa, especially the shower. We spent so much time at the pool, either under the pergola or in the water. If you’re looking for a quiet and private location, that’s 10 minutes away from a ton of things I highly recommend this place! Owners live on site and are super responsive, and really friendly.

4.97 out of 5 average rating, 30 reviews

Flat in Annapolis

Bayside Retreat

AllieRating, 5 stars1 week ago

We had a great stay at Kathleen's listing. The apartment is in a great location, only 15 minute drive max to all of the nearby attractions. We enjoyed having some tranquility being away from downtown after a long day and the free parking! Kathleen stocked the place with all necessities and more - including snacks and recommendations. The neighborhood is beautiful to walk around, with views of the water everywhere! Definitely would recommend staying here!

4.92 out of 5 average rating, 51 reviews

Cottage in Edgewater

Waterfront Cottage with Private Pier

StephanieRating, 5 stars1 week ago

Beautiful setting. Very cozy house that was well appointed with everything that we needed for a longer stay. I was able to cook full meals in the kitchen with ease and my husband grilled one night. Other than that, there are local restaurants to enjoy as well. During the day my boys had fun fishing and being out on the water and the sunsets over the lake was definitely worth sticking around for. Unfortunately I had to work during the majority of our stay but I was able to do that seamlessly with the desk and reliable internet connection. Overall we had a great time at Miss Kitty’s Place and would love to stay there again someday.

Guest house in Stevensville

4.99 out of 5 average rating, 279 reviews

Waterfront Getaway - View of bay from your bed

ZanetaRating, 5 stars2 weeks ago

Absolutely beautiful! Very peaceful. Very comfortable and the views of the water were magnificent. The host was very kind and friendly. Everything was clean and classy. We even played a game of ping pong. We were served French coffee by the water, and we loved it. What a wonderful experience. We had such a great time.