Holiday houses in Mayo

4.97 out of 5 average rating, 185 reviews

Home in Edgewater

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, 156 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!

Superhost

Home in Edgewater

4.76 out of 5 average rating, 292 reviews

Edgewater/May 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, 170 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

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.

4.96 out of 5 average rating, 183 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.

4.98 out of 5 average rating, 124 reviews

Home in Edgewater

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

4.91 out of 5 average rating, 107 reviews

Private Cottage on gated estate

Completely remodeled guest cottage on gated, private estate. Home is located just minutes from Eastport, Downtown Annapolis, and the Naval Academy. (4.7 miles to the main gate). We are on a private well but we have installed a state of the art water softener, filtration system, and a blue light bacteria zapper. Home and grounds are kid friendly offering amply outside play space and a multipurpose sports court. Third bedroom of home has a full-sized crib, baby gates, and a twin bed.

Guesthouse in Lyon Village

4.95 out of 5 average rating, 171 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!

Superhost

Cottage in Edgewater

4.73 out of 5 average rating, 183 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.

4.98 out of 5 average rating, 124 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, 167 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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Other great holiday rentals in Mayo

5 out of 5 average rating, 40 reviews

Home in Annapolis

Peaceful Waterfront Home in Annapolis 3BR 2BA.

OctaviakRating, 5 starstoday

Our Airbnb stay was absolutely fantastic! My family and I really loved all the amenities. The waterfront view was stunning, and we had a great time grilling and just hanging out together with friends and family. It was truly a memorable experience! I would definitely recommend this Airbnb for a family getaway and to have a peaceful time enjoying the water and the beach. I definitely will come back again!

4.94 out of 5 average rating, 65 reviews

Home in Annapolis

Naptown Suite

LilianRating, 5 stars1 week ago

Enjoyed her place and look forward to staying here again.

Guest suite in Dunkirk

5 out of 5 average rating, 3 reviews

Pool-side chickens between D.C. and Chesapeake Bay

RyanRating, 5 stars3 days ago

Great stay for our large family! Booked for pool, and we swam every day! Also my kids thoroughly enjoyed the Atari! Was great getting to meet Luis and Laura and their son! Talked about booking next year!

5 out of 5 average rating, 28 reviews

Guest suite in Annapolis

Pristine, Private 1 Bed/1 Bath Guest Apartment

DaniellaRating, 5 stars2 weeks ago

Fox Haven is heaven on earth. So quaint, so clean, so many thoughtful extras including a healthy snack basket, toiletry items, and personal touches throughout the apartment. The location is outstanding with a short walk to historic downtown Annapolis. Lenetta is one of the most responsive and personable Air B&B owners we've ever experienced. We will be back for sure! Highly recommend Fox Haven to everyone!

5 out of 5 average rating, 15 reviews

Barn in Davidsonville

1bd 1 ba detached guest loft

CharlesRating, 5 stars1 week ago

Mary was an excellent host. Any question I had she responded in great time. Mary's place is set up great. Had everything you need. Super peaceful and quiet. Would stayed longer if I could have. Recommend to anyone.

4.89 out of 5 average rating, 343 reviews

Apartment in Annapolis

Private Annapolis Inlaw Apartment

RaffiRating, 5 stars1 week ago

Richard’s Airbnb was a fantastic choice for anyone staying in the Annapolis area with all the amenities and house items needed for a comfortable stay.

Cottage in Edgewater

4.68 out of 5 average rating, 87 reviews

Bay Cottage

CorissaRating, 5 stars3 weeks ago

We came for Commissioning Week and it was perfect for what we needed. Prior to arrival I reached out to Elizabeth and she was very responsive and helpful.