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!

Superhost

4.76 out of 5 average rating, 293 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, 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!

Superhost

Cottage in Edgewater

4.73 out of 5 average rating, 184 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.

Superhost

Flat in Annapolis

4.77 out of 5 average rating, 265 reviews

Charming Eastport

Who needs a boat to stay at a marina? Eastport Yacht Center has a quaint one bedroom apartment located in charming Eastport, within walking distance to Downtown Annapolis and the U.S. Naval Academy. Conveniently located next to the Annapolis Maritime Museum. (Two guests maximum) If this apartment isn't available for your time period check out our other studio apartment listed under "NEW lovely studio apartment with onsite parking".

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

Townhouse in Capitol Heights

4.86 out of 5 average rating, 7 reviews

Cute Fully Furnished Basement rental close to DC

BreanaRating, 5 stars5 months ago

My stay at Temi’s was nice and I miss it already! I felt safe even at night. A bus stop is a 6 minute walk away and the metro station is about a mile away. Temi is very responsive and the friendliest host I’ve had. For it to be basement unit there were not a lot of bugs, which was a concern for me, just a few spiders. Temi will communicate with you and the other guest to coordinate them coming down to wash their clothes. The cleaning she uses is amazing and does a great job at cleaning the space.

5 out of 5 average rating, 20 reviews

Home in Annapolis

Charming 4BR, 3BA Steps from the water.

StevenRating, 5 stars1 week ago

The house was beautiful. Perfect for our two families that stayed for a long weekend. Kitchen had everything needed and there were stores really close by to get everything we wanted eat and drink. Gwen was proactive in communicating and always very responsive. Loved our weekend here and would recommend to anyone!

4.94 out of 5 average rating, 65 reviews

Home in Annapolis

Naptown Suite

LilianRating, 5 stars2 weeks ago

Enjoyed her place and look forward to staying here again.

4.93 out of 5 average rating, 44 reviews

Flat in Annapolis

Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT

KatieRating, 5 stars3 weeks ago

Linda's place was great! Easy to find, great location, very clean! A little bit away from downtown Annapolis but easy to get to. Would stay again!

5 out of 5 average rating, 15 reviews

StayAhoy! | Swim spa | Fishing

AlvaroRating, 5 stars2 months ago

Perfect place to explore DC while also being close to the water (and with an amazing hot tub to relax in)

4.98 out of 5 average rating, 60 reviews

Entire Beach House with Pool and Hot Tub

LisaRating, 5 stars6 days ago

Peggy’s house is beautiful! The inside and the outside are just wonderful! The pool, hot tub are just perfect! Wishing only that the house could sleep 6 adults plus a couple of kids. The location is just perfect!

5 out of 5 average rating, 29 reviews

Guest suite in Annapolis

Pristine, Private 1 Bed/1 Bath Guest Apartment

KeenanRating, 5 stars1 week ago

10/10 would recommend Fox Haven to anyone spending time in the area. The property was extremely clean and had high quality amenities. It’s situated at the end of a dead end street and is super peaceful surrounded by greenery. Lenetta was a fantastic host, extremely responsive/accommodating. We’ll be staying here again the next time we’re in the area!