Holiday rentals with a patio in Annapolis

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Top-rated rentals with patio in Annapolis

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Guest favourite

Home in Shady Side

5.0 out of 5 average rating, 117 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silverwater is a lesson in quiet luxury, compelling architecture, unimaginable views and endless comforts. Original fine art and luxe bedding envelope you in a modern, light-filled space. Outside you will be treated to an expansive waterfront lawn that is great for games and afternoon sun. Rest on modern lounges or watch the sunset on your private waterfront bluestone patio tucked into the sea grass. As a guest favorite, your fabulous getaway is here—just read the reviews!

27 Mar – 3 Apr

₹41,736 per night

Guest favourite

Home in Arnold

4.94 out of 5 average rating, 48 reviews

Bring A Boat! Waterfront home-w/basement apt+dock!

Private entrance to newly renovated, large basement studio apartment w/ kitchenette and full bath. Private outdoor patio w/ grill, and outdoor furniture. One queen and one double bed. Private dock and slip (suitable for motor craft up to 30'). 3 minute walk to community beach/boat launch. Enjoy boating on the Magothy river, or a 10-15 min drive to downtown Annapolis/USNA (25 by boat), 35 min to DC, 40 min to Baltimore, 25-30 min to BWI airport. Lots of local shopping and waterfront restaurants.

1–8 Nov

₹11,280 per night

Guest favourite

Home in Crownsville

5.0 out of 5 average rating, 58 reviews

"Hilltop Hideaway"- Private basement suite

Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, mini fridge and separate dining nook. Private key code entrance and off street parking.

8–15 Sep

₹8,175 per night

Guest favourite

Home in Annapolis

4.95 out of 5 average rating, 41 reviews

Naptown Suite

Welcome to the Naptown Suite! This stylish space offers guests a one-bedroom and full bath apartment with a kitchenette and private entrance. Located just 3.1 miles from the Naval Academy, this basement suite is nestled in a safe and family friendly neighborhood that boasts a lovely beach, kayak launches, and walking access to Quiet Waters Park. After a day of hiking, biking, or exploring local breweries and wineries, return home to chill by the firepit. Come see all Annapolis has to offer!

3–10 Jan

₹9,485 per night

Guest favourite

Guest suite in Annapolis

4.89 out of 5 average rating, 27 reviews

Bayside Beach Getaway

Come stay (and play) a while! Close to Annapolis, Sandy Point State Park and the Naval Academy. This studio-style apartment unit sits on the second floor with views of the Chesapeake Bay. Enjoy complimentary coffee, the (unguarded) community beach, or head into Downtown Annapolis (a quick 15-minute drive) for great food, drinks, and shopping. Complete with indoor and outdoor showers, this is the perfect warm-weather getaway! The space is best suited for 2 adults or couples with an infant.

4–11 Mar

₹9,733 per night

Guest favourite

Guest house in Catonsville

4.96 out of 5 average rating, 198 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. We have multiple types of pillows for you to choose from. Hypoallergenic sheets are available upon request. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

15–22 Dec

₹13,018 per night

Guest favourite

Apartment in Annapolis

4.96 out of 5 average rating, 54 reviews

Funky Uptown Apt meets Downtown - Hist District

Location location location where Uptown meets Downtown in the Historic District. Tsunami, 49 West, Level in the front yard with Ramshead, Stan and Joes and Reynold's Tavern in the back. EVERYTHING Annapolis (USNA, Stadium, Statehouse, Ego Alley, Main St, Maryland Hall, Eastport) is walking distance from this unique 2nd floor unit w full kitchen, washer/dryer, clawfoot tub, deck, BR with full size bed, LR w/sofa. Short term parking to unload, garage pass for long term

17–24 Aug

₹11,188 per night

Superhost

Flat in Annapolis

4.86 out of 5 average rating, 7 reviews

The Upper Deck Suite on Dean in Historic Annapolis

Welcome to The Upper Deck Suite ! We are a top level stylish duplex apartment in the heart of the Historic District . We feature one bedroom and a pull out sofa in the living room , kitchen , laundry and a renovated bathroom . Parking is only a few blocks away at one of the numerous city garages and the location is walkable to all things downtown Annapolis . Please note this unit is not pet friendly and guests will have to climb one flight of stairs .

2–9 Aug

₹12,834 per night

Guest favourite

Guest suite in Arnold

4.94 out of 5 average rating, 117 reviews

Coastal Comfort Suite Near Annapolis, Hottub, EV

Yes, the hot tub IS open! 24/7/365 :-) Ideal for a couple's retreat, this king suite guest room has a massive bedroom with a seating area, mounted TV, and coffee bar with microwave/mini-fridge. An ensuite bathroom provides a luxurious shower with dual shower heads and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

6–13 Aug

₹16,231 per night

Guest favourite

Guest suite in Annapolis

4.97 out of 5 average rating, 115 reviews

Great reviews! Pool, DT, stadium, goats, and more!

Welcome to our private guest suite in walking distance to the Navy-Marine Corps Memorial Stadium. Enjoy the indoor pool (June-September), furnished deck and patio, wood-burning stove and more. Have access to community piers, waterfront parks, and soft launches on the Severn River. The sights and sounds of downtown Annapolis are minutes away. All while being centrally located between Washington DC, Baltimore, and the Eastern Shore.

24–31 Jul

₹19,972 per night

Guest favourite

Guest house in Glen Burnie

4.94 out of 5 average rating, 263 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

20–27 Jan

₹19,491 per night

Guest favourite

Home in Annapolis

4.95 out of 5 average rating, 103 reviews

The Navy House-Walk or Shuttle Downtown! 3 bd

Your family will be close to everything when you stay at this centrally-located home. 3 blocks from the Navy stadium and walking distance to amazing restaurants! Here is your Annapolis home away from home. Our 3 bedroom 2.5 bath bungalow retreat is perfect for 6-7 people wanting to relax and see all that beautiful Annapolis has to offer. There’s also a free shuttle that takes you downtown to the water. Come, enjoy!

23–30 Dec

₹37,120 per night