Townhome holiday rentals in Anne Arundel County

Beachside Oasis | King Suite + Beach Passes

Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that our guests love. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We’ll share our beach passes and lots of local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate

You'll Never Want to Leave

Walk 1 blk to Navy stadium/less than mile to city dock! With fabulous fenced in outdoor oasis for relaxing family fun - w/hot tub, outdoor bar w/flatscreen TV, fireplace, swing, bocce ball, ping pong, horse shoes, corn hole, & much more! Great family entertaining!!! hosted hundreds in our home & have most every amenity. A modernly decorated duplex home & much moreWe have it all! IT’s our HOME WHERE WE LIVE & have our belongings it is not an empty rental. Driveway & unlimited free street pkg

Historic 3 Bedroom Downtown Annapolis Townhome

Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, Downtown Restaurants, Bars, Shopping, and Festivals. Enjoy and relax on your large private, fenced-in patio or in your modern living room. While the restaurant scene is mouth-watering in Annapolis, you can also stay "home" and cook in your gourmet kitchen. Explore all that Annapolis has to offer from the comfort of your home away from home! No on-site parking but lots of off.

Walk to Dock USNA Stadium- Renovated 2BR Downtown

Welcome to your beautifully renovated 2-story townhouse with a fenced backyard! Only blocks from the heart of Downtown Annapolis. Enjoy a spacious layout and a private patio. Walk to the US Naval Academy, City Dock, Rams Head events, waterfront, restaurants, and local shops. Perfect for Naval Academy visits, midshipmen families, Commissioning Week, Boat Shows, and year-round Annapolis events. Includes high-speed Fios WiFi, 2 smart Roku TVs, and a fully equipped kitchen for a comfortable stay.

Brand-New- Rooftop Luxe 4BR/5BA, 15 Min to DC+ MGM

New retreat-cozy, modern, luxe. This 4-bedroom, 5-bath home spans 2,800 sq ft with refined finishes and a thoughtful layout. Each room features luxe design, high-speed WiFi, and a smart TV with Netflix and Samsung TV. A dedicated home office with printer, scanner, and multiple monitors keeps work productive. Three outdoor seating areas, including a rooftop terrace with a cozy fire pit, invite outdoor time. 15 min to DC/National Harbor; 10 min to Commander Field. Ideal for short or long stays!

Moose’s Happy Place

Built in 2019 with open spaces and happy places on historic Eastport Peninsula. A fresh take on coastal contemporary with front & back porches just steps from the Severn River & Spa Creek. Easy to enjoy the salty vibe with short walks to water access areas as well as Eastport's best local pubs and restaurants; or head over the Eastport bridge to downtown Annapolis and the Naval Academy - also accessible by water-taxi, rental boats & paddle-boards... A great NEW place in a great OLD place!!!

Cozy Private Suite w/Yard —10 min to BWI/F. Meade

Private and comfortable suite perfectly located for travelers, families, and professionals visiting the area. Enjoy a private entrance, dedicated outdoor space, a peaceful neighborhood, and quick access to everything — 10 minutes to BWI Airport, Fort Meade, Arundel Mills Mall, Live! Casino & Hotel, and major highways. Whether you're on a short trip, long work assignment, or weekend getaway, this suite offers clean, quiet, and convenient comfort with all the essentials for a relaxing stay.

Beautiful Townhome Downtown Annapolis

Located in the Historic District of Annapolis, you're in walking distance of State Circle, Church Circle, Naval Stadium, Naval Academy, and surrounded by all things Annapolis! Enjoy amazing shops, entertainment venues, and great restaurants for food and happy hour! In between exploring Annapolis, comfortably relax with a good movie on the smart tv or with your wifi-enabled devices. Bring family and/or friends to enjoy the comfort of our beautiful home in an absolutely wonderful City!

Spacious Upscale Townhome Near Hanover and BWI

Spacious property 5 minutes from Arundel Mills Mall and Fort Meade, 20 minutes from Merriweather Post Pavilion and 25 minutes from Baltimore — the ideal base for group and family travel. Full kitchen, community pool and amenities, in-unit washer/dryer, and room for up to 8 across 3 levels. Self-contained studio suite spanning first level included. Walkable to shops, grocery stores, and eateries. Also ideal for professionals on extended assignment near Fort Meade (9 min) and BWI (12 min)

Beautiful Downtown Annapolis Townhome!

Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , 3 and 1/2 Baths , Wonderful Upgraded Mattresses that will ensure a great nights sleep, Big screen TV's Back yard courtyard with gas firepit. And the best part....... Walking distance to Downtown Annapolis with Shopping , Dining and much more bring the whole family to this great place with lots of room for fun.

Charming Sup. Clean 2 Levels Townhouse, up graded!

The house is solely dedicated to hosting guest, beautifully renovated and furnished Conveniently located near to BWI Airport, Restaurants, Large Shopping Center. The neighborhood is very simple, nothing fancy, but definitely safe and family oriented. Door Motion Censored Camera at front door (RING doorbell ) will be ON CONTROL ACCES AT CHECK IN . NO PARTIES ALLOWED, NO SOCIAL REUNIONS ALL GUEST MUST BE REGISTERED

Beautiful Downtown Annapolis Home!

Your Downtown Annapolis dream home awaits! This elegant brick home, originally built in 1800, sits in the heart of historic Annapolis within walking distance to major attractions, restaurants, shopping, and the waterfront. Full of charm with high-end finishes throughout, it’s a cozy and memorable place to stay. Please note: the home has steep, narrow staircases and no elevator, and it is not pet-friendly.