Townhome vacation rentals in Annapolis

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Top-rated townhouse rentals in Annapolis

Guests agree: these townhouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.
Townhouse in North Beach
4.96 out of 5 average rating, 220 reviews

Walk to Beach! King Bed & Free 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

Guest favorite
Townhouse in Baltimore
4.94 out of 5 average rating, 101 reviews

City Retreat | Wi-Fi, Multi TVs, Pvt Parking,

- Sunlit family rm with electric built-in fireplace & smart TV - Dining for 6, smart TV, electric fireplace and Multi-lighting options for the mode - Fully-equipped kitchen, coffee bar, knee bar - 2nd Family Rm with Sleeper sofa, prvt bath, books, games, laundry - 2 upstairs bedrooms with ceiling fans, smart TVs - Common full bath with tub & shower - Prvt parking for 2 - Classic front porch seating - Central to plenty of restaurant options We're excited to host you. Book Now or Ask me anything

Guest favorite
The exterior of a historic townhome is showcased, featuring red brick walls and black shutters. Lush greenery and colorful flowers enhance the garden area. A flag may be seen hanging from the building, set against a clear blue sky.
Townhouse in Annapolis
4.95 out of 5 average rating, 171 reviews

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.

Guest favorite
A spacious living area features a combination of comfortable seating, including a patterned armchair and a gray sofa. Natural light brightens the space, which includes a dining table in the background. A staircase with wooden steps leads to the upper level.
Townhouse in Annapolis
4.9 out of 5 average rating, 161 reviews

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!

Guest favorite
An open-concept living space features a comfortable sofa with decorative pillows, situated on a hardwood floor. A round wooden coffee table rests at the center, while a large wall-mounted television is visible. Natural light fills the area through multiple windows, showcasing the high-beamed ceiling.
Townhouse in Fells Point
4.98 out of 5 average rating, 242 reviews

Waterfront GEM - HUGE HOME for FAM/WORK/FUN!

Watch boats cruise along the harbor from your waterfront balcony overlooking Broadway Pier, Sagamore Pendry, and Historic Thames Street! Our unbeatable location in the heart of Fell's Point is nearby all of the areas top attractions! Step out the front door to be immersed in cobblestone charm with dozens of restaurants, bars, shops, and boutiques, within steps. Award-winning architecture, local art, and special touches have delighted our guests for years: we hope your group is next!

Guest favorite
A modern living area is showcased, featuring a smart TV mounted above a decorative, white console. Two light wood chairs and a dark sofa are arranged around a sleek coffee table. Built-in shelves display books and decorative items, enhancing the minimalist aesthetic.
Townhouse in Annapolis
4.96 out of 5 average rating, 192 reviews

★ Midcentury Modern Getaway ★ Prime Location ★

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. Capture Instaworthy views from the rooftop deck including the architecture of the State House and Naval Academy domes. Cozy up with a great show or movie on the smart TV or on your WiFi enabled device. Unwind and relax in any of three finely appointed, luxurious king bedrooms while admiring the historic details of this home.

Top guest favorite
A cozy living area features a dark leather sofa and an accent chair beside a wooden table made from stacked logs. Wall art depicting serene coastal scenes is displayed above the sofa, while a lantern emits a soft glow in the corner, creating an inviting environment.
Townhouse in Fells Point
4.97 out of 5 average rating, 265 reviews

Waterfront Home In Heart Of Historic Fells Point

Literally located steps away from the waterfront in Historic Fells Point, Baltimore City, Maryland. Walking distance to all that Fells Point has to offer - to include restaurants, shops, stores, bars, family gathering areas, and water taxis to other desired waterfront locations in Baltimore City. Home is fully loaded & has a rooftop desk with a wonderful view of the Fells Point Waterfront, state-of-the-art appliances, TVs in multiple rooms, incredible ambiance, and great comfort.

Superhost
A dining area features a round black table surrounded by four woven chairs. A white vase with greenery rests on the table. Natural light from a window illuminates the open living space, which integrates a cozy seating area with a light-colored sofa and a mounted TV.
Townhouse in Annapolis
4.91 out of 5 average rating, 191 reviews

Annapolis Downtown Pleasant St Townhome 3 bedrooms

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. 10 min walk to Main St. 15 min walk from Naval Academy. 300 Mbps high-speed Nest wireless internet. Parking available, as well as another parking garage nearby 600 ft. Cozy up with a great show or movie on the smart TV or on your WiFi-enabled device. Unwind and relax in any of three finely appointed, luxurious bedrooms.

Guest favorite
A light-filled living space features a comfortable gray sectional sofa adorned with an orange accent pillow. A glass coffee table sits on a textured white rug, while a modern staircase with wooden railing leads to the upper level, complemented by a floor-to-ceiling bookcase in the background.
Townhouse in Old Town
4.94 out of 5 average rating, 145 reviews

|~|King Bed|~|Fenced Yard|~|Book Now|~|

Fully Fenced Backyard! King bed! Free street Parking! TV in each room! Enjoy our stylish and timeless two-bedroom townhouse in the heart of the city. Planning a longer stay? Inquire now! 💤 Blackout Curtains 🏡 Fully Fenced Yard 🖥 Dedicated Study Area 🚶‍♂️ 7/11 Right across the street from Home 🚶‍♂️ 2-minute walk to District taco 🚶‍♂️ 2-minute walk to Balducci's Food Lover's Market. 🚶‍♂️ 2-minute walk from bike rentals 🚶‍♂️ 8-minute walk from King Street.

Top guest favorite
A modern kitchen and dining area features rich wooden cabinetry and a dark granite countertop. Stainless steel appliances are present, alongside a dining table with four wooden chairs. A cozy living area with a red couch is visible in the background, illuminated by natural light from a window.
Townhouse in Upper Fells Point
4.95 out of 5 average rating, 725 reviews

Romantic Hot Tub Getaway, Walk to Fells Point

Located on a quiet street in a safe neighborhood, this one-bedroom Baltimore rowhome is ideal for a couple or single traveler. Luxury touches include a walk-in rain shower with separate bathtub, wide variety of soaps, shampoos and essential toiletries, gourmet coffeemaker, outdoor hot tub, private washer/dryer, ultra-plush bedroom carpet and more. Blazing fast wifi, free premium streaming, coffee, teas, clean linens and more are also included with your reservation.

Guest favorite
Townhouse in Odenton
4.98 out of 5 average rating, 192 reviews

★ Odenton Oasis ★ Patio | Central to Everything

Welcome to our beautifully furnished, remodeled home just minutes from MARC station with great proximity to DC, Baltimore, Annapolis, Historic Ellicott City--truly central to unlimited historical sites, restaurants, shopping and more! Enjoy a movie, relax on a hammock in the screened-in outdoor space or go sightseeing! Located just 15 mins from BWI and within 5 mins from highway, MARC (w/ trains leaving regularly to DC & Balt), Ft. Meade and walking trails.

Top guest favorite
A comfortable living area features a gray sofa with decorative pillows and a wooden coffee table. A striped area rug adds texture, while a wall display of artwork and plants enhances the space. Natural light floods in through sliding glass doors leading to the patio.
Townhouse in Annapolis
5 out of 5 average rating, 43 reviews

*Charming Downtown Townhouse w/Parking & Patio! A

Welcome to Jefferson Annapolis! A newly renovated townhome with Annapolis charm and parking! This wonderful two-bedroom home holds you and 3 guests with its King and Queen beds plus room for two more on a Queen sofa sleeper. Entertaining options are aplenty as you enjoy a large common fenced-in backyard, patio, fire pit, and grill. Short walk to everything downtown has to offer. It just needs you!

Popular amenities for Annapolis townhouse rentals

When is the best time to visit Annapolis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,378 GYDG$39,959 GYDG$50,211 GYDG$52,721 GYDG$60,043 GYDG$57,533 GYDG$60,043 GYDG$54,186 GYDG$57,533 GYDG$58,579 GYDG$58,579 GYDG$55,441 GYD
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Quick stats about townhouse rentals in Annapolis

  • Total vacation rentals

    Explore 40 vacation rentals in Annapolis

  • Nightly prices starting at

    Annapolis vacation rentals start at G$12,553 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,880 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Annapolis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Annapolis rentals

  • 4.8 Average rating

    Annapolis stays are highly rated by guests—averaging 4.8 out of 5!

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