Townhome holiday rentals near Chesapeake Bay

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Top-rated townhouse rentals near Chesapeake Bay

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

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Top Guest favourite
A spacious living area features a comfortable sectional sofa facing a coffee table. A decorative fireplace is positioned beneath a white brick wall. Soft natural light filters through the windows, illuminating a dining table set for four in the background.
Townhouse in Washington
4.98 out of 5 average rating, 375 reviews

Luxury CapHill Townhouse-Free Parking-Central Loc

Welcome to your Capitol Hill 2 bdrm townhome oasis! Walking distance to the Capitol, National Mall, Michelin Restaurants, Metro station, Eastern Market, parks, Trader Joes and more! 2 luxurious bedrooms with pillowtop hotel mattresses, 65in 4K tv, 1GB speed wifi & massive luxury high pressure shower! Sofa converts to full bed for a third bed for guests! Kitchen includes high end appliances, large new washer dryer, private back patio with outdoor furniture&sunshade umbrella & a 5 star superhost!

Top Guest favourite
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.

Top Guest favourite
An inviting living area features a modern fireplace adorned with a decorative screen, set against a backdrop of white walls. A sleek table with a wooden base is paired with a light-colored sofa. Natural light fills the space, highlighting the hardwood flooring and a stack of firewood to the side.
Townhouse in Alexandria
4.98 out of 5 average rating, 371 reviews

Luxuriously Restored Loft in Historic Old Town Alexandria

Build a wood fire to stay cozy in this artfully converted warehouse, or sip a coffee alfresco on the lavender lined patio. Exposed brick walls and bleached timber beams recall its 1818 vintage. A curated collection of high-end furnishings, designer lighting fixtures, and an updated kitchen provide modern luxuries. * Guest comfort and safety is our highest priority: In addition to a rigorous cleaning regiment, guests have exclusive use of the entire townhouse and private street level entry.

Top Guest favourite
A cozy studio space is highlighted by a spacious bed adorned with a colorful floral quilt. A wooden table is set with magazines and utensils, while artistic wall decor and ambient lighting create a welcoming atmosphere. A small desk is positioned for work or leisure.
Townhouse in Washington
4.97 out of 5 average rating, 480 reviews

Comfortable Studio Apartment

A cute studio apartment in the basement of a newly renovated home. Guests have a private entrance with their own private bathroom. You also have use of a full-size washer and dryer. Other amenities include an honor bar stocked with beer and wine, an arcade style game with over 200 popular titles including Ms. Pac Man, and coffee/tea. Please note that we live upstairs, but the space is private. It is separated by a stairwell and a locking door. It is comparable to a hotel room, but nicer.

Guest favourite
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 Alexandria
4.94 out of 5 average rating, 146 reviews

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

King bed! Fully Fenced Backyard! Free street Parking! TV in each room! Enjoy our stylish and timeless home in the heart of the city. Planning a monthly stay? Message us now for our special discounted rates! 💤 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 favourite
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 Baltimore
4.98 out of 5 average rating, 243 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!

Top Guest favourite
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 Baltimore
4.97 out of 5 average rating, 268 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.

Guest favourite
A private backyard is showcased with seating arrangements consisting of two wicker chairs, facing a modern fire pit. Warm light from string lights hangs overhead, enhancing the calm ambiance. Brick walls provide privacy, while surrounding trees add a touch of greenery.
Townhouse in Arlington
4.91 out of 5 average rating, 219 reviews

Luxurious Townhome in Arlington Kid-Friendly

Stunning 3-story townhome in Ballston, ideal for exploring DC's top landmarks like the White House, National Mall, and Smithsonian Museums. This beautifully renovated retreat features queen beds, a private backyard, and modern amenities including a fully equipped kitchen. Perfect for families and pets, the home is steps from local bars, restaurants, parks, and the library. Enjoy easy access to public transportation, making your D.C. adventure both convenient and memorable.

Top Guest favourite
An open-concept living area features wooden ceiling beams and natural light flowing in from the adjacent kitchen. A comfortable sofa is positioned near a console table with a large TV, while a plant adds a touch of greenery to the space.
Townhouse in Alexandria
4.94 out of 5 average rating, 190 reviews

Newly renovated two bedroom rowhouse in Alexandria

Enjoy this newly renovated three story row house in Potmac Yard. My home features a brand new modern kitchen with all of the amenities you would find at home, updated bathroom with deep soaker tub and plenty of parking on site. You are within a 5 minute drive to the airport, 10 minutes to Old Town and Arlington and 15 minutes to DC. Not to mention 10 minute walking distance to the new Potomac Yard metro, many shops and restaurants. This is your home away from home.

Top Guest favourite
A vibrant living room features rich green velvet sofas and an ornate coffee table on an intricate area rug. The dark walls, adorned with floral patterns, are complemented by elegant lighting fixtures and vintage décor elements, creating a distinctive and welcoming atmosphere.
Townhouse in Richmond
4.96 out of 5 average rating, 299 reviews

The Black Pine

We could use these words to describe every last detail of this house. The Spanish tile, rare artwork, eclectic curiosities, new renovations, great location, or luxury amenities. But that would be missing the point. Because this house is not about its location or the stuff it contains, it's about you. And what happens when you truly connect with the spirit of a place and time. Welcome to The Black Pine: An immersive Richmond experience.

Top Guest favourite
A bright bedroom features a spacious bed dressed in crisp white linens, complemented by golden decorative pillows. A wooden dresser and a large mirror enhance the space. Natural light filters through multiple windows, illuminating the warm tones of the room's decor.
Townhouse in Washington
4.96 out of 5 average rating, 636 reviews

Historic Home Next to Capitol, Walk to Everything

Our home is a bright one-bedroom apartment in an unbeatable location next to the US Capitol and National Mall. Walk to all of DC's major sights or hop on the Metro just around the corner. Experience the charm of exposed brick and wood floors while enjoying the conveniences of a recent renovation. Grab delicious bites from Whole Foods just 2.5 blocks away. Our our 97% five-star rating from previous guests means you can book with confidence.

Top Guest favourite
Townhouse in Washington
4.99 out of 5 average rating, 107 reviews

Near Metro, Museums and Arenas, Pet Friendly!

Thoughtfully crafted for travelers who value genuine connection. Our lovingly curated 2BR/2BA home in historic Anacostia welcomes you and your pets with handpicked African art, a chef's kitchen built for gathering, and peaceful deck moments. Steps from metro, museums, and arenas—yet feels like your own retreat. Every detail reflects our commitment to your comfort, from secure parking to the warmth that makes this more than just a stay

Popular amenities for townhouse rentals near Chesapeake Bay

Quick stats about townhouse rentals near Chesapeake Bay

  • Total holiday rentals

    Explore 240 holiday rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Chesapeake Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chesapeake Bay rentals

  • 4.8 Average rating

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

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