Townhome vacation 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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Guest favorite
Townhouse in Alexandria

3BR/2.5BA Huge home 1/4 mile to Metro & DC Sites

Spacious modern home in the Ultimate Location! The Potomac Yard Metro is less than 1/4 mile, Reagan-DCA airport is 1 mile, White House is 4 miles and Old Town Alexandria is just 2 miles. Target, Barnes & Noble, Giant, BestBuy, Cava, Chipotle and more across the street and fun restaurants are a 5 minute walk in the trendy Del Ray area. On the Mt Vernon Trail with amazing biking & running. Stay at the intersection of historic charm and urban convenience in this highly sought-after neighborhood.

4.79 out of 5 average rating, 301 reviews
Top 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

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.

4.95 out of 5 average rating, 213 reviews
Top guest favorite
The living area features a cozy gray sofa, two armchairs, and a circular coffee table. Natural light fills the space through windows adorned with light curtains. A large wall-mounted TV is positioned above a white media console, enhancing the room's modern yet inviting aesthetic.
Townhouse in Cape Charles

Walk to Beach and Park! Outdoor shower&Fenced Yard

Welcome to Peach Haven, a newly renovated duplex in the Cape Charles historic district. Just 1 block from the park and 3 blocks from the beach, it's the ideal base for your Cape Charles escape. This pet-friendly rental sleeps four guests comfortably with a master bedroom (queen bed) and a second bedroom with a custom-made full-over-full bunkbed. The house has been thoughtfully stocked with everything you'll need for a comfortable stay. Ask about our optional golf cart rental during your stay!

4.96 out of 5 average rating, 199 reviews
Top 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

Beachside Oasis + Beach Passes | A Haven Away

Welcome to Bay Haven, one of five A Haven Away getaways! This plant-filled oasis is in a quiet North Beach neighborhood, steps from the wetlands park and 12 minutes on foot to the beach. We share our community beach passes and loads of local tips. The house is stocked with everything you need for a relaxed stay. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate Find us on Insta ahavenaway.

4.96 out of 5 average rating, 249 reviews
Top guest favorite
A cozy deck is highlighted, featuring comfortable seating around a fire table, surrounded by twinkling outdoor lights. In the background, a charming brick facade of a house and city views are visible, creating an inviting atmosphere for relaxation.
Townhouse in Federal Hill - Montgomery

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Our spacious home is waiting for you! You'll love this home's unbeatable & safe location in the heart of Baltimore’s Inner Harbor! Located within walking distance of Federal Hill Park, Convention Center, Orioles & Raven's Stadiums, National Aquarium, Maryland Science Center, M8 Beer, Sagamore Distillery, Fort McHenry, Restaurants/Nightlife/Bars, Farmer’s Market, Shopping, Breweries, Business District, & MARC Train/Metro/Lightrail. Ideal for singles, couples, families, & business travelers.

4.96 out of 5 average rating, 226 reviews
Guest favorite
A serene view of a calm waterway is presented, featuring a long pier extending into the horizon. Gentle ripples reflect the blue sky dotted with fluffy white clouds. The landscape around the water includes patches of grass, enhancing the tranquil atmosphere of the setting.
Townhouse in Hampton

*Beautiful Water Views* King Bed*Fast WIFI

Do you desire Peace, Quiet & Tranquility? This townhome is the PERFECT getaway! It's RIGHT on the water and features the following: *Newer Furnishings! *Blazing Fast Panoramic WIFI & Dedicated Workspace *Bedroom 1: KING size bed overlooking the water. Not a bad way to wake up?!? *Gourmet Kit w/Granite Countertops, Stainless Steel Appliances, complete w/a Convection Oven & Coffee Maker & Creamers * Smart TVs w/Adjustable Wall Mounts for your view preference, in Each Bedroom & Living Room.

4.98 out of 5 average rating, 113 reviews
Top guest favorite
A charming residential street is depicted, featuring a row of two-story townhouses with varying exterior colors. Each unit is complemented by front steps leading to a door adorned with a seasonal wreath. Lush greenery and trees line the sidewalk, providing a peaceful setting.
Townhouse in Old Town

Alexandria Old Town Charm

Location. Location. Location. Immerse yourself in all that historic Old Town Alexandria Virginia has to offer. This beautifully furnished town home is wonderfully located on a quiet, picturesque, tree lined street. Take a short walk through the city's storied neighborhoods to its great restaurants, music venues and historic sites. Take the free Old Town Trolley to the King Street Metro and then on to Washington DC or a short Uber ride to National Harbor and it bustling convention centers.

4.96 out of 5 average rating, 338 reviews
Top guest favorite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

4.97 out of 5 average rating, 539 reviews
Top guest favorite
A bright living room is showcased with hardwood flooring and a large area rug. A sectional sofa is displayed with decorative pillows. A coffee table sits at the center, and artwork adorns the walls, adding a modern touch. The dining area is partially visible in the background.
Townhouse in Inner Harbor

Charming Little Italy Townhouse + Free Parking

⭐ LOCATION, LOCATION, LOCATION! ⭐ Stay in the heart of Downtown Baltimore in our Little Italy townhouse—just a 10-min walk to the National Aquarium, 20-min to the Convention Center, and steps from the Inner Harbor. This 3BR/2BA home features cozy living & dining areas, a modern kitchen, workspace, outdoor sitting area, and FREE private parking (a rare find downtown!). Walk to Pier 6 Pavilion, Starbucks, shops, museums, restaurants & bars—the perfect base to explore Downtown Baltimore!

4.94 out of 5 average rating, 265 reviews
Guest favorite
A bright and airy dining area features a large wooden table surrounded by six modern green chairs. Decorative wall art made of woven materials enhances the space, while a view of greenery is visible through the adjacent doors leading to the patio.
Townhouse in Georgetown

Terraced Townhouse Getaway in Georgetown

This three story townhouse offers the perfect getaway within the city. An uplifting space ideally located on a quaint block of Burleith; just a short walk to Georgetown Campus and at a convergence of parks and lush pathways. A spacious and sunlit home suited for families, groups of friends, and Georgetown graduate students. Plenty of restaurants, cafes and a variety of super markets to reach by foot. All main historical and national attractions within a 4 mile radius.

4.97 out of 5 average rating, 358 reviews
Top guest favorite
The exterior of a two-story duplex is featured, showcasing a light brown facade with white trim. A peach-colored front door is visible, adorned with a decorative lantern. Several windows are framed by black shutters, and greenery lines the pathway leading to the entrance.
Townhouse in Leonardtown

Charming Duplex in the heart of Leonardtown

This bright, stylish duplex is the perfect base to explore St Mary’s county. Nestled in downtown Leonardtown , this contemporary living space has everything to make you feel at home – WiFi, Netflix, washer and dryer, queen size beds in 2 of the 3 bedrooms, two twin beds in the 3rd. Kitchen is well equipped with just about everything you might need including basic spices, sugar and cooking oil. Spend your evenings relaxing on the back deck under the soft lighting.

4.99 out of 5 average rating, 125 reviews
Guest favorite
A spacious living area features a large sectional sofa and two armchairs, complemented by a coffee table and area rug. Natural light floods through sliding glass doors that lead to a private deck, with water views visible from the room. Decorative wall art adds a calming touch.
Townhouse in Ocean City

Bayfront Townhouse: Fishing, Sunsets & Family Fun!

Escape to this stunning, updated bayfront townhouse in midtown Ocean City! Featuring 3 bedrooms with 3 ensuite bathrooms, enjoy breathtaking sunsets from your private deck. This entertainer's dream offers a spacious open layout with a gourmet kitchen and waterfall countertops. Benefit from two assigned parking spots, fish directly off the back deck pier, a local favorite fishing spots, you'll love the waterfront access and relaxing atmosphere.

4.91 out of 5 average rating, 295 reviews

Popular amenities for townhouse rentals near Chesapeake Bay

Quick stats about townhouse rentals near Chesapeake Bay

  • Total vacation rentals

    Explore 240 vacation rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Chesapeake Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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