
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.

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, 214 reviews
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!
4.97 out of 5 average rating, 201 reviews
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, 252 reviews
*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, 115 reviews
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, 340 reviews
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, 545 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!
4.98 out of 5 average rating, 276 reviews
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
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, 361 reviews
Comfy Home in Charming Hampden
2 bedroom + den on cute street in Hampden/Wyman Pk. Quick walk to restaurants & shops on The Avenue as well as Hopkins University and The Baltimore Museum of Art. Minutes drive to downtown, train station. Front porch & back yard. Over a century old, with updates and character. Please note the 1/2 bath is located in the basement. Also, there is a 10 step flight of steps from the street to the main level and a flight of steps to main bath and bedrooms on the second floor.
4.95 out of 5 average rating, 513 reviews
Unique 2bd townhouse quietly located in the city.
Our peaceful and unique townhome is located in historic Pigtown. It is centrally located to many things the city has to offer. Just 1.5 miles from INNER HARBOR/AQUARIUM, 0.5 miles from the M & T Bank stadium, 0.7 miles from Top Golf, and the University of Maryland, 0.9 miles from the Horseshoe Casino, all within walking . Although downtown, the home offers a quiet and serene feeling, with the true literal meaning of your home away from home!
4.98 out of 5 average rating, 226 reviews
Chic’s Beach Oceanfront 3BR Home With Deck Views
🌊 Direct beachfront location at Chic’s Beach 🌅 Ocean views from all 3 levels 🏡 Spacious 3BR home sleeps up to 8 🛏️ King, 2 Queen beds + twin-over-full bunk 🌴 Multiple private decks for relaxing outdoors 🍳 Fully stocked kitchen for easy meals 🛋️ Open living area perfect for gathering 📶 Fast Wi-Fi + Smart TVs throughout 🧺 In-home washer and dryer 🚶 Walk to local dining and beach favorites
4.86 out of 5 average rating, 112 reviewsPopular amenities for townhouse rentals near Chesapeake Bay
Family-friendly townhouse rentals

McKinley Duplex
4.91 out of 5 average rating, 139 reviews
Cozy Private Entry 1BR1BA Suite Close to GMU & DC
4.9 out of 5 average rating, 114 reviews
Beach Days & Quiet Nights | 3BR Home Near Bethany
4.94 out of 5 average rating, 290 reviews
Comfortable Studio Apartment
4.97 out of 5 average rating, 516 reviews
Oceanfront-Dome/Wavegarden-VIBE Restaurants/Beach
4.97 out of 5 average rating, 214 reviews
Beach Paradise 108D - Beach Home at Broad Marsh OC
4.88 out of 5 average rating, 268 reviews
Waterfront Bethany Marina Escape
4.98 out of 5 average rating, 117 reviews
Lover's Cove
4.9 out of 5 average rating, 381 reviewsTownhouse rentals with a washer and dryer

Perfect Location by Fed Hill Park 2Bdr/2.5Ba
4.96 out of 5 average rating, 228 reviews
Elegant Old Town Row Home with Oasis Back Garden
4.9 out of 5 average rating, 333 reviews
Beautiful Downtown Annapolis Townhome!
5.0 out of 5 average rating, 120 reviews
Historic Downtown Property
4.81 out of 5 average rating, 315 reviews
Waterfront Home In Heart Of Historic Fells Point
4.96 out of 5 average rating, 333 reviews
Bayfront Townhouse: Fishing, Sunsets & Family Fun!
4.91 out of 5 average rating, 297 reviews
Cozy 1BR Basement | Private Entry & 1 free Parking
4.92 out of 5 average rating, 297 reviews
Beautiful Townhome Downtown Annapolis
4.89 out of 5 average rating, 186 reviewsTownhouse rentals with a patio

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN
4.95 out of 5 average rating, 132 reviews
Positive vibes on Market St
4.98 out of 5 average rating, 177 reviews
Luxurious home 3 BDR/3.5BA Peloton, King size bed
4.93 out of 5 average rating, 111 reviews
Vibe District • Near Beach • Balcony • Sleeps 6
4.97 out of 5 average rating, 106 reviews
Modern, Luxury 3bd/2ba row home in Capitol Hill
4.94 out of 5 average rating, 157 reviews
Charming Townhome in Old Town!
4.93 out of 5 average rating, 168 reviews
Tasha's Townhouse *King, Queen, Twin*
4.86 out of 5 average rating, 250 reviews
Charming Townhouse Near Downtown
4.94 out of 5 average rating, 119 reviewsOther townhome vacation rentals

Parkfront Hot Tub Haven for Families & Pets
4.96 out of 5 average rating, 619 reviews
The Hunt's Beach House
4.89 out of 5 average rating, 277 reviews
‘Dockside Retreat’ -pool, minutes to OC/beaches
5.0 out of 5 average rating, 67 reviews
Cozy Townhouse on Cambridge Marina
4.78 out of 5 average rating, 40 reviews
Vacation Home In Pasadena!
4.67 out of 5 average rating, 76 reviews
Rooftop bay and river views
4.98 out of 5 average rating, 80 reviews
Walking Distance to Marinas & Main St!
4.91 out of 5 average rating, 92 reviews
Beach Paradise 214-New Townhouse with Pool, Garage
4.9 out of 5 average rating, 68 reviewsQuick 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$6,277 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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- Townhouse rentals United States
- Chincoteague Island
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Old Dominion University
- Norfolk Botanical Garden
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
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- Chrysler Museum of Art
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Mount Trashmore Park
- Fort Monroe National Monument
- USS Wisconsin (BB-64)





