
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.

Beach Passes, King Bed - hosted by A Haven Away
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

Walkable 2 Orioles & Ravens Stadium
Experience the best of Baltimore from our Federal Hill location! You"ll be steps away from some of the city's top restaurants, bars, West Covington Park, M&T Bank Stadium, Camden Yard, and more! Take a stroll through the charming streets to the nearby Federal Hill Park for stunning views of the Inner Harbor. Enjoy easy access to major highways and public transportation, making it easy to explore all the city has to offer. You'll find something for everyone within walking distance of our space.

2 Bed Bath Otakon and Citi Open Metro Pet Friendly
Welcome to Maison du Voyageur Noir. We are delighted to host you during a vibrant late summer stretch in Washington, DC, with Citi Open tennis, Otakon, DC250 experiences, Smithsonian exhibitions, National Mall activities, and Southeast DC traditions bringing extra energy to the city. Culture-forward and group-friendly: Well-suited for families, couples, and friends who want a comfortable home after days filled with museums, tennis, design installations, dining, and neighborhood exploration.

Newly Renovated Beautiful 3 bedroom home!
Spacious 3 bedroom 2 1/2 bath home in historic Brookland DC. This home includes a pool table, PS5, 3 mounted TV's, full house sound system, washer and dryer, and a beautiful eat in kitchen with new black stainless steel appliances. Bedroom #1 has a king size bed, #2 had a full sized bed, and #3 has a bunk bed with a twin over a full. Off street parking for one car. Non metered residential parking for more cars. Entire home recently fully renovated. Convenient location to downtown DC.

*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.

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.

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 :)

TOWNSAND 1 block to ocean 1 block to dine/imbibe
Where the city meets the sea. One block to the beach and boards, one block to the best restaurants in Rehoboth. Townsand loft is the perfect location for your stay in Rehoboth. Park the car in the dedicated off street spot in front of Townsand and walk to everything. This light filled home features a designer renovation with exposed rafters, upscale full kitchen, custom bathroom and vaulted ceilings. The sleeping loft makes for a cozy slumber after a day of sun and a night on the town.

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!

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.

Elegant Townhome in Arlington Kid-Friendly
Elegant 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.

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.
Popular amenities for townhouse rentals near Chesapeake Bay
Family-Friendly townhouses

On Beach 3BD+Loft: Sauna|HotTub|Billard|FencedDeck

Bring your Pet! Arlington Cozy & Clean Home!

Historic Home Next to Capitol, Walk to Everything

Terraced Townhouse Getaway in Georgetown

Back Creek Villa Covered Deck

Vintage Townhome | Heart of Fells Point

STUDIO SUITE IN THE TREE TOPS:ADAMS MORGAN,WOODLEY

Historic Row Home Near Conv Center w/ Tank Pool
Townhouse rentals with a washing machine and dryer

Modern Beach Vibe - Rehoboth Beach

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Garden Retreat on Carroll Creek + Free Parking!

Parkfront Hot Tub Haven for Families & Pets

The Cigar House in the heart of Old Town

Entire Upper Fells Point 3 Bedroom Beauty!

Awesome 28th Street Beach Block Location!

The Potomac
Townhouses with a patio

Beautiful Townhome in Shaw/Bloomingdale

Discover Charm City from a Cozy Retreat.

Cheerful 2-bedroom row house with rooftop deck

Positive vibes on Market St

Cozy 1BR Basement | Private Entry & 1 free Parking

Historic 3 Bedroom Downtown Annapolis Townhome

Fed Hill ☆ Parking ☆ Deck ☆ Walk Score 95 ☆ Harbor

Modern, Luxury 3bd/2ba row home in Capitol Hill
Other townhome holiday rentals

Modern 4-Story Townhome Retreat Minutes From DC

Perfect place for your family

Spacious Townhome Near DC | Garage & Workspace

The Peach at the Beach ~ nice pool!

Modern Retreat | 3mi to Stadium, Parking + Metro

The Brick House Retreat w/ *HOT TUB*

Sitting on the Dock of the Bay | 8 min to Buckroe

Bayfront - Walk to Beach & Boardwalk - King Bed
Quick stats about townhouse rentals near Chesapeake Bay

Total holiday rentals
Explore 250 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 10,200 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 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, 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
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Old Dominion University
- Chrysler Museum of Art
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Neptune's Park
- Nauticus
- The Mariners' Museum
- Virginia Zoological Park
- Town Point Park
- Virginia Living History Museum
- Hampton University
- Cape Henry Light House
- USS Wisconsin (BB-64)





