
Townhouse 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

CapHill Oasis Townhouse-Free Parking-EasternMarket
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!

The Cigar House in the heart of Old Town
The "Cigar House" was originally permitted in 1908 to be a cigar shop. (original permit is our feature wall). This home was rebuilt in 2018 to incorporate historical charm with modern day features. Located only a few blocks from the Metro and King Street 13 blocks from the water. Private parking spot avail. Walk about town to enjoy Old Towns' shops & restaurants local theatre, take the metro to DC to visit museums or take the water taxi across the river to National Harbor to the casino.

Bring your Pet! Arlington Cozy & Clean Home!
Bright and artsy duplex, located minutes away from Fort Myer, Army Navy Country Club and Golf, Pentagon City Mall, Ballston and Clarendon. 12 minute drive to the White House! Free street parking A fresh sparkling clean & updated unit with new modern style kitchen. Fun procured art work and posters- locally sourced furniture for a private and personal relaxing and peaceful stay close to the heart of Washington DC. You will have a nice private, gated and fenced backyard for your morning coffee.

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.

Elegant Old Town Row Home with Oasis Back Garden
Stylish and timeless, this two-bed townhouse in the heart of the city boasts floor to ceiling bookshelves, an architectural staircase, wood burning fireplace and a lush private back garden bedecked in festoon lights. An unbeatable location--you can walk anywhere: cafes, restaurants, the metro, yoga, grocery stores, shops and boutiques galore. Safe, family and dog friendly Old Town, like its D.C. neighbor Georgetown, is walkable, charming and filled with top class restaurants and bars.

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.

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.

STUDIO SUITE IN THE TREE TOPS:ADAMS MORGAN,WOODLEY
Private living/sleeping space in home overlooking Rock Creek Park. Studio bedroom has a cathedral ceiling, sleeping loft and living eating space. Private bathroom. AC /heating unit. Separate study/ bedroom looks onto park. Access to spectacular roof deck, kitchen and family home with all amenities including laundry and parking: All in the heart of Adams Morgan/Kalorama Excellent for a single person and/or a couple: the loft stairs are steep LGBTQ friendly

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!
Popular amenities for townhouse rentals near Chesapeake Bay
Family-friendly townhouse rentals

Modern Beach Vibe - Rehoboth Beach

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Chic’s Beach Oceanfront 3BR Home With Deck Views

Terraced Townhouse Getaway in Georgetown

2BR Capitol Hill Light Filled Home Family Friendly

Family-Friendly Retreat at Quiet Delaware Beach

Walkable 2 Orioles & Ravens Stadium

Waterfront Gem with Free Parking
Townhouse accommodation with a washing machine and dryer

Fells Point - Close to Attractions

Exclusive Sunken Living Room Soaring Exposed Brick

Historic 3 Bedroom Downtown Annapolis Townhome

Charming 3BR Rowhouse in Shaw/Bloomingdale

Stunning Home Near Supreme Court and Capitol

Charming Little Italy Townhouse + Free Parking

Central, Bright, Cozy House in Exciting Shaw

Entire Upper Fells Point 3 Bedroom Beauty!
Townhouse rentals with a patio

Beautiful Townhome in Shaw/Bloomingdale

Garden Retreat on Carroll Creek + Free Parking!

Spacious Home in Richmond's Fan

Cheerful 2-bedroom row house with rooftop deck

Positive vibes on Market St

Cozy 1BR Basement | Private Entry & 2 free Parking

Newly Renovated Beautiful 3 bedroom home!

Fed Hill ☆ Parking ☆ Deck ☆ Walk Score 95 ☆ Harbor
Other townhome holiday rentals

Unique renovated townhouse with private backyard

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

Oceanfront Getaway Private Beach & Stunning View

Coastal Crush | Steps to the Sand + Rooftop Lounge

Back Creek Villa Covered Deck

Charming Downtown Annapolis Retreat

Spacious Townhome Near DC | Garage & Workspace

The Brick House Retreat w/ *HOT TUB*
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 $38 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
240 of Chesapeake Bay holiday rentals include wifi 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
- Grommet Island Park
- Norfolk Botanical Garden
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- Kingsmill Resort
- Chrysler Museum of Art
- Old Dominion University
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