
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

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.

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.

Beach house on lake!
2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

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.

Cozy 1BR Basement | Private Entry & 2 free Parking
Wake up to the charming sound of birds from the wooded park just behind this cozy retreat. Enjoy the electric recliner and 65” smart TV by the fireplace. Custom-built open kitchen (no oven), comfortable queen bedroom, private full bath, laundry, and fenced backyard for relaxing privacy. Perfect for couples or business travelers—minutes to Kingstowne, Ft. Belvoir, National Harbor, Old Town Alexandria & Washington DC, with easy metro access and two assigned parking spaces.

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!

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

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

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

2BR Capitol Hill Light Filled Home Family Friendly

Family-Friendly Retreat at Quiet Delaware Beach

Back Creek Villa Covered Deck

The Peach at the Beach ~ nice pool!

Walkable 2 Orioles & Ravens Stadium

2BR/2BA, Close to Metro, Smithsonian, Pet Friendly
Townhouse rentals with a washing machine and dryer

Fells Point - Close to Attractions

Beautiful Downtown Annapolis Home!

STUDIO SUITE IN THE TREE TOPS:ADAMS MORGAN,WOODLEY

Newly Renovated Beautiful 3 bedroom home!

Entire Home - Close to Beach - Pet Friendly

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

Victorian Townhouse old town Alexandria

Waterfront GEM - HUGE HOME for FAM/WORK/FUN!
Townhouses with a patio

Discover Charm City from a Cozy Retreat.

Exclusive Sunken Living Room Soaring Exposed Brick

CapHill Oasis Townhouse-Free Parking-EasternMarket

Cheerful 2-bedroom row house with rooftop deck

Positive vibes on Market St

Cozy Oasis-Spacious 4 Bedroom Condo!

Bayfront 3-Bed Townhome W/Linens & Beach Gear.

Quarry Landing • River Views in Historic Town
Other townhome holiday rentals

Charming Historic Townhouse Steps From USNA

Oceanfront Getaway Private Beach & Stunning View

50 Steps to Beach! Rooftop & Modern Coastal Vibes!

Spacious Townhome Near DC | Garage & Workspace

Cozy Cottage in Columbia

Luxe Row Home Steps to USNA Gate 3!

Vacation Home In Pasadena!

*BrandNEW*Sage & Serenity*Kng Bd
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 $43 AUD 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
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- First Landing Beach
- Hampton University
- Old Dominion University
- Chrysler Hall
- Virginia Living History Museum
- Neptune's Park
- USS Wisconsin (BB-64)
- Harbor Park




