
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.

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!

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.

*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.

Comfortable Studio Apartment
A cute studio apartment in the basement of a newly renovated home. Guests have a private entrance with their own private bathroom. You also have use of a full-size washer and dryer. Other amenities include an honor bar stocked with beer and wine, an arcade style game with over 200 popular titles including Ms. Pac Man, and coffee/tea. Please note that we live upstairs, but the space is private. It is separated by a stairwell and a locking door. It is comparable to a hotel room, but nicer.

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 :)

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!

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.

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.

McKinley Duplex
Enjoy the Ocean and Bay Views from the roof top deck of this Pet Friendly duplex located in the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 King, 1 Queens, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area!

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!

Vibe District • Near Beach • Balcony • Sleeps 6
Stay in the heart of Virginia Beach’s Vibe District in this stylish townhome 🌊 Located near the upcoming Atlantic Park and just minutes from the beach, you’ll be surrounded by top restaurants, breweries, and local attractions. Enjoy a comfortable layout, private balcony for sunsets, and all the essentials for a relaxing stay. Perfect for couples, families, or small groups looking for a vibrant coastal getaway.
Popular amenities for townhouse rentals near Chesapeake Bay
Family-friendly townhouse rentals

Cozy Private Entry 1BR1BA Suite Close to GMU & DC

Beach Days & Quiet Nights | 3BR Home Near Bethany

2BR Capitol Hill Light Filled Home Family Friendly

Charming Bethany Beach Getaway Pickle Ball

Beach Paradise 108D - Beach Home at Broad Marsh OC

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Newly renovated two bedroom rowhouse in Alexandria

Heron's Nest Back Creek Villa Covered Deck
Townhouse accommodation with a washing machine and dryer

Beautiful Townhome in Shaw/Bloomingdale

Comfy Home in Charming Hampden

Bayfront Townhouse: Fishing, Sunsets & Family Fun!

Charming Little Italy Townhouse + Free Parking

Historic 3 Bedroom Downtown Annapolis Townhome

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

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

Shaw Chic Oasis: Metro-Accessible 2BR Rowhouse
Townhouse rentals with a patio

Cheerful 2-bedroom row house with rooftop deck

Cozy 1BR Basement | Private Entry & 1 free Parking

Modern, Luxury 3bd/2ba row home in Capitol Hill

Discover Charm City from a Cozy Retreat.

Luxury H St. Private Apartment.

CapHill Oasis Townhouse-Free Parking-EasternMarket

Stunning Home near Hopkins, Fells Point & Downtown

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN
Other townhome holiday rentals

Fells Point Charm with a View

Elegant Old Town Row Home with Oasis Back Garden

Two-Level Capitol Hill Home | Parking + Metro

Renovated Basement Studio 300ft to Metro!

360° Rooftop Views of Downtown & 3-SUV Parking!

Cozy Townhouse on Cambridge Marina

Luxury Bayfront Retreat - Exclusive Waterfront

Lighthouse Cottage
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 £22 per night before taxes and fees

Verified guest reviews
Over 10,550 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
230 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
- Chincoteague Island
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
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- Nauticus
- Chrysler Museum of Art
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Mount Trashmore Park
- USS Wisconsin (BB-64)
- Sandy Bottom Nature Park





