
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.

Gorgeous 3BR Colonial w/ Private Backyard Oasis
Our home is bright, cozy, and thoughtfully designed for families to feel completely at ease. Enjoy a fully equipped kitchen, comfy living areas, fast Wi-Fi, laundry, and a private backyard, perfect for relaxing, dining outside, or letting kids play. The neighborhood is quiet, walkable, and full of kind, welcoming neighbors. Guests often highlight how peaceful, clean, and inviting it feels. *** Note: Quiet hours begin at 11 PM, and parties are not allowed to maintain a restful atmosphere. ***

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.

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.

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.

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.

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!

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!

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.

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 townhouses

Cozy Private Entry 1BR1BA Suite Close to GMU & DC

Newly renovated two bedroom rowhouse in Alexandria

Chic’s Beach Oceanfront 3BR Home With Deck Views

Walk to Beach and Park! Outdoor shower:Fenced Yard

2BR Capitol Hill Light Filled Home Family Friendly

Walkable 2 Orioles & Ravens Stadium

Quiet, Eclectic 2-Bedroom Townhouse in Old Town

English basement -1 BR apartment in Bloomingdale:
Townhouse rentals with a washing machine and dryer

Cozy 1BR Basement | Private Entry & 1 free Parking

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

Beautiful Townhome Downtown Annapolis

Waterfront Home In Heart Of Historic Fells Point

Luxurious home 3 BDR/3.5BA Peloton, King size bed

Luxury H St. Private Apartment.

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Cheerful 2-bedroom row house with rooftop deck
Townhouses with a patio

Beautiful Townhome in Shaw/Bloomingdale

Historic Mill Workers Cottage

CapHill Oasis Townhouse-Free Parking-EasternMarket

2BR/2BA Apartment with Patio Next to Zoo & Metro

Shaw Chic Oasis: Metro-Accessible 2BR Rowhouse

Positive vibes on Market St

Tasha's Townhouse *King, Queen, Twin*

Beautiful Downtown Annapolis Townhome!
Other townhome holiday rentals

Lighthouse Cottage

Stylish Modern Basement Suite w/ Private Entrance

Washington Street Victorian | King bed | hot tub

2BD+Den: BeachAccess| KingBedsI FencedYard| DogsOk

Charming Townhouse in Historic Old Town Alexandria

Modern Retreat | 3mi to Stadium, Parking + Metro

‘Dockside Retreat’ -pool, minutes to OC/beaches

Urbanna Vacation Station
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 $51 NZD 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 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
230 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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