
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

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.

2BR/2BA, Close to Metro, Smithsonian, Pet Friendly
Step into our thoughtfully designed 2BR/2BA retreat in historic Anacostia, where hand-selected African art meets refined comfort. Entertain in a chef-caliber kitchen, unwind on the serene private deck, and enjoy hotel-level details throughout. Featuring a private entrance, secure parking, plush queen beds, blazing-fast Wi-Fi, smart TV, washer/dryer, and climate control. A 10-minute walk to Metro, museums, and Capital One Arena. Pets welcome. We look forward to hosting you.

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.

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.

Romantic Hot Tub Getaway, Walk to Fells Point
Located on a quiet street in a safe neighborhood, this one-bedroom Baltimore rowhome is ideal for a couple or single traveler. Luxury touches include a walk-in rain shower with separate bathtub, wide variety of soaps, shampoos and essential toiletries, gourmet coffeemaker, outdoor hot tub, private washer/dryer, ultra-plush bedroom carpet and more. Blazing fast wifi, free premium streaming, coffee, teas, clean linens and more are also included with your reservation.

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 townhouses

Oceanfront Getaway Private Beach & Stunning View

Fells Point - Close to Attractions

McKinley Duplex

Terraced Townhouse Getaway in Georgetown

2BR Capitol Hill Light Filled Home Family Friendly

1811 Historic Stone Hill Home: Private Sanctuary

Comfy Home in Charming Hampden

Spacious Bethany Beach Retreat Pool Pickle Ball
Townhouse rentals with a washing machine and dryer

Beautiful Townhome in Shaw/Bloomingdale

Bring your Pet! Arlington Cozy & Clean Home!

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

*Beautiful Water Views* King Bed*Fast WIFI

Historic Mill Workers Cottage

Victorian Townhouse old town Alexandria

Bayfront Townhouse: Fishing, Sunsets & Family Fun!

Luxury H St. Private Apartment.
Townhouses with a patio

Garden Retreat on Carroll Creek + Free Parking!

CapHill Oasis Townhouse-Free Parking-EasternMarket

Cheerful 2-bedroom row house with rooftop deck

Cozy Oasis-Spacious 4 Bedroom Condo!

Positive vibes on Market St

Historic 3 Bedroom Downtown Annapolis Townhome

Newly Renovated Beautiful 3 bedroom home!

2BR/2BA Apartment with Patio Next to Zoo & Metro
Other townhome holiday rentals

Charming Historic Townhouse Steps From USNA

Renovated Basement Studio 300ft to Metro!

Luxurious & Cozy ~ 5* Location ~ Scenic Canal View

Back Creek Villa Covered Deck

Charming Downtown Annapolis Retreat

Spacious Townhome Near DC | Garage & Workspace

Upscale DC Row Home I Central I Parking I Fire Pit

The Peach at the Beach ~ nice pool!
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 $42 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!
Destinations to explore
- Boutique hotels Chesapeake Bay
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- Townhouse rentals United States
- Busch Gardens Williamsburg
- Virginia Beach Oceanfront
- Chincoteague Island
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Hampton University
- First Landing Beach
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Town Point Park
- Old Dominion University
- Virginia Living History Museum
- Chrysler Hall
- Neptune's Park
- USS Wisconsin (BB-64)
- Harbor Park





