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.

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Top guest favourite
A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.
Townhouse in North Beach
4.96 out of 5 average rating, 239 reviews

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

Top guest favourite
A spacious living area features a comfortable sectional sofa facing a coffee table. A decorative fireplace is positioned beneath a white brick wall. Soft natural light filters through the windows, illuminating a dining table set for four in the background.
Townhouse in Washington
4.98 out of 5 average rating, 413 reviews

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!

Top guest favourite
The exterior of the house features a deep green wooden facade. A prominent sign displaying 'CIGARS EST. 1908' is mounted above a large window. A stylish front door with a sleek design and a wall-mounted lantern are also visible. Bare branches from a tree cast delicate shadows across the facade.
Townhouse in Alexandria
4.96 out of 5 average rating, 109 reviews

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.

Top guest favourite
A colorful living area features a spacious leather sofa paired with two armchairs. A wooden coffee table sits atop an ornate area rug, while a glass display cabinet showcases decorative items. Light streams in through the large glass doors that lead to an outdoor space.
Townhouse in Arlington
4.96 out of 5 average rating, 390 reviews

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.

Top guest favourite
A charming residential street is depicted, featuring a row of two-story townhouses with varying exterior colors. Each unit is complemented by front steps leading to a door adorned with a seasonal wreath. Lush greenery and trees line the sidewalk, providing a peaceful setting.
Townhouse in Alexandria
4.95 out of 5 average rating, 318 reviews

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.

Top guest favourite
An inviting living space features a dark gray sofa adorned with decorative pillows. The architectural staircase made of rich wood adds a striking element, while built-in bookshelves display a collection of books. Natural light enhances the warm ambiance of the room.
Townhouse in Alexandria
4.91 out of 5 average rating, 321 reviews

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.

Top guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 510 reviews

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 :)

Top guest favourite
An open living space features exposed wooden beams and large windows allowing natural light to fill the room. A comfortable white sofa sits alongside a stylish wooden coffee table, with a modern lamp and decorative items on display. The kitchen is equipped with stainless steel appliances and a white cabinetry design.
Townhouse in Rehoboth Beach
4.99 out of 5 average rating, 269 reviews

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.

Top guest favourite
A cozy living area features a dark leather sofa and an accent chair beside a wooden table made from stacked logs. Wall art depicting serene coastal scenes is displayed above the sofa, while a lantern emits a soft glow in the corner, creating an inviting environment.
Townhouse in Baltimore
4.96 out of 5 average rating, 308 reviews

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.

Guest favourite
A cozy outdoor space is highlighted by a circular fire pit surrounded by comfortable seating. Twinkling string lights hang overhead, enhancing the inviting atmosphere. A wooden fence provides privacy, while trees can be seen in the background, adding a natural touch.
Townhouse in Arlington
4.95 out of 5 average rating, 146 reviews

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.

Guest favourite
A charming brick exterior features a welcoming entryway with a covered porch. Lush greenery surrounds the home, enhancing its connection to the natural landscape. The building's architectural details are complemented by vibrant flowerpots and an American flag displayed on the side.
Townhouse in Washington
4.86 out of 5 average rating, 190 reviews

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

Top guest favourite
The bedroom features a spacious bed with a navy blue comforter. A sliding glass door opens to a wooden deck, framed by sheer curtains. Adjacent, two decorative vases with yellow flowers are positioned next to a textured wall. Warm wooden flooring enhances the inviting atmosphere.
Townhouse in Baltimore
4.98 out of 5 average rating, 209 reviews

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

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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