Townhouse holiday rentals near Chesapeake Bay

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Top-rated townhouse rentals near Chesapeake Bay

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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, 217 reviews

Walk to Beach! King Bed & Free Beach Passes

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

Guest favourite
The exterior of a historic townhome is showcased, featuring red brick walls and black shutters. Lush greenery and colorful flowers enhance the garden area. A flag may be seen hanging from the building, set against a clear blue sky.
Townhouse in Annapolis
4.95 out of 5 average rating, 169 reviews

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.

Top guest favourite
Large windows in a cozy corner offer expansive views of a sunset over the water, casting warm hues across the sky. The gentle light reflects on the calm surface, creating a serene atmosphere for relaxation.
Townhouse in Tilghman Island
5 out of 5 average rating, 49 reviews

Tilghman Island Waterfront Home w/Stunning Sunsets

Tilghman Island, MD Waterfront Townhome - 1 master bedroom suite + 1 other bedroom Immerse yourself in luxury (with a casual vibe) at our newly renovated home with sunrise & sunset views. Discover the Watermen's way of life. Find peace, wildlife, history, great fishing, blue crabs and oysters. The marina offers boat rentals to explore the marshes, bay, and/or rivers. Our home faces West for panoramic sunsets over the water. Cozy up on the sofa to read or watch a show on the large screen TV.

Guest favourite
An inviting living area features a modern fireplace adorned with a decorative screen, set against a backdrop of white walls. A sleek table with a wooden base is paired with a light-colored sofa. Natural light fills the space, highlighting the hardwood flooring and a stack of firewood to the side.
Townhouse in Alexandria
4.98 out of 5 average rating, 368 reviews

Luxuriously Restored Loft in Historic Old Town Alexandria

Build a wood fire to stay cozy in this artfully converted warehouse, or sip a coffee alfresco on the lavender lined patio. Exposed brick walls and bleached timber beams recall its 1818 vintage. A curated collection of high-end furnishings, designer lighting fixtures, and an updated kitchen provide modern luxuries. * Guest comfort and safety is our highest priority: In addition to a rigorous cleaning regiment, guests have exclusive use of the entire townhouse and private street level entry.

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, 475 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 :)

Guest favourite
The beachfront home is positioned within a serene neighborhood, featuring a spacious deck and elegant exterior. Bright lights glow from multiple windows, indicating a welcoming interior. Lush greenery surrounds the property, enhancing the sense of tranquility in this coastal setting.
Townhouse in Norfolk
5 out of 5 average rating, 13 reviews

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

Located right on the beach and overlooking the scenic Chesapeake Bay, this beachfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure. Marvel at the panoramic views and dramatic colors from sunrise to sunset. Go for a swim or relax, soak up the sun & let the gentle sea breeze wash your worries away! You’ll love the direct private beach access, hot tub, sauna, chef’s kitchen, game room with pool table, bar areas, large deck and more!!

Guest favourite
The living room features a vibrant color palette with an orange sofa and blue armchairs arranged around a wooden coffee table. A gas fireplace is framed by custom-built shelves, displaying various decorative items. Large windows allow natural light to flood the space, softened by sheer drapes.
Townhouse in Alexandria
4.93 out of 5 average rating, 76 reviews

Luxury Townhome Minutes From DC

Take a video tour by scanning the code! Indulge in luxury and comfort at our meticulously designed 3 bedroom, 2.5 bathroom haven, perfect for big families, groups, or those seeking an unforgettable getaway. Nestled minutes away from Washington DC, Arlington, and Old Town Virgina. This is more than a place to stay; it's an immersive experience in luxury living. Welcome to your home away from home, where luxury meets convenience, and every detail is designed to elevate your stay.

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
4.97 out of 5 average rating, 258 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
An open-concept living area features wooden ceiling beams and natural light flowing in from the adjacent kitchen. A comfortable sofa is positioned near a console table with a large TV, while a plant adds a touch of greenery to the space.
Townhouse in Alexandria
4.94 out of 5 average rating, 184 reviews

Newly renovated two bedroom rowhouse in Alexandria

Enjoy this newly renovated three story row house in Potmac Yard. My home features a brand new modern kitchen with all of the amenities you would find at home, updated bathroom with deep soaker tub and plenty of parking on site. You are within a 5 minute drive to the airport, 10 minutes to Old Town and Arlington and 15 minutes to DC. Not to mention 10 minute walking distance to the new Potomac Yard metro, many shops and restaurants. This is your home away from home.

Top guest favourite
A bright and inviting basement suite features a queen bed with green and white striped bedding. A cozy sofa is positioned next to a staircase leading to the upper level. A small microwave is visible on a shelf nearby, adding to the functionality of the space.
Townhouse in Baltimore
5 out of 5 average rating, 16 reviews

Private basement and entrance

Relax in this peaceful SUITE. The renovated basement SUITE has a private entrance and long-term stay facilities, including a free in-unit washer and dryer, refrigerator, and stove. Convenience stores are just a minute's walk away in a walkable neighborhood We are proud to provide 5-star services for our guests, ensuring they have the best time during their stay with us. Please note that: ==> ***We do not accommodate reservations for someone else*** <==

Top guest favourite
An open-concept living area features a comfortable grey sectional sofa and stylish chairs arranged around a circular coffee table. Natural light fills the space from large windows, illuminating the modern decor and warm wood accents. A flat-screen TV is mounted on the wall opposite the seating.
Townhouse in Cambridge
4.96 out of 5 average rating, 55 reviews

New, Intown Waterfront Townhome w/Pool + Location!

Perfect, large property for an extended, family or group stay at this superb Chesapeake retreat -- part of a gated, waterfront community with a pool, marina, and boardwalk situated right on the Cambridge waterfront. Downtown Shops & Restaurants - 5 min walk! Sailwinds Park and Marina - 10 Min Walk Richardson Maritime Museum - 9 Min Walk Harriet Tubman Visitors Center - 10 Min Drive Blackwater National Wildlife Refuge - 10 Min Drive

Guest favourite
A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.
Townhouse in Port Deposit
4.96 out of 5 average rating, 231 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Popular amenities for townhouse rentals near Chesapeake Bay

Quick stats about townhouse rentals near Chesapeake Bay

  • Total rentals

    240 properties

  • Nightly prices starting at

    £22 before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore