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.

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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, 240 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
An arcade game room is displayed with various vintage games lined against a wooden wall. Colorful lights and greenery hang overhead, creating a lively atmosphere. Comfortable seating is arranged on a green carpet, inviting guests to relax and enjoy the gaming experience.
Townhouse in Baltimore
4.99 out of 5 average rating, 137 reviews

Walkable 2 Orioles & Ravens Stadium

Experience the best of Baltimore from our Federal Hill location! You"ll be steps away from some of the city's top restaurants, bars, West Covington Park, M&T Bank Stadium, Camden Yard, and more! Take a stroll through the charming streets to the nearby Federal Hill Park for stunning views of the Inner Harbor. Enjoy easy access to major highways and public transportation, making it easy to explore all the city has to offer. You'll find something for everyone within walking distance of our space.

Top Guest favourite
A view from the porch features the calm waters of the Severn River in the distance, with trees lining the street. A flag can be seen fluttering gently, and the setting suggests a serene coastal atmosphere.
Townhouse in Annapolis
5 out of 5 average rating, 113 reviews

Moose’s Happy Place

Built in 2019 with open spaces and happy places on historic Eastport Peninsula. A fresh take on coastal contemporary with front & back porches just steps from the Severn River & Spa Creek. Easy to enjoy the salty vibe with short walks to water access areas as well as Eastport's best local pubs and restaurants; or head over the Eastport bridge to downtown Annapolis and the Naval Academy - also accessible by water-taxi, rental boats & paddle-boards... A great NEW place in a great OLD place!!!

Top Guest favourite
Townhouse in Washington
4.99 out of 5 average rating, 128 reviews

2 Bed Bath Otakon and Citi Open Metro Pet Friendly

Welcome to Maison du Voyageur Noir. We are delighted to host you during a vibrant late summer stretch in Washington, DC, with Citi Open tennis, Otakon, DC250 experiences, Smithsonian exhibitions, National Mall activities, and Southeast DC traditions bringing extra energy to the city. Culture-forward and group-friendly: Well-suited for families, couples, and friends who want a comfortable home after days filled with museums, tennis, design installations, dining, and neighborhood exploration.

Guest favourite
A spacious bedroom features a king size bed dressed in white linens and accented with colored pillows. Two bedside lamps illuminate the room, complemented by a ceiling fan. A comfortable bench sits at the foot of the bed, with a vibrant throw blanket draped across.
Townhouse in Hampton
4.98 out of 5 average rating, 107 reviews

*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.

Top Guest favourite
A serene view captures a group of ducks swimming in a calm waterway, bordered by lush green grass and small reeds. The surrounding area features a natural landscape, with distant homes visible in the background.
Townhouse in Selbyville
4.92 out of 5 average rating, 238 reviews

Beach house on lake!

2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

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, 323 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
A cozy studio space is highlighted by a spacious bed adorned with a colorful floral quilt. A wooden table is set with magazines and utensils, while artistic wall decor and ambient lighting create a welcoming atmosphere. A small desk is positioned for work or leisure.
Townhouse in Washington
4.97 out of 5 average rating, 505 reviews

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.

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, 515 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, 270 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.

Superhost
A dining area features a round black table surrounded by four woven chairs. A white vase with greenery rests on the table. Natural light from a window illuminates the open living space, which integrates a cozy seating area with a light-colored sofa and a mounted TV.
Townhouse in Annapolis
4.91 out of 5 average rating, 192 reviews

Annapolis Downtown Pleasant St Townhome 3 bedrooms

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. 10 min walk to Main St. 15 min walk from Naval Academy. 300 Mbps high-speed Nest wireless internet. Parking available, as well as another parking garage nearby 600 ft. Cozy up with a great show or movie on the smart TV or on your WiFi-enabled device. Unwind and relax in any of three finely appointed, luxurious bedrooms.

Guest favourite
The bedroom features a spacious bed covered with a white quilt, framed by two windows allowing natural light. A mounted TV is positioned above a decorative fireplace. A green armchair and a leaning mirror add functionality to the room, creating a cozy and inviting space.
Townhouse in Baltimore
4.88 out of 5 average rating, 211 reviews

Bright & Charming 2bd In The Heart Of Fells

Built in 1920, this charming 2 bedroom townhouse has a brand new, stunning renovation with a location that cannot be beat. Just slightly removed but only steps from the bustle of the historic downtown area of Fells Point, it’s a great spot to unwind after a day/night on the town. This space, featuring brand new appliances, a brand new queen Casper mattress in one bedroom & a full bed in the second, also has an extra loft space & small patio/garden area to relax & enjoy.

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 $52 NZD 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!

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