Condo rentals near Chesapeake Bay

Find and book unique condos on Airbnb

Top-rated condo rentals near Chesapeake Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
The open-plan space features a sleek kitchen with dark cabinetry and a breakfast bar, alongside a cozy seating area with a gray sofa. A decorative rug adds warmth to the tiled floor, while light flows in from multiple sources, highlighting the clean lines and neutral palette.
Condo in Washington
4.89 out of 5 average rating, 494 reviews

Bright, large zen studio on historic Logan Circle

Bright, open plan nearly 1,000 square foot private studio apartment with space for an entire family in historic Logan Circle neighborhood on a quiet street. This English basement has great ceiling height, good natural light, clean white paint, & a peaceful, zen design. Everything you need for a short or long stay. Short walk to White House, Mall & museums. Logan Circle is DC's hottest & hippest area with a 96 walk score. Stay in a historically preserved brownstone right in the center of it all!

Top guest favorite
A framed artwork featuring three dogs against a dark backdrop is displayed on a textured brick wall. The image includes a full moon positioned above the dogs. A leather tufted sofa is situated below the artwork, accompanied by patterned cushions.
Condo in Washington
4.96 out of 5 average rating, 137 reviews

Lux in heart of DC social scene, free parking!

Unit #2. We have a fun, modern decor that showcases a love of our pet friendly home! One parking spot. There are two bedrooms: the primary and a second bedroom room (that we use as a dressing room) both are small rooms with deluxe memory foam Murphy beds - both with attached full bathrooms. Special note: this is our full-time home. We live here and our personal things remain here throughout your stay. Please think of yourself as close friends who have come for a visit - we’ll do the same!

Superhost
The living area showcases a comfortable gray sofa paired with a matching armchair, accented by a patterned area rug. Natural light floods through the large windows, highlighting a decorative coffee table and stylish wall art. Bar seating is visible in the adjoining kitchen.
Condo in Arlington
4.88 out of 5 average rating, 258 reviews

Newly Renovated & Modern 1BR Condo - Unit 1

Completely renovated, stylishly furnished condo unit in Arlington, VA just one stoplight from Washington DC, the Pentagon, Clarendon, Crystal City & National Airport. Spacious unit with free cable TV, secure Internet/Wi-Fi, FREE reserved parking space in private lot, in-unit Washer/Dryer, Full Kitchen. Steps away from public transit buses that route to multiple Orange/Blue/Silver line Metro trains. Comfortably accommodates the traveling professional, those on vacation and is kid friendly.

Top guest favorite
A stylish living area features hardwood flooring, a cozy gray couch, and a dark coffee table. Wall art and framed photographs adorn the walls, while large windows allow natural light to enter. A kitchen bar with stools is positioned alongside the living space.
Condo in Frederick
4.99 out of 5 average rating, 135 reviews

The Grand Delphey: Downtown Modern Penthouse

Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with lounge rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

Guest favorite
A spacious living area is shown, featuring a blue sectional sofa and a decorative rug in light tones. A flat-screen TV is mounted on the wall, and an adjacent dining area includes a white table with four chairs. Natural light filters through the windows.
Condo in Virginia Beach
4.91 out of 5 average rating, 239 reviews

2 Bedroom Condo One Block from the Oceanfront!

Our newly renovated 2 bedroom condo ONE block from the boardwalk accommodates 6 people and is also perfect for families. Each bedroom has a flat screen TV; one with a queen bed and the other with a king bed. There is also a pull out sofa bed in the living room along with a large TV. This is a 2nd floor unit with one designated parking spot. Plenty to do for the whole family with the beach, boardwalk, shopping, restaurants, amusement parks, and many more activities all within walking distance.

Top guest favorite
A well-equipped kitchen and dining area are visible, with modern appliances and a stylish table set for six. A comfortable sofa in the living space is complemented by a soft area rug, enhancing the inviting layout. Natural light is allowed in by the open layout.
Condo in Virginia Beach
4.92 out of 5 average rating, 360 reviews

2 bedroom condo with oceanfront one block away!

Come enjoy everything Virginia Beach has to offer. Our cozy condo has all of the comforts of home and is perfect for families and accommodates 6 adults. Bedroom 1 has a king size bed w/TV, bedroom 2 has a queen size bed w/TV and the living room has a sofa that pulls out into a full size sofa bed w/TV. The Boardwalk, Shopping, Restaurants, and many more activities are all within walking distance. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach!

Superhost
A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.
Condo in Virginia Beach
4.88 out of 5 average rating, 248 reviews

Oceanfront Gem VaB Studio Exceptional Views

Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

Top guest favorite
A spacious living area features a light-colored sectional sofa paired with vibrant accent pillows. A wooden coffee table sits in front, complementing the warm wooden flooring. The adjacent kitchen showcases turquoise cabinetry and modern bar stools, with large windows allowing natural light to fill the space.
Condo in Sterling
4.93 out of 5 average rating, 161 reviews

The Loft at Lakeside

Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

Top guest favorite
This historic brick building features a balanced façade with multiple windows and a gabled roof. The structure is complemented by surrounding trees and a parking area. Parked cars line the street, indicating an accessible location in a bustling downtown area.
Condo in Fredericksburg
4.95 out of 5 average rating, 285 reviews

Casa 1776 - Spacious Apartment | Heart of Downtown

Rest in the heart of downtown Fredericksburg! You’ll stay in the lower level apartment of this historic home. Constructed during the Revolution, and used as a hospital during the Civil War, this home is directly across from the visitor center, within steps of landmarks, awesome restaurants, taprooms, and shops. It’s the perfect spot for a weekend away or historic excursion. The newly constructed River Front Park sits at the rear of the property and is awesome for the little ones.

Top guest favorite
A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.
Condo in Lewes
4.99 out of 5 average rating, 345 reviews

Beach Sunrise: Walk Downtown & Beach

Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit X2 Speed Wi-Fi (2100 Mbps) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Four complimentary bicycles provided

Guest favorite
A modern living area features a spiral staircase leading to the upper floor. Natural light filters through skylights and large windows. A mix of furnishings, including a green accent chair, a brown couch, and a glass coffee table, adds to the stylish ambiance.
Condo in Richmond
4.91 out of 5 average rating, 299 reviews

Sixteen West - Modern Apartment in Richmond

Welcome to Sixteen West! This stylish, modern apartment is nestled in the heart of historic Jackson Ward. Recently renovated, the space features beautiful hardwood flooring, updated lighting fixtures, and a sleek, fully equipped kitchen. You'll be within walking distance of some of Richmond’s best spots, including Tarrant's Café, Quirk Hotel, The National, and more! Please note: This unit requires climbing 2.5 flights of stairs — THERE IS NO ELEVATOR.

Top guest favorite
A living area features a gray couch adorned with decorative pillows against a light wall. A recliner is positioned nearby, and a wall-mounted Smart TV is visible. A dresser with a plant sits below the TV. Natural light streams in through nearby windows.
Condo in Annapolis
4.96 out of 5 average rating, 116 reviews

1st Floor Condo in Annapolis

This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

Popular amenities for condo rentals near Chesapeake Bay

Quick stats about condo rentals near Chesapeake Bay

  • Total vacation rentals

    Explore 140 vacation rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay vacation rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 5,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Chesapeake Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

  • 4.9 Average rating

    Chesapeake Bay stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore