
Apartment rentals near Chesapeake Bay
Find and book unique apartments on Airbnb
Top-rated apartment rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Gorgeous New Beachfront! King Bed, Direct Sea View
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

The Grand Delphey: Downtown Artist Retreat
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 shared 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!

Coastal Condo Near Rehoboth Beach and Lewes.
Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

Light and Airy Oceanfront Condo with Large Porch
Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

The Bird's Nest in Historic Occoquan (Mins to DC)
Spacious condo in the heart of walkable historic Town of Occoquan. Second floor loft with full kitchen, bath, a comfortable queen bed, work station, w/d in unit & one free parking spot. The Town of Occoquan offers unique experiences (kayaking, fishing, birdwatching and shopping) all within walking distance. Excellent dining choices from award winning restaurants to casual eateries. Mins to I-95, 123, VRE. D.C. (35min); Quantico (25min); Potomac Mills (10min). Tysons (25min).

Beach Sunrise: Walk to Downtown & Lewes Beach
Skip the traffic and parking stress — stay where everything is steps away. Experience the best of Lewes (pronounced loo-iss) from this perfectly located, walkable condo. Step outside and you’re minutes from the beach, downtown dining, scenic parks, and bike trails. With ultra-fast 2-Gig Wi-Fi, free bikes, coffee bar, easy parking, and thoughtful amenities, this is the ideal home base for couples or small families seeking comfort, convenience, and an authentic local stay.

Funky Uptown Apt meets Downtown - Hist District
Location location location where Uptown meets Downtown in the Historic District. 1/2 block to Dinner Under The ✨ , First Sunday Arts. Tsu, 49 West, Level in the front yard Ramshead, Stan and Joes and Reynold's Tavern in the back. EVERYTHING Annapolis (USNA, Stadium, Statehouse, Ego Alley, Main St, Eastport) is walking distance from this unique 2nd floor unit w elevated deck for morning coffee as Jazz wafts in, full kitchen, w/d, clawfoot shower/tub, MBR with Queen.

Steps to the Beach, Ocean View 1BR, Renovated
Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

Bayside Retreat in the Heart of Ocean City!
Newly renovated condo!! -Water view. Watch the boat traffic. -Oversized balcony with comfortable seating. -Comfy LoveSac couch. -Walk to boardwalk or beach - 15 minutes. -Walk to Jolly Roger amusement park. -Fish off community dock down below unit. -Close to dining and shopping. -Kitchenette for cooking meals. -Fast Wifi and Streaming TVs. -Fully Stocked Home. Clean linens, towels, toilet paper, paper towels & more!

One Bedroom Beachfront Apartment Mid-Town
Midtown serves as the intersection between the vibrant inlet and boardwalk and the serene North Ocean City. In addition to stunning views of the beach and impressive hotels and condos, it also provides easy access to a wide range of activities, restaurants, shops, and attractions that cater to individuals of all age groups.

Stylish Apartment Steps From the Beach
Enjoy a wonderful experience at this stylish ocean block condo only a few steps from the beach. Recently remodeled apartment with custom made oak furniture and brand new appliances. Our beach condo is located on 69th Street, within a walking distance to many amazing restaurants and bars, shopping and mini-golf.
Popular amenities for apartment rentals near Chesapeake Bay
Weekly apartment rentals

Ahoy Condo! Great ocean view just steps to beach!

Beachfront Getaway, Pet Friendly, Mermaid Suite

Ocean block condo

Steps to Ocean! Beach Accessories. Uncrowded Beach

2 Bedroom Stylish Kingsmill condo

1st Floor Condo in Annapolis

Luxury Riverfront Condo w/ sunrise & sunset views

Beautiful Renovated Ocean Front Condo 1b/1.5ba
Pet-friendly apartment rentals

Luxury water-view condo with high-end finishes

Bright, large zen studio on historic Logan Circle

Where the Locals Live!!

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor

Elegant Condo with a Spacious Porch

Fan District Gem | Walk to VCU | King Bed| Parking

On the Bay, Private Beach-Boat Slip

Cozy Condo Oasis with Adorable Private Patio
Apartment rentals with a pool

Right on Silver Lake walk to the beach and town!

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Oceanfront Family Oasis: Pool, Beach & Parking!

Cozy oceanfront condo with stunning ocean views

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Renovated Condo Near Outlets, 3.5 Miles to Beach

Gone Coastal *Pool* Bayside with view* Top Floor

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Private apartment rentals

Coastal and Bright Oceanfront Condo

La Pescadora - Cozy. Coastal. Completely Yours.

Capts Qrtrs - Awesome downtown Annapolis location!

Old School Beach Cottage-Oceanside Condo

Steps to Beach & Boardwalk

Barnyard Retreat

Direct Oceanfront Boardwalk - Steps To The Beach

Oasis by the Ocean - Direct Oceanfront
Quick stats about apartment rentals near Chesapeake Bay

Total holiday rentals
Explore 140 holiday rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 5,600 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Chesapeake Bay holiday rentals include wifi 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
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Holiday home rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Rentals with an accessible-height bed Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- House rentals Chesapeake Bay
- Motorhome rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farm stay rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Beach apartment rentals Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guest house rentals Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Resort rentals Chesapeake Bay
- Rentals with a cinema Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with an accessible-height toilet Chesapeake Bay
- Flat rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Apartment 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





