
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.

Oceanfront 1Bedroom/1.5 Bath Condo-Slps 4-King Bed
Serenity Now – Oceanfront Condo in North Ocean City | Walk to Dining & Northside Park Wake up to ocean views at Serenity Now, your cozy beachfront condo in North Ocean City, MD! This updated 1-bedroom unit sleeps 4 with a king bed and a queen sleeper sofa, plus it features a fully equipped kitchen, electric fireplace, 1.5 bathrooms, and flat-screen TVs for relaxing nights in. You're just steps from the beach and a short walk to local favorites like Crab Bag, Tequila Mockingbird, and Sushi Cafe.

Gorgeous Beachfront! King Bed, Direct Ocean 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 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!

Luxury Oceanfront Escape!
This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.

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 :)

1 Bedroom 1 Bath Condo on Silver Lake
Newbold Square is tucked away in Rehoboth Beach on Silver Lake. It is a quiet, sleepy, 40 unit complex with a lakeside pool that offers sun and shade among towering trees. This condo has one bedroom and one bathroom. There is also a queen size sleeper sofa. There is a well stocked kitchen with plenty of storage space. We supply linens, bath towels, four beach towels, four beach chairs, a beach wagon, and a gas grill. No pets are permitted. Our space is allergen free.

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

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.

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 (limited access) and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

Stylish Coastal Loft Minutes to Rehoboth & Lewes
Escape to a stylish coastal 2 bedroom 2 bath condo designed for relaxing beach vacations, family trips, and weekend getaways. Conveniently located just minutes from Rehoboth Beach and Lewes, The Loft offers the perfect combination of comfort, convenience, and coastal charm. Whether you're planning a family beach trip, a couples retreat, shopping weekend, or exploring Delaware’s beautiful coastline, you'll have everything you need for a memorable stay.

Cozy Beach Front Condo with Modern Amenities.
Our condo is located on a quiet street, just steps away from the oceanfront. The perfect beach getaway at our cozy condo, situated across the street from Seacrets, mini, restaurant, an array of entertainment options. Accommodates up to 4 guests, features well-stocked kitchen, 2 smart TVs for streaming, WiFi, A/C, washer/dryer, dishwasher, microwave, hair dryer, iron, kitchenware. Relax on the balcony, 1 designated parking space, outdoor shower after.

Ocean block condo
Kick back and relax in this calm, newly remodeled condo only a few steps from the beautiful Ocean City beach. Located uptown , across the street from Starbucks, Juice Bar, Wawa, Justine's Ice Cream, CVS Pharmacy, McDonald's, Candy Kitchen and a lot of restaurants like Crabcake Factory and Tailchasers. Northside Park on 125th St is a quick walk to watch soccer tournaments or July fireworks. Park your car in the lot and take the OC bus for $4 all day.
Popular amenities for apartment rentals near Chesapeake Bay
Weekly apartment rentals

One Bedroom Beachfront Apartment Mid-Town

Comfy 1BR w pond view Kingsmill

Your Hideaway awaits/1-bedroom downtown pad.

2 Bedroom Stylish Kingsmill condo

Barnyard Retreat

Luxury Riverfront Condo w/ sunrise & sunset views

The Hideaway By The Bay OCMD

Direct Oceanfront close to Northside Park!
Pet-friendly apartment rentals

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Beachfront Getaway, Pet Friendly, Mermaid Suite

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

Elegant Condo with a Spacious Porch

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Beautiful waterview 2B condo w/Dock&Close to Beach

Chic's Beach Rental and Fishing

Hill East BnB - Modern Style and Comfort 3BR/3BA
Apartment rentals with a pool

Stress-Free Family Beach Stay | Pool + Kid Perks

Boutique Moments OC • Pool • Walk to Boardwalk

Cozy Condo on Silver Lake - Walk to the beach!

Salt Air Retreat - Rehoboth Beach

Renovated Condo Near Outlets, 3.5 Miles to Beach

Love Above the Waves-OceanView/Rooftop Heated Pool

Ocean Pines Yacht Club Getaway Waterview

Beach condo w/pool! All linens & beach supplies
Private apartment rentals

Cozy beach side condo

Ahoy Condo! Great ocean view just steps to beach!

Capts Qrtrs - Awesome downtown Annapolis location!

Beach Baby Ocean Block Studio-Mid Town-All U Need

Steps to Ocean! Beach Accessories. Uncrowded Beach

Downtown Condo, Parking, Walk to Beach & Boardwalk

Bayside Retreat in the Heart of Ocean City!

The Solomons Sunrise Suite
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 €26 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 lake access Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Resort rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with an accessible-height toilet Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farm stay rentals Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Rentals with an accessible-height bed Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guest house rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Beach apartment rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- House rentals Chesapeake Bay
- Motorhome rentals Chesapeake Bay
- Rentals with a cinema Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Flat rentals Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Holiday home rentals Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Apartment rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- First Landing Beach
- The Mariners' Museum
- Nauticus
- Town Point Park
- Virginia Zoological Park
- Virginia Living History Museum
- Hampton University
- Cape Henry Light House
- Chrysler Hall





