
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.

Our Little Piece of Heaven
Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

Butchershill-Clean, KingBed, Parking, next to Park
My name is John S Marsiglia. Always clean, very comfortable New King Mattress, 100feet to beautiful park, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" TV, streaming , free Prime tv ,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, beautiful bathroom, dual shower heads&seats, private full laundry

Boutique by the Bay
Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

Walk to famous Tiki Bar on Solomons Island!
Cute studio apartment on charming Solomons Island. Walking distance to restaurants, live music, boat and kayak rentals. The kitchen has a full sized refrigerator, microwave, toaster, two burner cooktop,coffee maker & electric kettle We provide all bedding and bath towels for two people. Enjoy your coffee ( provided) or wine on the deck in the fenced in side yard. One well-behaved pet is welcome. Please make sure you pay the pet fee. We also have a boat slip across the street that you can rent

Little Cove Cottage, Couples Retreat/Mathews
Little Cove Cottage: a charming studio in Mathews County with private entrance. This apartment offers a peaceful environment with views of the North River, a pier and boat ramp just 300 yards away. Use our kayaks to explore. We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!

Spacious Beach House Top Floors - Walk Everywhere!
This booking is for the entire SECOND story & loft of a DUPLEX-style beach house. Entrance, access, & all indoor spaces of the unit are private, however there are often other guests and families on the first floor. There is also a STAIRCASE to the 2nd floor unit and a STAIRCASE to the loft. Please ensure this home suits your needs. The space has an open floor design with 14' cathedral ceilings for a spacious modern feel with beach-house charm. Walk 2 blocks to the beach, boardwalk, and more!

Historic St. Mary's City, MD
1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Secluded and romantic getaway in Chestertown
Escape to a secluded studio hideaway in the middle of Chestertown. Private parking, and over 1 acre of private gardens. Relax in front of the fire with views of gardens in the windows. Kitchenette has large toaster oven, hot plate, microwave, fridge, and Keurig/drip coffee makers. We have an under counter filtration system for pure delicious drinking water. King bed with deluxe linens and mattress, washer dryer. We also host ‘Wren Retweet”, a 5 bedroom house by the carriage house.

Blue Crab Lodge
Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Serenity Suite on Chesapeake Bay
Come enjoy our waterfront home on the scenic Calvert Cliffs. Take in beautiful Bay views in Adirondack chairs with stunning vistas. Photograph wildlife. Comfortable ½ mile walk to private community bay shoreline. Have breakfast in the yard while enjoying the sunrise. Stroll the community shoreline and explore fossil hunting, hike at nearby trails. No pets are allowed because I have a severe allergic reaction to pet hair and dander. Thanks for your understanding.

Adorable Waterfront Apartment Weekend Getaway
Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here year around! SUNSETS!

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Unwind at this stylish apartment with view of Carters Creek and walking distance to the cutest little town and the iconic Tides Inn Resort. Take a refreshing dip in the pool, enjoy the charming outdoor shower, and star gaze under a blanket from the rooftop deck. Several outdoor spaces and large yard with whimsical touches. The perfect hideaway close to all the Northern Neck has to offer.
Popular amenities for apartment rentals near Chesapeake Bay
Weekly apartment rentals

The Fish House

The Barn at Belgrove

Elegant Green Studio In The Heart of Old Town

Charming, Chic Downtown Annapolis Apartment

Morning Light Apartment

Luxury escape in DC now with a private Deck!

Cozy Waterfront Apartment Chester, MD

Charming Studio in the heart of St. Michael's, MD.
Private apartment rentals

Luminous Architectural Gem

Stunning 1BR Apt. in Historic Row Home w/ Parking

City Living in this Church Hill Gem

Union Market Garden Apartment

Hundred Acre Wood: basement apartment/pets welcome

Escape to a Sunny Apartment in a Quiet D.C. Suburb

A unique place on sue creek

Private Annapolis Inlaw Apartment
Apartment rentals with a hot tub

Kone Oasis- hot tub, pool, theater/game rm.

Private Serene Hideaway Suite with Jacuzzi

Sea Colony Beach And Tennis Resort

Westgate Historic Williamsburg One Bedroom

HUGE bright 5BR, steps from the beach & downtown!

Waterfront Studio • Pool • Near DE Turf & Beach

Historic Church Hill Gem | Walk to Chimborazo Park

Beautiful German style Apt w (optional Hot Tub!)
Family-friendly apartment rentals

Newly Constructed First Story Apt Open Floor Plan

King Bed - Center of Historic District

Waterfront Retreat with Private Dock and Beach

Beach Highway Hobby Farm

Barn Apt on Tranquil Historic Farm--Amazing Views

Private Suite - NIH, Metro

Retro Relax

Serene Hideaway
Quick stats about apartment rentals near Chesapeake Bay

Total vacation rentals
Explore 940 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at G$6,270 GYD per night before taxes and fees

Verified guest reviews
Over 39,400 verified reviews to help you choose

Family-friendly vacation rentals
410 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 410 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wi-Fi availability
940 of Chesapeake Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

4.7 Average rating
Chesapeake Bay stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Beach house rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- House rentals Chesapeake Bay
- RV rentals Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with an accessible height bed Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Beach condo rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Vacation home rentals Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Condo rentals Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Rentals with a home theater Chesapeake Bay
- Resort rentals Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guesthouse rentals Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Rentals with a fire pit Chesapeake Bay
- Rentals with a washer and dryer Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farmstay rentals Chesapeake Bay
- Rentals with an accessible height toilet Chesapeake Bay
- Apartment rentals United States
- Chincoteague Island
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- First Landing Beach
- Chrysler Museum of Art
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Nauticus
- The Mariners' Museum
- Town Point Park
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- USS Wisconsin (BB-64)
- Mount Trashmore Park
- Chrysler Hall





