
Condo rentals near Chesapeake Bay
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Top-rated condo rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Gorgeous, large, modern 1 BR on Hist. Logan Circle
Gorgeous, bright, open plan nearly 1,000 square foot 1 bedroom condo with space for an entire family in historic Logan Circle neighborhood on a quiet street. Short walk to White House, Mall & museums. Built in 1900, this brownstone was thoughtfully renovated to blend modern (in-ceiling lighting, stainless steel appliances, bamboo flooring) with historic features (original exposed brick & trim). Warm, spacious & comfortable for your stay. Logan is DC's hottest & hippest area with a 96 walk score.

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!

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!

Renovated Apt In Historic Dist w 2 Parking Spots
Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District. Everything is high end, brand new and used exclusively as a short term rental. Private entrance, cute small custom kitchen, ceiling fans, mini split AC/ heat in every room for year round comfort. Hardwood floors, quality linens, lucid mattresses, Keurig coffee bar, toiletries. Walk to town in 10 min or less or take the free trolley to Main St, USNA, Churches, AYC. No children under 10.

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC
Location, location, location. Bright one bedroom condo in prime downtown Bethesda location with designer furnishings. One of the best 1 bedrooms in the building with the best balcony location right off Bethesda Row. Easy walking distance to Metro and includes one of the best underground parking spaces by elevator. Lobby was recently renovated and gym has all new gym equipment. NOTE - key is provided through a lockbox (rather than in person) and will need to be returned back to lockbox.

Luxury Riverfront Condo w/ sunrise & sunset views
Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

Beach Condo Block Off Boardwalk
Come enjoy everything Virginia Beach has to offer. Our condo has all of the comforts of home and accommodates 4 adults or perfect for families. Bedroom has a king size bed and living room has sofa that pulls out into a full size sofa bed. TVs in both rooms. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do and you can walk to the beach in 3 minutes or less! Come have a relaxing and fun vacation at the beach.

Annapolis Waterfront Condo - Unit #: A-203
BOOK NOW SUMMER 2026 SPRING and FALL BOAT SHOW 1 bed/bath condo, sleeps 4 max, covered comfortable water facing deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy Football, .25 mi. to boatshows! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another location.

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.

DC’s Southwest and Navy Yard Welcomes You!
Minutes from the Nationals Stadium, Metro and near DC’s premier Waterfront-Wharf and Navy Yard! Enjoy this unique row house in the amazing neighborhood of Southwest. This rowhouse was our home and we’re excited to have you experience your stay here! The condo is located 1 block from the Navy Yard and Nationals Stadium, and one mile away from the Capitol if you’re looking to visit DC tourists attractions. It has easy access to Metro stations with a 5 minute walk.

Charming Annapolis Waterfront Condo
Discover the charm of CAPTAINS QUARTERS, your exclusive waterfront retreat in the prestigious Yacht Club Condominiums. Steps from Downtown Eastport and Annapolis, this gem offers stunning views, a community pool, and the essence of luxury. With 2 free parking spots, you're 1.6 miles from the Naval Academy and under a mile to Downtown Annapolis attractions. Perfectly positioned for exploration or relaxation, your stay promises an unmatched Annapolis experience.

Cozy Private Condo in Mt. Vernon w/ Rooftop
This cozy private condo is located in the hip/historic Mt. Vernon neighborhood, and within walking distance to numerous bars, breweries, and museums. Conveniently located right near the highway (I-83) and Penn Station, it's also a quick walk down to the Inner Harbor (only 1 mile away), and a short Uber ride to Fells Point & Fed Hill. Condo includes a 12th floor rooftop overlooking the city with amazing views. UPDATED - high speed WiFi currently available.
Popular amenities for condo rentals near Chesapeake Bay
Weekly condo rentals

The Bird's Nest in Historic Occoquan (Mins to DC)

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

Bijou Space in Downtown Bethesda

Cozy Oxford Getaway

Beach Bungalow on the Boardwalk

Private Apt-Old Town Alexandria-Self Check In

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen

Funky Uptown Apt meets Downtown - Hist District
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Best Location EVER! 2BR/2BA, Pet friendly

Cozy & Fun Hampton Condo ~ WIFI & W/D!

Elegant 3-Bedroom Condo in Lewes with Pond Views

Spacious| Modern &Cozy| Pool| Close to the Beaches

Ocean Escape

New, Sunny, 2BR - Parking, Patio, Firepit
Condo rentals with a pool

Villa Del Sol, Beautiful stay near beaches/outlets

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Oceanfront Gem VaB Studio Exceptional Views

Marriott's Manor Club Ford's Colony 2BD Villa Slee

Great family vacation resort condo. Sleeps 12.

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Cozy Annapolis Condo

Mimi’s Place @ The Villages of 5 Points in Lewes
Private condo rentals

Beachfront Getaway, Pet Friendly, Mermaid Suite

Cozy Capitol Hill Row Home

Annapolis @Gate 1 steps to the Harbor Free parking

THE ROYAL: Nostalgic Go-Go Theme Suite w/Fireplace

Capitol Hill 2-BD/1.5-BA - Prime location!

2 Bedroom Stylish Kingsmill condo

Barnyard Retreat

*Mid/Long Term Rental* Cozy Home at Mary Roberts
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 G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 5,720 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
140 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!
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- Condo rentals United States
- Virginia Beach Oceanfront
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