
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.

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!

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!

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.

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, BR2 with Full. LR w/sofa

Modern King Bed | Convention & City Ctr (Parking)
Stay in my newly renovated 1-bedroom condo in the heart of DC! This beautiful residential neighborhood is surrounded by three metro stations and is central to many of DC’s top attractions. The condo is a very short walking distance (3 blocks) to the Convention Center and CityCenterDC, making your stay easily accessible whether you're in the District for business and/or pleasure. Enhanced internet speed up to 1000MBPS suitable for multiple devices. The walking score is an INCREDIBLE 98!

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.

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).

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.

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.

Walk to beach lovely 2/2 in "Kingsmill on James"
Lovely, quiet, large ground floor 2 bdrm 2 full bath condo in "Kingsmill on the James". Beautiful tree and Audubon bird sanctuaries, trails. Condo backs to greenbelt, within walking distance to Kingsmill's beach, spa, marina, Café. **please note condo is in "Kingsmill on the James", not Kingsmill Resort...there's spa and beach access, for dogs too, but not pool... to use pool and resort, please book directly through the resort
Popular amenities for condo rentals near Chesapeake Bay
Weekly condo rentals

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

Oceanfront Gem VaB Studio Exceptional Views

Bijou Space in Downtown Bethesda

Charming Annapolis Waterfront Condo

DuPont Stylish 1BR, Near Metro, with Parking

Luxury Riverfront Condo w/ sunrise & sunset views

Light-filled Private Oasis / Close to Capitol Bldg

Newly Renovated & Modern 1BR Condo - Unit 1
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

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

Wonderful BWI Studio

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

Beachfront Getaway, Pet Friendly, Mermaid Suite

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

Downtown Bethesda | 2 Bedrooms + Parking

Family Friendly HQ - Historic DC 3BR & 3BA
Condo rentals with a pool

Rooftop bay and river views

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

Great family vacation resort condo. Sleeps 12.

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Oceanfront, beach, boardwalk, fun, dolphin, sunris

Cozy Annapolis Condo

2BR Suite @ Historic Resort! Amenities Galore!

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Private condo rentals

Cozy Capitol Hill Row Home

Historic Federal hills urban lifestyle

Capts Qrtrs - Awesome downtown Annapolis location!

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!

Cozy Oxford Getaway

Barnyard Retreat
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 R521 ZAR 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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