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

Charming Beach/Bay Escape with Activities for All!
There's much to do from our comfortable and clean Ocean View vacation home! The beautiful Delaware beaches are a given (10 minute drive to Bethany depending on traffic.) But within a short drive there's fishing, crabbing, hiking, kayaking, golf, putt-putt and more. Just minutes to shopping, antiquing, outlet malls, and superb restaurants. Home amenities as well: large yard, game room, hammock and swings, grill, etc. The very low traffic, private road loops offer safe jogging and biking. Enjoy!

Northern Neck Waterfront
Relax with the whole family at this peaceful waterfront retreat. Nestled along Coles Creek and the Great Wicomico River, this 3-bedroom house is a perfect waterfront getaway with all the amenities you need for a comfortable stay. Savor the beauty of nature from our backyard, where a glistening pool takes center stage, inviting you to unwind and bask in the sun. If you're an aquatic enthusiast or simply someone in search of serenity, our house in Burgess offers an idyllic haven to vacation.

Designer apt with high end finishes and furnishing
Located in a large, historic townhouse in the Historic District near Lincoln Park and the Eastern Market this professionally decorated English basement apartment includes original artwork; designer furnishings chosen for comfort; and an open concept living/dining/kitchen accented by a rustic antique dining table that seats up to 6. Lush front garden with cafe' table and seating for 6. The new bathroom features double sinks, lighted medicine cabinets and an extra-large shower. Parking permit..

Cheerful 3 bedroom home with a pool and sauna
Tucked next to the Frederal civil war park in very quiet 2 acres land at a dead end street but very close to the historic Fredericksburg downtown (In 2026, the pool opens on May 22nd). You can take 5 minutes short walk to access the civil war park and enjoying more than 10 miles of historical beautiful federal civil war park land. Or you can just stay in the house and relax with the tranquility or the sauna. Or visit the historical Fredericksburg downtown or George Washington boyhood home.

Serene Cozy Couples Getaway
Forget your worries in this lovely private getaway that's close to numerous attractions: The upstairs apartment is comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping, and outdoor activities. The charming deck is the perfect spot to relax and enjoy reading a book, having breakfast, dinner, or a nice evening drink. Not suitable for children, pets, Not handicap accessible. No one under 20. No Smoking on premises.

In-Law Suite in Van Ness/Cleveland Prk/free parkin
Bright new in-law suite with a separate entrance, full kitchen, washer & dryer, fast internet, pull-out couch, laptop desks, and a pack n' play for little ones. Easy access to National Mall via Van Ness metro stop four minutes away. Flexible check in and check out, no cleaning fees (though smoking, marijuana and incense are a firm no). We've been hosting people from all over the world for several years, and we're happy to help you have a great time in Washington, for leisure or work!

Waterfront 5 Bedroom Home Close to Annapolis
Beautiful waterfront 5 bedroom home located off of the Magothy River. Close proximity to many shops & restaurants, downtown Annapolis, the Naval Academy & a short drive from BWI. This home was recently renovated and offers a lot of room to host a weekend away with your family or friends. Enjoy the beautiful sunsets from the private pier and almost 1 acre of land. Feel free to use the kayaks, canoes, & stand up paddleboards to explore the breathtaking views of the Magothy River!

Vacay Stay-2BR/1Bath, Family Groups Only
Family friendly upstairs, garage apartment. Located on the same property as Dolores by the Sea, only 0.2 miles away from beach and boardwalk. Nestled in a quiet part of town but close to everything. This quaint apartment is perfect for small familyās looking for a relaxing beach vacation. Due to neighborhood restrictions we can only rent to family groups or individuals 25 y/o and over. This is a upstairs unit and may not be for those who have mobility restrictions.

New The Ridge is a Cozy 2-bedroom apartment
The Ridge is a Cozy 2 Q Bedrooms, 1 bath with walk in shower first floor apartment. It is located in Historic Gettysburg, Pa. just 2 blocks to downtown Gettysburg and 4 blocks to Gettysburg College. It is also located within walking distance to Restaurants, Wineries, Museums and Quaint shops and everything else that Gettysburg has to offer. We have everything to make you feel right at home. Early check in and late checkout (if possible) is $25.00 an hour.

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas
Come stay at our stunning 4 bedroom, 3 full bathroom, ocean block condo with direct ocean views. This rental has every convenience for the perfect vacation. Located on the same block as the beach, you can have your feet in the warm sand within minutes. Newly renovated, this rental features modern amenities, including a fully upgraded kitchen and bathrooms, a gas fireplace, smart TVs throughout and an amazing, oversized screened-in porch with Ocean views.

Beachfront Getaway on the Chesapeake Bay!
Recharge, reconnect, and reset by staying at our waterfront home. Spend time with your crew while relaxing in this beautiful, well appointed home featuring stunning wide water views of the Chesapeake Bay. "Almost Heaven" is located at the end of a gravel lane, amongst trees, making it the perfect getaway. The expansive patio and beachfront yard offer infinity views of your private beach. Grab a glass, take a sip and put your toes in the sand!

One Bedroom Guest Studio Suite
Come stay at our newly renovated guest suite in the heart of Rockville, MD. The 1-bedroom studio suite is fully furnished with a fully equipped kitchenette and bathroom. Our suite is steps away from public transportation (Route 48) which takes you to the red-line metro (Wheaton or Rockville), and a walkable distance from a shopping center featuring a grocery store, restaurants, etc. There is ample space for parking in front of the property.
Popular amenities for vacation home rentals near Chesapeake Bay
Family-friendly vacation home rentals

Luxurious 5 Bedroom Near Beach, Amenities Galore!

1 Block to the Beach, Indoor Pool Great 4 Kids

Beautiful Waterfront Home

Elegant Ocean Side Apartment

Sandpiper Cottage

Large 5BR for 15 | Game Room | Pet Friendly Stay

Harvest of tranquillity

Teal on Teal Ave - Dog Friendly Getaway by the Bay
Vacation home rentals with a patio

Cozy, updated condo. Pool, tennis, walk to beach.

South Bethany Newly remodelled Canal Front Home!

Fun and Sun in Ocean View! 5 bedrooms 12 guests

Peace & Tranquile waterfront home

Beach Happy-steps to the beach- 4bedrooms/9guest

Waterfront 4 bedroom home with marina facilities

Parkside South, Cape Charles

5 bed 5.5 bath w/ heated pool, 5min walk to beach
Vacation home rentals with a washer and dryer

Spacious Garden Apartment on Delightful Street

Down By The Bay - Cape Charles -1st Floor Primary

Bayside Breeze in North Ocean City!

Relaxing 3-Bedroom Beach Cottage By Historic Lewes

Cricket House - cozy two bedroom house in downtown

Sea Colony stunner...wooded retreat by the beach!

Private Close to Everything One-Bedroom Apartment

Spacious Vacation Home near Bethany Beach
Other vacation home rentals

House near Crystal City, Pentagon, Amazon &Museums

Quirky A-Frame in A Certified Wildlife Habitat

The Observatory on Rose Manor

Hoopers Island 4BR Waterfront ⢠Sunset Views

Family House St. George Island w/Pool. 1.5 hr/DC.

OC Landmark! Endless water views & unmatched style

The Robin's Nest; Lovely 1 bd with parking

Lovely 2-bedroom 1100 sq ft Apt with free parking
Destinations to explore
- Rentals with a fire pitĀ Chesapeake Bay
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- Vacation home rentalsĀ 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





