
Holiday rentals with a washing machine and dryer near Chesapeake Bay
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Top-rated rentals with a washing machine and dryer near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King
Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Cabin on the Creek ~ Kayaks and Fire Pit
Unwind in our cabin tucked away on a private lane mins from Chestertown. We are situated on 6.5 wooded acres, perched up on 100’ bluff overlooking Churn Creek, a tributary off the Chesapeake Bay. Idyllic water views framed by a canopy of oak trees. Enjoy nature as you relax outside by the fire pit or stroll down to the ‘point’ to take in wildlife, or take a kayak out to explore the creek and water fowl. Deer come up through the woods and are often spotted on the property.

Long Beach Cottage, Hot Tub, Beachfront
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Relaxing Beach Getaway Loft near Solomons
Note: We are a peanut-free property. RELAX in our chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a five minute drive away. Enjoy our private, above-garage hideaway apartment with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance. Come and go as you please!
Popular amenities for rentals with a washing machine and dryer near Chesapeake Bay
Apartment rentals with a washing machine and dryer

Blue Crab Lodge

Beachin' Inn Milton

Historic St. Mary's City, MD

Centrally Located Sleek Studio Apartment

Beach Highway Hobby Farm

Butchershill- Clean, Fireplace, King Bed, Parking!

Luxury escape in DC now with a private Deck!

Cozy Waterfront Apartment Chester, MD
House rentals with a washing machine and dryer

Peace Point - Waterfront, Secluded, Home w/hot tub

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

1891 Coastal Charmer: fully renovated farmhouse

Sunset Breezes - quiet waterfront retreat

Spacious Gorgeous Waterfront Home with Sunset View

Beach Please! River cottage w/private beach & dock

Magical wooded cottage pool +priv hottub walk2town

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
Apartment rentals with a washing machine and dryer

Salt Air Retreat - Rehoboth Beach

Your Hideaway awaits/1-bedroom downtown pad.

Rehoboth 1st floor, Pool, Beaches, Shopping

Barnyard Retreat

1st Floor Condo in Annapolis

Cozy Old Town Apartment

Stylish Coastal Loft Minutes to Rehoboth & Lewes

Private Apt-Old Town Alexandria-Self Check In
Other holiday rentals with a washing machine and dryer

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Ft. Smallwood Overlook. Waterfront with Kayaks!

Cozy Lakeside Studio Retreat.

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Waterfront Cabin: beach, kayaks, hot tub & firepit

Romantic Sailboat Experience + Seafood Restaurant

Modern Moody Creekside Cottage w/ HotTub & FirePit
Quick stats about holiday rentals with a washing machine and dryer near Chesapeake Bay

Total holiday rentals
Explore 5,080 holiday rentals in Chesapeake Bay

Verified guest reviews
Over 220,250 verified reviews to help you choose

Family-friendly holiday rentals
3,920 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 2,100 rentals that welcome pets

Holiday rentals with a pool
680 properties feature pools

Rentals with dedicated workspaces
2,960 properties have a dedicated workspace

Wifi availability
5,000 of Chesapeake Bay holiday rentals include wifi access

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

4.8 Average rating
Chesapeake Bay stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer 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





