
Holiday rentals with a washing machine and dryer in Chestertown
Find and book unique washing machine and dryer rentals on Airbnb
Top-rated rentals with washing machine and dryer in Chestertown
Guests agree: these rentals with washing machine and dryer are highly rated for location, cleanliness and more.

Outrange at Blue Heron Farm
Enjoy the peace and tranquillity at “Outrange,” Blue Heron Farm’s recently updated cabin. This unique and rustic 2 bedroom, 1 bath home was designed by architect Randy Wagner and built in 1978. Tucked away on a 126 acre fourth-generation organic waterfront farm, Outrange is a private getaway situated just 15 minutes from historic Chestertown. With views of the Chester River and access to the farm’s private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.

Cottage with Modern Updates - Walk to Waterfront!
Historic cottage, fully renovated and located in the heart of Rock Hall. Features open living area, modern kitchen, sunny front porch, big fenced backyard, and patio with fire pit and picnic table. Enjoy everything the town has to offer - fishing, boating, festivals, dock bars, restaurants, shopping, & more. Walking distance to Main Street, marina, Harbor Shack, Waterman's Crab House, The Mainstay. A short drive to Eastern Neck National Wildlife Refuge, Washington College, historic Chestertown.

Butchershill- Clean, Fireplace, King Bed, Parking!
My name is John S Marsiglia. Always clean, very comfortable new King Mattress, 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" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

Stay in a Former Fells Point Bar! - Private Studio
Rent a unique studio apt in Fells Point! This is no cookie-cutter Airbnb. We converted a portion of our home, a 19th century construction & mid-20th century Fells Pt bar, into a 500 foot apartment w/private entrance, bathroom, work & living space. The apartment is near Fells bars & restaurants, Canton, Hopkins, the harbor, Patterson Park & downtown. 2 miles from stadiums. There is a 6 in. incline from sidewalk to entrance. Access ramp available. No steps in studio. We only host via Airbnb.

Cozy 3-bedroom home w/ Hot tub & firepit
This cozy, recently renovated home has the charm of days gone by. It is located with-in a 5 minute walk to the grounds of Washington College and a fifteen minute walk to Historic Downtown. There is an abundance of food and other conveniences close by. A perfect place to unwind and relax. A 20 minute drive to Rock Hall. Take in the beautiful Chester River and Chesapeake Bay area. Fishing, hiking and other outdoor activities to be enjoyed. Newly furnished rooms and fully stocked kitchen.

The Patriot House-Chestertown, MD
Welcome to the Patriot House in Chestertown, Maryland. We recently renovated this beautiful home with a "Mad Men" Mid-Century modern vibe throughout. This is Two Units that combine together with connecting door for a total of 6 bedrooms and 3 remodeled bathrooms. You are renting entire first and second floors. Two kitchen and two living rooms. Wide front porch is perfect for cocktails or morning coffee. 2 blocks to Washington College and Downtown. We do not rent to undergrad students.

Chestertown Private cottage with NFL Sun Ticket
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.

Bright, new apartment in the heart of Chestertown
Flooded with light and in the center of all Chestertown has to offer. Have a front seat to Chestertown’s festivals. The apartment spans the entire front of the second floor of the recently restored building, built in 1877. Open living room/dining area/kitchen. Historic character with all modem conveniences, including dishwasher, washer/dryer, Smart TV and high speed wifi internet access. Off-street parking for one car on first come first served basis with ample street parking.

Red, White & Waterview Studio Apt with pool
One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

Cozy Suite in Towson l Free Parking + Laundry
Welcome to your stylish, sun-filled, private basement apartment in Towson, MD! Unwind in a queen-sized bed, enjoy a spa-like rain shower, and cook meals in the fully equipped kitchenette with a microwave, Keurig, air fryer, and portable cooktop. Stream your favorite shows on the 43" Smart TV or work remotely with high-speed WiFi. Guests enjoy free street parking, private entrance, and a shared washer/dryer on-site, making it easy to settle in and feel right at home.

A unique place on sue creek
Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Historic Bank Fells Point
A spectacular marble columned facade of the former Polish Bank invites you to enter this apartment designed with mid century modern furniture . The 800 square foot 2nd floor apartment features original vaulted ceilings and columned walls from the 1800s and many of the original features from its former life as a bank, all the while blending modern furniture to create a hip vintage vibe.
Popular amenities for Chestertown washing machine and dryer rentals
Apartment rentals with a washing machine and dryer

Urban Cabana in the heart of East Baltimore!

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

Gardened Apartment Close to JHH

One bedroom apartment in Annapolis

Studio Apt. close to Hopkins Univ & Union Memorial

Charming 18th C. Apt in DTA

Spacious Hopkins Rowhome Apartment

Dazzling day/night water views,1st class amemities
House rentals with a washing machine and dryer

Tranquil Carriage House*MCM *Country *Wildlife

Luxury Home, Gorgeous Roof Deck (By Marina & Park)

Cozy Riverside Cottage in the Woods

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Elegant & Authentic Annapolis

Gunpowder Retreat

New Hotel Chic

Waterfront Chesapeake Bay Sunrises & Fishing Pier!
Apartment rentals with a washing machine and dryer

New Downtown Annapolis Condo With Free Parking

Capts Qrtrs - Awesome downtown Annapolis location!

Historic Loft w/ Park View & Spa Access

Anchors Away

Cozy Annapolis Condo

1st Floor Condo in Annapolis

Funky Uptown Apt meets Downtown - Hist District

Waterfront Suite w Scenic Annapolis Views
When is the best time to visit Chestertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £158 | £158 | £168 | £181 | £180 | £178 | £175 | £176 | £176 | £172 | £154 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Quick stats about holiday rentals with a washing machine and a dryer in Chestertown

Total holiday rentals
Explore 30 holiday rentals in Chestertown

Nightly prices starting at
Chestertown holiday rentals start at £72 per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chestertown holiday rentals include wifi access

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

5 Average rating
Chestertown stays are highly rated by guests – averaging 5 out of 5!
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- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Hampden
- Betterton Beach
- Sandy Point State Park
- Patterson Park
- Six Flags America
- Killens Pond State Park
- Quiet Waters Park
- Hippodrome Theatre
- Baltimore Museum of Art
- Breezy Point Beach & Campground
- Gerry Boyle Park
- Johns Hopkins University
- University of Delaware
- American Visionary Art Museum
- FedExField
- CFG Bank Arena
- Loyola University Maryland
- Arundel Mills
- The Walters Art Museum
- Downtown Annapolis Partnership




