Holiday rentals with a washing machine and dryer in Annapolis

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Top-rated Holiday Accommodation with Washing Machine and Dryer in Annapolis

Guests agree: These Holiday Homes with Washing Machine and Dryer are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Annapolis

4.96 out of 5 average rating, 336 reviews

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.

21 – 28 Feb

$2,527 AUD total

Guest favourite

Condo in Annapolis

4.99 out of 5 average rating, 126 reviews

New Downtown Annapolis Condo With Free Parking

This newly constructed property brings chic, low-maintenance living to the heart of the Arts District in Annapolis. No parties, events, or large gatherings! Week long stay discount is 20%! Month long stay discount is 30%! Pets are only $100 per stay! Additional guests are $15 per person per night :) For stays greater than 90+ days, ask host about leasing to avoid service fees. Monthly rates start at $5,000! We would be happy to accommodate flexible check in and check out times if available

21 – 28 Nov

$2,969 AUD total

Guest favourite

Cottage in Annapolis

4.94 out of 5 average rating, 314 reviews

Wright’s Cottage, Pets Welcome!

We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!

14 – 21 Aug

$2,269 AUD total

Guest favourite

Guesthouse in Annapolis

4.9 out of 5 average rating, 207 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

13 – 20 Dec

$1,297 AUD total

Guest favourite

Boat in Annapolis

4.94 out of 5 average rating, 351 reviews

Stay aboard the S/V MY STUDIO on Annapolis Harbor

Discover life aboard a comfortably equipped sailing yacht. Great for couples on a weekend getaway, and child friendly for families looking to include their little pirates. Hands down this is a wonderful way to visit Historic Annapolis and Naval Academy. We love the opportunity to share our boat, and help create a memorable vacation. Weather permitting, Private Sailing Cruises can be arranged during your stay for an additional charge. Cheers, and I look forward to welcoming you aboard.

22 – 29 July

$2,480 AUD total

Guest favourite

Apartment in Annapolis

4.91 out of 5 average rating, 122 reviews

Chesapeake Bird Nest

This nest is tucked high in the trees above Eastport. A quiet serene spot to relax and unwind, yet close enough to all the action in beautiful downtown Annapolis. Quiet, separate, apartment space. Walk 1 block to restaurants and bars in Eastport, hop on the water taxi and you are in the heart of Downtown Annapolis, USNA, and historic areas of Annapolis in minutes. This is an Ideal location for the sailing community or anyone visiting our beautiful city. Free street parking available.

24 Sept – 1 Oct

$1,807 AUD total

Guest favourite

Apartment in Crownsville

4.98 out of 5 average rating, 164 reviews

“River Sweet" Private Apartment

River Sweet has everything you need for a fun and relaxing getaway. Cozy and clean, River Sweet provides all the comforts of home, including your own driveway and entrance. You'll delight in privacy while enjoying a safe, waterfront neighborhood. A local mini mart and restaurant are close by. And, you are centrally located between Annapolis, Baltimore and Washington for fun excursions! Please let us know if you need a long-term stay. We would be happy to accommodate you.

28 June – 5 July

$1,586 AUD total

Guest favourite

Guesthouse in Annapolis

4.99 out of 5 average rating, 106 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

10 – 17 Oct

$5,227 AUD total

Guest favourite

Guesthouse in Annapolis

5.0 out of 5 average rating, 106 reviews

Garden View, a spacious 1 bedroom with loft.

Take it easy at this unique and tranquil getaway located in a quiet neighborhood. Route 50, I-95, and Downtown Annapolis are all minutes away. Garden View is centrally located for Naval Academy sports, The Renaissance Festival, Boat Shows, and golf at The Preserve. Staying in? No problem, the kitchen is fully equipped, and with free wi-fi working at the desk is a breeze.

20 – 27 Apr

$2,237 AUD total

Guest favourite

Guest suite in Edgewater

4.89 out of 5 average rating, 438 reviews

South River Park Apartment

Located minutes from Annapolis, MD the in-law apartment offers access to Baltimore and DC in under an hour. The apartment offers its own entrance, full kitchen, one bathroom, one bedroom, tile floors, pullout sofa, Wifi, and parking. The apartment is registered with the Anne Arundel County Dept. of Inspections & Permits, #STR-15, for short term rentals.

11 – 18 June

$1,201 AUD total

Guest favourite

Guest suite in Annapolis

4.97 out of 5 average rating, 163 reviews

Private 2B Apt--less than 1 mi to Downtown

A fully finished modern basement apartment with separate/private entry, in charming Eastport less than a mile from downtown Annapolis. Street parking is always available at the entrance to the apartment. Easy access to nearby restaurants, marinas, and US Naval Academy.

19 – 26 Nov

$1,930 AUD total

Guest favourite

Loft in Annapolis

4.91 out of 5 average rating, 920 reviews

Step Out to Main Street From a Chic Loft

This loft apartment features an exquisite industrial-chic aesthetic where exposed brick walls and hardwood floors are accentuated by metallic textures and rustic items. Curl up with a book from the bookshelf or sink into the sofa to watch TV.

1 – 8 Nov

$1,889 AUD total