Find Extended Stay Hotels in St. Michaels, MD

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Top St. Michaels Extended Stay Hotels | Reserve now, pay later

Our top choices for St. Michaels hotels with a kitchen

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
$95 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (674)
"Great view, good ambiance all around"
United States
Dianne
$110 nightly
The price is $122
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1001)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
$129 nightly
The price is $142
Dec 14 - Dec 15
Total with taxes and fees
Best Western Plus Easton Inn & Suites

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (58)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
$144 nightly
The price is $160
Dec 15 - Dec 16
Total with taxes and fees
Inn at Huntingfield Creek

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (54)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
$127 nightly
The price is $145
Dec 18 - Dec 19
Total with taxes and fees
Residence Inn By Marriott Annapolis

Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD
Downtown Cambridge
10.0 out of 10, Exceptional, (6)
$221 nightly
The price is $234
Dec 14 - Dec 15
Total with taxes and fees
Station House East: Upscale Loft in the Historic District Cambridge, MD

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (962)
"Nice breakfast, clean room, great parking"
United States
Amy
$91 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sonesta ES Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"I had a great experience at my stay at Hampton "
United States
Idris O
$94 nightly
The price is $107
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Annapolis

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
2.0 star property
Downtown Cambridge
9.8 out of 10, Exceptional, (11)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
$309 nightly
The price is $327
Dec 15 - Dec 16
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
$286 nightly
The price is $316
Jan 4 - Jan 5, 2026
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about St. Michaels

Discover top St. Michaels attractions

St. Michaels, Maryland, is a charming waterfront town perfect for quality-seeking travelers. Start your journey at the Chesapeake Bay Maritime Museum, where you can explore the region's rich maritime history through engaging exhibits and historic vessels. For an outdoor adventure, take a scenic bike ride along the picturesque St. Michaels Nature Trail, where the stunning views of the bay and lush landscapes await. Don't miss the chance to indulge in locally-sourced seafood at one of the waterfront restaurants, such as The Crab Claw, known for its mouthwatering crab cakes and stunning sunset views. Families with children will love the interactive experiences at the St. Michaels Museum, where you can learn about local history in a fun and engaging way. Finally, unwind with a relaxing afternoon at the St. Michaels Winery, where you can sample exquisite wines while soaking in the serene vineyard surroundings. For accommodations, consider staying in the historic district, where charming inns and boutique hotels provide a cozy yet luxurious feel, complete with attentive service to ensure your every need is met during your stay.

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Most booked related extended stays in St. Michaels in 2026

Frequently asked questions

What are the best long-term hotels in St. Michaels?
With a patio, shopping and other conveniences, Charming St Michaels Home is perfect for your extended stay in St. Michaels. Another excellent pick is Riverview Retreat - Charming Waterfront Cottage In St Michaels. Book a stay here and make use of a barbecue grill, a yard and more. Both long-term hotels also have a kitchenette or kitchen where you can serve up your favorite dishes. Use the cash you save on costly takeouts for exciting things like visiting popular sights.
What are the top pet-friendly extended stay hotels in St. Michaels?
Grab your bags, and your canine companion, and get comfy at Dollhouse In Central Historic St Michaels. This extended stay in St. Michaels makes pets and their owners feel welcome with pet-friendly services, a garden and other helpful amenities. W Melson House is another long-term stay your pup will love as much as you. It features pet-friendly services, a garden and more.
What's the best extended stay hotel in downtown St. Michaels?
For an extended escape in St. Michaels, it's tough to beat the downtown area. And that's exactly where you'll find Riverview Retreat - Charming Waterfront Cottage In St Michaels. Offering a barbecue grill and a yard, it's the perfect base to explore this destination at your own pace. Also consider Captain's Cove - Fantastic Family Compound Just 1. Fitness facilities and a swimming pool are among the handy amenities at this extended stay hotel. Once you've unpacked and made yourself at home, it's time to see the sights. Need some inspo? We think you'll love St. Michaels Winery and Chesapeake Bay Maritime Museum.
What are the best extended stay hotels with kitchens in St. Michaels?
When you're traveling for a while with the family, eating out all the time can be stressful — not to mention expensive. That's why it's a great idea to pick long-term stays fitted with a kitchen, like W Melson House. It offers a selection of features that make vacationing with your brood more comfortable, including pet-friendly facilities and animal viewing activities. Charming St Michaels Home can also help you save a tidy sum on restaurant bills. Cook your favorite meals and enjoy this property's amenities, such as animal viewing activities and cycling.
Can I find extended stay hotels with pools in St. Michaels?
Nothing says fun like a pool does. Slip on your board shorts or bikini and splash around at Dollhouse In Central Historic St Michaels. A kitchen, a queen bed and a dryer are some of the amenities here. Another great option for your extended stay in St. Michaels is W Melson House. Your gang won't want to get out of the pool at this getaway, which also offers an oven, a barbecue grill and a kitchen so you can cook your own meals.St. Michaels has a humid subtropical climate and temperatures range between 69 ºF and 82 ºF in summer. If you want to spend the bulk of your break kicking back by the water, this would be a fabulous time to visit.
What are the top extended stay hotels with 2 bedrooms in St. Michaels?
If you're in charge of organizing an extended break with the family or your travel buddies, you'll need plenty of space. Featuring two bedrooms, Dollhouse In Central Historic St Michaels is an ideal choice. Conveniences such as a kitchen, a washing machine and a swimming pool make it a cinch to hang around for a while here. Also check out W Melson House. One of our top long-term stays in St. Michaels, this two-bedroom option offers shopping, a washing machine and more.
Why book an extended stay hotel in St. Michaels through Expedia?
If you need a long-term rental for your extended stay in St. Michaels, Expedia's got you covered. Tailor your search results by amenities, location and price to find your ideal long-term stay. Some of these sought-after properties may even offer discounted weekly rates. Want to know how to snag the best deals? Sign up to become an Expedia member for free and save loads of cash with exclusive offers — plus you'll receive reward points on every booking. Our extended stay hotels in St. Michaels come with amenities like kitchens, laundries and recreational facilities, so even though you're miles away, you can still experience the comforts of home.
What can I expect from an extended stay hotel?
Reserve an extended stay hotel in St. Michaels and take all the time you want experiencing this wonderful destination. Along with being able to stay a few weeks or longer, these types of properties include features designed to make your visit nice and easy. Recreational facilities, kitchens and laundry areas are just the beginning. To find your ideal extended stay hotel, use Expedia's handy filters to search for properties based on amenities, price, location and more. Often offering weekly rates, extended stay hotels can be kinder to your budget compared to your standard accommodations.

Top St. Michaels Hotel Reviews

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