Search Maryland Cottages

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Maryland

Compare 289 Cottages in Maryland with updated reviews, rates, and availability.

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (61)
"We loved it. Everything was clean. The location was close to everything we wanted to see and do. "
Shore Point Cottages
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (267)
"Everything is perfect over there … The paradise on earth .. Highly recommended "
The Heron's Nest at Atlantic Marina
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
10.0 out of 10, Exceptional, (61)
"We had a great time at this very cute cottage and really appreciated the extra touches of the hosts, who were very helpful. The yard is truly a great place to hangout but there were also lots of places to enjoy close by."
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Save an average of 15% on thousands of hotels when you're signed in
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
10.0 out of 10, Exceptional, (2)
"Wonderful Location and proximity to Ocean City!Quiet,quaint ocean cottages on bayside.Great for walks in neighborhood,esplly with our doggies.Plenty trails close by.Highly recommend Isle of Wight Park(is on the way over or back from OC)Nice cozy place and beds. Sunroom toasty and warm.There is heater,AC unit on both sides.Stayed plenty warm enough on cool Fall nights.All amenities as home,kitchen ,fridge microwave, stocked pans,silverware and items.(We had brought our usual paper plates,bowls...
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
Renovated cottage with seasonal pool, firepit, & washer/dryer
8.4 out of 10, Very Good, (30)
"TLDR: House is old (in not a cute way), broken (or one strong breeze from being broken), cheap, and possibly dangerous. Complaints in previous reviews not fixed. The hot tub was ice cold the whole weekend (our main reason for picking this house - please don't pick it expecting to use the hot tub). Full review: This house is thoroughly "meh". As soon as we arrived we nicknamed the house "Tilty" because the house leans so much. There is obvious structural damage that would never pass an...
Renovated cottage with seasonal pool, firepit, & washer/dryer
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse
9.4 out of 10, Exceptional, (26)
"Very clean - Everything I needed was there Location - Location - Location - PERFECT ! Highly recommend and I will stay here again"
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse
Waterfront nature retreat, contemporary home w/ pier by Annapolis. Pet Friendly!
10.0 out of 10, Exceptional, (1)
Waterfront nature retreat, contemporary home w/ pier by Annapolis. Pet Friendly!
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (54)
"We have stayed at this property twice and love it. Very peaceful, clean, and comfortable."
Waterfront Cottage in Beautiful Hoopers Island
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (186)
"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (108)
"VRBO link hasn’t enabled me to communicate with property manger/owner as I’m unable to access account via the VRBO link. I’ve re-registered multiple times now."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (105)
"This is our third visit. You can’t have a better location! We love St. Michael’s and this historical cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (6)
"Pleasant relaxing time. We were pleased and impress to locate this property"
The price is $130
$289 total
includes taxes & fees
Jun 17 - Jun 18
Soul Oasis - home on the Chesapeake Bay
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, (152)
"Quaint yet period correct. Plenty of room with decent kitchen. Especially love location and screaned back porch. Have stayed in house several times and does not disappoint!! Will go again for sure!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Eastern Shore beach cottage get-away
10.0 out of 10, Exceptional, (122)
"The cozy cottage is perfectly maintained and well equipped. The bay view is as advertised and lovely. The location in Rock Hall is ideal, quiet and convenient to everything. The property manager is responsive and informative. We had a great, relaxing getaway weekend and look forward to returning."
Eastern Shore beach cottage get-away
Waterfront home with beach on the Chesapeake Dog-Friendly
9.8 out of 10, Exceptional, (20)
"The home was beautiful, the setting was stunning, and the check-in and check-out process was a breeze! Our group of 6 cousins had a fantastic time together enjoying the beautiful views and all that Annapolis has to offer. We are already planning a return trip next year!"
Waterfront home with beach on the Chesapeake Dog-Friendly
Chesapeake Bay Vacation Rental w/ Boat Dock!
8.8 out of 10, Excellent, (5)
"It was not as clean as it should have been. When i pay to stay somewhere, i expect clean."
Chesapeake Bay Vacation Rental w/ Boat Dock!
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (107)
"The property is located in a small neighborhood right by the water. While there are houses fairly close it is quiet with beautiful views. The house is clean and has good appliances/wifi for a comfortable stay. It is a one bedroom with a big bathroom and living room. The screened in patio is good to avoid the mosquitos. One note is for those with mobility issues, the shower/bathtub has a high ledge with a thicker width to get in/out."
The price is $165
$259 total
includes taxes & fees
Jun 3 - Jun 4
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront, cozy cottage with private pool on 27 acres of privacy
9.8 out of 10, Exceptional, (85)
"We came for the Ironman 140.6 and we lucked out finding this lovely cottage! It was the perfect location, the property was beautful, and the house was very clean and had everything we needed. Dave and Cindy were so kind and helpful! They welcomed us to the property, gave us restaurant recommendations, let us pick some figs, and were very helpful when I left something behind. We would love to stay again!"
Waterfront, cozy cottage with private pool on 27 acres of privacy
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
10.0 out of 10, Exceptional, (32)
"Lovely property."
The price is $140
$230 total
includes taxes & fees
Jun 4 - Jun 5
Relaxing and peaceful guest house close to beach towns and DC. Lotsa amenities.
Don't see what you're looking for?
See all available properties in Maryland
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.

Maryland Cottages information

Number of reviews
1,355
Accommodation
289 Cottages
Lowest Price
$130
Highest Price
$165

Frequently asked questions

How much do cottages in Maryland cost?
Rates for cottages in Maryland range between $130 and $165 per night. No matter your budget, you’re sure to find a perfect place to immerse yourself in nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Maryland?
Explore our 289 cottages in Maryland and then select your favorite. Whether you’re embarking on a vacation with all the fam or a weekend with besties, your perfect stay is just a few clicks away with Expedia.
Why book your cottage in Maryland with Expedia?
Reserving a cottage in Maryland is as simple as entering your travel dates and selecting an ideal place for outdoor recreation and relaxation. From high-end retreats to affordable properties and cottages that offer perks like free WiFi, Expedia has something for all styles and tastes. As for terrific deals? We have them too!
How can I find cheap cottages in Maryland?
Expedia can help you look for cheap cottages in Maryland. To discover your dream stay in just a few clicks, simply use the filter tool to refine your search by budget, amenities and star rating.
What is there to do in Maryland near my cottage?
Whether you’re into food, shopping, history or sightseeing, Maryland offers something for everyone! The major city of Washington boasts loads of sights and experiences, including National Mall, Smithsonian Institution and National Museum of African American History and Culture. If you’re planning an escape to Baltimore, National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum should be at the top of your to-do list.

Recent reviews of Maryland hotels
Expedia verified reviews