Search Eastern Maryland Cottage Rentals from CA $140

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Browse Select Eastern Maryland Cottages

Shore Point Cottages
Fridge, microwave, stovetop, dishwasher

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (199)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."
The price is CA $146
CA $208 total
includes taxes & fees
Nov 25 - Nov 26
Shore Point Cottages
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Marina

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

9.6 out of 10, Exceptional, (115)
"Waters edge is just a few steps away to sit and watch boats come in and out. So cute and the most amazing artifacts decorating the place made it even more captivating. Short walk to coffee, food and shopping local. The owner was responsive and kind as well as super easy to work with. Will definitely return."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Property grounds

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

9.6 out of 10, Exceptional, (134)
"We loved this house, it was perfect for exploring town and as a base for things further afield. Comfortable, thoughtfully and well stocked with lots of charm."
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
Exterior

Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.

10.0 out of 10, Exceptional, (6)
"Fresh and clean , new gated community , except for street light at first cabin and they need black out blinds on windows, was to bright to try and sleep"
The price is CA $152
CA $219 total
includes taxes & fees
Nov 26 - Nov 27
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Interior

Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG

10.0 out of 10, Exceptional, (22)
"This is the cutest little beach cottage, steps to the beach! The owner is very responsive and super hospitable. We will be staying again! "
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Waterfront property with private boat ramp and new dock!
Outdoor dining

Waterfront property with private boat ramp and new dock!

9.6 out of 10, Exceptional, (8)
"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "
Waterfront property with private boat ramp and new dock!
Your Own Stonegate Cottage— North OC—4 blocks to the Beach
Property grounds

Your Own Stonegate Cottage— North OC—4 blocks to the Beach

10.0 out of 10, Exceptional, (16)
"We love this location and the hosts"
Your Own Stonegate Cottage— North OC—4 blocks to the Beach
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds

Comfortable cottage in gated community, 5 mins to OC and Assateague

9.8 out of 10, Exceptional, (26)
"Very nice, clean and quiet location. Would definitely book again."
The price is CA $140
CA $443 total
includes taxes & fees
Nov 26 - Nov 27
Comfortable cottage in gated community, 5 mins to OC and Assateague
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
Terrace/patio

Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower

8.4 out of 10, Very good, (48)
"The house was nice. Neighbor quiet. It was nice there is a small park across the street for the dog. Had everything I need in the house. It was nice I did not have to bring my own sheets and towels. They were supplied to us. The beach is a short drive up the street, maybe a minute or two and there was plenty of parking. I would stay here again if I go down to ocean city again."
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
Cozy Coastal Cottage Ocean Pines
Fridge, microwave, oven, stovetop

Cozy Coastal Cottage Ocean Pines

9.2 out of 10, Wonderful, (20)
"Property was just as shown and couldnt have asked for better communication."
Cozy Coastal Cottage Ocean Pines
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Exterior

Private Carriage House Retreat on a 33 Acre Historic Working Estate

10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Outdoor dining

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (168)
"We went to St. Michael’s for a wedding. The cottage was great. Very charming. The location was perfect. We could walk everywhere. We had great communication with the host. He was very accommodating. We will stay there again. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
Private kitchen

Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.

9.2 out of 10, Wonderful, (10)
"Clean, modern, compact cottage and is PET FRIENDLY! Great screened in porch and small but nice area outside of cottage to enjoy personal fire pit.Pool, Laundry facility all close on site.Pet area was clean, grassy, well kept area for our large dog.Would def stay there again!Check in and communication with office was perfect-always quick With responses!❤️"
The price is CA $152
CA $219 total
includes taxes & fees
Nov 25 - Nov 26
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI
Fridge, microwave, oven, stovetop

Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI

8.4 out of 10, Very good, (11)
"Was a great place for our family vacation. Even though it was right off of Coastal Highway the noise from the road was not too bad especially with the AC units running. Very close to the beach & perfect for walking our dog. The cottage is bigger inside than it looks. Didn't particularly care for the shared laundry but, we made it work - only had to do one load anyway. Looking for some privacy away from condo life, we recommend this little cottage."
Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI
Waterfront, cozy cottage with private pool on 27 acres
Beach nearby

Waterfront, cozy cottage with private pool on 27 acres

9.8 out of 10, Exceptional, (87)
"We had a wonderful time overlooking the water and swimming in the refreshing pool while enjoying easy access to downtown Cambridge and Blackwater NW Refuge."
Waterfront, cozy cottage with private pool on 27 acres
New to VRBO! Cozy cottage close to everything!
Fridge, microwave, oven, stovetop

New to VRBO! Cozy cottage close to everything!

10.0 out of 10, Exceptional, (1)
"We had a great trip. The house was in the perfect location. Close to shopping, restaurants, and the beach made for the perfect vacation."
New to VRBO! Cozy cottage close to everything!
A pair of bay view cottages with cable & free WiFi - walk 2 blocks to the beach

A pair of bay view cottages with cable & free WiFi - walk 2 blocks to the beach

7.6 out of 10, Good, (9)
"This Stay was very disappointing. From the check-in process, where the property management company made you come in person to get a blank envelope since the door had a keycode, to the ants throughout the kitchen and bathroom there were some minor annoyances but there were also some major issues. 1) in unit B one of the bedrooms did not have heat. If it was summer this may not be an issue but when it is getting down into the 30s at night that means its not a usable room. 2) The bunk beds...
A pair of bay view cottages with cable & free WiFi - walk 2 blocks to the beach
Chesapeake Romantic Waterfront Home with Private Pool
Interior

Chesapeake Romantic Waterfront Home with Private Pool

8.8 out of 10, Excellent, (5)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Property grounds

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

10.0 out of 10, Exceptional, (2)
"Great little cottage, beautiful scenery, quiet and peaceful. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
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.
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Other property types in Eastern Maryland

Shore Point Cottages
Fridge, microwave, stovetop, dishwasher

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (199)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."
The price is CA $146
CA $208 total
includes taxes & fees
Nov 25 - Nov 26
Shore Point Cottages
Majestic Hotel & Apartments
Basic Apartment, 2 Bedrooms, Non Smoking | Private kitchen

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Beachfront condo with private balcony & amazing views
TV, DVD player, books

Beachfront condo with private balcony & amazing views

9.2 out of 10, Wonderful, (20)
"Vrbo itself great! I like staying away from the boardwalk.I did reach out to the property manager 3 days ago about a non serious issue and still didn’t get a response. Vacasa can be better. There was left over coffee spilled and maybe lettuce dried up on the counter that could have been cleaned better. "
Beachfront condo with private balcony & amazing views
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between CA $140 and CA $152 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. These prices were 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.
What are the best cottages in Eastern Maryland?
There are multiple cottages in Eastern Maryland with a total average guest review rating of 9.4, so you’re sure to snag the ideal place. Planning a trip to Ocean City? Frontier Town Campground is one property recommended by travelers. This 2-star cottage includes amenities like a swimming pool and a barbecue grill. 103 79th Street 3 Bedroom Cottage By Redawning is another popular escape where you’ll be close to nature. WiFi and a patio are just a couple of the conveniences you can expect at this 3-star pick in Ocean City.
How many cottages are there in Eastern Maryland?
Explore our 27 cottages in Eastern Maryland and reserve your favorite. Whether you’re dreaming of a vacation with the whole fam or a break with pals, your perfect stay is clicks away with Expedia.
Are there any family-friendly cottages in Eastern Maryland?
You’ll find family-friendly cottages in locations across Eastern Maryland, including Ocean City. Frontier Town Campground is one property that’ll meet your needs in this bustling city. It has a 2-star rating and conveniences like a playground and a barbecue grill. Also consider 103 79th Street 3 Bedroom Cottage By Redawning. With WiFi and clothes washing facilities, this 3-star cottage in Ocean City will make you and your companions feel at home. Once you’ve unpacked your suitcase and settled in, get out and explore Ocean City. Look forward to memorable moments together at family-friendly attractions such as Ocean City Beach and Maryland Beach.
Why book your cottage in Eastern Maryland with Expedia?
We think that vacations should be easy, so if you’re seeking cottages in Eastern Maryland at an affordable price, Expedia delivers. Save those pennies and go for a cheap option surrounded by wilderness, or splurge on a luxury cottage to pamper your loved ones.
How can I find cheap cottages in Eastern Maryland?
Expedia can help you look for cheap cottages in Eastern Maryland. To find your special stay in just a few keystrokes, try out our handy filter tool to refine your search by budget, star rating and amenities.
What is there to do in Eastern Maryland near my cottage?
Whether you like shopping, sightseeing, relaxation or adventure, Eastern Maryland has something to suit all tastes! The terrific city of Ocean City boasts plenty of things to see and do, including Ocean City Beach, Seacrets Distilling Company and Trimper’s Rides. If you’re on your way to Berlin, Globe Theater, Main Street Berlin and Calvin B. Taylor House Museum will fill up your itinerary.