Search Eastern Shore Cottage Rentals from CA $293

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Eastern Shore cottages

House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is CA $143
CA $373 total
includes taxes & fees
Jun 1 - Jun 2
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
10.0 out of 10, Exceptional, (43 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is CA $242
CA $293 total
includes taxes & fees
Jun 1 - Jun 2
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is CA $197
CA $363 total
includes taxes & fees
Jun 4 - Jun 5
Deal Island Bay Cottage
Exterior

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

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (46 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is CA $248
CA $580 total
includes taxes & fees
May 31 - Jun 1
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds

Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (12 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $251
CA $380 total
includes taxes & fees
Jun 2 - Jun 3
Quarry Landing - Center of Town & River View - 3 Bedroom
Terrace/patio

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $599
CA $884 total
includes taxes & fees
Jun 10 - Jun 11
Long Beach Cottage, (romantic couple’s getaway)
Palm Cottage

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (567 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is CA $410
CA $461 total
includes taxes & fees
Jun 17 - Jun 18
Key West Cottages
House (3 Bedrooms) | Interior

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
The price is CA $194
CA $567 total
includes taxes & fees
Jun 11 - Jun 12
3 Mi to Bethany Beach: Family Home w/ Movie Room!
Outdoor spa tub

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (132 reviews)
"It was so peaceful and had plenty of room for me and my friends to have my bachelorette weekend! Everything was so cute and easily accessible!"
United States
Emily S.
The price is CA $185
CA $379 total
includes taxes & fees
May 31 - Jun 1
Restful and Quaint Cottage
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (50 reviews)
"Gorgeous. Host is very welcoming and available. Clear instructions, which are super helpful. Peaceful and stunning location. Thank you, Teresa!"
United States
Carver Z.
The price is CA $201
CA $428 total
includes taxes & fees
Jun 3 - Jun 4
Soul Oasis - home on the Chesapeake Bay
Exterior

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (47 reviews)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
The price is CA $230
CA $402 total
includes taxes & fees
Jun 7 - Jun 8
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Property grounds

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is CA $234
CA $399 total
includes taxes & fees
Jun 11 - Jun 12
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (15 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is CA $223
CA $502 total
includes taxes & fees
Jun 1 - Jun 2
Charming 1-bedroom cottage with loft in Rehoboth Beach
Exterior

Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (53 reviews)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
The price is CA $183
CA $379 total
includes taxes & fees
Jun 15 - Jun 16
Heart of Amish Country - Paradise Cottage
Terrace/patio

Indoor-Outdoor 2BR on Working Farm | Creek View

Indoor-Outdoor 2BR on Working Farm | Creek View
Melfa
The price is CA $215
CA $430 total
includes taxes & fees
Jun 3 - Jun 4
Indoor-Outdoor 2BR on Working Farm | Creek View
Exterior

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (3 reviews)
"It was everything we hoped it would be"
United States
Carla H.
The price is CA $200
CA $416 total
includes taxes & fees
May 31 - Jun 1
Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Exterior

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is CA $504
CA $803 total
includes taxes & fees
Jun 14 - Jun 15
Pet-friendly creekside cottage w/ backyard
House (3 Bedrooms) | Interior

2 Mi to Apg: Edgewood Family Home w/ Fenced Yard

2 Mi to Apg: Edgewood Family Home w/ Fenced Yard
3.0 star property
Edgewood
The price is CA $201
CA $656 total
includes taxes & fees
Jun 25 - Jun 26
2 Mi to Apg: Edgewood Family Home w/ Fenced Yard
Exterior

Luxe 2BR Cabin with Deck and Creek View - Working Farm

Luxe 2BR Cabin with Deck and Creek View - Working Farm
Melfa
Luxe 2BR Cabin with Deck and Creek View - Working Farm
Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (20 reviews)
"Everything was good. Had a great time."
United States
Todd H.
The price is CA $302
CA $703 total
includes taxes & fees
Jun 1 - Jun 2
Thunder Hill Retreat - Spacious/Deck/Hot tub
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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Top Eastern Shore Hotel Reviews

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

6/10 Okay
"We were a little disappointed that most of the hotel amenities were closed during our stay, with the bar being the only exception. Unfortunately, our AC unit was not working properly and was extremely loud, making it difficult to get a good night’s sleep. However, bartender Jeff truly made our experience memorable. His outstanding service and friendly attitude were the highlight of our visit, and we would gladly return because of him"
Cathleen 5-night trip
Posted 1 hour ago
Hilton Garden Inn Ocean City Oceanfront

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,151
Accommodation
33 Cottages
Lowest Price
CA $293
Highest Price
CA $884

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between CA $293 and CA $884 per night for cottages in Eastern Shore. No matter your budget, a fantastic stay is just clicks away on Expedia. 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 Shore?
Eastern Shore offers multiple cottages with a total average guest review rating of 9.8. Planning a trip to Ocean City? Travellers prefer Frontier Town Campground, a 2-star property with a swimming pool and a barbecue grill. Another top pick where you can escape the hustle and bustle is 103 79th Street 3 Bedroom Cottage By Redawning. It has a 3-star rating and amenities such as a nearby beach and a patio.
How many cottages are there in Eastern Shore?
Take your pick of 33 cottages in Eastern Shore. Whether you're traveling with the whole family, as a couple or with a group of workmates, Expedia will help you find the perfect space.
Are there any family-friendly cottages in Eastern Shore?
There sure are. Whether it's in one of Eastern Shore's bustling cities or way out in the wilderness, the unique charm of a cottage is ideal for family fun. If Ocean City is your destination, book a stay at Frontier Town Campground. This 2-star option features a playground and clothes washing facilities. Another great choice is 103 79th Street 3 Bedroom Cottage By Redawning. Also in Ocean City, this family-friendly cottage has a 3-star rating and includes clothes washing facilities and WiFi. After you've unpacked your luggage, it's time to discover the best of Ocean City. Look forward to memorable moments together at family-friendly attractions like Ocean City Beach and Jolly Roger Amusement Park.
Why book your cottage in Eastern Shore with Expedia?
Booking a cottage in Eastern Shore is as easy as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From luxurious retreats to budget-friendly stays and cottages that feature amenities like a kitchenette, Expedia has something for all traveler tastes. As for unbeatable deals? We've have them as well!
How can I find cheap cottages in Eastern Shore?
The quickest way to score cheap cottages in Eastern Shore is with Expedia's filter tool. Narrow your search by budget, star rating and amenities to snag awesome rates in a couple of clicks.
What is there to do in Eastern Shore near my cottage?
The best accessory to take on your Eastern Shore vacation is a good itinerary! Jolly Roger at the Pier, Inlet Park and Ember's Island Miniature Golf are some of the most popular sights if you're heading to Ocean City. Salisbury also has plenty of superb attractions, such as Poplar Hill Mansion. Want to explore more? Visit Pemberton Historical Park and Ward Museum of Wildfowl Art too.

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