Photo by Lisa Warmouth Strusowski

Search Cottages in Earleville

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 24 Cottages in Earleville with updated reviews, rates, and availability.

Be persuaded to experience this vintage cottage by the Sassa

9.4 out of 10, Exceptional, (8)
"We had one of the best vacations ever. Our 9 and 7 year old grandchildren wanted to live there forever! We had a beautiful house and access to the outdoor spaces including a dock for gishing, crabbing and swimming. We were able to make smores over a great fire pit and enjoyed phenominal sunsets from a sitting area overlooking the river. Gene and Suzie, the hosts were on-site and so warm and welcoming. Our every need was met immediately. We will definitely be vacationing at Gregg Neck Cottage...
Be persuaded to experience this vintage cottage by the Sassa

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

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

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

9.8 out of 10, Exceptional, (7)
"On a small hillside. Very quaint accommodation. Close to restaurants and river. Parking a little difficult to figure out, train is a bit loud and frequent but everything else was as advertised and nice. "
The price is SAR 556
SAR 876 total
includes taxes & fees
1 Dec - 2 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom

Family-Friendly Cottage, Walk to the Beach!

10.0 out of 10, Exceptional, (18)
"Another amazing stay at Robin’s Rest. Highly recommend for a quiet weekend getaway "
Family-Friendly Cottage, Walk to the Beach!

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

Hill Top Cottage with Chickens!

10.0 out of 10, Exceptional, (5)
"My husband and I were going to be in town for an event and didn’t want to stay in a hotel room. We were able to have a house all to ourselves that was cozy, quiet, and clean. The beds were comfortable, and we loved the electric fireplace. With the owner was excellent! "
Hill Top Cottage with Chickens!

Waterfront Cottage on the C&D Canal!

8.0 out of 10, Very Good, (5)
"Fantastic location "
Waterfront Cottage on the C&D Canal!

Waterfront cottage in historic Charlestown, Maryland

9.6 out of 10, Exceptional, (4)
"It was hot the week we stayed, and the ac could not keep up. and the creek was too low to kayak to the bay. It was a short walk to the beach which was nice. All and all it was a nice stay. "
Waterfront cottage in historic Charlestown, Maryland

Vintage Waterfront Cottage with Stunning Sunsets

10.0 out of 10, Exceptional, (5)
"thoroughly enjoyed our time at this lovely property. the quiet location, attention to detail, and communication with owners all made for an delightful stay. "
Vintage Waterfront Cottage with Stunning Sunsets

Waterfront Historical District Home Near River

3.0 star property
Waterfront Historical District Home Near River

Eastern Shore Getaway: Walk to Tolchester Marina!

3.0 star property
Eastern Shore Getaway: Walk to Tolchester Marina!

Private cottage

Private cottage

3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

9.6 out of 10, Exceptional, (5)
"It was as advertised. It was clean and we had everything we needed. It was a very pleasant visit."
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (3)
"We had a wonderful time! Being near the water is my happy place. The size of the home is perfect for me. And the weather was perfect! Thank you!"
The price is SAR 979
SAR 1,586 total
includes taxes & fees
25 Nov - 26 Nov
Long Beach Cottage, (romantic couple’s getaway)

Charming 2-bedroom water oriented cottage with water access

Charming 2-bedroom water oriented cottage with water access

Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

2.0 star property
9.0 out of 10, Wonderful, (2)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

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

9.4 out of 10, Exceptional, (3)
"Very clean, cozy, rustic, safe and remote place to stay. Perfect place to relax but close enough to explore the area. Would definitely go back. Highly recommend it."
The price is SAR 732
SAR 884 total
includes taxes & fees
25 Nov - 26 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Family-friendly Cottage, Walk to the Beach!

3.0 star property
Family-friendly Cottage, Walk to the Beach!

Waterfront Millington Vacation Rental w/ Hot Tub!

3.0 star property
Waterfront Millington Vacation Rental w/ 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.
Don't see what you're looking for?
See all available properties in Earleville
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Earleville

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (10)
"Couple little things were annoying. Overall a place/property we love. This was our third visit and plan for another."
Stunning waterfront villa with indoor pool and kids swing set and play area.

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (33)
"Super clean and beautiful views across the bay."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
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.

Frequently asked questions

Why book your cottage in Earleville with Expedia?
Booking a cottage in Earleville is as easy as deciding on your travel dates and picking an ideal place for outdoor fun and relaxation. From chic retreats to inexpensive properties and cottages that offer perks like a pool, Expedia has something for all tastes. As for terrific deals? We’ve got them as well!
How can I find cheap cottages in Earleville?
Expedia is here to help you look for cheap cottages in Earleville. To find a terrific stay in a couple of clicks, simply use our handy filter tool to refine your search by budget, star rating and amenities.