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Earleville Vacation Rentals

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Vacation Rentals in Earleville

Apartment in Elkton

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Dec 5 - Dec 6
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Apartment in Millington

9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
$118 nightly
The price is $125
Dec 8 - Dec 9
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River

Cabin in Chesapeake City

9.0 out of 10, Wonderful, (18)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
$263 nightly
The price is $279
Dec 5 - Dec 6
Total with taxes and fees
Historic Chesapeake City Stay

Apartment in Elkton

9.8 out of 10, Exceptional, (40)
"Perfect in every way… a great stay"
United States
Robert B.
$105 nightly
The price is $111
Dec 11 - Dec 12
Total with taxes and fees
Country Get Away 1 Bedroom Apartment

Apartment in Bear

9.6 out of 10, Exceptional, (4)
"Second time staying in as many weeks. Place is spot on for what we needed for our quick trips. Close to food and shopping as well as easy access to highways if needed."
United States
Jeffrey R.
$103 nightly
The price is $107
Dec 5 - Dec 6
Total with taxes and fees
Cozy loft above ink shop

Vacation Home in Elkton

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$321 nightly
The price is $340
Dec 5 - Dec 6
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Cottage in Port Deposit

10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
$203 nightly
The price is $215
Dec 7 - Dec 8
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom

Apartment in Chesapeake City

2.0 star property
9.4 out of 10, Exceptional, (3)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
$316 nightly
The price is $335
Dec 5 - Dec 6
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Cottage in Port Deposit

10.0 out of 10, Exceptional, (30)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
$199 nightly
The price is $210
Dec 5 - Dec 6
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Vacation Home in Elkton

9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
$158 nightly
The price is $159
Dec 5 - Dec 6
Total with taxes and fees
Summer Rustic Camping with AC and King Bed

Apartment in Chestertown

9.6 out of 10, Exceptional, (107)
"Amazing and neat and very private "
United States
Alexander M.
$144 nightly
The price is $159
Dec 8 - Dec 9
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

Vacation Home in Smyrna

9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
$349 nightly
The price is $357
Dec 7 - Dec 8
Total with taxes and fees
Amazing Modern house with a full kitchen and parking

Vacation Home in Elkton

2.0 star property
$109 nightly
The price is $116
Dec 5 - Dec 6
Total with taxes and fees
Room #2 in Elkton, MD – Easy Access to I-95

Vacation Home in Bel Air

10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
$301 nightly
The price is $303
Dec 8 - Dec 9
Total with taxes and fees
Hobbit House one of a kind home

Vacation Home in Elkton

8.0 out of 10, Very Good, (10)
"Nice and quiet place to stay"
United States
Gary M.
$265 nightly
The price is $281
Dec 7 - Dec 8
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Apartment in Newark

2.0 star property
10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
United States
Erik H.
$276 nightly
The price is $276
Dec 9 - Dec 10
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Apartment in Port Deposit

10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
$243 nightly
The price is $258
Dec 8 - Dec 9
Total with taxes and fees
Private 3 room Queen Suite w/Kitchenette

Vacation Home in Bel Air

10.0 out of 10, Exceptional, (12)
"Wonderful property located in a peaceful setting. This is our next stay at the Gentlemen’s Farm. Pastoral location that is convenient to Bel Air. House is so clean and well maintained. We had everything available that we needed. Tracey is so responsive in providing information that makes the stay even better. We will stay here again when in the area visiting family."
United States
Jim S.
$324 nightly
The price is $326
Dec 18 - Dec 19
Total with taxes and fees
Small House on Gentleman’s Farm

Vacation Home in Aberdeen

$216 nightly
The price is $229
Dec 7 - Dec 8
Total with taxes and fees
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Apartment in Worton

10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
$285 nightly
The price is $315
Dec 7 - Dec 8
Total with taxes and fees
Waterfront Retreat with Private Dock and Beach
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 Earleville Hotel Reviews

Find out more about Earleville

Everything you need to know about Earleville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Earleville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Earleville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Earleville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Earleville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Earleville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Earleville rentals

At Expedia, we put the best Earleville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Earleville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Earleville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Earleville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Earleville?

Yes, you can find vacation rentals near popular sights in Earleville, or you can choose a more remote option if you want a relaxing place to stay. Earleville is known for its museums.

What's the top vacation rental that Earleville has to offer?

Waterfront Lodge packed with Amenities: This highly rated vacation home rental in Earleville is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Earleville?

Expedia has 5 vacation rentals for your stay in Earleville.

What can I see and do in Earleville?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Earleville Wildlife Management Area and Skipjack Cove Yachting Resort are other places to visit while you're in town.

What are vacation rentals like in Earleville?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Earleville. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.