Earleville Vacation Rentals

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Our top choices for Earleville vacation rentals

9.8 out of 10, Exceptional, (40 reviews)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
$105 nightly
The price is $111
Jan 26 - Jan 27
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
9.8 out of 10, Exceptional, (8 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Jan 19 - Jan 20
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
9.6 out of 10, Exceptional, (19 reviews)
"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
Jan 22 - Jan 23
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20 reviews)
"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
Jan 19 - Jan 20
Total with taxes and fees
Historic Chesapeake City Stay
9.6 out of 10, Exceptional, (5 reviews)
"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.
$154 nightly
The price is $155
Jan 19 - Jan 20
Total with taxes and fees
Summer Rustic Camping with AC and King Bed
10.0 out of 10, Exceptional, (3 reviews)
"We were able to stay in this cozy place.It was close to an event Kaitlin and John were great hosts and were great at communicatingThe beds were sooooo comfortable !"
United States
Deb B.
Hayloft:Countryside Suite at Cedar Equestrian Farm
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
$200 nightly
The price is $212
Jan 26 - Jan 27
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$322 nightly
The price is $341
Jan 19 - Jan 20
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
10.0 out of 10, Exceptional, (34 reviews)
"Very secluded quaint cottage. Lovely space. Great overnight getaway. Port Deposit was just a few minutes drive. Will definitely stay again! "
United States
Tim R.
$198 nightly
The price is $209
Jan 19 - Jan 20
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
7.6 out of 10, Good, (10 reviews)
"Pleasant stay"
United States
Yommali G.
$88 nightly
The price is $94
Feb 2 - Feb 3
Total with taxes and fees
Charming 2-bedroom house in Aberdeen with WiFi and AC
9.4 out of 10, Exceptional, (3 reviews)
"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
Jan 19 - Jan 20
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
$144 nightly
The price is $159
Jan 19 - Jan 20
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (7 reviews)
"Cozy little place to stay that was fully stocked for a fair price compared to others in the area. Plenty of parking and quiet even with the tattoo shop below. The only thing that I would like to have had is a light on the front porch but I used my flashlight on my phone so it wasn’t too bad. I would definitely stay again."
United States
Krystle M.
$103 nightly
The price is $107
Jan 19 - Jan 20
Total with taxes and fees
Cozy loft above ink shop
2.0 star property
$122 nightly
The price is $130
Feb 1 - Feb 2
Total with taxes and fees
Spacious Private 2BR Suite in Abingdon with Separate Entrance
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
$258 nightly
The price is $273
Jan 19 - Jan 20
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Vacation Home in Bel Air

Hobbit House one of a kind home
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay! "
United States
Courtney H.
$293 nightly
The price is $295
Jan 19 - Jan 20
Total with taxes and fees
Hobbit House one of a kind home

Vacation Home in Kent County

High Tide Haven Suite
$197 nightly
The price is $204
Jan 19 - Jan 20
Total with taxes and fees
High Tide Haven Suite
9.6 out of 10, Exceptional, (5 reviews)
"Enjoyed our stay."
United States
Erik H.
$357 nightly
The price is $357
Feb 9 - Feb 10
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
9.2 out of 10, Wonderful, (9 reviews)
"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
Jan 24 - Jan 25
Total with taxes and fees
Amazing Modern house with a full kitchen and parking
2.0 star property
$448 nightly
The price is $478
Jan 19 - Jan 20
Total with taxes and fees
Heated Pool • Private Backyard • Home Theater
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 $94 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?

Captivating Chesapeake experience: This vacation home rental near Earleville is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

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. Skipjack Cove Yachting Resort and Hack's Point Marina 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.