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Earleville Holiday Rentals

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Holiday Rentals in Earleville

Heated Pool • Private Backyard • Home Theater

2.0 star property
Middletown
The price is NZ$889
includes taxes & fees
24 Nov - 25 Nov
Heated Pool • Private Backyard • Home Theater

Country Get Away 1 Bedroom Apartment

Elkton
9.8 out of 10, Exceptional, (40)
"The hosts were amazing and enjoyed talking with them. We look forward to coming back soon. Sean and Paula "
United States
Michael B.
The price is NZ$197
includes taxes & fees
20 Nov - 21 Nov
Country Get Away 1 Bedroom Apartment

Guest Suite for up to 2 in a Victorian on the Chester River

Millington
9.6 out of 10, Exceptional, (19)
"It was very clean and cozy! My partner and I loved staying here! "
United States
Tyaunna W.
The price is NZ$221
includes taxes & fees
20 Nov - 21 Nov
Guest Suite for up to 2 in a Victorian on the Chester River

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

2.0 star property
Chesapeake City
9.4 out of 10, Exceptional, (3)
"Cozy and very suitable. No issues, quiet and clean. "
United States
Rich D.
The price is NZ$592
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Cozy loft above ink shop

Bear
9.4 out of 10, Exceptional, (3)
"Host was extremely responsive, place was in a great location for the lacrosse tournament we played in. Plenty of room, everything was great."
United States
Jeffrey R.
The price is NZ$188
includes taxes & fees
16 Nov - 17 Nov
Cozy loft above ink shop

Newly restored apartment in the heart of Chestertown

Chestertown
9.8 out of 10, Exceptional, (27)
"Extremely clean, beautifully updated, and very comfortable. Perfect location—easy to walk to shops and restaurants. Would absolutely stay again!""
United States
Maggie D.
The price is NZ$847
includes taxes & fees
14 Nov - 15 Nov
Newly restored apartment in the heart of Chestertown

Small House on Gentleman’s Farm

Bel Air
10.0 out of 10, Exceptional, (12)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
The price is NZ$500
includes taxes & fees
2 Dec - 3 Dec
Small House on Gentleman’s Farm

Historic Chesapeake City Stay

Chesapeake City
9.0 out of 10, Wonderful, (18)
"Perfect little place for 2. Quiet Very close to Schaefers. "
United States
Karen H.
The price is NZ$492
includes taxes & fees
18 Nov - 19 Nov
Historic Chesapeake City Stay

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

Port Deposit
10.0 out of 10, Exceptional, (30)
"This was our second time staying at this site. Always very clean, quiet and enjoyable."
United States
Chris S.
The price is NZ$372
includes taxes & fees
16 Nov - 17 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

2.0 star property
Newark
10.0 out of 10, Exceptional, (3)
"Det var super ophold og god service "
Denmark
Claus R.
The price is NZ$540
includes taxes & fees
9 Dec - 10 Dec
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Newark
9.8 out of 10, Exceptional, (19)
"This place is beautiful in a quiet neighborhood. The kitchen is well stocked, the bed are so comfortable and the bathrooms are very nice, especially the master bath!!! I'd definitely stay here again."
United States
Lisa Y.
The price is NZ$589
includes taxes & fees
15 Nov - 16 Nov
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

2.0 star property
Elkton
9.8 out of 10, Exceptional, (6)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is NZ$285
includes taxes & fees
14 Nov - 15 Nov
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Long Beach Cottage, (romantic couple’s getaway)

Charlestown
10.0 out of 10, Exceptional, (4)
"We had a fantastic time. Beautiful, clean, and all the comforts of home. Loved the beach and swimming in front of the property! We didn’t get to use the hot tub, kayaks and paddle boats but it’s wonderful to have for those who would like them, or if we had more time. We love the Wellwood and Backfin Blues for dining. Dave and Barb are wonderful hosts that reached out during stay. I would highly recommend this lovely cottage. Thank you for hosting us! "
United States
Nancy R.
The price is NZ$847
includes taxes & fees
30 Nov - 1 Dec
Long Beach Cottage, (romantic couple’s getaway)

JVA LUXURY HOUSING

Smyrna
10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is NZ$1,040
includes taxes & fees
20 Nov - 21 Nov
JVA LUXURY HOUSING

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

2.0 star property
Newark
The price is NZ$439
includes taxes & fees
14 Dec - 15 Dec
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is NZ$281
includes taxes & fees
18 Nov - 19 Nov
First Floor Studio Apartment in Historic Chestertown

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

Port Deposit
10.0 out of 10, Exceptional, (11)
"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. "
United States
Eddie L.
The price is NZ$377
includes taxes & fees
16 Nov - 17 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom

Summer Rustic Camping with AC and King Bed

Elkton
9.6 out of 10, Exceptional, (5)
"The dome and surrounding areas looks like it does in the photos, and using the compost toilet, shower, etc were pretty easy even for a camping novice like myself. The farm is beautiful and quiet. Good opportunities for birding too. I never saw or heard the gentlemen who live in the farmhouse, I only saw their cars come and go. I came here for rest and a connection to nature, and that’s what I got. I’d love to come back in the future! I think it would be even nicer later in the spring."
United States
Lady N.
The price is NZ$296
includes taxes & fees
16 Nov - 17 Nov
Summer Rustic Camping with AC and King Bed

Room #2 in Elkton, MD – Easy Access to I-95

2.0 star property
Elkton
The price is NZ$204
includes taxes & fees
14 Nov - 15 Nov
Room #2 in Elkton, MD – Easy Access to I-95
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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Find out more about Earleville

Everything you need to know about Earleville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Earleville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Earleville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Earleville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Earleville holiday rentals we have selected for you start as low as NZ$281 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Earleville rentals

At Expedia, we put the best Earleville holiday 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 holiday.

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 holiday rentals in Earleville?

Yes, there are holiday rentals close to the most popular sights in Earleville, or you can select a more secluded option if you're looking for a relaxing stay. Earleville is known for its museums.

What are some of the best holiday rentals that Earleville has to offer?

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Earleville is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Earleville?

Expedia has 5 holiday rentals for your stay in Earleville.

What can I see and do in Earleville?

Chesapeake Bay and Earleville Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Cecilton Park and Hack's Point Marina are other places to visit while you're in town.

What are holiday rentals like in Earleville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Earleville. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.