Photo by Eric Carter

Hockessin Holiday Rentals

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Holiday Rentals in Hockessin

Welcome to Woodview Estates!
7.0 out of 10, Good, (2)
"The house was perfect for our stay. We were in town for a family event and needed a place for 8 adults and 4 children and this was perfect. Lots of space to spread out with a great rec room that kept both kids and adults entertained during down time. The neighborhood was beautiful and had easy access to area restaurants and shopping. Close to many area attractions. It was the perfect location to have close proximity to points of interest and then return to at end of day to a relaxing...
Welcome to Woodview Estates!
Cozy loft tucked away on the beautiful Chester and Lancaster County line.
10.0 out of 10, Exceptional, (75)
"There are so many wonderful things about this place, which is why it is our favorite getaway destination. The property is beautiful, the loft is immaculate, and Stayce and Judd are the most wonderful hosts. This is the perfect place for animal lovers, particularly if you enjoy farm animals and dogs. We can’t wait to return for another stay."
Cozy loft tucked away on the beautiful Chester and Lancaster County line.
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
10.0 out of 10, Exceptional, (124)
"We only spent one night but we wished we could have stayed longer! The country location was pleasant, the accommodations were spotlessly clean and delightful! Would definitely stay here again."
The price is NZ$373
per night
18 Jun - 19 Jun
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
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Historic Chesapeake City Stay
8.0 out of 10, Very good, (1)
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is NZ$392
per night
16 Jun - 17 Jun
Historic Chesapeake City Stay
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (88)
"We always look forward to our stay at "Betsys Place"! Very clean, super comfy beds and lovely spacious backyard to relax in! Well appointed kitchen. Very quiet street, we always rest well here and enjoy our stay. Very close proximity to Fair Hill Natural Resource Area trailheads and stables."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Country Outback Cozy Home *W/Camp Fire Pit*
9.6 out of 10, Exceptional, (12)
"Nice touches throughout. Clean, simple, everything you need. Great water pressure."
The price is NZ$316
per night
17 Jun - 18 Jun
Country Outback Cozy Home *W/Camp Fire Pit*
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (44)
"My friends and I stayed here for a girl's weekend. It was really a perfect stay. The location is great for walking to shops and restaurants. The house is so cute and beautifully decorated. There were so many little details that made us feel we were somewhere special--the kitchen had coffee, tea, and snacks set out for us. The bathroom had nice toiletries and we had plenty of towels for our group of five. The backyard patio looked very cozy and is set up for relaxing in privacy. We loved it!"
The price is NZ$543
per night
8 Jul - 9 Jul
Homey Retreat in Historic Kennett Square!!
NEW! Comfy 1B/1B w/ Parking Spot!
9.8 out of 10, Exceptional, (9)
"We really enjoyed our stay. The location was excellent and perfect for the train to Philadelphia. It was comfortable and quiet accommodation. I would say however that it could do with a bit of a makeover as the decor and furnishings were rather tired."
The price is NZ$288
per night
26 Jun - 27 Jun
NEW! Comfy 1B/1B w/ Parking Spot!
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (5)
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Downingtown Shoreline Estate w/ Water Views + Private Pool!
10.0 out of 10, Exceptional, (1)
"Beautiful spacious"
Downingtown Shoreline Estate w/ Water Views + Private Pool!
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (19)
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets on the Water at Oakwood Beach
Historic Cottage in West Chester PA - Two miles from town.
10.0 out of 10, Exceptional, (55)
"Mina was a joy, offering lots of useful tips, giving us a tour of the trees on the property (beautiful old trees), and introducing us to her dog Zoey, giving us a bit of ice and extra coffee (promptly!) when we asked. We stayed 4 nights, did a lot in the area, and our only two hesitations in staying again are that I am 69 years old and struggle a bit with balance, so the stairs are a bit challenging for me, and two, the mattress was not all that comfortable for us, and the bed VERY squeaky (so...
Historic Cottage in West Chester PA - Two miles from town.
Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (149)
"Very nice property. Enjoyed our stay. Unfortunately due to a mixup of our dates on my part we were only able to stay one night."
The price is NZ$292
per night
19 Jun - 20 Jun
Stylish Private Suite in the heart of Brandywine Valley
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, (57)
"This was perfect for our needs. Great place. Very big, lots of space to spread out. Hot tub was a nice addition. Eric was great to work with"
The Lodge at Cricklewood...where time melts away....
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
9.6 out of 10, Exceptional, (8)
"Easy access to the location. Quiet property. Loved my kids had their own space. "
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (28)
"Pretty house with plenty of room. Easy check in and out."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (155)
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Entire place with private parking
7.8 out of 10, Good, (6)
"Overall great location, space and with secure parking."
The price is NZ$253
per night
17 Jun - 18 Jun
Entire place with private parking
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (7)
"Way to make us feel welcome. From the accommodations to the amenities this property is a vrbo treasure. The owners exceeded our expectations in every way."
Historic home in the heart of Main Street- walkable to shops and restaurants
Hidden Gem! - Downtown
2.0 out of 10, (1)
"Small AC that would not cool the upstairs, where bedrooms are. Receptacles were hazardous. Check the street view on Google Maps."
Hidden Gem! - Downtown
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See all available properties in Hockessin
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.

Other types of properties in Hockessin you may be interested in

Red Roof Inn & Suites Newark - University
2.0 star property
5.8 out of 10, (1009)
"Check-in started off rocky as I had just driven 7 hours and was given a different type of room than I had booked. However, the balcony (and luckily great weather) made up for that. Yes, it is a beaten-up old motor hotel, but it was terrific overall. Dogs welcome, quiet (except for intermittent morons with loud cars on S College), felt safe, cute coffee maker, and the BED WAS FANTASTIC!"
The price is NZ$142
per night
24 Jun - 25 Jun
Red Roof Inn & Suites Newark - University
Parkway Inn
2.0 star property
4.6 out of 10, (1007)
"A"
The price is NZ$124
per night
17 Jun - 18 Jun
Parkway Inn
Brandywine Plaza Hotel
3.5 star property
7.4 out of 10, Good, (1006)
"The room was clean "
The price is NZ$161
per night
1 Jul - 2 Jul
Brandywine Plaza Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hockessin holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hockessin. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hockessin. Seeing all the best attractions is bound to make you fall in love with Hockessin. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hockessin short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Hockessin?

Yes, there are holiday rentals close to the most popular sights in Hockessin, or you can select a more secluded option if you're looking for a relaxing stay. Hockessin is known for its restaurants and forests. Make sure you have time to check out the shopping and festivals during your trip.

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

Homey Retreat in Historic Kennett Square!!: This holiday home rental outside of Hockessin offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Hockessin?

Brandywine Valley and Auburn Valley State Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Ashland Nature Center and Mt. Cuba Center.

What are holiday rentals like in Hockessin?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hockessin. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.

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