Bear Vacation Rentals

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Our top choices for Bear vacation rentals

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (7 reviews)
"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.
$117 nightly
The price is $122
Feb 28 - Mar 1
Total with taxes and fees
Cozy loft above ink shop

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
$263 nightly
The price is $279
Mar 1 - Mar 2
Total with taxes and fees
Historic Chesapeake City Stay

Vacation Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (26 reviews)
"The house has been beautifully remodeled inside, with such attention to detail. It’s modern yet very comfortable and no detail has been overlooked.There is a bedroom on the third floor that’s like a suite. Private and quiet, be sure to claim that as yours.The house was immaculate. We will definitely stay again if we’re in the area."
United States
Nancy K.
$255 nightly
The price is $289
Mar 1 - Mar 2
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse

Vacation Home in Kennett Square

Underground Railroad Barn
10.0 out of 10, Exceptional, (33 reviews)
"Great stay! The barn was adorable and perfect for our pups during our get away. "
United States
Katherine M.
$255 nightly
The price is $289
Mar 2 - Mar 3
Total with taxes and fees
Underground Railroad Barn
10.0 out of 10, Exceptional, (39 reviews)
"Booked and stayed it was a great little place to have while visiting family"
United States
Khadir V.
$401 nightly
The price is $443
Feb 28 - Mar 1
Total with taxes and fees
Charming Carriage House in the Heart of Kennett
8.8 out of 10, Excellent, (20 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
$171 nightly
The price is $175
Feb 28 - Mar 1
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
3.0 star property
$365 nightly
The price is $381
Mar 9 - Mar 10
Total with taxes and fees
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
9.8 out of 10, Exceptional, (40 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
$105 nightly
The price is $111
Mar 9 - Mar 10
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
$190 nightly
The price is $196
Mar 6 - Mar 7
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
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
Mar 1 - Mar 2
Total with taxes and fees
Amazing Modern house with a full kitchen and parking
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.
$149 nightly
The price is $150
Mar 2 - Mar 3
Total with taxes and fees
Summer Rustic Camping with AC and King Bed
10.0 out of 10, Exceptional, (5 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
$422 nightly
The price is $441
Mar 4 - Mar 5
Total with taxes and fees
Long Beach Cottage, (romantic couple’s getaway)
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
$291 nightly
The price is $308
Mar 1 - Mar 2
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
9.6 out of 10, Exceptional, (18 reviews)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
$350 nightly
The price is $360
Mar 1 - Mar 2
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.
$178 nightly
The price is $179
Mar 2 - Mar 3
Total with taxes and fees
Amish Countryside Escape at Forest Edge Farm
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
$265 nightly
The price is $281
Mar 1 - Mar 2
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
$198 nightly
The price is $210
Mar 2 - Mar 3
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
8.4 out of 10, Very Good, (5 reviews)
"The house was nice and clean and was not to far from the college, parking was good and its close to the highway and food"
United States
dachaun w.
$362 nightly
The price is $393
Feb 28 - Mar 1
Total with taxes and fees
Cheerful 3 bedroom home free parking on premise
10.0 out of 10, Exceptional, (19 reviews)
"Had a nice stay."
United States
Todd H.
$404 nightly
The price is $446
Mar 2 - Mar 3
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub
9.6 out of 10, Exceptional, (21 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
$319 nightly
The price is $327
Mar 11 - Mar 12
Total with taxes and fees
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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 Bear Hotel Reviews

Find out more about Bear

Everything you need to know about Bear 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 Bear 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 Bear vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bear vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bear. 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 Bear 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 $125 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 Bear rentals

At Expedia, we put the best Bear 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 Bear 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 Bear 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 Bear. 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

Are there vacation rentals in Bear?

Yes, you can find vacation rentals in Bear near Delaware Rock Gym, or you can go with a more secluded option if you're looking for extra privacy while you relax. The shops and restaurants are several reasons why visitors like Bear. Make sure you have time to check out the soccer matches while you're in the area.

What are some of the best vacation home rentals that Bear has to offer?

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: This vacation home rental near Bear offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Bear?

Expedia has 5 vacation rentals for your stay in Bear.

What can I see and do in Bear?

Explore the area and family-friendly sights such as Delaware Rock Gym, or get out into nature at a spot like Kirkwood Soccer Complex. While here, Lums Pond State Park and Mansion House Paintball are other places worth a visit.

What are vacation rentals like in Bear?

Vacation rentals are private properties you can book for a short or long stay in Bear. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.