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Bear Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Bear vacation rentals

Interior
Cozy loft above ink shop

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (6 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 18 - Jan 19
Total with taxes and fees
Cozy loft above ink shop
TV, fireplace
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

Apartment in Trolley Square

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
2.0 star property
8.0 out of 10, Very Good, (3 reviews)
"This unit is very much as depicted in photos on VRBO site. The neighborhood is interesting and feels safe, and the unit itself is very authentic to residential multi units built, I'm guessing, about 100 years ago. We recommend this place. "
United States
Thomas D.
$348 nightly
The price is $379
Jan 11 - Jan 12
Total with taxes and fees
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
1 bedroom
Summer Rustic Camping with AC and King Bed

Vacation Home in Elkton

Summer Rustic Camping with AC and King Bed
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.
$146 nightly
The price is $147
Jan 10 - Jan 11
Total with taxes and fees
Summer Rustic Camping with AC and King Bed
Interior
Underground Railroad Barn

Vacation Home in Kennett Square

Underground Railroad Barn
9.8 out of 10, Exceptional, (30 reviews)
"Clean and welcoming. We enjoyed the open design and especially the back patio."
United States
Lauren S.
$270 nightly
The price is $307
Jan 16 - Jan 17
Total with taxes and fees
Underground Railroad Barn
Smart TV
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Apartment in Elkton

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
2.0 star property
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 10 - Jan 11
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Exterior
Thunder Hill Retreat - Spacious/Deck/Hot tub

Cottage in Lincoln University

Thunder Hill Retreat - Spacious/Deck/Hot tub
10.0 out of 10, Exceptional, (17 reviews)
"Grat time"
United States
Wanda B.
$404 nightly
The price is $446
Jan 12 - Jan 13
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior
Country Get Away 1 Bedroom Apartment

Apartment in Elkton

Country Get Away 1 Bedroom Apartment
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 19 - Jan 20
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
Property grounds
New Construction townhome close to everything downtown w/transparent pricing

Vacation Home in Hilltop

New Construction townhome close to everything downtown w/transparent pricing
9.6 out of 10, Exceptional, (23 reviews)
"This home was perfect! It was beautifully maintained, large rooms and equipped with everything needed during our our stay. Lisa was responsive, attentive and available for all of our questions and requests. We would definitely return to this property if we are in the Wilmington area. "
United States
Lori A.
$158 nightly
The price is $163
Jan 18 - Jan 19
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing
Fridge, microwave, oven, stovetop
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Apartment in Wilmington

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
8.8 out of 10, Excellent, (18 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
$171 nightly
The price is $175
Jan 10 - Jan 11
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Marina
Historic Chesapeake City Stay

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.
$262 nightly
The price is $278
Jan 10 - Jan 11
Total with taxes and fees
Historic Chesapeake City Stay
Stylish Private Suite in the heart of Brandywine Valley

Vacation Home in Wilmington

Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (195 reviews)
"Great time and friendly people "
United States
Karl
$195 nightly
The price is $201
Jan 10 - Jan 11
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
TV, fireplace
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Vacation Home in Wilmington

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"We very much enjoyed resting in the house between our activities. The kids loved the large room for watching a soccer match. The dining area is exceptionally nice for kids."
United States
Emily M.
$425 nightly
The price is $435
Jan 10 - Jan 11
Total with taxes and fees
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Fridge, microwave, oven, stovetop
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

Quarry Landing - Center of Town & River View - 3 Bedroom
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
Jan 12 - Jan 13
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Microwave, oven, stovetop, dishwasher
Kennett Square, Near Longwood Gardens & Downtown

Vacation Home in Kennett Square

Kennett Square, Near Longwood Gardens & Downtown
8.0 out of 10, Very Good, (15 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
$420 nightly
The price is $464
Jan 13 - Jan 14
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
Interior
Heated Pool • Private Backyard • Home Theater

Vacation Home in Middletown

Heated Pool • Private Backyard • Home Theater
2.0 star property
$477 nightly
The price is $509
Jan 12 - Jan 13
Total with taxes and fees
Heated Pool • Private Backyard • Home Theater
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Vacation Home in Elkton

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$321 nightly
The price is $340
Jan 10 - Jan 11
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Fridge, microwave, oven, dishwasher
Underground Railroad 4 Bedroom Farmhouse

Vacation Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (26 reviews)
"Very nice and clean! "
United States
Virginie M.
$244 nightly
The price is $277
Jan 11 - Jan 12
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
Private kitchen
A Cool Place to Stay in Wilmington DE

Vacation Home in Wilmington

A Cool Place to Stay in Wilmington DE
$150 nightly
The price is $155
Jan 11 - Jan 12
Total with taxes and fees
A Cool Place to Stay in Wilmington DE
1 bedroom, WiFi, bed sheets
Trolley Teacup Charming Cozy Studio by RedAwning

Apartment in Trolley Square

Trolley Teacup Charming Cozy Studio by RedAwning
6.0 out of 10, (1 review)
"I'll say up front that I should have looked closer at the listing. We were trying to be close to family. So, location sold us on it. Pros: This property is in a good location/quiet street. The unit itself was clean. The double bed was comfortable The communication/check-in/etc. were all ok. Cons: On-street parking is challenging. The property is in an old building and it shows. The unit has been painted, but it still felt very run-down. Common/Entry hallway smelled of tobacco ... "
United States
James S.
$269 nightly
The price is $293
Jan 11 - Jan 12
Total with taxes and fees
Trolley Teacup Charming Cozy Studio by RedAwning
Outdoor dining
Amish Countryside Escape at Forest Edge Farm

Vacation Home in Nottingham

Amish Countryside Escape at Forest Edge Farm
2.0 star property
$198 nightly
The price is $199
Jan 28 - Jan 29
Total with taxes and fees
Amish Countryside Escape at Forest Edge Farm
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

Holiday Inn Express Hotel & Suites Carneys Point by IHG

Holiday Inn Express Hotel & Suites Carneys Point by IHG

10/10 Excellent
"We did not use the internet much. My wife was able to do what she needed. 2. Room was clean and neat. 3. Staff were friendly & helpful. 4. We enjoyed the breskfasts: food is good, there was a variety of choices."
Mark 3-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Carneys Point by IHG

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 $107 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.

Explore a world of travel with Expedia

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?

The Lodge at Cricklewood...where time melts away....: This vacation home rental near Bear is located on a river and has a fireplace, a balcony, 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 Bear?

Expedia has 7 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 Summit North Marina 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.