A nighttime view of a large suspension bridge with illuminated cables and towers, spanning over a body of water with a cityscape in the background.

Bear Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Bear vacation rentals

A covered deck area with a grill and outdoor seating.

1. Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is ￥29,622
￥36,598 total
includes taxes & fees
Oct 25 - Oct 26
Nature's Haven Tiny Home
Terrace/patio

2. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is ￥29,622
￥41,598 total
includes taxes & fees
Nov 18 - Nov 19
Tiny Home Tranquil Oasis
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

3. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (7 reviews)
"The host was great and easy to communicate with. It was a first time experience staying on a boat for my family and I and we really enjoyed it. Perfect for a few nights to visit family nearby."
United States
Jessica
The price is ￥39,183
￥46,588 total
includes taxes & fees
Oct 27 - Oct 28
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

4. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.2 out of 10, Very good, (21 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is ￥29,622
￥61,361 total
includes taxes & fees
Nov 2 - Nov 3
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A courtyard with wicker furniture, a fire pit, and a pool area.

5. Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is ￥23,120
￥28,957 total
includes taxes & fees
Nov 1 - Nov 2
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

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

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is ￥22,820
￥55,890 total
includes taxes & fees
Nov 2 - Nov 3
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

7. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is ￥10,971
￥17,444 total
includes taxes & fees
Nov 18 - Nov 19
Country Get Away Studio Apartment
A two-story residential building with a stone facade, a large front lawn, and a driveway.

8. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is ￥39,531
￥55,271 total
includes taxes & fees
Oct 26 - Oct 27
Elegant Family Stay • Quiet Neighborhood • Comfort
A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

9. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"This is a great place, to feel comfortable. Exactly as advertised Just around the corner from Schaeffers."
United States
Janice H.
The price is ￥21,159
￥48,844 total
includes taxes & fees
Oct 27 - Oct 28
Historic Chesapeake City Stay
A courtyard with wicker furniture, a fire pit, and a pool area.

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

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
10.0 out of 10, Exceptional, (1 review)
"Clean rooms close to all things we needed breakfast was good and plentiful wish the afternoon buffet was available would use this place again"
United States
Susan H.
The price is ￥34,816
￥43,662 total
includes taxes & fees
Nov 1 - Nov 2
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
A courtyard with wicker furniture, a fire pit, and a pool area.

11. Perfect for Groups! | Pool + Gym + Free Breakfast

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
The price is ￥36,490
￥45,206 total
includes taxes & fees
Nov 22 - Nov 23
Perfect for Groups! | Pool + Gym + Free Breakfast
A modern kitchen with white cabinetry, a stainless steel range, a microwave, and a black chandelier.

12. Charming 3-bedroom, two-living room Victorian home in Historic New Castle

Charming 3-bedroom, two-living room Victorian home in Historic New Castle
Historical Old New Castle
The price is ￥45,138
￥86,822 total
includes taxes & fees
Oct 25 - Oct 26
Charming 3-bedroom, two-living room Victorian home in Historic New Castle
A living room with a large horse painting, two sofas, a coffee table, and a window with blinds.

13. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (30 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is ￥17,930
￥30,188 total
includes taxes & fees
Oct 25 - Oct 26
New Construction townhome close to everything downtown w/transparent pricing
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

14. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is ￥26,378
￥59,693 total
includes taxes & fees
Oct 27 - Oct 28
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

15. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Chesapeake City
9.4 out of 10, Exceptional, (6 reviews)
"Everything was as advertised. Property is not new, but everything was clean and well cared for. Evenings on the water were peaceful and relaxing. We enjoyed our stay and definitely intend to return."
United States
John
The price is ￥22,589
￥45,727 total
includes taxes & fees
Nov 5 - Nov 6
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
A compact kitchen with white cabinets, a refrigerator, a microwave, a stove, and a window with blinds.

16. Entire place with private parking

Entire place with private parking
Hilltop
8.0 out of 10, Very good, (11 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is ￥15,673
￥24,998 total
includes taxes & fees
Oct 26 - Oct 27
Entire place with private parking
A modern living room with a dining table, two white chairs, a sofa, a TV, and large windows with blinds.

17. Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
9.0 out of 10, Wonderful, (2 reviews)
"There was leak from upstairs the day before but they had cleaned it all up except for a really sticky floor. Traffic was load but a great location. Tricky getting the garage pass with no parking in front. I recommend indications for pulling around the corner and running in for the parking pass."
United States
Jon N.
The price is ￥16,927
￥27,249 total
includes taxes & fees
Oct 25 - Oct 26
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

18. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (215 reviews)
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."
United States
Melissa
The price is ￥23,510
￥34,912 total
includes taxes & fees
Oct 25 - Oct 26
Private Suite w/sitting room in the heart of Brandywine Valley
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

19. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is ￥21,942
￥32,194 total
includes taxes & fees
Nov 3 - Nov 4
Cozy 1-bedroom apartment in Lincoln University
A modern living room with a sofa, coffee table, and a ceiling fan. A kitchen with white cabinets and stainless steel appliances is visible in the background.

20. The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Pennsville Township
The price is ￥43,101
￥113,448 total
includes taxes & fees
Nov 18 - Nov 19
The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
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

DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington

10/10 Excellent
"Good hotel"
Kristin 1-night trip
Posted 15 hours ago
DoubleTree by Hilton Hotel Wilmington

Find out more about Bear

Search for holiday rentals in Bear on Expedia! You can easily find your home rentals, villas, holiday apartments in Bear using one of the methods below:

  • View our selection of featured holiday rentals in Bear
  • Use the map to find apartments and other holiday homes in the Bear neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bear while they last

Look no further and take a look at our great range of rental properties in Bear!

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?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental near Bear is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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, Mansion House Paintball and Lums Pond State Park 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.