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 Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Bear holiday 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 HK$1,482
HK$1,831 total
includes taxes & fees
27 Oct - 28 Oct
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 HK$1,482
HK$2,081 total
includes taxes & fees
27 Oct - 28 Oct
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 HK$1,961
HK$2,331 total
includes taxes & fees
29 Oct - 30 Oct
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A modern kitchen with dark cabinets, a white refrigerator, a microwave, an oven, and a bar area with stools.

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 HK$1,482
HK$3,094 total
includes taxes & fees
2 Nov - 3 Nov
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

5. 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 HK$549
HK$873 total
includes taxes & fees
2 Nov - 3 Nov
Country Get Away Studio Apartment
A courtyard with wicker furniture, a fire pit, and a pool area.

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is HK$1,290
HK$1,612 total
includes taxes & fees
22 Nov - 23 Nov
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
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.

7. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is HK$1,059
HK$2,444 total
includes taxes & fees
27 Oct - 28 Oct
Historic Chesapeake City Stay
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

8. 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, (8 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is HK$1,353
HK$3,054 total
includes taxes & fees
5 Nov - 6 Nov
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A two-story residential building with a stone facade, a large front lawn, and a driveway.

9. 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 HK$1,976
HK$2,763 total
includes taxes & fees
27 Oct - 28 Oct
Elegant Family Stay • Quiet Neighborhood • Comfort
A compact kitchen with white cabinets, a refrigerator, a microwave, a stove, and a window with blinds.

10. 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 HK$784
HK$1,251 total
includes taxes & fees
27 Oct - 28 Oct
Entire place with private parking
A dining table with a pumpkin centerpiece, a bench, and a window with blinds.

11. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
The price is HK$1,165
HK$1,460 total
includes taxes & fees
1 Nov - 2 Nov
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

12. 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 HK$1,176
HK$1,747 total
includes taxes & fees
27 Oct - 28 Oct
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

13. 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 HK$1,306
HK$2,905 total
includes taxes & fees
27 Oct - 28 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

14. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (35 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is HK$776
HK$2,267 total
includes taxes & fees
28 Oct - 29 Oct
Underground Railroad 4 Bedroom Farmhouse
Living room

15. 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 HK$2,259
HK$4,344 total
includes taxes & fees
27 Oct - 28 Oct
Charming 3-bedroom, two-living room Victorian home in Historic New Castle
A modern living room with a dining table, two white chairs, a sofa, a TV, and large windows with blinds.

16. 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.
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A courtyard with wicker furniture, a fire pit, and a pool area.

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

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
The price is HK$1,960
HK$2,426 total
includes taxes & fees
8 Nov - 9 Nov
Perfect for Groups! | Pool + Gym + Free Breakfast
A multi-story hotel with a uniform facade, large windows, and a ground-level retail space.

18. Modern Downtown 1BR | Free Garage Parking + Workspace

Modern Downtown 1BR | Free Garage Parking + Workspace
Downtown Wilmington
7.4 out of 10, Good, (3 reviews)
"We were in town for a wedding at Hotel DuPont. The proximity to the hotel was amazing! The apartment was cozy and clean. Felt very safe and loved that you needed a code just to enter the main door at the entrance to the building. The host was great and responded quickly to any questions. Having free parking was also a huge plus!! Definitely recommend and would stay again if ever in town."
United States
Aileen R.
The price is HK$961
HK$1,948 total
includes taxes & fees
24 Nov - 25 Nov
Modern Downtown 1BR | Free Garage Parking + Workspace
A courtyard with wicker furniture, a fire pit, and a pool area.

19. 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 HK$1,876
HK$2,349 total
includes taxes & fees
8 Nov - 9 Nov
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
A living room with a white sofa, a clock, a dining area with a table and chairs, and a kitchen in the background.

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

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"It is in a lovely neighborhood and the hosts were very welcoming of us and my 2 dogs. We were all very comfortable."
United States
Barb
The price is HK$1,090
HK$1,422 total
includes taxes & fees
30 Oct - 31 Oct
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bear Hotel Reviews

Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

10/10 Excellent
"Will definitely visit again"
Jamel 1-night trip
Posted 6 hours ago
Sheraton Suites Wilmington Downtown

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 holiday rentals in Bear?

Yes, there are holiday rentals in Bear close to Delaware Rock Gym, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Bear. Make sure you have time to check out the football matches while you're in the area.

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

Sailor's Sunrise Cottage - Chesapeake Bay: This holiday home rental outside of Bear is located on a lake, and has a fireplace, a garden and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Bear?

Expedia has 7 holiday 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 holiday rentals like in Bear?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bear. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.