Bear Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Bear holiday rentals

Interior

Cozy loft above ink shop

Cozy loft above ink shop
Bear
9.8 out of 10, Exceptional, (7 reviews)
"Host was extremely responsive, place was in a great location for the lacrosse tournament we played in. Plenty of room, everything was great."
United States
Jeffrey R.
The price is HK$703
HK$891 total
includes taxes & fees
11 Feb - 12 Feb
Cozy loft above ink shop
Property grounds

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, (23 reviews)
"Property was spacious with open kitchen/living room area and 2 bedrooms with their own baths."
United States
Mark F.
The price is HK$938
HK$1,378 total
includes taxes & fees
11 Feb - 12 Feb
New Construction townhome close to everything downtown w/transparent pricing
Fridge, microwave, oven, dishwasher

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (26 reviews)
"Very nice and clean! "
United States
Virginie M.
The price is HK$859
HK$2,266 total
includes taxes & fees
16 Feb - 17 Feb
Underground Railroad 4 Bedroom Farmhouse
Interior

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
Middletown
The price is HK$445
HK$3,574 total
includes taxes & fees
11 Feb - 12 Feb
Heated Pool • Private Backyard • Home Theater
Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (19 reviews)
"Had a nice stay."
United States
Todd H.
The price is HK$1,354
HK$3,347 total
includes taxes & fees
11 Feb - 12 Feb
Thunder Hill Retreat - Spacious/Deck/Hot tub
Terrace/patio

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
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.
The price is HK$844
HK$2,124 total
includes taxes & fees
11 Feb - 12 Feb
Amazing Modern house with a full kitchen and parking
TV, fireplace

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
Trolley Square
7.6 out of 10, Good, (4 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.
The price is HK$833
HK$2,945 total
includes taxes & fees
18 Feb - 19 Feb
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
Property grounds

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is HK$1,016
HK$1,554 total
includes taxes & fees
11 Feb - 12 Feb
Stylish Private Suite in the heart of Brandywine Valley
Exterior

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."
United States
John L.
The price is HK$547
HK$870 total
includes taxes & fees
16 Feb - 17 Feb
Country Get Away 1 Bedroom Apartment
Fridge, microwave, oven, stovetop

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.8 out of 10, Excellent, (19 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is HK$774
HK$1,371 total
includes taxes & fees
15 Feb - 16 Feb
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Fridge, microwave, oven, stovetop

Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is HK$1,258
HK$1,930 total
includes taxes & fees
17 Feb - 18 Feb
Quarry Landing - Center of Town & River View - 3 Bedroom
1 bedroom

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
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.
The price is HK$548
HK$1,183 total
includes taxes & fees
11 Feb - 12 Feb
Summer Rustic Camping with AC and King Bed
Terrace/patio

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

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.6 out of 10, Exceptional, (5 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is HK$1,080
HK$2,752 total
includes taxes & fees
11 Feb - 12 Feb
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Yes she was welcoming "
United States
Garry B.
The price is HK$844
HK$2,195 total
includes taxes & fees
12 Feb - 13 Feb
Historic Chesapeake City Stay
Smart TV

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
9.8 out of 10, Exceptional, (8 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is HK$938
HK$1,259 total
includes taxes & fees
11 Feb - 12 Feb
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Microwave, oven, stovetop, dishwasher

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.0 out of 10, Very good, (16 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is HK$953
HK$3,624 total
includes taxes & fees
13 Feb - 14 Feb
Kennett Square, Near Longwood Gardens & Downtown
Property grounds

Entire place with private parking

Entire place with private parking
Hilltop
7.6 out of 10, Good, (10 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is HK$688
HK$1,148 total
includes taxes & fees
11 Feb - 12 Feb
Entire place with private parking
Interior

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
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.
The price is HK$977
HK$2,415 total
includes taxes & fees
28 Feb - 1 Mar
Underground Railroad Barn
Terrace/patio

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
The price is HK$958
HK$1,215 total
includes taxes & fees
11 Feb - 12 Feb
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Outdoor dining

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$872
HK$1,124 total
includes taxes & fees
22 Feb - 23 Feb
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
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

Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG

10/10 Excellent
"Quiet, large rooms, decent location, accommodating. Was able to check in early and check out late when the storm hit the city. Would stay again"
Russell 2-night trip
Posted 2 days ago
Staybridge Suites Wilmington Downtown by IHG

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
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  • 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!

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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?

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Bear is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Bear?

Expedia has 6 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, Lums Pond State Park and Mansion House Paintball 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.