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

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Bear holiday rentals

Terrace/patio

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$1,815 total
includes taxes & fees
28 Jun - 29 Jun
Nature's Haven Tiny Home
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (1 review)
"This unit is located behind a mansion /b&b. Had what we needed, clean, easy to access and Karin was helpful."
United States
Megan M.
The price is HK$1,482
HK$1,870 total
includes taxes & fees
28 Jun - 29 Jun
Tiny Home Tranquil Oasis
Marina

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
The price is HK$1,960
HK$2,331 total
includes taxes & fees
29 Jun - 30 Jun
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (23 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is HK$847
HK$2,202 total
includes taxes & fees
2 Jul - 3 Jul
Historic Chesapeake City Stay
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (42 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is HK$549
HK$873 total
includes taxes & fees
13 Jul - 14 Jul
Country Get Away Studio Apartment
Microwave, oven, stovetop, dishwasher

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.4 out of 10, Very good, (20 reviews)
"Our host was very friendly and easy to communicate with! The house was super clean and had everything that we needed. The neighborhood is very nice. We visited Longwood Garden during our stay. It was spectacular! I highly recommend this property!"
United States
Sharon F.
The price is HK$957
HK$3,661 total
includes taxes & fees
29 Jun - 30 Jun
Kennett Square, Near Longwood Gardens & Downtown
Interior

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (37 reviews)
"Very cool place! "
United States
Scott M.
The price is HK$980
HK$2,506 total
includes taxes & fees
30 Jun - 1 Jul
Underground Railroad Barn
1 bedroom

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (7 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$820
HK$1,457 total
includes taxes & fees
22 Jul - 23 Jul
Summer Rustic Camping with AC and King Bed
Fridge, microwave, oven, dishwasher

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (30 reviews)
"Great location and charming farm house!"
United States
Oliver G.
The price is HK$980
HK$2,533 total
includes taxes & fees
7 Jul - 8 Jul
Underground Railroad 4 Bedroom Farmhouse

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, (205 reviews)
"Great time and friendly people "
United States
Karl
The price is HK$1,137
HK$1,690 total
includes taxes & fees
28 Jun - 29 Jun
Stylish Private Suite in the heart of Brandywine Valley
Property grounds

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.8 out of 10, Exceptional, (27 reviews)
"There were 3 of us ladies for the week. Lisa was a great host and recommendations were all perfect. We will definitely be back. Everything was clean and neat. We loved staying there. "
United States
Bonnie W.
The price is HK$1,066
HK$1,694 total
includes taxes & fees
7 Jul - 8 Jul
New Construction townhome close to everything downtown w/transparent pricing
Fridge, microwave, oven, stovetop

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
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is HK$1,058
HK$2,693 total
includes taxes & fees
29 Jun - 30 Jun
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Exterior

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, (12 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is HK$941
HK$1,263 total
includes taxes & fees
4 Jul - 5 Jul
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Interior

Overlook Brandywine Valley

Overlook Brandywine Valley
Thornton
10.0 out of 10, Exceptional, (1 review)
"We had a 5 star stay this past weekend as we were in town to see WrestleMania in Philly. It was nice to stay out of the city but somewhere that still was close to everything! Jeff was very kind and was available for any help or questions. We loved the wallpaper and the bed was very comfortable. We plan to come back again!"
New Zealand
Danielle A.
The price is HK$501
HK$1,625 total
includes taxes & fees
29 Jun - 30 Jun
Overlook Brandywine Valley
Outdoor dining

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
10.0 out of 10, Exceptional, (2 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
The price is HK$1,082
HK$1,758 total
includes taxes & fees
20 Jul - 21 Jul
Amish Countryside Escape at Forest Edge Farm
Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (20 reviews)
"Everything was good. Had a great time."
United States
Todd H.
The price is HK$1,700
HK$3,846 total
includes taxes & fees
1 Jul - 2 Jul
Thunder Hill Retreat - Spacious/Deck/Hot tub
Dining

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (23 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is HK$1,531
HK$2,612 total
includes taxes & fees
30 Jun - 1 Jul
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Interior

Cozy retreat in Thornton, PA!

Cozy retreat in Thornton, PA!
Thornton
10.0 out of 10, Exceptional, (2 reviews)
"Great, cozy room above a fabulous beerhall in a beautiful area! Host was super helpful throughout our stay! Would definitely stay again!"
United States
Grace F.
The price is HK$549
HK$1,269 total
includes taxes & fees
10 Jul - 11 Jul
Cozy retreat in Thornton, PA!
Interior

Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (30 reviews)
"Perfect location for that town. "
United States
Hisham M.
The price is HK$1,294
HK$2,252 total
includes taxes & fees
4 Jul - 5 Jul
Private 3 room Queen Suite w/Kitchenette
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$1,186
HK$1,507 total
includes taxes & fees
29 Jun - 30 Jun
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
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

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

8/10 Good
"Very quick"
Elvis 7-night trip
Posted 2 hours ago
Quality Inn Newark - 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 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. Make the most of Access to hot tub in this rental home to help you unwind.

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, 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.