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.

Holiday Homes in Bear

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Bear holiday homes

A room with a large window, three tables with chairs, a wall-mounted mirror, and a ceiling with recessed lighting.

1. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Newark
The price is €93
includes taxes & fees
18 Sept - 19 Sept
2 Full Beds | Non-Smoking
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

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

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.0 out of 10, Very good, (20 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is €398
includes taxes & fees
14 Oct - 15 Oct
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

3. Cozy Comfy Pet Friendly House in a Quiet Neighborhood

Cozy Comfy Pet Friendly House in a Quiet Neighborhood
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 €169
includes taxes & fees
21 Sept - 22 Sept
Cozy Comfy Pet Friendly House in a Quiet Neighborhood
A two-story residential building with a stone facade, a large front lawn, and a driveway.

4. 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 €378
includes taxes & fees
18 Oct - 19 Oct
Elegant Family Stay • Quiet Neighborhood • Comfort
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

5. 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)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is €329
includes taxes & fees
21 Sept - 22 Sept
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A garden with a fountain, surrounded by lush greenery and flowering plants.

6. 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, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is €180
includes taxes & fees
27 Sept - 28 Sept
New Construction townhome close to everything downtown w/transparent pricing
A room with a bed, a wooden door, a patterned rug, and a mirror.

7. Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
The price is €274
includes taxes & fees
18 Sept - 19 Sept
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

8. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.2 out of 10, Wonderful, (9 reviews)
"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."
United States
carla k.
The price is €351
includes taxes & fees
20 Sept - 21 Sept
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A room with a bed, a dresser, a window with curtains, and an air conditioning unit.

9. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
Chesapeake City
10.0 out of 10, Exceptional, (2 reviews)
"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."
United States
Deb D.
The price is €258
includes taxes & fees
30 Sept - 1 Oct
HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

10. 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, (212 reviews)
"Just perfect !"
United States
Cloudi
The price is €189
includes taxes & fees
21 Sept - 22 Sept
Private Suite w/sitting room in the heart of Brandywine Valley
A rustic barn interior with wooden beams, a large window, and string lights.

11. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (40 reviews)
"Very cool place! "
United States
Scott M.
The price is €258
includes taxes & fees
23 Sept - 24 Sept
Underground Railroad Barn
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

12. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is €240
includes taxes & fees
22 Sept - 23 Sept
Underground Railroad 4 Bedroom Farmhouse
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

13. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is €404
includes taxes & fees
29 Sept - 30 Sept
Kennett Square, Near Longwood Gardens & Downtown
A single-story house with a front porch, a small garden, and a clear sky.

14. Cottage 3BR Near Longwood Gardens

Cottage 3BR Near Longwood Gardens
Avondale
The price is €347
includes taxes & fees
20 Sept - 21 Sept
Cottage 3BR Near Longwood Gardens
A modern living room with a grey sofa, a round coffee table, and a large horse painting on the wall.

15. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Hilltop
10.0 out of 10, Exceptional, (2 reviews)
"If you are visiting the Chase fieldhouse for an event it is 10 minutes driving which is very convenient. The host was very accommodating for what me and my family needed. There was enough space for 5 of us to sleep comfortable."
United States
Alexis O.
The price is €191
includes taxes & fees
27 Sept - 28 Sept
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
A kitchen with white cabinets, a dishwasher, a window with a view of greenery, and a door with a glass panel.

16. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."
United States
Grant S.
The price is €318
includes taxes & fees
28 Sept - 29 Sept
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

17. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Kennett Square
10.0 out of 10, Exceptional, (7 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
The price is €389
includes taxes & fees
23 Sept - 24 Sept
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

18. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (108 reviews)
"The property was wonderful...outdoor seating was a plus...the house was clean and the host was attentive. Close to restaurants, a true gem in Kennett square."
United States
Melissa K.
The price is €319
includes taxes & fees
20 Sept - 21 Sept
Homey Retreat in Historic Kennett Square!!
A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

19. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
9.0 out of 10, Wonderful, (4 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 €193
includes taxes & fees
23 Sept - 24 Sept
Amish Countryside Escape at Forest Edge Farm
A bed with white and blue pillows, a tufted headboard, and three framed botanical prints on the wall.

20. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
Bohemia Manor 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

DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington

8/10 Good
"Upon check-in we were welcomed by Corey who was professional and courteous. There was an issue with the main corridor was extremely hot as if no ac was on. I came down to the front desk and a manager who I believe was Mr. Brown took care of it immediately. Upon checking out the woman at the front desk (don’t recall her name) was also very nice, professional and eager to assist. All staff was professional and courteous except the woman bartender who had more interest with her phone than she did with assisting customers. I waited and watched her and a man discuss something about her phone for over 15 mins while I waited to order a drink. When she finally did approach me, she was not friendly and showed no customer service. Room was fine, bed was comfortable, but attention to details in the bathroom are needed. Wallpaper peeling and nicks on the wall under the left side of the sink and can be seen while using the toilet. Due to hotel being so busy and noisy due to a catered event (wedding I think) and main door didn’t work. Overall hotel condition is 3, but all of the staff (except bartender) is a 5 which brought the rating up to a 4."
Kobe 1-night trip
Posted 8 hours ago
DoubleTree by Hilton Hotel Wilmington

Find out more about Bear

Bear Holiday Homes information

Number of reviews
506
Accommodation
188 Holiday Homes
Lowest Price
€169
Highest Price
€404