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.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Bear vacation homes

A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

1. 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 CA $254
CA $581 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A two-story residential building with a stone facade, a large front lawn, and a driveway.

2. 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 CA $358
CA $501 total
includes taxes & fees
Oct 4 - Oct 5
Elegant Family Stay • Quiet Neighborhood • Comfort
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

3. 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 CA $226
CA $280 total
includes taxes & fees
Oct 19 - Oct 20
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

4. 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 CA $220
CA $520 total
includes taxes & fees
Oct 13 - Oct 14
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A garden with a fountain, surrounded by lush greenery and flowering plants.

5. 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 CA $179
CA $292 total
includes taxes & fees
Oct 5 - Oct 6
New Construction townhome close to everything downtown w/transparent pricing
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

6. 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 CA $294
CA $589 total
includes taxes & fees
Oct 4 - Oct 5
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

7. 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, (213 reviews)
"Just perfect !"
United States
Cloudi
The price is CA $206
CA $307 total
includes taxes & fees
Oct 8 - Oct 9
Private Suite w/sitting room in the heart of Brandywine Valley
A kitchen with wooden cabinets, a microwave, a stove, and a coffee maker.

8. 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 CA $224
CA $442 total
includes taxes & fees
Oct 1 - Oct 2
HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

9. 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 CA $141
CA $412 total
includes taxes & fees
Oct 7 - Oct 8
Underground Railroad 4 Bedroom Farmhouse
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10. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.6 out of 10, Exceptional, (14 reviews)
"This is our 3rd year in a row renting Jessica’s property. We truly enjoyed our stay. Highly recommend staying here. Beautiful backyard looking out to the bay! It has been a highlight staying here visiting for UD graduations. We hope to be back!"
United States
Natasha G.
The price is CA $402
CA $650 total
includes taxes & fees
Oct 8 - Oct 9
Sunset River Shack -amazing waterfront view
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

11. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"
United States
Patricia T.
The price is CA $173
CA $666 total
includes taxes & fees
Oct 6 - Oct 7
Kennett Square, Near Longwood Gardens & Downtown
A kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a window with a view of greenery.

12. Cottage 3BR Near Longwood Gardens

Cottage 3BR Near Longwood Gardens
Avondale
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.

13. 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, (3 reviews)
"Wonderful stay , comfortable and very warm welcoming"
United States
Shyaniece S.
The price is CA $179
CA $308 total
includes taxes & fees
Oct 6 - Oct 7
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.

14. 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, (4 reviews)
"Thank you for a lovely stay. Loved the reading nook. Plenty of space in this quiet, yet convenient neighborhood."
United States
Alan B.
The price is CA $326
CA $519 total
includes taxes & fees
Oct 5 - Oct 6
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.

15. 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 CA $218
CA $634 total
includes taxes & fees
Oct 13 - Oct 14
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

16. 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 CA $189
CA $319 total
includes taxes & fees
Oct 5 - Oct 6
Amish Countryside Escape at Forest Edge Farm
A bunk bed room with white bedding and blue throw blankets.

17. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is CA $439
CA $465 total
includes taxes & fees
Oct 18 - Oct 19
Bohemia Manor Farm
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 CA $354
CA $570 total
includes taxes & fees
Oct 27 - Oct 28
Homey Retreat in Historic Kennett Square!!
A spacious living area with a large gray sofa, a coffee table, and a bar area with stools.

19. Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"Everything was as advertised, clean, neat & spacious. Great communicators and readily available to answer questions."
United States
Gary S.
The price is CA $1,370
CA $2,311 total
includes taxes & fees
Oct 25 - Oct 26
Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
A lakeside view with a grassy area, a sandy beach, and a row of white chairs.

20. 5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (163 reviews)
"Family friendly, clean, quiet and great place to relax and watch the birds."
United States
Teresa M.
The price is CA $399
CA $789 total
includes taxes & fees
Oct 1 - Oct 2
5-bedroom vacation home 5 minutes from historic Charlestown
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

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

8/10 Good
"I did not like the shower walls that you could see through"
Helene 1-night trip
Posted 1 hour ago
Woodspring Suites Wilmington Riverfront

Find out more about Bear

Bear Vacation Homes information

Number of reviews
663
Accommodation
189 Vacation Homes
Lowest Price
CA $280
Highest Price
CA $2,311

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