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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Bear holiday homes

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, (24 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 AU$507
includes taxes & fees
24 Aug - 25 Aug
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Coffee/tea maker, fridge, microwave, oven

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
9.6 out of 10, Exceptional, (5 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is AU$507
includes taxes & fees
3 Aug - 4 Aug
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Smart TV, fireplace, DVD player, books

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
9.6 out of 10, Exceptional, (5 reviews)
"We very much enjoyed resting in the house between our activities. The kids loved the large room for watching a soccer match. The dining area is exceptionally nice for kids."
United States
Emily M.
The price is AU$614
includes taxes & fees
9 Aug - 10 Aug
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
TV, books, stereo

Cozy House in a Quiet Neighborhood

Cozy House in a Quiet Neighborhood
Wilmington
The price is AU$269
includes taxes & fees
23 Aug - 24 Aug
Cozy House in a Quiet Neighborhood
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, (29 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 AU$273
includes taxes & fees
10 Aug - 11 Aug
New Construction townhome close to everything downtown w/transparent pricing

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, (211 reviews)
"Just perfect !"
United States
Cloudi
The price is AU$312
includes taxes & fees
6 Aug - 7 Aug
Private Suite w/sitting room in the heart of Brandywine Valley
Coffee/tea maker, fridge, microwave, oven

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (33 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is AU$584
includes taxes & fees
23 Aug - 24 Aug
Underground Railroad 4 Bedroom Farmhouse
Coffee/tea maker, fridge, microwave, oven

Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (104 reviews)
"Truly is a "homey retreat," with a great location. Host is excellent."
United States
Seth H.
The price is AU$565
includes taxes & fees
6 Aug - 7 Aug
Homey Retreat in Historic Kennett Square!!
Property grounds

Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
United States
Hope D.
The price is AU$630
includes taxes & fees
3 Aug - 4 Aug
Sunset River Shack -amazing waterfront view
Interior

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 AU$443
includes taxes & fees
31 July - 1 Aug
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Coffee/tea maker, fridge, microwave, oven

Entire two-unit four-story townhouse, for multi-family vacations; free parking

Entire two-unit four-story townhouse, for multi-family vacations; free parking
Downtown Wilmington
9.6 out of 10, Exceptional, (11 reviews)
"Good place to stay, well kept, spacious and updated. "
United States
Kevin L.
The price is AU$1,210
includes taxes & fees
3 Aug - 4 Aug
Entire two-unit four-story townhouse, for multi-family vacations; free parking
TV, offices

Spacious 3BR Historic Home | Walk Downtown+Parking

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (44 reviews)
"Lovely rooms, spacious kitchen, lots of storage space, close to the cute town. "
United States
Jana P.
The price is AU$1,361
includes taxes & fees
4 Aug - 5 Aug
Spacious 3BR Historic Home | Walk Downtown+Parking
Microwave, oven, stovetop, dishwasher

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 AU$664
includes taxes & fees
3 Aug - 4 Aug
Kennett Square, Near Longwood Gardens & Downtown
Interior

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (38 reviews)
"Very cool place! "
United States
Scott M.
The price is AU$449
includes taxes & fees
23 Aug - 24 Aug
Underground Railroad Barn
Dining

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)
"Excellent rental walking distance to shops and restaurants. House was roomy and had everything we needed for a great stay. Fenced in yard for the pup was a great surprise!"
United States
Erin
The price is AU$710
includes taxes & fees
5 Aug - 6 Aug
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Outdoor spa tub

Sailor's Sunrise Cottage - Chesapeake Bay

Sailor's Sunrise Cottage - Chesapeake Bay
Perryville
9.2 out of 10, Wonderful, (60 reviews)
"Great location for a girls getaway!"
United Kingdom
Jennifer T.
Sailor's Sunrise Cottage - Chesapeake Bay
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 AU$316
includes taxes & fees
24 Aug - 25 Aug
Amish Countryside Escape at Forest Edge Farm
Smart TV, fireplace, table football, ping pong

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, (11 reviews)
"Everything was as advertised, clean, neat & spacious. Great communicators and readily available to answer questions."
United States
Gary S.
The price is AU$2,355
includes taxes & fees
20 Aug - 21 Aug
Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
Interior

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
The price is AU$344
includes taxes & fees
10 Aug - 11 Aug
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Interior

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Chadds Ford
9.8 out of 10, Exceptional, (53 reviews)
"What a lovely old house, full of fun spaces and bedrooms for the full family. A great big kitchen, large dining room, game room and more- gave us space to be together, and apart!"
United States
Elizabeth J.
The price is AU$2,386
includes taxes & fees
30 July - 31 July
Vacay in an Authentic Chadds Ford / Brandywine Valley / 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

Ramada by Wyndham Newark/Wilmington

Ramada by Wyndham Newark/Wilmington

10/10 Excellent
"The staff was very helpful."
Sonia 4-night trip
Posted 14 hours ago
Ramada by Wyndham Newark/Wilmington

Find out more about Bear

Bear Holiday Homes information

Number of reviews
562
Accommodation
183 Holiday Homes
Lowest Price
AU$269
Highest Price
AU$2,386

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