Book Holiday Homes in Bear

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Featured Holiday Homes in Bear

Chesapeake Bay House with Dock & Private Beach

Chesapeake Bay House with Dock & Private Beach

Elkton
Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Chesland Park and Chesapeake City Bridge.
Opens in a new windowChesapeake Bay House with Dock & Private Beach
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Wilmington
The price is AU$195 per night from 6 Nov to 7 Nov
AU$195
6 Nov - 7 Nov
includes taxes & fees
Located in Wilmington, this vacation home is within a 15-minute drive of Wilmington Riverwalk and Christiana Mall.
Opens in a new windowCharming 2-bedroom house with WiFi, AC in marvelous Wilmington
Spacious 5-Bed Retreat in Charming Kennett Square

Spacious 5-Bed Retreat in Charming Kennett Square

Kennett Square, PA
With a stay at this vacation home in Kennett Square, you'll be within a 10-minute drive of Longwood Gardens and Anson B. Nixon Park.
Opens in a new windowSpacious 5-Bed Retreat in Charming Kennett Square
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Waterfront house with amazing views. Top of the Chesapeake

Waterfront house with amazing views. Top of the Chesapeake

Perryville
Located in Perryville, this vacation home is on the waterfront, within a 5-minute drive of Chestnut Point Estates and Marina and Craft Haven Marina.
Opens in a new windowWaterfront house with amazing views. Top of the Chesapeake
Nancy’s Touch, A Waterfront Paradise!

Nancy’s Touch, A Waterfront Paradise!

North East
Located in North East, this vacation home is on the waterfront, within a 10-minute drive of Roachs Shore and Elk Neck State Park.
Opens in a new windowNancy’s Touch, A Waterfront Paradise!
Beachfront Sunsets on the Water at Oakwood Beach

Beachfront Sunsets on the Water at Oakwood Beach

Salem
When you stay at this vacation home in Salem, you'll be on the beach, within a 5-minute drive of Delaware River and Salem River Wildlife Management Area.
Opens in a new windowBeachfront Sunsets on the Water at Oakwood Beach
Private townhouse near downtown and state park

Private townhouse near downtown and state park

Wilmington
The price is AU$442 per night from 6 Nov to 7 Nov
AU$442
6 Nov - 7 Nov
includes taxes & fees
With a stay at this vacation home in Wilmington (Downtown Wilmington), you'll be within a 15-minute drive of Wilmington Riverwalk and Christiana Mall.
Opens in a new windowPrivate townhouse near downtown and state park
Underground Railroad Barn

Underground Railroad Barn

Kennett Square
The price is AU$450 per night from 6 Nov to 7 Nov
AU$450
6 Nov - 7 Nov
includes taxes & fees
With a stay at this vacation home in Kennett Square, you'll be within a 10-minute drive of Longwood Gardens and Anson B. Nixon Park.
Opens in a new windowUnderground Railroad Barn
Historic Kennett Square

Historic Kennett Square

Kennett Square
With a stay at this vacation home in Kennett Square, you'll be within a 15-minute drive of Longwood Gardens and West Chester University of Pennsylvania.
Opens in a new windowHistoric Kennett Square
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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.

Bear Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bear vacation homes are the perfect way for you to wing it.

Holiday houses in Bear let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bear in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bear adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bear with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bear vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Bear Holiday Homes essential information

Accommodation
188 Holiday Homes
Lowest Price
AU$91
Highest Price
AU$450
Popular accommodation
Chesapeake Bay House with Dock & Private Beach, Charming 2-bedroom house with WiFi, AC in marvelous Wilmington, Spacious 5-Bed Retreat in Charming Kennett Square, Waterfront house with amazing views. Top of the Chesapeake, Nancy’s Touch, A Waterfront Paradise!, Beachfront Sunsets on the Water at Oakwood Beach, Private townhouse near downtown and state park, Underground Railroad Barn, Historic Kennett Square

Top trending hotels in Bear

Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

2.5 out of 5
875 Pulaski Highway, Bear, DE
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 12 Nov to 13 Nov
AU$137
12 Nov - 13 Nov
includes taxes & fees
When you stay at Best Western Plus Newark/Christiana Inn in Bear, you'll be near the airport, within a 15-minute drive of Christiana Mall and University of ...
Opens in a new windowBest Western Plus Newark/Christiana Inn
DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington

4 out of 5
4727 Concord Pike, Wilmington, DE
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 20 Nov to 21 Nov
AU$176
20 Nov - 21 Nov
includes taxes & fees
When you stay at DoubleTree by Hilton Hotel Wilmington in Wilmington, you'll be in the business district, within a 15-minute drive of Wilmington Riverwalk and ...
Opens in a new windowDoubleTree by Hilton Hotel Wilmington
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 30 Nov to 1 Dec
AU$172
30 Nov - 1 Dec
includes taxes & fees
When you stay at Sonesta Select Newark Christiana Mall in Newark, you'll be in the business district, a 4-minute drive from Christiana Mall and 10 minutes from ...
Opens in a new windowSonesta Select Newark Christiana Mall
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$91 per night from 21 Nov to 22 Nov
AU$91
21 Nov - 22 Nov
includes taxes & fees
With a stay at Quality Inn Newark - Wilmington in Newark, you'll be within a 15-minute drive of Christiana Mall and University of Delaware.
Opens in a new windowQuality Inn Newark - Wilmington
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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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^Subject to availability and chosen travel dates.