Search Bear Cottage Rentals from CA $186

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Bear cottages

A two-story house with a deck, a barbecue grill, and a covered patio area.

1. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (25 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is CA $325
CA $701 total
includes taxes & fees
Nov 17 - Nov 18
Thunder Hill Retreat - Spacious/Deck/Hot tub
A residential area with houses, a parking lot, and a body of water in the background.

2. Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $186
CA $285 total
includes taxes & fees
Nov 12 - Nov 13
Quarry Landing - Center of Town & River View - 3 Bedroom
A wooden deck with a hot tub, lounge chairs, and a view of the water.

3. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $434
CA $652 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Cottage, (romantic couple’s getaway)
A small, single-story building with a blue exterior and a metal roof, surrounded by a gravel driveway and a wooden fence.

4. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, peaceful spot perfect for 1-2 guests. The hosts were great at communicating and the price was very reasonable!"
United States
Sarah S.
The price is CA $238
CA $446 total
includes taxes & fees
Nov 10 - Nov 11
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
A wooden deck leading to a house surrounded by dense trees.

5. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (92 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is CA $279
CA $478 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Spring House in Gorgeous Chadds Ford!
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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Learn more about Bear

Lace up your hiking boots and hit the trails at Lums Pond State Park, where outdoor adventures await. For a thrilling change of pace, test your aim at Mansion House Paintball or scale new heights at Delaware Rock Gym.

See all hotels in Bear
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.

Top reviews in Bear

A Holiday Inn Express & Suites building with a covered entrance and a clear sky.
Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG
Newark

10/10 Excellent

The room was clean. The beds comfortable, all in all a great stay.
Canada
Allanah
Reviewed May 26, 2026
Holiday Inn Express & Suites Wilmington-Newark by IHG

Frequently Asked Questions

Why book your cottage in Bear with Expedia?

Booking a cottage in Bear is as easy as working out your travel dates and selecting an ideal place for a getaway in nature. From ritzy retreats to budget-friendly stays and cottages that include perks like a hot tub, Expedia has something for all traveler tastes. As for awesome deals? We've got you covered!

How can I find cheap cottages in Bear?

With Expedia's helpful filter tool, scoring cheap cottages in Bear is a cinch. To find accommodations that are friendly on the wallet, tailor your search results by budget, amenities and star rating.

What is there to do in Bear near my cottage?

If you'd like to make the most of your time in Bear, don't miss Lums Pond State Park. It's popular among locals and travelers alike.

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