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Compare 29 Cottages in Bear with updated reviews, rates, and availability.

A cottage on the shore of the Delaware River

9.8 out of 10, Exceptional, (60)
"The coziest house we have ever stayed at ! The host went above and beyond to have everything we could need! Would definitely recommend ! "
A cottage on the shore of the Delaware River

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (56)
"It was a perfect stay for our family."
The price is SAR 825
SAR 1,390 total
includes taxes & fees
4 May - 5 May
Cozy Spring House in Gorgeous Chadds Ford!

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (47)
"We really enjoyed the water views & walking by the water. It was a very enjoyable and relaxing stay."
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Be persuaded to experience this vintage cottage by the Sassa

9.4 out of 10, Exceptional, (8)
"Had a lovely peaceful stay. Great amenities."
Be persuaded to experience this vintage cottage by the Sassa

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

9.8 out of 10, Exceptional, (7)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
The price is SAR 803
SAR 1,153 total
includes taxes & fees
20 May - 21 May
Quarry Landing - Center of Town & River View - 3 Bedroom

Chesapeake Romantic Waterfront Home with Private Pool

8.8 out of 10, Excellent, (5)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool

Thunder Hill Retreat - Spacious/Deck/Hot tub

10.0 out of 10, Exceptional, (12)
"Had a nice stay."
The price is SAR 904
SAR 1,952 total
includes taxes & fees
5 May - 6 May
Thunder Hill Retreat - Spacious/Deck/Hot tub

Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

2.0 star property
9.0 out of 10, Wonderful, (2)
"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"
Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

Charming Carriage House in the Heart of Kennett

9.8 out of 10, Exceptional, (29)
"Booked and stayed it was a great little place to have while visiting family"
The price is SAR 855
SAR 1,737 total
includes taxes & fees
1 May - 2 May
Charming Carriage House in the Heart of Kennett

Waterfront cottage in historic Charlestown, Maryland

9.6 out of 10, Exceptional, (5)
"Such a charming property and town. We loved everything about it!"
Waterfront cottage in historic Charlestown, Maryland

3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

9.6 out of 10, Exceptional, (5)
"Thanks Gwendolyn… we had a great time!"
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

Private Carriage House Retreat on a 33 Acre Historic Working Estate

10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate

Charming 2-bedroom water oriented cottage with water access

Charming 2-bedroom water oriented cottage with water access

Vintage Waterfront Cottage with Stunning Sunsets

10.0 out of 10, Exceptional, (5)
"thoroughly enjoyed our time at this lovely property. the quiet location, attention to detail, and communication with owners all made for an delightful stay. "
Vintage Waterfront Cottage with Stunning Sunsets

Waterfront Cottage on the C&D Canal!

8.0 out of 10, Very Good, (5)
"Fantastic location "
Waterfront Cottage on the C&D Canal!

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (3)
"Loved the property and the decor. Very well done and luxurious!"
The price is SAR 1,218
SAR 1,869 total
includes taxes & fees
1 May - 2 May
Long Beach Cottage, (romantic couple’s getaway)

Family-Friendly Cottage, Walk to the Beach!

10.0 out of 10, Exceptional, (18)
"Great location "
Family-Friendly Cottage, Walk to the Beach!

Waterfront Historical District Home Near River

3.0 star property
10.0 out of 10, Exceptional, (1)
"The home was beautiful and well kept. Essential kitchen items are included along with sheets and towels. Dawn was a super reliable host. Communication was wonderful. She had toiletries and some stocked snacks for the guests. Although we did not have time to use them, there were cornhole boards and ladder ball for guests to use. The home is about a block to the river where fishing is a must. There is also a public beach within walking distance. I would recommend this house to anyone looking for...
Waterfront Historical District Home Near River

3 Mi to Dtwn: Home w/ Yard in Newark

3.0 star property
3 Mi to Dtwn: Home w/ Yard in Newark

Wilmington Home ~ 28 Mi to Downtown Philadelphia!

3.0 star property
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
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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Other property types in Bear

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

9.0 out of 10, Wonderful, (2)
"Nice and quiet place to stay"
The price is SAR 506
SAR 1,066 total
includes taxes & fees
1 May - 2 May
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.6 out of 10, Exceptional, (24)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (259)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience
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.