Photo by KM Moore

Search Cottages in Bear

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

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

A cottage on the shore of the Delaware River
On the beach

A cottage on the shore of the Delaware River

9.8 out of 10, Exceptional, (60)
"What an amazing and cozy little cottage with awesome views of the Delaware river. Beth was wonderful and thought of everything! From the comfortable beds to the fine linens and bedding, Beth had it covered. The home is well appointed, very clean, and located towards the end of a quiet and peaceful dead-end street. Our three dogs felt right at home; we were thrilled to find such a quaint place that allowed us to bring them along. We highly recommend Beth’s cottage and we would definitely book...
A cottage on the shore of the Delaware River
Cozy Spring House in Gorgeous Chadds Ford!
Terrace/patio

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (55)
"This location offers great access to Longwood Gardens and other cute spots in town. This location was super cute and very cozy. The only downsides to this spot was that the bedrooms are all in close proximity and the beds and pillows were firm. The host made sure our stay was welcome and kept good communication with us! I would recommend this location!"
The price is AED 716
AED 1,233 total
includes taxes & fees
3 Apr - 4 Apr
Cozy Spring House in Gorgeous Chadds Ford!
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach nearby, sun loungers

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (46)
"Great little home away from home. A small orientation list for newcomers would be helpful. Closest groceries, gas and such. Outside of that all and all VERY pleasing. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Be persuaded to experience this vintage cottage by the Sassa
Outdoor dining

Be persuaded to experience this vintage cottage by the Sassa

9.4 out of 10, Exceptional, (8)
"We had one of the best vacations ever. Our 9 and 7 year old grandchildren wanted to live there forever! We had a beautiful house and access to the outdoor spaces including a dock for gishing, crabbing and swimming. We were able to make smores over a great fire pit and enjoyed phenominal sunsets from a sitting area overlooking the river. Gene and Suzie, the hosts were on-site and so warm and welcoming. Our every need was met immediately. We will definitely be vacationing at Gregg Neck Cottage...
Be persuaded to experience this vintage cottage by the Sassa
Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds

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

9.8 out of 10, Exceptional, (7)
"On a small hillside. Very quaint accommodation. Close to restaurants and river. Parking a little difficult to figure out, train is a bit loud and frequent but everything else was as advertised and nice. "
The price is AED 544
AED 837 total
includes taxes & fees
7 Apr - 8 Apr
Quarry Landing - Center of Town & River View - 3 Bedroom
Chesapeake Romantic Waterfront Home with Private Pool
Interior

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
Outdoor spa tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

10.0 out of 10, Exceptional, (11)
"This is a very clean, beautiful home on the inside and out. They have everything you need! Raymond was an EXCELLENT host who was super responsive and understanding. I highly recommend. You will not be disappointed. Thank you, Raymond! We can't wait to come back! "
The price is AED 933
AED 2,020 total
includes taxes & fees
3 Apr - 4 Apr
Thunder Hill Retreat - Spacious/Deck/Hot tub
Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay
Terrace/patio

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
Outdoor dining

Charming Carriage House in the Heart of Kennett

9.8 out of 10, Exceptional, (29)
"A cute house with hosts who were willing to be flexible when we had some complications…"
The price is AED 837
AED 1,720 total
includes taxes & fees
1 May - 2 May
Charming Carriage House in the Heart of Kennett
Waterfront cottage in historic Charlestown, Maryland
Interior

Waterfront cottage in historic Charlestown, Maryland

9.6 out of 10, Exceptional, (5)
"Our stay was amazing! Extremely cute and clean cottage. Water view was beautiful. Very relaxing weekend. Great communication with host. Can’t wait to go back. "
Waterfront cottage in historic Charlestown, Maryland
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor
Marina

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

9.6 out of 10, Exceptional, (5)
"It was as advertised. It was clean and we had everything we needed. It was a very pleasant visit."
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Exterior

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
Fridge, microwave, oven, stovetop

Charming 2-bedroom water oriented cottage with water access

Charming 2-bedroom water oriented cottage with water access
Vintage Waterfront Cottage with Stunning Sunsets
Beach nearby, sun loungers, beach towels

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!
Fridge, microwave, oven, stovetop

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)
Property grounds

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (3)
"We had a wonderful time! Being near the water is my happy place. The size of the home is perfect for me. And the weather was perfect! Thank you!"
Long Beach Cottage, (romantic couple’s getaway)
Family-Friendly Cottage, Walk to the Beach!
Interior

Family-Friendly Cottage, Walk to the Beach!

10.0 out of 10, Exceptional, (18)
"Another amazing stay at Robin’s Rest. Highly recommend for a quiet weekend getaway "
Family-Friendly Cottage, Walk to the Beach!
Waterfront Historical District Home Near River
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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
Interior

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!
Interior

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.
Don't see what you're looking for?
See all available properties in Bear
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Bear

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Private kitchen

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

"Was in Wilmington to work a trade show at the Chase Center on the Riverfront. Everything was as described and the communications with the host were great. Only about a 12 minute drive to the venue and lots of restaurants within a 10 minute drive. It’s nothing fancy but for about the same price as a budget hotel room you get a kitchen, two comfy bedrooms and a living room. "
The price is AED 404
AED 683 total
includes taxes & fees
6 Apr - 7 Apr
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Underground Railroad Barn
Interior

Underground Railroad Barn

9.8 out of 10, Exceptional, (8)
"We stayed with our 2 pups. Location was great, Kristen was easy to reach out to with questions we had. Wonderful history in regards to this property. Thank you for sharing your home. "
The price is AED 459
AED 1,166 total
includes taxes & fees
14 Apr - 15 Apr
Underground Railroad Barn
Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley

10.0 out of 10, Exceptional, (174)
"Cheryl and Don’s guest suite was perfect for a short stay exploring all that is offered by the Brandywine Valley. Although the suite does not have a kitchen, the mini-fridge, microwave and coffee maker were perfect for our needs. The unit had many thoughtful touches, including bathrobes, extra toiletries, and small snacks. Muffins and coffee cream were provided for our first morning. The bed was comfortably made up and of medium firmness. Our hosts were very easy to work with and we never...
The price is AED 477
AED 727 total
includes taxes & fees
3 Apr - 4 Apr
Stylish Private Suite in the heart of Brandywine Valley
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.

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.