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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 25 Cottages in Bear with updated reviews, rates, and availability.

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
A cottage on the shore of the Delaware River
Exterior detail

A cottage on the shore of the Delaware River

9.8 out of 10, Exceptional, (59)
"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
Quarry Landing - Center of Town & River View - 3 Bedroom
Room

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 841 total
includes taxes & fees
24 Feb - 25 Feb
Quarry Landing - Center of Town & River View - 3 Bedroom
Cozy Spring House in Gorgeous Chadds Ford!
Room

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!"
Cozy Spring House in Gorgeous Chadds Ford!
Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

10.0 out of 10, Exceptional, (11)
"Had a nice stay."
The price is AED 747
AED 1,771 total
includes taxes & fees
24 Feb - 25 Feb
Thunder Hill Retreat - Spacious/Deck/Hot tub
Charming Carriage House in the Heart of Kennett
Exterior

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…"
Charming Carriage House in the Heart of Kennett
Waterfront cottage in historic Charlestown, Maryland
Aerial view

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
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
Waterfront Cottage on the C&D Canal!
Exterior

Waterfront Cottage on the C&D Canal!

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

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

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
Charming 2-bedroom water oriented cottage with water access
Exterior

Charming 2-bedroom water oriented cottage with water access

Charming 2-bedroom water oriented cottage with water access
Chesapeake Romantic Waterfront Home with Private Pool
Pool closed in winter and virtually staged because it was closed during pic.

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
Adorable 100-year-old tiny home in historic town. Gym membership included!
Exterior

Adorable 100-year-old tiny home in historic town. Gym membership included!

10.0 out of 10, Exceptional, (1)
Adorable 100-year-old tiny home in historic town. Gym membership included!
Family-Friendly Cottage, Walk to the Beach!
Kennedyville Vacation Rental | 2BR | 1BA | 4 Stairs to Access | 1,000 Sq Ft

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
Living area

Waterfront Historical District Home Near River

3.0 star property
Waterfront Historical District Home Near River
Long Beach Cottage, (romantic couple’s getaway)

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!"
The price is AED 928
AED 1,564 total
includes taxes & fees
26 Feb - 27 Feb
Long Beach Cottage, (romantic couple’s getaway)
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
Property grounds

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

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

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

9.4 out of 10, Exceptional, (22)
"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.
Homey Retreat in Historic Kennett Square!!
Dining

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (61)
"The Homey Retreat was a beautiful space with everything we needed. Great location too!"
The price is AED 731
AED 1,225 total
includes taxes & fees
24 Feb - 25 Feb
Homey Retreat in Historic Kennett Square!!
Tip Of The Town Fresh and New 3 Bedroom Nest
Exterior

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (11)
"Clean, cute little house, convenient location"
The price is AED 533
AED 1,195 total
includes taxes & fees
24 Feb - 25 Feb
Tip Of The Town Fresh and New 3 Bedroom Nest
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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