Photo by KM Moore

Search Vacation Homes 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
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 135 Vacation Homes in Bear with updated reviews, rates, and availability.

Stylish Private Suite in the heart of Brandywine Valley

10.0 out of 10, Exceptional, (167)
"This property is quite simply a 10 out of 10"
The price is SAR 488
SAR 728 total
includes taxes & fees
3 Dec - 4 Dec
Stylish Private Suite in the heart of Brandywine Valley

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (54)
"We were relaxing and visiting Mt. Cuba. Wanted to stay in-town. House was adorable and location was great. Lots of nice touches to make everything comfortable (tea, extra blankets, multiple keys). Would absolutely come back!"
The price is SAR 901
SAR 1,471 total
includes taxes & fees
26 Nov - 27 Nov
Homey Retreat in Historic Kennett Square!!

Tip Of The Town Fresh and New 3 Bedroom Nest

9.8 out of 10, Exceptional, (7)
"Loved the convenience to the town of South East and Blue Elk Vineyard. The property was very clean. Having an EV charger was so helpful."
The price is SAR 676
SAR 1,369 total
includes taxes & fees
2 Dec - 3 Dec
Tip Of The Town Fresh and New 3 Bedroom Nest

House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.

9.8 out of 10, Exceptional, (100)
"Great stay - we were hardly there but the convenience of the location was great and everything was just as described. Thank you!"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.

The Lodge at Cricklewood...where time melts away....

10.0 out of 10, Exceptional, (63)
"Everyone in our group thought the house was great and everyone was very comfortable at all times. It was lovely gathering together on the deck around the fire and inside at the fireplace, and there was never ending entertainment for the kids. The big trees, falling leaves and autumn foliage were a beautiful backdrop. Our time together here will be a new happy memory for all of us. "
The Lodge at Cricklewood...where time melts away....

The Walton House by RPG

10.0 out of 10, Exceptional, (25)
"The house is beautiful with the perfect mix of historic charm and modern amenities. I am a light sleeper and I liked that the bedrooms seemed to have good blinds. Because it is on a major street, there was some traffic noise. I was able to drown that out with a white noise machine. The beds and pillows were all very comfortable. The only issue I had was on the day of checkout. I wasn't aware that the roads would be shut down for a half marathon. We couldn't leave at the required check-in time. I...
The price is SAR 586
SAR 2,169 total
includes taxes & fees
8 Dec - 9 Dec
The Walton House by RPG

Sweet Little Home Away From Home, North East, MD

10.0 out of 10, Exceptional, (4)
"My family enjoyed our stay at Angela's house in North East. The house was clean, beds were comfortable, kitchen had what we needed. We'd stay there again."
Sweet Little Home Away From Home, North East, MD

Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (55)
"Porch is filled with cobwebs. Steps inside need a lot of improvement. Inside was very clean, if dated. However I was pleased with the updated shower, refrigerator, kitchen. No tv made the down time lonely. Netflix did not work, nor did dvd player. For me I needed a much more closer bathroom on the second floor. Getting up 3 times a night to use bathroom & navigating those poorly constructed stairs was scary. I did not want to stay in the single bed right by front door. SUZANNE was very...
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood Beach

Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

9.4 out of 10, Exceptional, (32)
"We had a great time in the pool, fishing off dock, paddle boarding, kayaking and swimming. The kids (5 under 8) loved playing in the bAsement."
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

8.6 out of 10, Excellent, (10)
"The house had plenty of space and location was great!"
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Sunset River Cottage encapsulates nautical romance.

9.0 out of 10, Wonderful, (12)
"This property is gorgeous! It was everything I could have hoped for. I was in town for a wedding in Earleville in search of a dog friendly rental. I am so happy I found this place. The cottage is down the long driveway neighboring other cottages/houses. Very cute fenced in entryway. The check-in process was very easy with the door code for entry. The cottage was super cute, plenty of space. The pups and I spent most of our time outside enjoying the view. The yard overlooking the water has a...
Sunset River Cottage encapsulates nautical romance.

Ultimate Retreat @ Papermill Rd

8.8 out of 10, Excellent, (5)
"Great weekend stay"
Ultimate Retreat @ Papermill Rd

Underground Railroad Barn

10.0 out of 10, Exceptional, (4)
"This house is perfect for a couple’s getaway especially if you have a furry friend with you! Awesome park down the street, really nice area and cute downtown with restaurants and shops."
The price is SAR 372
SAR 1,081 total
includes taxes & fees
1 Dec - 2 Dec
Underground Railroad Barn

Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!

9.6 out of 10, Exceptional, (4)
"Great place, Great host ! Will definitely stay here again. Highly recommended."
The price is SAR 657
SAR 1,178 total
includes taxes & fees
29 Nov - 30 Nov
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!

Luxurious and spacious townhome with all necessary amenities awaits your stay.

10.0 out of 10, Exceptional, (3)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time staying here. The inside is so cute and comfortable. Location is great and the host is very quick to respond and accommodate requests. 10/10 "
Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

Top of the Chesapeake - Minutes from Historic Charlestown

9.8 out of 10, Exceptional, (135)
"we had a short stay but wished it was longer, the views from the house and peacefulness of the location were incredible"
The price is SAR 1,348
SAR 2,432 total
includes taxes & fees
2 Dec - 3 Dec
Top of the Chesapeake - Minutes from Historic Charlestown
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

Other property types in Bear

House casino

House casino

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (53)
"This cozy Spring House Cottage was the perfect romantic getaway for me and my wife. The cottage was quaint, rustic, very comfortable and very easy to find. We were visiting friends nearby and wanted a local hopping off spot to visit the Brandywine River Museum. Our host was very helpful and easy to communicate with. A delightful find !"
The price is SAR 695
SAR 1,228 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Spring House in Gorgeous Chadds Ford!

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (54)
"We were relaxing and visiting Mt. Cuba. Wanted to stay in-town. House was adorable and location was great. Lots of nice touches to make everything comfortable (tea, extra blankets, multiple keys). Would absolutely come back!"
The price is SAR 901
SAR 1,471 total
includes taxes & fees
26 Nov - 27 Nov
Homey Retreat in Historic Kennett Square!!
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.