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

Villa with hot tub on Ash Lane
Villa with hot tub on Ash Lane
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (89)
"Myself, mom, sister, and friend came down for the weekend to participate in the Mammoth March held at the Fair Hill Park. The house was nice and close, clean, and comfortable."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Modern and Spacious townhome minutes from UDel
10.0 out of 10, Exceptional, (2)
"Met all expectations."
The price is SAR 754
SAR 1,857 total
includes taxes & fees
4 Jul - 5 Jul
4 Raj. - 5 Raj.
Modern and Spacious townhome minutes from UDel
Save an average of 15% on thousands of hotels when you're signed in
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (89)
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
The price is SAR 1,651
SAR 2,728 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
Waterfront house with amazing views. Top of the Chesapeake
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (45)
"We had a lovely stay and hope to return. The house was exactly what we want in a vacation rental. It had charm and personality, was located within walking distance of cafes and restaurants and was very comfortable for the four of us. Communication with Ivanna was seamless. Our family has a wonderful stay."
The price is SAR 747
SAR 1,259 total
includes taxes & fees
17 Jul - 18 Jul
17 Raj. - 18 Raj.
Homey Retreat in Historic Kennett Square!!
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (5)
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
9.6 out of 10, Exceptional, (12)
"Very comfortable and a nice neighborhood"
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
Beautiful Brick-Wall House in Historic Newcastle
8.0 out of 10, Very Good, (7)
"I loved my stay at this house, it was as explained in the app. Host was so welcoming and receptive of feedback. He would respond immediately if a situation arose but we didn’t have any. House has all the basics you would need in the kitchen and bathroom. I would call it an emergency start up house kit. Loved the my stay and whole experience."
Beautiful Brick-Wall House in Historic Newcastle
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
The price is SAR 825
SAR 1,444 total
includes taxes & fees
29 Jun - 30 Jun
29 Jum. II - 30 Jum. II
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (19)
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets on the Water at Oakwood Beach
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"House was very clean and in an excellent location. However the grounds were in need of weeding to the point that the advertised upper bay view was blocked or partially blocked from many areas. Host was prompt in responding when I reached out."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (127)
"This house setting was a little slice of paradise. We saw a beaver swimming, blue herons, eagles, ducks in the water and yard. Would definitely come back again."
The price is SAR 1,347
SAR 2,450 total
includes taxes & fees
8 Jul - 9 Jul
8 Raj. - 9 Raj.
Top of the Chesapeake - Minutes from Historic Charlestown
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (28)
"Pretty house with plenty of room. Easy check in and out."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (155)
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (8)
"Very convenient! Completely updated! We could not ask for a better experience, 1st time users of vrbo!"
Historic home in the heart of Main Street- walkable to shops and restaurants
Wilmington Comfort 4 Min to Riverfront fenced yard
9.4 out of 10, Exceptional, (15)
"The house is an older home but very clean and pleasant. Property manager was informative and sent messages through every step of the process which was great. I'm familiar with the location and it's great for those who don't mind a little city atmosphere. Thank you so much for a pleasant stay."
Wilmington Comfort 4 Min to Riverfront fenced yard
Private townhouse near downtown and state park
10.0 out of 10, Exceptional, (5)
"The home was very clean and smelled nice. Neighbors are very friendly as well!"
The price is SAR 672
SAR 1,298 total
includes taxes & fees
22 Jul - 23 Jul
22 Raj. - 23 Raj.
Private townhouse near downtown and state park
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, (14)
"We had a wonderful stay. The house is very clean. Phylis was a great host. Thank you for the wonderful gift and sharing your home with us. If I could give 6 stars I would."
Clean and Cozy 2 BR home blocks away from downtown
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
9.8 out of 10, Exceptional, (11)
"We had a great time here. House is beautiful and was very peaceful to be right on the lake!"
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Historic Kennett Square
9.4 out of 10, Exceptional, (36)
"House was very nice. Close to Longwood and busy noisy road. I had trouble getting information because I did not download VRBO APP, also had trouble with door lock, instructions for door lock did not match the lock on the door. Owner was available and helpful. Beds are very comfortable. Nice place"
Historic Kennett Square
Don't see what you're looking for?
See all available properties in Bear
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.

Other property types in Bear

House casino
House casino
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (20)
"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
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.

Recent reviews of Bear hotels
Expedia verified reviews