A nighttime view of a large suspension bridge with illuminated cables and towers, spanning over a body of water with a cityscape in the background.

Bear Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Bear vacation rentals

A covered deck area with a grill and outdoor seating.

1. Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is SAR 710
SAR 854 total
includes taxes & fees
30 Sep - 1 Oct
Nature's Haven Tiny Home
Terrace/patio

2. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is SAR 710
SAR 873 total
includes taxes & fees
30 Sep - 1 Oct
Tiny Home Tranquil Oasis
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

3. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (6 reviews)
"My boyfriend and I had a fantastic night on the yacht. We arrived right on time and found the AC and the lights on and ready for our arrival. I sunbathed on the front of the yacht and danced on the back after dinner at Grain H2O. The restaurant is located at the top of the hill on the marina . There was a band and we could hear the music from the boat. The marina was clean and everyone is friendly. At night it was very peaceful and easy to fall asleep. The morning we enjoyed our last couple of...
United States
Karen
The price is SAR 939
SAR 1,056 total
includes taxes & fees
4 Oct - 5 Oct
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

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

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.2 out of 10, Very good, (21 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is SAR 672
SAR 1,446 total
includes taxes & fees
30 Sep - 1 Oct
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A beach with a water tower, beach umbrellas, and a hotel in the background.

5. Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
10.0 out of 10, Exceptional, (1 review)
"Clean rooms close to all things we needed breakfast was good and plentiful wish the afternoon buffet was available would use this place again"
United States
Susan H.
The price is SAR 883
SAR 1,055 total
includes taxes & fees
4 Oct - 5 Oct
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
A two-story residential building with a stone facade, a large front lawn, and a driveway.

6. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is SAR 946
SAR 1,255 total
includes taxes & fees
4 Oct - 5 Oct
Elegant Family Stay • Quiet Neighborhood • Comfort
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

7. Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is SAR 629
SAR 1,349 total
includes taxes & fees
26 Oct - 27 Oct
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

8. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
The price is SAR 598
SAR 738 total
includes taxes & fees
7 Oct - 8 Oct
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A beach with a water tower, beach umbrellas, and a hotel in the background.

9. Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is SAR 600
SAR 741 total
includes taxes & fees
4 Oct - 5 Oct
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
A garden with a fountain, surrounded by lush greenery and flowering plants.

10. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is SAR 473
SAR 757 total
includes taxes & fees
5 Oct - 6 Oct
New Construction townhome close to everything downtown w/transparent pricing
A riverside dock with boats, a covered seating area, and a bridge in the background.

11. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (29 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is SAR 405
SAR 1,007 total
includes taxes & fees
30 Sep - 1 Oct
Historic Chesapeake City Stay
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

12. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.2 out of 10, Wonderful, (9 reviews)
"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."
United States
carla k.
The price is SAR 777
SAR 1,462 total
includes taxes & fees
30 Sep - 1 Oct
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A beach with a water tower, beach umbrellas, and a hotel in the background.

13. Perfect for Groups! | Pool + Gym + Free Breakfast

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
Perfect for Groups! | Pool + Gym + Free Breakfast
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

14. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is SAR 585
SAR 1,296 total
includes taxes & fees
30 Sep - 1 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A residential house with a brick exterior, a dark roof, and a front porch with a bench.

15. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is SAR 451
SAR 605 total
includes taxes & fees
30 Sep - 1 Oct
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

16. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is SAR 480
SAR 716 total
includes taxes & fees
1 Oct - 2 Oct
Cozy 1-bedroom apartment in Lincoln University
A wooden cabin with a porch, surrounded by dense forest.

17. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is SAR 263
SAR 418 total
includes taxes & fees
5 Oct - 6 Oct
Country Get Away Studio Apartment
A bunk bed room with white bedding and blue throw blankets.

18. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is SAR 1,229
SAR 1,303 total
includes taxes & fees
13 Oct - 14 Oct
Bohemia Manor Farm
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

19. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (213 reviews)
"Just perfect !"
United States
Cloudi
The price is SAR 544
SAR 794 total
includes taxes & fees
1 Oct - 2 Oct
Private Suite w/sitting room in the heart of Brandywine Valley
A modern living room with a grey sofa, a round coffee table, and a large horse painting on the wall.

20. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Hilltop
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay , comfortable and very warm welcoming"
United States
Shyaniece S.
The price is SAR 473
SAR 795 total
includes taxes & fees
30 Sep - 1 Oct
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
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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Top Bear Hotel Reviews

Super 8 by Wyndham Pennsville/Wilmington

Super 8 by Wyndham Pennsville/Wilmington

10/10 Excellent
"…"
Hannah 4-night trip
Posted less than an hour ago
Super 8 by Wyndham Pennsville/Wilmington

Frequently asked questions

Are there vacation rentals in Bear?

Yes, you can find vacation rentals in Bear near Delaware Rock Gym, or you can go with a more secluded option if you're looking for extra privacy while you relax. The shops and restaurants are several reasons why visitors like Bear. Make sure you have time to check out the soccer matches while you're in the area.

What are some of the best vacation home rentals that Bear has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental near Bear is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Bear?

Expedia has 7 vacation rentals for your stay in Bear.

What can I see and do in Bear?

Explore the area and family-friendly sights such as Delaware Rock Gym, or get out into nature at a spot like Kirkwood Soccer Complex. While here, Mansion House Paintball and Lums Pond State Park are other places worth a visit.

What are vacation rentals like in Bear?

Vacation rentals are private properties you can book for a short or long stay in Bear. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.