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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Our top choices for Bear vacation rentals

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 CA $270
CA $317 total
includes taxes & fees
Nov 15 - Nov 16
Nature's Haven Tiny Home

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 CA $270
CA $361 total
includes taxes & fees
Nov 15 - Nov 16
Tiny Home Tranquil Oasis

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, (8 reviews)
"Great stay. Awesome owner. Nice restaurant right up the ramp. Would def recommend and do again if in the area!!!"
United States
Justin M.
The price is CA $356
CA $404 total
includes taxes & fees
Nov 30 - Dec 1
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

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
8.4 out of 10, Very good, (24 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is CA $255
CA $522 total
includes taxes & fees
Nov 23 - Nov 24
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is CA $230
CA $276 total
includes taxes & fees
Dec 1 - Dec 2
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

6. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (54 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is CA $100
CA $147 total
includes taxes & fees
Nov 23 - Nov 24
Country Get Away Studio Apartment

7. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is CA $192
CA $428 total
includes taxes & fees
Nov 15 - Nov 16
Historic Chesapeake City Stay

8. 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, (8 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is CA $208
CA $489 total
includes taxes & fees
Dec 1 - Dec 2
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

9. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is CA $409
CA $541 total
includes taxes & fees
Dec 1 - Dec 2
Elegant Family Stay • Quiet Neighborhood • Comfort

10. Entire place with private parking

Entire place with private parking
Hilltop
8.0 out of 10, Very good, (11 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is CA $149
CA $223 total
includes taxes & fees
Nov 19 - Nov 20
Entire place with private parking

11. Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
8.8 out of 10, Excellent, (3 reviews)
"The apartment was pretty nice and in a great location but traffic and people on the street were quite loud. The bed however, was probably the worst I have ever slept on. All stabby springs."
United States
Sarah C.
The price is CA $135
CA $215 total
includes taxes & fees
Nov 15 - Nov 16
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

12. 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 CA $347
CA $416 total
includes taxes & fees
Dec 1 - Dec 2
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

13. Charming 3-bedroom, two-living room Victorian home in Historic New Castle

Charming 3-bedroom, two-living room Victorian home in Historic New Castle
Historical Old New Castle
The price is CA $410
CA $752 total
includes taxes & fees
Nov 28 - Nov 29
Charming 3-bedroom, two-living room Victorian home in Historic New Castle

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

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
The price is CA $364
CA $436 total
includes taxes & fees
Dec 1 - Dec 2
Perfect for Groups! | Pool + Gym + Free Breakfast

15. Modern Downtown 1BR | Free Garage Parking + Workspace

Modern Downtown 1BR | Free Garage Parking + Workspace
Downtown Wilmington
7.4 out of 10, Good, (3 reviews)
"We were in town for a wedding at Hotel DuPont. The proximity to the hotel was amazing! The apartment was cozy and clean. Felt very safe and loved that you needed a code just to enter the main door at the entrance to the building. The host was great and responded quickly to any questions. Having free parking was also a huge plus!! Definitely recommend and would stay again if ever in town."
United States
Aileen R.
The price is CA $147
CA $309 total
includes taxes & fees
Dec 6 - Dec 7
Modern Downtown 1BR | Free Garage Parking + Workspace

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 CA $182
CA $262 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 1-bedroom apartment in Lincoln University

17. 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, (7 reviews)
"Wonderful spot for five ladies to enjoy an evening away close to Chesapeake City"
United States
Rebecca G.
The price is CA $218
CA $497 total
includes taxes & fees
Nov 16 - Nov 17
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

18. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Chesapeake City
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Property is not new, but everything was clean and well cared for. Evenings on the water were peaceful and relaxing. We enjoyed our stay and definitely intend to return."
United States
John
The price is CA $231
CA $431 total
includes taxes & fees
Nov 19 - Nov 20
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

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

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.8 out of 10, Exceptional, (31 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is CA $212
CA $314 total
includes taxes & fees
Nov 15 - Nov 16
New Construction townhome close to everything downtown w/transparent pricing

20. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $399
CA $615 total
includes taxes & fees
Nov 17 - Nov 18
Long Beach Cottage, (romantic couple’s getaway)
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

Find out more about Bear

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bear. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.