Bear Vacation Rentals

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Nov 24 - Nov 25
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Nov 25 - Nov 26
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Nov 28 - Nov 30
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Dec 5 - Dec 7

Vacation Rentals in Bear

Fridge, microwave, oven, stovetop
Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis

Bear
$233 nightly
The price is $242
Nov 25 - Nov 26
Total with taxes and fees
Tiny Home Tranquil Oasis
Terrace/patio
Nature's Haven Tiny Home

Nature's Haven Tiny Home

Bear
10.0 out of 10, Exceptional, (4)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
$227 nightly
The price is $236
Nov 25 - Nov 26
Total with taxes and fees
Nature's Haven Tiny Home
Beach
House casino

House casino

Bear
House casino
Exterior
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Perryville
10.0 out of 10, Exceptional, (20)
"The property was beautiful. The views from both the house and the backyard were incredible. We can’t wait to come back and stay here in the warmer month."
United States
Todd C.
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront
Interior
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Chadds Ford
9.8 out of 10, Exceptional, (41)
"Perfect house! Host was amazing. "
United States
Gretchen B.
$1,552 nightly
The price is $1,713
Nov 30 - Dec 1
Total with taxes and fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Fridge, microwave, oven, stovetop
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Wilmington
2.0 out of 10, (2)
"Never heard from host. Expedia had to cancel reservation."
United States
Josh
$120 nightly
The price is $125
Nov 25 - Nov 26
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington
Fridge, microwave, oven, stovetop
Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.

Downtown Wilmington
9.6 out of 10, Exceptional, (16)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
$350 nightly
The price is $360
Nov 25 - Nov 26
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.
Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley

Wilmington
10.0 out of 10, Exceptional, (191)
"The property was clean and comfortable."
United States
Angela
$194 nightly
The price is $200
Nov 25 - Nov 26
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
Outdoor dining
Chesapeake Bay House with Dock & Private Beach

Chesapeake Bay House with Dock & Private Beach

Elkton
10.0 out of 10, Exceptional, (177)
"We loved this house and had the best time!!"
United States
Laura C.
Chesapeake Bay House with Dock & Private Beach
Interior
Charming 2-bedroom cabin close to Fair Hill on horse farm

Charming 2-bedroom cabin close to Fair Hill on horse farm

Elkton
9.6 out of 10, Exceptional, (13)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
Sun loungers, beach towels
5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville
9.8 out of 10, Exceptional, (146)
"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."
United States
Cara R.
$572 nightly
The price is $606
Dec 1 - Dec 2
Total with taxes and fees
5-bedroom vacation home 5 minutes from historic Charlestown
Fridge, microwave, oven, stovetop
Cheerful 3 bedroom home free parking on premise

Cheerful 3 bedroom home free parking on premise

Chester
8.4 out of 10, Very Good, (5)
"The house was nice and clean and was not to far from the college, parking was good and its close to the highway and food"
United States
dachaun w.
$365 nightly
The price is $396
Nov 25 - Nov 26
Total with taxes and fees
Cheerful 3 bedroom home free parking on premise
Fridge, microwave, oven, stovetop
Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!

Kennett Square
10.0 out of 10, Exceptional, (84)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
$361 nightly
The price is $399
Dec 2 - Dec 3
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!
Interior
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Perryville
9.2 out of 10, Wonderful, (181)
"An amazing time and great family memories it simply was a delight and was very relaxing. So many things around to do. Definitely would stay again. "
United States
Stacey W.
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Smart TV, books
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
9.8 out of 10, Exceptional, (59)
"Lovely cottage, well-equipped, immaculately clean. "
United States
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Property grounds
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton
9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Outdoor dining
Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!

Chadds Ford
10.0 out of 10, Exceptional, (65)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
$347 nightly
The price is $377
Nov 25 - Nov 26
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
On the beach, sun loungers, beach towels
Beachfront Sunsets on the Water at Oakwood Beach

Beachfront Sunsets on the Water at Oakwood Beach

Salem
10.0 out of 10, Exceptional, (43)
"Excellent property and outstanding hosts. Peaceful, relaxing, and a wonderful spot to finish out the summer. The provided amenities exceeded expectations. The house has everything needed for a home away from home vacation rental. "
United States
Craig F.
Beachfront Sunsets on the Water at Oakwood Beach
Beach
Captivating Chesapeake experience

Captivating Chesapeake experience

Perryville
10.0 out of 10, Exceptional, (279)
"Nothing more beautiful than staying by the water at Joe’s place!Such a wonderful place to unwind and refuel!"
United States
Doreen H.
Captivating Chesapeake experience
Table tennis
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

Chadds Ford
10.0 out of 10, Exceptional, (3)
"First, communication with the Property Manager was timely, professional, thorough and appreciated!Second, the home was beautiful inside and outside with great space to spend time together,Third, the location was incredible with privacy, beauty and easy proximity to area attractions like Longwood Gardens as well as outstanding restaurants and stores for necessities.Thank you for a home that was perfect for our visit and we hope to visit again soon!"
United States
Lisa D.
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford
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

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"Very nice stay, clean room and building. Easy access to food, parking and a nice night. Breakfast was stale but they do have a waffle machine and plenty of options so that’s a nice plus. Definitely will return for another stay!! "
Therese 1-night trip
Posted 13 hours ago
Comfort Inn & Suites Newark - Wilmington

Find out more about Bear

Everything you need to know about Bear vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bear vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bear vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bear vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bear. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bear in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bear rentals

At Expedia, we put the best Bear vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bear rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bear vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bear. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront: This vacation home rental near Bear is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation 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, Lums Pond State Park and Mansion House Paintball 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.