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Bear Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Bear vacation rentals

Terrace/patio

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
$223 nightly
The price is $232
Jun 10 - Jun 11
Total with taxes and fees
Nature's Haven Tiny Home
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (1 review)
"This unit is located behind a mansion /b&b. Had what we needed, clean, easy to access and Karin was helpful."
United States
Megan M.
$228 nightly
The price is $237
Jun 10 - Jun 11
Total with taxes and fees
Tiny Home Tranquil Oasis
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (21 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
$263 nightly
The price is $279
Jun 10 - Jun 11
Total with taxes and fees
Historic Chesapeake City Stay
Property grounds

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, (28 reviews)
"This condo was in a great location and was very clean and nice. Easy access to the beach and local restaurants and shops. "
United States
Peter F.
$186 nightly
The price is $191
Jun 15 - Jun 16
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing

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, (204 reviews)
"Great time and friendly people "
United States
Karl
$207 nightly
The price is $214
Jun 10 - Jun 11
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (43 reviews)
"Wonderful place and host, very peaceful and quiet with plenty of nature !!!"
United States
Daniel V.
$105 nightly
The price is $111
Jun 16 - Jun 17
Total with taxes and fees
Country Get Away Studio Apartment
Interior

Cozy retreat in Thornton, PA!

Cozy retreat in Thornton, PA!
Thornton
10.0 out of 10, Exceptional, (2 reviews)
"Great, cozy room above a fabulous beerhall in a beautiful area! Host was super helpful throughout our stay! Would definitely stay again!"
United States
Grace F.
$149 nightly
The price is $162
Jun 14 - Jun 15
Total with taxes and fees
Cozy retreat in Thornton, PA!
Microwave, oven, stovetop, dishwasher

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.4 out of 10, Very Good, (19 reviews)
"Our host was very friendly and easy to communicate with! The house was super clean and had everything that we needed. The neighborhood is very nice. We visited Longwood Garden during our stay. It was spectacular! I highly recommend this property!"
United States
Sharon F.
$424 nightly
The price is $468
Jun 15 - Jun 16
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
Smart TV

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
9.8 out of 10, Exceptional, (10 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Jun 10 - Jun 11
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Interior

Overlook Brandywine Valley

Overlook Brandywine Valley
Thornton
10.0 out of 10, Exceptional, (1 review)
"We had a 5 star stay this past weekend as we were in town to see WrestleMania in Philly. It was nice to stay out of the city but somewhere that still was close to everything! Jeff was very kind and was available for any help or questions. We loved the wallpaper and the bed was very comfortable. We plan to come back again!"
New Zealand
Danielle A.
$203 nightly
The price is $216
Jun 17 - Jun 18
Total with taxes and fees
Overlook Brandywine Valley
1 bedroom

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"This was a unique experience in a good way, very cool to sleep in the dome with windows to the sky and trees! Nice to know host is pet-friendly, even had paw towels and a water dish. We will bring our dog next time. The pellet stove made the rainy night and morning cozy."
United States
Deb F.
$174 nightly
The price is $176
Jun 16 - Jun 17
Total with taxes and fees
Summer Rustic Camping with AC and King Bed
Interior

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (35 reviews)
"Very cool place! "
United States
Scott M.
$278 nightly
The price is $315
Jul 2 - Jul 3
Total with taxes and fees
Underground Railroad Barn
Outdoor dining

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
10.0 out of 10, Exceptional, (2 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
$183 nightly
The price is $184
Jun 10 - Jun 11
Total with taxes and fees
Amish Countryside Escape at Forest Edge Farm
Fridge, microwave, oven, stovetop

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (3 reviews)
"It was everything we hoped it would be"
United States
Carla H.
Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
1 bedroom, desk, WiFi, bed sheets

White Clay Creek Cottage

White Clay Creek Cottage
Newark
10.0 out of 10, Exceptional, (7 reviews)
"We needed a somewhat local place to stay while my house was sold before moving into the new house a few days later. This was the perfect spot for us. the home was nicely equipped for us and allowed our small dog to visit too. "
United States
tracy g.
$195 nightly
The price is $195
Jun 10 - Jun 11
Total with taxes and fees
White Clay Creek Cottage
Terrace/patio

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
$188 nightly
The price is $205
Jun 29 - Jun 30
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Shower, hair dryer, towels, soap

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Havre de Grace
10.0 out of 10, Exceptional, (10 reviews)
"The house was very cozy and close to my venue Jennifer was very responsive with any questions nice place to stay roomy"
United States
Liza
$255 nightly
The price is $270
Jun 22 - Jun 23
Total with taxes and fees
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Dining

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (22 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
$320 nightly
The price is $329
Jun 10 - Jun 11
Total with taxes and fees
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Fridge, microwave, oven, stovetop

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
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$321 nightly
The price is $340
Jun 16 - Jun 17
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Fridge, microwave, oven, dishwasher

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (30 reviews)
"Great location and charming farm house!"
United States
Oliver G.
$363 nightly
The price is $412
Jul 6 - Jul 7
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
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

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

4/10 Poor
"Very dirty hotel. The pool was fine. Staff was not helpful at all. The room was dirty and the tv never worked. Not a suitable hotel for families."
louis 2-night trip
Posted 1 hour ago
Quality Inn 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 $214 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?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home 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. Make the most of the hot tub in this rental home to help you unwind.

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.