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Bear Holiday Rentals

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Holiday Rentals in Bear

Tiny Home Tranquil Oasis
The price is NZ$420
includes taxes & fees
28 Oct - 29 Oct
Tiny Home Tranquil Oasis
Nature's Haven Tiny Home
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.
The price is NZ$410
includes taxes & fees
28 Oct - 29 Oct
Nature's Haven Tiny Home
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
8.6 out of 10, Excellent, (12)
"Was in Wilmington to work a trade show at the Chase Center on the Riverfront. Everything was as described and the communications with the host were great. Only about a 12 minute drive to the venue and lots of restaurants within a 10 minute drive. It’s nothing fancy but for about the same price as a budget hotel room you get a kitchen, two comfy bedrooms and a living room. "
United States
Douglas R.
The price is NZ$327
includes taxes & fees
28 Oct - 29 Oct
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Chesapeake Bay House with Dock & Private Beach
10.0 out of 10, Exceptional, (174)
"Nice property. Large enough for 13. Plenty of space to spread out "
United States
Mike J.
Chesapeake Bay House with Dock & Private Beach
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (101)
"The river house has an absolutely amazing view! My kids were thrilled with the chance to fish off a very long dock and even get their feet in the water on a small beach below the house (when the tide was out). Overall, the house was perfect and just big enough for our large family of seven. Matt was very responsive to a few questions I had and was a wonderful host! "
United States
Skye M.
Waterfront house with amazing views. Top of the Chesapeake
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (43)
"Stayed here for my daughter’s softball tournament. The house is adorable and had plenty of everything that we needed. "
United States
Michelle Z.
Beachfront Sunsets on the Water at Oakwood Beach
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
9.8 out of 10, Exceptional, (13)
"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
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (15)
"Always a nice get away…."
United States
Michael S.
The price is NZ$485
includes taxes & fees
28 Oct - 29 Oct
Historic Chesapeake City Stay
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (83)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
The price is NZ$676
includes taxes & fees
28 Oct - 29 Oct
Homey Retreat in Historic Kennett Square!!
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
9.8 out of 10, Exceptional, (41)
"Perfect house! Host was amazing. "
United States
Gretchen B.
The price is NZ$2,979
includes taxes & fees
29 Oct - 30 Oct
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Charming 2-bedroom cabin close to Fair Hill on horse farm
9.6 out of 10, Exceptional, (9)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (58)
"Lovely cottage, well-equipped, immaculately clean. "
United States
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, (64)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
The price is NZ$650
includes taxes & fees
28 Oct - 29 Oct
Cozy Spring House in Gorgeous Chadds Ford!
Stunning waterfront villa with indoor pool and kids swing set and play area.
9.8 out of 10, Exceptional, (19)
"This was the perfect house for the occasion, the rooms were spacious and there was a lot of spaces to gather. We didn’t leave for the whole weekend and it was amazing. The property is beautiful and the lake is serene. Thanks for letting us stay! Would love to come back. "
United States
Kelly & Devin V.
Stunning waterfront villa with indoor pool and kids swing set and play area.
5-bedroom vacation home 5 minutes from historic Charlestown
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.
The price is NZ$1,045
includes taxes & fees
28 Oct - 29 Oct
5-bedroom vacation home 5 minutes from historic Charlestown
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, (77)
"Great! Very comfortable and full of amenities. Perfect for a family gathering. Located close to many attractions. "
United States
Dave R.
The Lodge at Cricklewood...where time melts away....
Charming Carriage House in the Heart of Kennett
10.0 out of 10, Exceptional, (37)
"Very attractive and comfortable in a beautiful and historic Kennett neighborhood. Just a black walk to Kennetts good restaurants."
United States
Ann H.
The price is NZ$776
includes taxes & fees
3 Nov - 4 Nov
Charming Carriage House in the Heart of Kennett
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, (67)
"We stayed in Beth’s cozy beachfront home while playing in local lax tournament and it was perfect. We loved the quaintness and seclusion of the property, its pricing, and the ability to walk out and immediately fish the river. Book it — you won’t be disappointed!"
United States
Michael M.
A cottage on the shore of the Delaware River
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford
10.0 out of 10, Exceptional, (2)
"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
A Cool Place to Stay in Wilmington DE
The price is NZ$269
includes taxes & fees
3 Nov - 4 Nov
A Cool Place to Stay in Wilmington DE
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

Everything you need to know about Bear holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bear holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bear holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bear holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bear holiday rentals we have selected for you start as low as NZ$269 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bear rentals

At Expedia, we put the best Bear holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Bear?

Yes, there are holiday rentals in Bear close to Delaware Rock Gym, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Bear. Make sure you have time to check out the football matches while you're in the area.

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

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Bear is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Bear?

Expedia has 7 holiday 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 holiday rentals like in Bear?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bear. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.