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Bear Holiday Rentals

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Holiday Rentals in Bear

Nature's Haven Tiny Home

10.0 out of 10, Exceptional, (2)
"Enjoyed"
The price is AU$370
includes taxes & fees
3 Aug - 4 Aug
Nature's Haven Tiny Home

Casino House One B/R Condo

2.0 out of 10, (1)
"We didn’t stay because the outside was terrible! Spoke with the contact who had no record of our reservation and said she wasn’t connected to VRBO. Am disputing the charge ."
Casino House One B/R Condo

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (165)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (62)
"Our stay here was great. Communication from the host was timely and thorough. Everything was seamless. "
The price is AU$537
includes taxes & fees
3 Aug - 4 Aug
Cozy Spring House in Gorgeous Chadds Ford!

The Lodge at Cricklewood...where time melts away....

10.0 out of 10, Exceptional, (73)
"This is a beautiful property and was perfect for our group of 7 friends. The house was spacious and well stocked with a gourmet kitchen and ample indoor and outdoor gathering places. The hot tub was delightful and the owner was responsive to our questions. Highly recommend!"
The Lodge at Cricklewood...where time melts away....

Cheerful 3 bedroom home free parking on premise

8.0 out of 10, Very good, (4)
"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"
The price is AU$489
includes taxes & fees
3 Aug - 4 Aug
Cheerful 3 bedroom home free parking on premise

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

10.0 out of 10, Exceptional, (6)
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

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

9.2 out of 10, Wonderful, (5)
The price is AU$681
includes taxes & fees
4 Aug - 5 Aug
Charming 2-bedroom cabin close to Fair Hill on horse farm

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

9.2 out of 10, Wonderful, (178)
"We throughly enjoyed our stay here! The house was absolutely spotless, check in was easy, and kitchen is well appointed. The views are beautiful too. Brian was super responsive and answered all of my questions. Can’t wait to go back! "
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

8.8 out of 10, Excellent, (5)
"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. "
The price is AU$294
includes taxes & fees
5 Aug - 6 Aug
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Stylish Private Suite in the heart of Brandywine Valley

10.0 out of 10, Exceptional, (184)
"The property was clean and comfortable."
The price is AU$310
includes taxes & fees
16 Aug - 17 Aug
Stylish Private Suite in the heart of Brandywine Valley

Nancy’s Touch, A Waterfront Paradise!

10.0 out of 10, Exceptional, (165)
"Fully stocked. Clean. Well maintained B-U-TEE-FULL property. Great, quite, private location close to anything you may need. The views are amazing. The hosts are great..."
Nancy’s Touch, A Waterfront Paradise!

Saltwater Pool - Entire 4 BR Home + Yard is What You Need this Summer

10.0 out of 10, Exceptional, (1)
"Very serene and relaxing safe environment "
Saltwater Pool - Entire 4 BR Home + Yard is What You Need this Summer

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (30)
"Our group had a great time on the Docside Doghouse. The communication with property owners was excellent and the property was exactly as advertised. Location is ideal"
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (59)
"Lovely location"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

Private townhouse near downtown and state park

10.0 out of 10, Exceptional, (9)
"The house is clean and comfortable with many amenities and within walking distance of parks and restaurants and museums. The host was very easy to connect with."
The price is AU$483
includes taxes & fees
4 Aug - 5 Aug
Private townhouse near downtown and state park

Underground Railroad 4 Bedroom Farmhouse

9.8 out of 10, Exceptional, (20)
"Great property for a girls' weekend. Super clean, helpful and friendly owner, cute property and grounds, well-maintained."
The price is AU$450
includes taxes & fees
3 Aug - 4 Aug
Underground Railroad 4 Bedroom Farmhouse

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (83)
"Great place for a quick getaway - enough room for our family of 4 plus a dog to stay comfortably. Beautiful views! "
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (54)
"Lovely cottage, well-equipped, immaculately clean. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (11)
"Always a nice get away…."
The price is AU$439
includes taxes & fees
3 Aug - 4 Aug
Historic Chesapeake City Stay
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

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.