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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$364
includes taxes & fees
13 June - 14 June
Nature's Haven Tiny Home

House casino

House casino

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (260)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience

Cheerful 3 bedroom home free parking on premise

10.0 out of 10, Exceptional, (1)
"Clean and nice house just been better if had a shower area not so good but pay for what you get"
The price is AU$483
includes taxes & fees
13 June - 14 June
Cheerful 3 bedroom home free parking on premise

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (57)
"We used this cute house as headquarters for a long weekend exploring the area. Loved the location and historical significance of the house. Very cozy and clean."
The price is AU$528
includes taxes & fees
15 June - 16 June
Cozy Spring House in Gorgeous Chadds Ford!

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (49)
"This was our second time staying at the property with our two kids and the accommodations continue to impress. We will happily stay again."
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Chesapeake Romantic Waterfront Home with Private Pool

9.0 out of 10, Wonderful, (6)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (18)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest

Comfortable home away from home

10.0 out of 10, Exceptional, (3)
"Had a great time"
The price is AU$460
includes taxes & fees
13 June - 14 June
Comfortable home away from home

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

8.8 out of 10, Excellent, (5)
The price is AU$331
includes taxes & fees
23 June - 24 June
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

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

9.2 out of 10, Wonderful, (173)
"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

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (38)
"Great location, wonderful place and fantastic owner. Recommendations on restaurants and things to do were perfect. We had a great time and Betty Ann was very kind and responsive in communications. Will definitely visit again!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

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

9.8 out of 10, Exceptional, (37)
"Beautiful property for a group weekend!"
The price is AU$2,655
includes taxes & fees
15 June - 16 June
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (83)
"My friends and I wanted a relaxing getaway with beautiful views and that is exactly what we got. Sue was so wonderful and when there was a massive snowstorm expected to come on our arrival date, she offered to change the dates to accommodate us. Everything was wonderful and we had the best stay."
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (138)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is AU$941
includes taxes & fees
16 June - 17 June
5-bedroom vacation home 5 minutes from historic Charlestown

Welcome to the Mushroom Capital of the World!

10.0 out of 10, Exceptional, (3)
"The house had everything we needed in the kitchen to make and reheat meals, and the bed was comfortable and could be separated from the living area by a sliding door. We also liked the artistic decor!"
The price is AU$234
includes taxes & fees
16 June - 17 June
Welcome to the Mushroom Capital of the World!

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

2.0 out of 10, (1)
"Never heard from host. Expedia had to cancel reservation."
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Underground Railroad 4 Bedroom Farmhouse

9.8 out of 10, Exceptional, (16)
"Had a wonderful stay! Property is beautiful and so well maintained. Very homey! "
The price is AU$637
includes taxes & fees
2 July - 3 July
Underground Railroad 4 Bedroom Farmhouse

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

9.6 out of 10, Exceptional, (24)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

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

The price is AU$519
includes taxes & fees
16 June - 17 June
Charming 2-bedroom cabin close to Fair Hill on horse farm
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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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?

Captivating Chesapeake experience: This holiday home rental outside of Bear is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.