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Top Holiday Rentals in Bear

Exterior
House casino
House casino
1 bedroom, WiFi, bed sheets
Oaxaca, a private room with private entrance
9.0 out of 10, Wonderful, (8)
"Ms Laura is such a great hostess. The room is so comfy and clean. We hope to stay again.. :)"
The price is £94
includes taxes & fees
27 May - 28 May
Oaxaca, a private room with private entrance
Beach nearby, sun-loungers
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
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Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (147)
"The place was clean and the bed was very comfortable"
The price is £145
includes taxes & fees
27 May - 28 May
Stylish Private Suite in the heart of Brandywine Valley
Property grounds
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.2 out of 10, Wonderful, (10)
"Clean, great location. Had a very relaxing weekend that was greatly needed. There was plenty of things to see and do in the beautiful town. Had a small problem but the host took care of it immediately. He was great. Thank you for a wonderful time."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Pool
Historic Chesapeake City Stay
8.0 out of 10, Very good, (1)
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is £190
includes taxes & fees
28 May - 29 May
Historic Chesapeake City Stay
Property grounds
Two bedroom luxury apartment! Amenities included!
The price is £225
includes taxes & fees
27 May - 28 May
Two bedroom luxury apartment! Amenities included!
Property grounds
Entire place with private parking
7.8 out of 10, Good, (6)
"Overall great location, space and with secure parking."
The price is £113
includes taxes & fees
27 May - 28 May
Entire place with private parking
Exterior
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (85)
"Such a comfortable place to stay! Fully stocked kitchen, big rooms with comfortable beds and linens. Everything is clean and the appliances are new. Sweet welcome gift of pastries and water. Quiet neighborhood. Easy to access and property host was very responsive."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Interior
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (7)
"Way to make us feel welcome. From the accommodations to the amenities this property is a vrbo treasure. The owners exceeded our expectations in every way."
Historic home in the heart of Main Street- walkable to shops and restaurants
Smart TV, fireplace, table football, offices
Relaxing Brand New 5BR Family Home w/ Fire Pit
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this house. The managers were gracious enough to allow for an early check-in and everything was as mentioned. It really helped to have the house layout on the website description so that we could plan (we had multiple family units). Communication with the managers was fantastic from before booking until after checkout. I'd highly recommend staying at this property."
Relaxing Brand New 5BR Family Home w/ Fire Pit
Property grounds
Family-Friendly Cottage, Walk to the Beach!
10.0 out of 10, Exceptional, (13)
"The cottage exceeded our expectations. Everything is as pictured. The place is sparkling clean and stocked with everything you need and more. Communication was excellent. Loved the location and the private beach access was a real plus. Great location to use as home base and take day trips in the area."
Family-Friendly Cottage, Walk to the Beach!
Property grounds
Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, (42)
"The house was quaint and comfortable with everything we needed. It was an excellent location for exploring gardens in Delaware and Pennsylvania."
The price is £245
includes taxes & fees
27 May - 28 May
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
10.0 out of 10, Exceptional, (65)
"We had a great get-away for a few days with our friends. The cabin was in a quiet neighborhood with amazing views. We especially enjoyed using the fire pit while sitting in the comfortable Adirondack chairs overlooking the Chesapeake Bay. The owners were friendly and great to work with. Highly recommend!"
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Fridge, microwave, oven, stovetop
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
10.0 out of 10, Exceptional, (6)
"We traveled to the area to visit some gardens in the area. It was a convenient location. The apartment was clean, comfortable and had everything we needed. The only thing we might complain about was the construction noise on the street right outside, but we realize the host has no control over that and it is temporary. Loved the town and enjoyed walking in the local park nearby. Would definitely stay here again."
The price is £279
includes taxes & fees
4 Jun - 5 Jun
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
On the beach, sun-loungers, beach towels
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (89)
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
Waterfront house with amazing views. Top of the Chesapeake
Property grounds
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (19)
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets on the Water at Oakwood Beach
View from property
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, (56)
"14 of us stayed here for a secluded bachelorette weekend in nature and it was truly a dream come true. The home is beautiful and comfortable for a large group, it didn’t even matter that it rained the entire time! We even canceled some of our day plans to stay and enjoy the house. The only minor down side was the water heater struggled keeping up with 14 woman’s daily hygiene needs. Overall, everything was so wonderful and Eric was very pleasant and accommodating. If you stay here you will never...
The Lodge at Cricklewood...where time melts away....
Fridge, microwave, oven, stovetop
Two-story condo in luxury townhouse. Free parking.
9.8 out of 10, Exceptional, (8)
"The property was beautiful and the host was helpful"
The price is £303
includes taxes & fees
4 Jun - 5 Jun
Two-story condo in luxury townhouse. Free parking.
Property grounds
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (42)
"Suzanne's place was very comfortable and she supplied everything you'd need. It was fun cooking in her kitchen and I was also able to work remotely as well."
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
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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.

Bear Holiday Rental Travel Info

Other types of properties in Bear you may be interested in

Lobby
Best Western Plus Newark/Christiana Inn
2.5 star property
7.2 out of 10, Good, (1001)
"Room was clean, and the bed was comfortable."
The price is £89
includes taxes & fees
4 Jun - 5 Jun
Best Western Plus Newark/Christiana Inn
Lobby
Sheraton Suites Wilmington Downtown
3.5 star property
8.2 out of 10, Very good, (1002)
"Easy check in. Very clean hotel."
The price is £121
includes taxes & fees
23 Jun - 24 Jun
Sheraton Suites Wilmington Downtown
Property amenity
Hilton Wilmington/Christiana
4.0 star property
8.8 out of 10, Excellent, (1000)
"The hotel was lovely, as are all hiltons. There was a very friendly, sweet receptionist who checked us in! The bed was comfortable!"
The price is £108
includes taxes & fees
27 May - 28 May
Hilton Wilmington/Christiana
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.

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, apart-hotels, 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 £94 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?

Oaxaca, a private room with private entrance: This holiday home rental outside of Bear is located in the city centre, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Bear?

Expedia has 6 holiday rentals for your stay in Bear.

What can I see and do in Bear?

Family-friendly attractions include Delaware Rock Gym and Hullabaloo Amusement Center, whereas Lums Pond State Park is a spot to enjoy the outdoors. In the wider area, you’ll find Mansion House Paintball and Kirkwood Soccer Complex.

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.

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