Bear Holiday Rentals
Apartment
9.8Exceptional
(43 Reviews)
1 Bedroom
1 Bath
2 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $111/Night
7 Nights - US $779
House
- Wilmington
- ·
- Middletown
- 4.07 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
2949.31 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
US $309/Night
7 Nights - US $2,160
Hotel
- Wilmington
- ·
- Christiana
- 0.70 mi to center
8.6Fabulous
(481 Reviews)
1 Bath
Breakfast- Parking
Pool- Kitchen
US $139/Night
7 Nights - US $971
Apartment
- Wilmington
- ·
- Bear
- 2.70 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $148/Night
7 Nights - US $1,038
Villa
- Wilmington
- ·
- New Castle
- 7.87 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
6 Guests
2895.49 ft²
- Parking
- View
- Air Conditioner
Internet
US $315/Night
7 Nights - US $2,205
House
- Wilmington
- ·
- Bear
- 1.18 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
Child Friendly
US $235/Night
7 Nights - US $1,642
House
- Wilmington
- ·
- Bear
- 1.29 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
5 Guests
- Child Friendly
US $239/Night
7 Nights - US $1,670
Condo
- Wilmington
- ·
- Newark
- 3.80 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $341/Night
7 Nights - US $2,390
House
- Wilmington
- ·
- Middletown
- 4.17 mi to center
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $292/Night
7 Nights - US $2,041
Luxury Holiday Rentals in Bear
Over 106+ Luxury Holiday Rentals in or Near Bear
House
- Wilmington
- ·
- Newark
- 1.53 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $2,892/Night
7 Nights - US $20,244
Apartment
- Wilmington
- ·
- Delaware City
- 0.85 mi to center
10.0Exceptional
(6 Reviews)
5 Bedrooms
2 Baths
12 Guests
4747 ft²
Private Pool
Hot Tub- Parking
- Pool
US $955/Night
7 Nights - US $6,685
House
- Wilmington
- ·
- Bear
- 2.89 mi to center
6 Bedrooms
3 Baths
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $747/Night
7 Nights - US $5,228
Apartment
- Wilmington
- ·
- Middletown
- 4.08 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $731/Night
7 Nights - US $5,115
House
- Wilmington
- ·
- Bear
- 5.54 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Breakfast
- Parking
- Balcony/Terrace
US $726/Night
7 Nights - US $5,085
House
- Wilmington
- ·
- Bear
- 5.15 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Breakfast
- Parking
- Balcony/Terrace
US $693/Night
7 Nights - US $4,852
House
- Wilmington
- ·
- Yorkshire
- 0.16 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $628/Night
7 Nights - US $4,397
House
- Wilmington
- ·
- Middletown
- 4.06 mi to center
4 Bedrooms
3 Baths
10 Guests
2950 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $611/Night
7 Nights - US $4,277
New
House
- Wilmington
- ·
- New Castle
- 3.96 mi to center
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $604/Night
7 Nights - US $4,228
Top-Rated Holiday Rentals with a Pool in Bear
Over 23+ The Best Private Villas and Holiday Rentals in Bear with a Pool
Hotel
- Wilmington
- ·
- Newark
- 3.78 mi to center
9.4Exceptional
(3 Reviews)
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $359/Night
7 Nights - US $2,512
Apartment
- Wilmington
- ·
- Christiana
- 0.84 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $145/Night
7 Nights - US $1,016
Hotel
- Wilmington
- ·
- Newark
- 3.78 mi to center
8.6Fabulous
(4 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $181/Night
7 Nights - US $1,267
Hotel
- Wilmington
- ·
- Newark
- 1.67 mi to center
8.3Excellent
(517 Reviews)
1 Bath
357.36 ft²
- Private Pool
Oceanfront- Breakfast
EV Charge Station
US $126/Night
7 Nights - US $884
Hotel
- Wilmington
- ·
- Christiana
- 0.70 mi to center
8.1Excellent
(94 Reviews)
4 Baths
379.43 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $341/Night
7 Nights - US $2,385
Hotel
- Wilmington
- ·
- Christiana
- 1.30 mi to center
7.6Very Good
(1015 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $109/Night
7 Nights - US $761
Hotel
- Wilmington
- ·
- Christiana
- 0.86 mi to center
7.4Very Good
(78 Reviews)
7 Baths
81.5 ft²
- Oceanfront
- Parking
- Pool
Ocean View
US $162/Night
7 Nights - US $1,135
Hotel
- Wilmington
- ·
- Christiana
- 0.81 mi to center
7.0Very Good
(841 Reviews)
3 Baths
301.39 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $66/Night
7 Nights - US $459
Hotel
- Wilmington
- ·
- Newark
- 3.76 mi to center
7.0Very Good
(466 Reviews)
6 Baths
495.14 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $110/Night
7 Nights - US $772
Pet-Friendly Holiday Rentals in Bear
Over 25+ Pet-Friendly Holiday Rentals in or Near Bear
Apartment
- Wilmington
- ·
- New Castle
- 3.24 mi to center
1 Bedroom
1 Bath
2 Guests
850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $135/Night
7 Nights - US $947
New
Apartment
- Wilmington
- ·
- Newark
- 2.91 mi to center
1 Bedroom
1 Bath
6 Guests
1205.56 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $203/Night
7 Nights - US $1,424
Hotel
- Wilmington
- ·
- Yorkshire
- 0.40 mi to center
5.4Average
(1007 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $80/Night
7 Nights - US $559
Apartment
- Wilmington
- ·
- New Castle
- 3.28 mi to center
1 Bedroom
1 Bath
2 Guests
850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $118/Night
7 Nights - US $826
Hotel
8.9Fabulous
(149 Reviews)
5 Baths
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $149/Night
7 Nights - US $1,043
Apartment
- Wilmington
- ·
- New Castle
- 3.19 mi to center
1 Bedroom
1 Bath
2 Guests
850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $106/Night
7 Nights - US $740
Apartment
- Wilmington
- ·
- New Castle
- 3.21 mi to center
1 Bedroom
1 Bath
2 Guests
850 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $91/Night
7 Nights - US $640
Apartment
- Wilmington
- ·
- New Castle
- 3.28 mi to center
1 Bedroom
1 Bath
2 Guests
850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $87/Night
7 Nights - US $611
House
- Wilmington
- ·
- Newark
- 5.59 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $310/Night
7 Nights - US $2,172
Large Holiday Rentals and Private Villas in Bear
Over 5+ Large Holiday Rentals and Private Villas in or Near Bear
Apartment
- Wilmington
- ·
- Newark
- 2.13 mi to center
9.8Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $562/Night
7 Nights - US $3,933
House
- Wilmington
- ·
- Bear
- 1.28 mi to center
9.0Exceptional
(173 Reviews)
10 Bedrooms
11 Baths
23 Guests
69.96 ft²
- Parking
Spa- Balcony/Terrace
- View
US $179/Night
7 Nights - US $1,250
House
- Wilmington
- ·
- Glasgow
- 1.99 mi to center
4.0Average
(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $243/Night
7 Nights - US $1,702
New
House
- Wilmington
- ·
- Middletown
- 4.34 mi to center
4 Bedrooms
3 Baths
31 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $381/Night
7 Nights - US $2,665
Apartment
- Wilmington
- ·
- Yorkshire
- 0.78 mi to center
2 Bedrooms
2 Baths
10 Guests
1100 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $372/Night
7 Nights - US $2,601
Wheelchair Accessible Holiday Homes in Bear
Over 22+ Wheelchair Accessible Holiday Homes in or Near Bear
Condo
- Wilmington
- ·
- Christiana
- 0.95 mi to center
2 Bedrooms
2 Baths
6 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $299/Night
7 Nights - US $2,090
Hotel
- Wilmington
- ·
- Yorkshire
- 0.43 mi to center
8.5Fabulous
(256 Reviews)
8 Baths
384.63 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $97/Night
7 Nights - US $679
Hotel
- Wilmington
- ·
- Yorkshire
- 0.40 mi to center
8.4Excellent
(620 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $109/Night
7 Nights - US $761
Condo
- Wilmington
- ·
- Christiana
- 0.62 mi to center
2 Bedrooms
2 Baths
4 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $264/Night
7 Nights - US $1,845
Hotel
- Wilmington
- ·
- Yorkshire
- 0.77 mi to center
8.1Excellent
(83 Reviews)
1 Bath
1025.65 ft²
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $132/Night
7 Nights - US $924
Condo
- Wilmington
- ·
- Christiana
- 0.90 mi to center
1 Bedroom
1 Bath
4 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $193/Night
7 Nights - US $1,349
Hotel
- Wilmington
- ·
- Newark
- 3.78 mi to center
6.8Good
(3 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $123/Night
7 Nights - US $861
Hotel
- Wilmington
- ·
- Newark
- 3.78 mi to center
6.0Good
(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $123/Night
7 Nights - US $861
US $141/Night
7 Nights - US $987
Bear Private Villas and Holiday Homes Under $200
Over 26+ Bear Private Villas and Holiday Homes Under $200
House
- Wilmington
- ·
- Newark
- 3.43 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $96/Night
7 Nights - US $671
Hotel
- Wilmington
- ·
- Yorkshire
- 0.79 mi to center
7.8Very Good
(525 Reviews)
5 Baths
398.26 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $72/Night
7 Nights - US $506
Hotel
- Wilmington
- ·
- Yorkshire
- 0.77 mi to center
8.2Excellent
(1009 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $87/Night
7 Nights - US $608
House
- Wilmington
- ·
- Glasgow
- 1.11 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
Security/Safety
US $150/Night
7 Nights - US $1,048
Hotel
- Wilmington
- ·
- Bear
- 4.67 mi to center
6.9Good
(281 Reviews)
1 Bath
419.79 ft²
- Private Pool
- Parking
- Pool
- View
US $89/Night
7 Nights - US $625
Apartment
6.8Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $157/Night
7 Nights - US $1,096
Apartment
- Wilmington
- ·
- Bear
- 2.65 mi to center
9.6Exceptional
(10 Reviews)
1 Bedroom
1 Bath
3 Guests
650 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $123/Night
7 Nights - US $864
Apartment
- Wilmington
- ·
- Newark
- 5.43 mi to center
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $172/Night
7 Nights - US $1,205
Condo
- Wilmington
- ·
- Newark
- 3.52 mi to center
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $109/Night
7 Nights - US $761
Instantly Bookable Holiday Homes in Bear
Over 31+ Instantly Bookable Holiday Homes in or Near Bear
US $302/Night
7 Nights - US $2,117
Apartment
- Wilmington
- ·
- Bear
- 5.00 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Wellness Facilities
US $215/Night
7 Nights - US $1,508
House
9.2Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,544
Apartment
- Wilmington
- ·
- Bear
- 0.74 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1650 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $442/Night
7 Nights - US $3,096
House
- Wilmington
- ·
- Newark
- 4.62 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $369/Night
7 Nights - US $2,586
House
- Wilmington
- ·
- New Castle
- 3.72 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $305/Night
7 Nights - US $2,135
House
- Wilmington
- ·
- Newark
- 4.09 mi to center
9.6Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $360/Night
7 Nights - US $2,520
House
- Wilmington
- ·
- New Castle
- 3.67 mi to center
8.0Excellent
(18 Reviews)
4 Bedrooms
3 Baths
8 Guests
3200 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $301/Night
7 Nights - US $2,108
House
- Wilmington
- ·
- Bear
- 4.71 mi to center
4 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $545/Night
7 Nights - US $3,814
Book a Last Minute Place to Stay in Bear
About Casai's Private Villas and Holiday Rentals in Bear
Discover more than 115 vacation rentals available in Bear. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Bear.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bear, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Bear. On average, places to stay near Bear offer 450.59 ft², with nightly prices averaging US $286.
With Casai, finding and comparing holiday rentals in Bear is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Bear
| Type | Count |
|---|---|
| Vacation Homes | 56 |
| Holiday Apartments | 23 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Bear
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bear.
Weather in Bear, DE
View the weather forecast for Bear before booking your Bear Vacation Rentals to confirm your best time to go.
December - February
High 54°F Low 30°F
March - May
High 70°F Low 35°F
June - August
High 86°F Low 65°F
September - November
High 77°F Low 40°F
Top Attractions Around Bear, DE
Casai offers a large selection of top attractions around Bear . Research things to do on your vacation before you visit Bear.
Other Places to Stay in Bear, DE
Frequently Asked Questions About Bear?
What are the top holiday rentals in Bear?
With numerous options available in Bear, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bear:
- Elegant Family Stay Quiet Neighborhood Comfort
- Luxury private apartment studio .
- The Delaware City Oasis
- Relaxing Ranch Getaway near Christiana Mall & University of Delaware!
- Bohemian Minimalist Haven
- Nature's Haven Tiny Home
- Adorable bungalow fully furnished - month to month rental.
- Central Christiana Moderno Newark
- Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
- Tiny Home Tranquil Oasis
Which holiday homes in Bear are best for families?
If you're searching for a family-friendly holiday home in Bear, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bear:
- 2Br/2Ba Retreat | Elevated Living. A Professional Haven in Middletown, DE.
- Red Roof Inn and Suites Newark - University
- Four Points by Sheraton Newark Christiana Wilmington
How many Casai.com holiday rentals are available in Bear?
As of 2026, Casai boasts over 115 properties listed in the Bear area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bear.
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