Best Vacation Homes in Bear
Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
AU $245/Night
7 Nights - AU $1,714
House
9.8(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Parking
AU $1,011/Night
7 Nights - AU $7,075
Hotel
8.6(456 Reviews)
1 Bath
Pool
Breakfast- Kitchen
- Parking
AU $164/Night
7 Nights - AU $1,149
AU $290/Night
7 Nights - AU $2,028
House
9.1(269 Reviews)
10 Bedrooms
11 Baths
23 Guests
70.56 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
AU $247/Night
7 Nights - AU $1,729
Apartment
9.6(10 Reviews)
1 Bedroom
1 Bath
3 Guests
650 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
AU $171/Night
7 Nights - AU $1,195
House
9.6(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $814/Night
7 Nights - AU $5,696
Apartment
8.8(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
AU $405/Night
7 Nights - AU $2,837
Bear Luxury Rentals
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
AU $3,636/Night
7 Nights - AU $25,455
Apartment
10.0(5 Reviews)
5 Bedrooms
2 Baths
12 Guests
4747 ft²
Private Pool
Hot Tub- Fireplace/Heating
- Pool
AU $1,083/Night
7 Nights - AU $7,584
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
AU $899/Night
7 Nights - AU $6,296
House
10.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
Pet Friendly- Kitchen
AU $790/Night
7 Nights - AU $5,533
House
6 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $765/Night
7 Nights - AU $5,358
House
10.0(1 Review)
5 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
AU $736/Night
7 Nights - AU $5,152
Apartment
9.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1646.88 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
AU $691/Night
7 Nights - AU $4,838
Apartment
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $635/Night
7 Nights - AU $4,445
Bear Pet Friendly Vacation Rentals
Apartment
1 Bedroom
1 Bath
2 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $167/Night
7 Nights - AU $1,167
Apartment
3 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
AU $256/Night
7 Nights - AU $1,791
Hotel
5.6(1002 Reviews)
1 Bath
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
AU $106/Night
7 Nights - AU $741
Apartment
1 Bedroom
1 Bath
2 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $136/Night
7 Nights - AU $952
AU $206/Night
7 Nights - AU $1,443
Apartment
1 Bedroom
1 Bath
2 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $135/Night
7 Nights - AU $942
Apartment
1 Bedroom
1 Bath
2 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $118/Night
7 Nights - AU $826
Apartment
1 Bedroom
1 Bath
2 Guests
850 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $117/Night
7 Nights - AU $816
Bear Large Vacation Homes
AU $173/Night
7 Nights - AU $1,214
New
Villa
1 Bedroom
2 Baths
6 Guests
2895.49 ft²
- View
- Parking
- Air Conditioner
- Internet
AU $436/Night
7 Nights - AU $3,050
Apartment
9.8(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $777/Night
7 Nights - AU $5,440
House
4.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
AU $336/Night
7 Nights - AU $2,354
Apartment
2 Bedrooms
2 Baths
10 Guests
1100 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
AU $514/Night
7 Nights - AU $3,598
Why Choose Rent By Owner for your Bear Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Bear
When should you plan your Vacation Rentals stay?
To make the most of your stay in Bear, Delaware, USA, consider planning your vacation during the region's peak seasons or quieter months to enjoy ideal weather and local events at the right time.
Peak Season Highlights
Summer (June to August)
During the peak summer months, the area experiences warm weather ideal for outdoor activities and exploring local sites. This is when demand for vacation rentals rises, offering vibrant community events and lively atmospheres.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Fall (September to November)
As the region transitions into autumn, the scenic landscape draws visitors seeking a peaceful retreat with colorful foliage. The pleasant temperatures make it perfect for outdoor sightseeing and seasonal festivities.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and quieter surroundings, providing a tranquil environment for those wanting to escape the crowds. Many vacation rentals here offer cozy accommodations during this time.
Average Temperature Daytime: 45°F - Nighttime: 30°F
Spring (March to May)
Early spring offers mild weather and fewer visitors, making it an excellent time to enjoy the area's natural beauty at a relaxed pace. Seasonal blooms and budding landscapes enhance the overall experience.
Average Temperature Daytime: 60°F - Nighttime: 40°F
Weekly Weather Forecast for Bear
How to Book Your Bear Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Bear
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for meals al fresco in the region's pleasant climate.
- Relax in a private yard or garden space that offers a peaceful retreat after exploring nearby attractions.
- Make use of a fire pit or outdoor fireplace for cozy evenings under the stars.
- Take advantage of spacious decks or patios that provide excellent spots for sunbathing or social gatherings.
- Benefit from access to swimming pools or hot tubs, ideal for relaxation during your stay here.
- Experience outdoor recreation with amenities like tennis courts, basketball hoops, or volleyball nets.
- Utilize dedicated outdoor parking or garage spaces to conveniently secure your vehicle while enjoying the area's scenery.
Top Attractions Around Bear
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and local attractions that showcase the best of the region's natural beauty and cultural heritage.
Family Activities
- Bear-Glade Park: Enjoy a relaxing family picnic and outdoor activities in this scenic park nestled within the area.
- Fourteen Gold Clubhouse and Golf Course: Spend quality time together on the lush fairways, perfect for families looking to try their hand at golf.
- Harvard Square Playground: Let the kids explore and play at this well-maintained playground situated conveniently nearby.
- Brandywine Creek State Park: Discover hiking trails, nature walks, and wildlife viewing opportunities that provide memorable family adventures here.
Adult Activities
- Hiking and Nature Walks: Discover scenic trails and lush landscapes that offer a peaceful escape through the area’s natural beauty.
- Visiting Local Parks and Reserves: Relax or engage in outdoor activities at nearby parks that showcase the region’s vibrant flora and fauna.
- Exploring Cultural Landmarks: Delve into the area's history and heritage by exploring notable cultural sites and museums close to your vacation rental.
- Dining at Area Restaurants: Savor delicious regional cuisine by trying out popular restaurants and eateries conveniently located here.
Other Places to Stay in Bear, DE
Delaware Rock Gym
Hullabaloo Amusement Center
Mansion House Paintball
Williamsburg
Lums Pond State Park
Kirkwood
Saint Georges
Bear Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Attractions: Research the area's popular spots to ensure you can efficiently incorporate must-see sights into your stay.
- Choose a Strategic Location: Select a vacation rental that offers convenient access to key destinations or natural scenic areas in the region.
- Engage with the Community: Take the time to explore local events and eateries nearby to immerse yourself in the authentic experience here.
- Maximize Your Comfort and Convenience: Opt for a well-equipped property that caters to your needs, making your visit both relaxing and enjoyable.
Transportation Options
- Delaware Transit Corporation (DTC): This regional transit service offers reliable bus routes that connect you to various points within the area and surrounding regions, making it easy to explore without a car.
- Amtrak Thruway Motorcoach: Providing convenient connections to Amtrak's rail services, this motorcoach allows you to travel seamlessly between here and major cities along the East Coast.
- Rental Car Services: Numerous rental agencies operate nearby, giving you the flexibility to explore at your own pace during your stay in this part of Delaware.
- Taxis and Ride-Sharing Services: Taxis and popular ride-sharing options are readily available, offering quick and efficient transportation within the region for your convenience.
Local Customs Options
- Community Events and Festivals: You will find that participating in local festivals is a cherished tradition here, offering a glimpse into the area's vibrant culture.
- Respect for Local History: Visitors are encouraged to honor the region’s historical sites and stories, which are integral to the community’s identity.
- Food Sharing Customs: Sharing traditional dishes during gatherings reflects the hospitable nature of the area’s residents, making your stay more personable.
- Outdoor Etiquette: When exploring parks and natural spaces, it is customary to leave no trace, respecting the environment that defines this destination.
Frequently Asked Questions About Bear?
1. What are the top vacation rentals in Bear?
There are a lot of options in Bear. If you plan on staying in the Bear area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bear:
- Luxury private apartment studio .
- Relaxing Ranch Getaway near Christiana Mall & University of Delaware!
- The Delaware City Oasis
- Elegant Family Stay Quiet Neighborhood Comfort
- Nature's Haven Tiny Home
- Spacious Pet Friendly, 4-bedroom house with AC. 5 minutes from Univ of Delaware
- Adorable bungalow fully furnished - month to month rental.
- Bohemian Minimalist Haven
- Welcome Home
- Short walk to University of Delaware
2. How many vacation rentals have private pools in Bear?
There are 1 vacation rentals with private pools near Bear. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Bear are best for families?
If you are looking for a family-friendly vacation home in Bear, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bear:
4. How many Rentbyowner vacation rentals are available in Bear?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 117 in the Bear area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Bear.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies depending on the property owner, so it’s important to review the specific listing details or contact the owner directly to understand the terms and any applicable fees.
6. Are there any amenities included with my stay in the region?
Amenities differ by property, but many vacation rentals in this destination offer features such as Wi-Fi, parking, and kitchen facilities. Check the individual listing for a complete list of amenities available.
7. How do I confirm my booking and what is the payment process?
Booking confirmation typically occurs once you complete the reservation through the platform, and secure payment is processed online. Specific instructions are provided after booking; always review the payment terms listed by the property owner.
8. Can I make special requests or adjustments before my arrival?
Yes, many hosts are willing to accommodate special requests or arrangements prior to your stay. Contact the owner directly through the booking platform to discuss any personalized needs.
9. What should I know about check-in and check-out procedures at vacation rentals here?
Check-in and check-out times can vary between properties, so it’s best to confirm these details with the host beforehand. Clear instructions are usually provided in the listing or upon confirmation of your reservation.
Bear Top Rated Vacation Rentals
Hotel
10.0(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
AU $309/Night
7 Nights - AU $2,160
Hotel
9.4(3 Reviews)
2 Baths
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
AU $617/Night
7 Nights - AU $4,321
Hotel
8.4(265 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $129/Night
7 Nights - AU $905
Hotel
8.3(517 Reviews)
1 Bath
357.36 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
AU $560/Night
7 Nights - AU $3,917
Hotel
8.2(1013 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
AU $169/Night
7 Nights - AU $1,181
Hotel
8.1(94 Reviews)
4 Baths
379.43 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
AU $471/Night
7 Nights - AU $3,299
Hotel
7.6(1014 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
AU $144/Night
7 Nights - AU $1,010
Hotel
7.4(78 Reviews)
7 Baths
81.5 ft²
- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
AU $224/Night
7 Nights - AU $1,570
