
Holiday rentals in Bear
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Top-rated holiday rentals in Bear
Guests agree: these stays are highly rated for location, cleanliness and more.

Perfect for work assignments or family stays
HIGHLIGHTS - 30+ day stays welcome, twin bed can be added to bdr 4 per request, fully stocked kitchen (see amenities), smart TVs, dedicated workstations (dual monitors available), baby/toddler items available, 1000 Mbps high speed wifi, close to the highway, restaurants, shopping, hospitals, local schools/universities, and major corporations. Central location to neighboring states. Go to "Neighborhood Highlights" and click on "Show more" to view nearby hospitals, schools, places to visit, etc.

Charming Fully Equipped Private Guest Suite Studio
Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Relaxing Ranch Getaway near Christiana Mall & Univ
Charming 3BR/2BA ranch retreat in Bear, DE! Perfect for families or business travelers, this home comfortably fits your group. Features a custom kitchen, cozy fireplace, deep soaking tub, and a large, fully fenced-in backyard. Just minutes from the University of Delaware, Christiana Mall, and major corporate offices. Enjoy high-speed WiFi and dedicated parking. (You will need to provide government-issued photo ID to us and a $1,500 security deposit may be charged at the host's discretion)

Inviting, comfortable & private suite near Univ.
Enjoy this comfortable, relaxing guest suite with a kitchenette in a desirable and quiet neighborhood in Newark. Close to Downtown and Main St, this is a great base to explore the area and the University. We are less than 3 miles from the University and Main Street. The suite is tastefully furnished in a neighborhood with mature trees. It is totally private, with a separate entrance and a keypad for self check in. Parking is available in the driveway. Truly a serene getaway!

Countryside-Stablehouse-Cozy for 2-Summer Getaway!
Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Spacious 4-bedroom house with a private pool.
This spacious and cozy family house is in a peaceful quiet neighborhood for work-related comfort and maximum relaxation. The house is offering you a fully equipped kitchen, free wifi, air conditioning, washer and dryer, cozy furnitures, free parking, a beautiful fenced backyard with a huge deck and a relaxing outdoor sitting, a barbeque grill, a private swimming pool, and a kids playground. Everything you need for a relaxing stay is right in this home.

Upscale Glamour Retreat • Beautiful & Cozy
Welcome to your Upscale Glamour Retreat, a beautifully designed home where elegance, comfort, and modern charm come together to create the perfect getaway. Whether you’re traveling for couple relaxation, work, or a family escape, this stunning retreat offers a peaceful, upscale experience with every detail thoughtfully curated for your comfort. Convenient access to both Wilmington, Bear & Newark Delaware. Few minutes to Elkton Maryland, Philadelphia PA

Private Suburban Studio Apt/Free P/CentralA/C/I-95
*Peaceful location*Quiet Suburban Area*Clean & Comfortable * Personal entrance with privacy**5 minutes from Christiana Mall*Free parking next to the entrance with large driveway* Park views. Near I-95 and Rt-1 and all major highways**Convenient & affordable for 1 night or more. *Queen bed/full kitchen/Large TV/Quality appliances Located in cul-de-sac/Free Wi-Fi and YouTube TV-Lower level. Everyone is welcome. I hope you enjoy your stay.

Quiet condo near Christiana, UD, Wilmington | Desk
✨ Spacious Newark Getaway Near Christiana & UD Welcome to your home away from home in the heart of Newark, Delaware! 🌿 Our peaceful and secluded retreat is tucked away in a quiet neighborhood yet just minutes from Christiana Hospital, Christiana Mall, the University of Delaware, and downtown Wilmington. Whether you’re visiting for work, family, or leisure, this bright and spacious home is designed for both comfort and convenience.

Luxurious apartment/studio with private entrance
Private luxurious apartment/Studio with Bose surrounding music system, at the back of a new construction (guest suite). Everything is private, nothing is shared, private washer/ dryer (2 in one), private entrance, private bathroom kitchen and private patio. Safe place (working smoke and carbon monoxide detectors) with all amenities brand new. Close to University of Delaware ,Christiana Hospital and Christiana Mall.

Blue Tranquility-Pvt Apt for Quiet Rest
Blue Tranquility is the first floor apartment (apartment A) in a two unit apartment building. It is a cozy one bedroom unit with a large covered porch located on the grounds of the famous Egyptian house. The unit is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Modern 3 bedroom ranch house/5 min from UD
Discover the perfect blend of comfort and convenience at this modern ranch style home in the heart of Newark. Just minutes from the University of Delaware and the scenic Newark Reservoir, this fully updated space is ideal for families, friends, or visiting professionals looking to relax in comfort while staying close to it all.
Popular amenities for Bear holiday rentals
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Cozy and private annex
Frequently Asked Questions
What are the best places to stay in Bear?
Vacation rentals in residential neighborhoods of Bear are frequently suggested for their quiet surroundings and access to green spaces. Staying near the center or in family-friendly areas can make it easy to reach parks, shops, and dining.
What are the best things to do in Bear with kids?
Kids often enjoy playgrounds in local parks, visits to pick-your-own farms during harvest season, and community recreation centers with family activities. Nature trails also provide opportunities for easy walks and outdoor discovery.
What are some of the best things to do in Bear?
Explore nature trails and community parks, visit local farms for seasonal produce, or discover nearby historical sites. Many visitors also enjoy outdoor recreation and casual dining with locally inspired dishes.
How is the weather in Bear?
Bear experiences cold winters around 26–41°F (-4–5°C) with some rainfall, and warm, humid summers near 68–87°F (20–31°C). Spring and fall bring milder temperatures and colorful foliage, making them pleasant times for outdoor activities.
When is the best time to visit Bear?
Late spring and early fall are often recommended, with milder temperatures and comfortable weather for outdoor activities. Summer brings warmer afternoons, while winter is quieter and features holiday events.
What are the best places to visit in Bear?
Parks with nature trails, small lakes, and picnic areas are frequently suggested, along with family farms when fruit is in season. The Bear area also has community centers and locally owned eateries to explore.
What are some hiking trails in Bear?
Bear has several local parks and nature preserves with walking and hiking trails, suitable for most experience levels. wooded paths, wetland boardwalks, and open fields create a variety of scenic walks.
What are some family activities we can do in Bear?
Bear has parks with playgrounds, open fields for games, and nature centers that sometimes host family-friendly programs. Local farms often invite guests for seasonal fruit picking and hands-on activities.
What are some of the best day trip ideas from Bear?
Day trips from Bear can include exploring nearby historic towns, museums, botanical gardens, and state parks with scenic trails. Coastal areas and cultural sites around the region are also popular with visitors.
Are there any pet friendly accommodations available in Bear?
Bear has a selection of pet friendly vacation rentals, especially in residential neighborhoods known for green spaces and walking trails. Some hosts welcome pets and may provide recommendations for nearby parks, so check individual listings for details.
What are some local tips for visiting Bear?
Locals suggest bringing comfortable walking shoes to explore parks and nature trails, and sampling fresh produce at markets and farms. Layered clothing is helpful due to changing seasonal temperatures and occasional rain.
What is Bear known for?
Bear is known for its blend of suburban comfort and access to natural spaces, such as parks and nearby farmlands. The area has ties to agricultural traditions and is recognized for community-driven activities.
What are the best hidden gems to explore in Bear?
Bear has peaceful local parks, nature preserves with walking paths, and tucked-away family farms where you can pick fruit in season. Birdwatching spots and small community gardens invite quiet moments of connection with the outdoors.
What are the best foods to try in Bear?
Bear’s dining scene has American classics, farm-fresh produce, and locally inspired baked goods. Crab dishes, soft pretzels, and seasonal fruit desserts are often recommended, reflecting Delaware’s food traditions.
What should I bring for a trip to Bear?
Pack clothing suited to the season—layers work well—and bring a waterproof jacket or umbrella, as rain is common throughout the year. Comfortable walking shoes are helpful for exploring parks, trails, and community spaces.
What is the nightlife in Bear like?
Bear has a relaxed nightlife scene, with local bars, casual restaurants, and occasional live music in the area. Many visitors opt for informal gatherings or evening strolls in nearby parks.
What are the most popular events or festivals in Bear?
Seasonal fairs, farmers’ markets, and community festivals are frequently suggested, especially during late spring and fall. Nearby, larger towns may host concerts, cultural celebrations, and holiday events that draw visitors from Bear.
Are there family friendly vacation rentals in Bear?
Many vacation rentals in Bear have family-friendly features such as extra bedrooms, kitchen facilities, and access to outdoor spaces. Residential neighborhoods are often suggested for their quiet atmosphere and proximity to parks.
Quick stats about holiday rentals in Bear

Total holiday rentals
Explore 30 holiday rentals in Bear

Nightly prices starting at
Bear holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Bear holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bear rentals

4.8 Average rating
Bear stays are highly rated by guests – averaging 4.8 out of 5!
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