
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.

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.

Persimmon Pastures
A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Private Suburban Luxury Apt/Free P/min. to 95/Rt1
*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 Llocated in cul-de-sac/Free Wi-Fi and YouTube TV-Lower level unit. NO Smoking and NO vaping. Smoking is allowed in the driveway. A/C off for the winter

The Getaway! Romantic and Fun! Hot Tub/Dance Pole
Welcome to The Getaway. Come for a fun girls night in or for a romantic getaway and enjoy some alone time with a spacious Jacuzzi, dance pole, cuddle up by the electric fireplace, watching all your favorite movies on a 4k curved tv and mini bar with complimentary wine. You have access to a fridge , microwave and airfryer! We decorate and offer massage table! We have everything you need for an intimate experience. Book Our private & unique Basement Suite IG _thegetawayairbnb

Countryside-Stablehouse-Open Studio-Perfect for 2!
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

KING BED - The Mercury B & B (Gift Card Inc.)
This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

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.

Cozy, Creative, One of a Kind
Enjoy activities (ping-pong/dart/board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

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.

Charming cottage on 50 acre Chester County farm
Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Modern 3-bedroom ranch house.
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.

Pyle Cottage, circa 1750
Relax at this unique and tranquil getaway located within 5 minutes of Fair Hill Training Center and MD 5* Event site. Quiet with lots of outside spaces and local hiking & biking right out your front door. Ten minutes off Rte 95 ~ 1 hour south of Philadelphia and 1 hr north of Baltimore in the tristate corner of DE-MD-PA.
Popular amenities for Bear holiday rentals
Other great holiday rentals in Bear

Private Room w/ Private Bathroom in Wilmington, DE

Cozy 1 BR/1 BA near UD/Christiana Hospital

Modern Guesthouse Retreat

Huge Historic apt Soaring Ceilings w parking lot

Delaware Street Apt.

Cozy fully furnished entire condo Newark Delaware

Cozy Loft Above Ink Shop

Bohemian Minimalist Haven
Frequently Asked Questions
Do house rentals in Bear have wifi?
Absolutely! We offer over 20 house rentals with wifi in Bear. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bear have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Bear. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Bear?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Bear?
Experience the best of Bear with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Bear?
Make yourself at home in Bear by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Becks Woods, and over 80 vacation rentals in Glendale.
Do house rentals in Bear have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Bear. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Bear?
Yes! Work meets play with ease at over 10 vacation rentals in Bear featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Bear have free parking?
Absolutely! We offer over 10 house rentals with free parking in Bear. Enjoy a tailored experience with all the comforts you desire.
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 810 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

4.7 Average rating
Bear stays receive an average rating of 4.7 out of 5 from guests
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Fortescue Beach
- Penn's Landing
- Philadelphia Museum of Art
- Betterton Beach
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Liberty Bell
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- Big Stone Beach
- The Franklin Institute
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- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Franklin Square
- Eastern State Penitentiary




