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.

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Guest favourite
A spacious living area is shown, featuring a well-equipped kitchen, dining space for four, and a cozy seating area. Light green chairs provide a pop of color, while a large mirror reflects the room's dimensions. Soft natural light filters in from the window.
Guest suite in Newark
4.96 out of 5 average rating, 180 reviews

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.

Top guest favourite
An open studio space showcases natural light flowing through large windows. A cozy seating area includes a sofa, pull-out couch, and a coffee table. A kitchenette with appliances is visible alongside a small dining area, all framed by wooden accents and warm flooring.
Guest suite in Newark
4.99 out of 5 average rating, 234 reviews

Spacious, light filled studio 2 blocks from UDEL

DISCOUNT FOR 30+ DAYS. Our quiet, private studio is located in the historic Old Newark neighborhood, next to the University of Delaware, a few minutes' walk to downtown. Newark is a college town with restaurants, history museum, library and small stores. The studio is in a quiet, residential, quaint and walkable neighborhood. If you are looking for privacy, serenity and charm, this is the place! Guests describe our studio as immaculately clean, private and calming. Reach out with questions.

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guest house in Elkton
4.91 out of 5 average rating, 173 reviews

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

Top guest favourite
The bedroom features a spacious bed with neutral-colored linens and a decorative pillow. A side table and a chair are present, with a lamp providing soft lighting. A piece of artwork hangs above the bed, and a window allows natural light to filter in.
Flat in New Castle
4.97 out of 5 average rating, 116 reviews

King Bed - Center of Historic District

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.

Top guest favourite
The exterior of the Tiny House is showcased, featuring a modern design with a gray metal facade. A welcoming entryway is installed with a wooden door. A brick walkway leads from the grass area to the entrance, framed by trees and landscaping, creating an inviting environment.
Home in Kennett Square
4.88 out of 5 average rating, 113 reviews

Newly built Tiny House in Historic Kennett Square

Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with king bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.

Guest favourite
The kitchen area is equipped with stainless steel appliances and granite countertops. A microwave and coffee machine are visible, alongside cabinets showcasing various kitchen supplies. A colorful mat lies on the polished wooden floor, and a wall clock is mounted above the countertop.
Guest suite in Bear
4.88 out of 5 average rating, 240 reviews

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.

Guest favourite
An open living area features a small dining table surrounded by chairs, adjacent to a comfortable corner sofa. Sliding barn doors lead to a bedroom with a spacious bed. A ceiling fan and unique wall art contribute to the inviting ambiance.
Flat in Kennett Square
4.91 out of 5 average rating, 317 reviews

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*

Guest favourite
An open-concept living space features a comfortable couch facing a large wall-mounted TV. A stylish coffee table is centrally placed on a patterned area rug, while tall green plants add a touch of nature. The fully-equipped kitchen is visible in the background.
Flat in Wilmington
4.92 out of 5 average rating, 288 reviews

Boardwalk- Modern Oasis with King Bed, Fast WiFi

Escape to this stylish and modern ground-floor apartment, perfectly situated in the heart of Wilmington's historic Cool Springs district! This spacious one-bedroom retreat offers the perfect blend of comfort and convenience, ideal for business travelers, couples, or solo adventurers. ((You will need to provide government-issued photo ID to us and a $500 security deposit may be charged at the host's discretion))

Top guest favourite
The open-concept kitchen and dining area features a modern kitchen with a breakfast bar and four stools. A bright red dining table is surrounded by four colorful chairs. Natural light fills the space, highlighting the sleek appliances and neutral-toned decor.
Apartment in Newark
4.97 out of 5 average rating, 121 reviews

Stunning modern 2 BD apt close to Christiana Hosp

Welcome to Kitty's Place! This is a brand new construction 2 bedroom basement apartment that does not feel like it's in the basement with plenty of natural light in the kitchen. There is a private entrance with smart lock entry. Very open space with huge modern kitchen with gas stove, 3 seat breakfast bar, built in microwave, dishwasher, private laundry and gorgeous bathroom with large glass shower.

Guest favourite
The exterior of the two-unit apartment building is presented, showcasing a covered porch with seating and steps leading to the second floor. Surrounding grassy areas and trees contribute to a serene atmosphere, with fields visible in the distance.
Flat in New Castle
4.88 out of 5 average rating, 443 reviews

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.

Top guest favourite
A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.
Cottage in Coatesville
5 out of 5 average rating, 323 reviews

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.

Guest favourite
A welcoming entryway features a modern fireplace with a black brick surround, accompanied by a decorative 'welcome' sign above. Light wood flooring extends into the space, leading toward doorways that open into additional rooms.
Home in Newark
4.85 out of 5 average rating, 176 reviews

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

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 € 26 per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • 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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