Holiday houses in Bear, Delaware

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Top-rated holiday rentals in Bear, Delaware

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Top 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
4.97 out of 5 average rating, 167 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
A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.
Cottage in North East
4.98 out of 5 average rating, 617 reviews

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.

Guest favourite
A small dining table with two black chairs is positioned next to a low coffee table adorned with decorative vases. The warm walls complement a soft area rug, while a lamp illuminates the cozy space, creating a comfortable setting for relaxation.
Apartment in Bear
4.88 out of 5 average rating, 24 reviews

Cozy Loft Above Ink Shop

Welcome to your cozy retreat above our tattoo studio! This stylish 1-bedroom apartment offers a comfortable, private space with modern touches and plenty of charm. Enjoy a comfy living area with a Smart TV, a private bedroom, and a full kitchen. Perfect for solo travelers, couples, or those visiting for tattoo appointments, this space combines comfort with convenience. Please note: the apartment is located above an active tattoo studio. Come stay, relax, and experience a vibe.

Guest favourite
The interior space is designed with an open layout, featuring a living area with a comfortable gray sofa and a small coffee table. A full kitchen with modern appliances is visible, alongside cabinets and a dining setup. Soft lighting brightens the wood-style flooring.
Apartment in New Castle
4.95 out of 5 average rating, 147 reviews

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

Superhost
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.
Guesthouse in Elkton
4.91 out of 5 average rating, 163 reviews

Countryside-Stable House-Open Studio-Quiet 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

Guest favourite
A spacious living area showcases a soft sofa, stylish armchair, and a wooden coffee table. A ceiling fan rotates gently above, while large windows allow natural light to illuminate the room. The dining area features a wooden table surrounded by six chairs, suited for gatherings.
Home in Newark
4.95 out of 5 average rating, 108 reviews

2 BR/1 BA/Office University of DE

Home of the fighting Blue Hens and the University of Delaware, Newark is centrally located to Philadelphia, Baltimore and surrounded by over 12,000 acres of beautiful parkland. Enjoy this recently renovated home with spacious rooms, a fully equipped kitchen and laundry and plenty of off-street parking. Every detail has been thought of for your comfort including free WIFI. Great for UD Events, Weddings, Anniversaries, Car Shows, Mountain Biking and Cycling Weekends, and more.

Superhost
A light-filled living area features a spacious sectional sofa adorned with decorative cushions. A round coffee table is positioned in front, complemented by a textured area rug. Large windows provide views of the outdoors, while an inviting coffee station is visible in the background.
Home in Newark
4.79 out of 5 average rating, 126 reviews

Welcome to The Richfield!

Just minutes from U of D and the Bob Carpenter Center, tax free shopping at the Christiana Mall, and scenic walks at Rittenhouse park. A perfect oasis for the whole family to enjoy with a touch of sophistication for any business trip. Enjoy 2 floors of entertainment space with 2 50' TVs, Foosball Table, and a Dartboard to pass the time. A coffee bar will help kick start your day, while the complementary bottle of wine will help you relax at the end.

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, 238 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.
Apartment in Kennett Square
4.91 out of 5 average rating, 313 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*

Top Guest favourite
Guest suite in Bear
4.95 out of 5 average rating, 129 reviews

The Getaway! Romantic and Fun! Hot Tub/Dance Pole

Welcome to The Getaway. Come and enjoy a romantic getaway. Enjoy some alone time with a spacious Jacuzzi, cuddled up by the electric fireplace, watching all your favorite movies on a 4k curved tv and mini bar with complimentary wine Or come for a fun girls night in to enjoy the dance pole. I’ll have everything you need for an intimate experience. Book Our private & unique Basement Suite IG _thegetawayairbnb

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.
Condo in Newark
4.97 out of 5 average rating, 116 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.
Apartment in New Castle
4.88 out of 5 average rating, 440 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.

Popular amenities for Bear, Delaware holiday rentals

Quick stats about holiday rentals in Bear, Delaware

  • Total holiday rentals

    Explore 30 holiday rentals in Bear, Delaware

  • Nightly prices starting at

    Bear, Delaware holiday rentals start at $46 AUD 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

  • Wi-Fi availability

    30 of Bear, Delaware holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bear, Delaware rentals

  • 4.7 Average rating

    Bear, Delaware stays receive an average rating of 4.7 out of 5 from guests