House holiday rentals in Bear

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Top-rated house rentals in Bear

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Guest favourite
A private swimming pool is surrounded by lounge chairs and landscaped greenery. The clear blue water reflects sunlight, and a white fence offers privacy. The pool area includes a concrete deck, creating an inviting space for relaxation and enjoyment.
Home in Chesapeake City
4.91 out of 5 average rating, 106 reviews

The Mint Cottage in Chesapeake City

The Mint Cottage is new to the air bnb market. It is a 3 bedroom Cape Cod on .5 acre lot in Charming Chesapeake City! The 1st floor features a master bedroom suite with updated amenities, large living room and kitchen, PLUS a full hair and makeup station (great for bridal parties). The 2nd floor has two bedrooms- a queen and 2 twin beds. The house features 3 full baths.The back yard has a private swimming pool, fire pit and patio. Terrific location to walk to waterfront, shops, and restaurants!

Top guest favourite
A cozy bedroom features a spacious bed with a softly draped blanket. Decorative pillows add color, while muted teal and warm brown tones create a comfortable ambiance. A circular mirror and artwork complement the floral wallpaper, with ambient lighting provided by matching bedside lamps.
Home in Hockessin
4.97 out of 5 average rating, 541 reviews

Eclectic Escape Near Longwood Gardens & Mt. Cuba

Home information: Home owners are on the other side of house ( your space is very private). 1/2 the house is your space. Imagine a ranch house cut down the middle and 1/2 is the Airbnb and the other 1/2 is the owners side. Private entrance with keyless lock , 2 bedrooms with Queen beds, private bathroom and a living room. Other features include: Wifi , TV’s , a small refrigerator/freezer , microwave, coffee maker and a Private 1 acre lot w/ parking ( 2 cars max). There is no kitchen .

Guest favourite
A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.
Home in Coatesville
4.97 out of 5 average rating, 136 reviews

King’s place, hot tub. Pool is closed until Spring

New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Guest favourite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.97 out of 5 average rating, 146 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Top guest favourite
A single-story brick home is set against a bright blue sky, flanked by large trees. One side features a majestic flowering tree with pink blossoms, while the other is shaded by a leafy tree. Solar panels are visible on the roof.
Home in Rising Sun
4.96 out of 5 average rating, 315 reviews

Home Away from Home in Rising Sun, MD

PLEASE READ *BEDROOM 3 is a suite that can be added for an extra charge (see pics) * It includes a living area, king size bed, bathroom and kitchenette. Ask Karen for pricing to add. Without the suite there is a foyer leading to a large living room, kitchen with dining area, 2 bedrooms with queen beds and a full bath. This home is comfy and has a history room showing family collectibles dating back to 1854.... Children under 12 years of age are not suitable and No Pets are allowed.

Top guest favourite
The lighthouse replica is shown from an elevated angle, surrounded by trees and located beside the water. A wrap-around deck is visible, along with the charming architectural details of the structure and the contrasting red roof.
Home in North East
4.97 out of 5 average rating, 124 reviews

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Top guest favourite
A single-story home is set on a green lawn, featuring a prominent American flag and a Maryland state flag. The covered porch is accessed by a set of blue double doors, and a dark-colored vehicle is parked in the carport.
Home in Elkton
4.96 out of 5 average rating, 157 reviews

Appleton Retreat

This 3 bedroom, 2 bathroom home is the perfect place to get away from it all while remaining convenient to all the best that Maryland, Delaware, and Pennsylvania have to offer. Minutes from Fair Hill Natural Resource Management Area for the horseback riders, mountain bikers, hikers and nature enthusiasts. University of Delaware is a quick 10 minute ride away to catch a football game or celebrate commencement. Other local attractions - boating, fishing, vineyards and breweries.

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, 116 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.

Top guest favourite
The living room is furnished with two patterned armchairs and a floral couch, creating a comfortable seating area. A ceiling fan is visible above, and natural light enters through a window. An open layout leads to the kitchen, featuring white cabinetry and modern appliances.
Home in Wilmington
4.97 out of 5 average rating, 105 reviews

The Lighthouse

Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

Guest favourite
A living room is presented with a neutral color palette featuring green walls. Comfortable seating includes a spacious sofa and two armchairs. A wooden coffee table occupies the center, while a TV is mounted on a cabinet. Natural light enters through large windows, and a staircase is visible in the background.
Home in Kennett Square
4.92 out of 5 average rating, 118 reviews

Longwood Kennett Newly Renovated

Lovely renovated and newly decorated duplex, close to downtown Kennett Square and all of the great activities nearby. Walk Score 73 (Walk to cafes, dining, shopping, breweries, etc.) 9 min walk to Downtown Kennett for more restaurants and shopping 2 min walk to restaurants 9 mins drive to Longwood Gardens (#1 Botanical Gardens in USA) 25 mins drive to downtown Philly 25 mins drive to Wilmington

Top guest favourite
Home in Quarryville
4.98 out of 5 average rating, 190 reviews

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Welcome to your cozy woodland retreat! Nestled in a serene forest, this charming one-bedroom Airbnb offers a perfect blend of style and tranquility. Designed with a modern aesthetic, the space features chic furnishings, warm modern accents, and large windows that invite natural light and breathtaking views of the surrounding trees.

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, 183 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 house rentals in Bear

Quick stats about house rentals in Bear

  • Total holiday rentals

    Explore 20 holiday rentals in Bear

  • Nightly prices starting at

    Bear holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 300 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Bear holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bear rentals

  • 4.6 Average rating

    Bear stays receive an average rating of 4.6 out of 5 from guests

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