
House holiday rentals in Bear
Find and book unique houses on Airbnb
Top-rated house rentals in Bear
Guests agree: These houses are highly rated for location, cleanliness and more.

Historic Downtown D. Clark House Dog Friendly!
The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

Cozy Cottage Elkton North East 3bed 2 bath Patio
Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark& UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc. Relax, visit, enjoy each other NO TV's

The Suite at Rosemont, 3 BDR, HOT TUB
This home is a great mid point to explore Lancaster and Philadelphia attractions. Located in the town of Parkesburg, the house is within walking distance to several local shops. Amish attractions are within 30 minutes drive as well as Exton, King of Prussia, and Longwood Gardens. Approx 1 hours drive to Philadelphia. Several grocery stores and restaurants are a short drive from the home. Guests will also enjoy the hot tub which is open year round. WIFI and a Smart TV to log into your accounts.

Cute, cozy and convenient 2BR w/ office
Come relax and enjoy our renovated and stylish home. You’ll be minutes from 95, the Riverfront, Union Street, Trolley Square and downtown restaurants and bars. A perfect place for a work trip, a girls/guys weekend, a visit to see friends or family, and for hosting a dinner party (which we love to do!). Our home is a block away from Canby Park, and is in the family-friendly neighborhood of Bayard Square. The house has all the conveniences you could need, and if you need something, just ask!

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 .

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!

Historic Creekside Home - 2br 2.5ba Downtown
Built in 1875, this newly renovated two bedroom home, is centrally located in downtown North East. Modern finishes and an open concept living space compliment the original wood floors, clawfoot tub and exposed brick walls. All the amenities of Main Street are steps away, yet the home is tucked away on a quiet street with a creek in the back yard. Our home is 2.5 miles from I-95 and one block from North East Community Park, Anchor Marina and the headwaters of the Chesapeake Bay.

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.

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.

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.

*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.

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 house rentals
House rentals with a pool

Cozy home- heated pool & waterfall heated all year

Breathtaking Waterfront w/pool and private dock

Peaceful Retreat Pool and great outdoor space

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

Modern Farmhouse: Pool, Hot Tub & Pickleball

The Mint Cottage in Chesapeake City

Cording Lodge*Pool*Pickleball/Basketball court

Country Land Guest House
Weekly house rentals

Private Guest Suite

The Cottage Haven ~ near Sight and Sound

Charming 4BR in Historic District

Radiant 4-Bed Haven w/ King suite in N. Wilmington

Water View Historic Tennis Club - 3br 2.5bath

Waterfront House on the Upper Chesapeake Bay

Stay-4-Awhile, Modern, comfy home in Wilmington DE

Quaint Bungalow
Private house rentals

Peaceful 1 BR Home with parking near hospital

Connection Pointe•River views•Quiet•Peaceful

Cozy living in Trolley Square

Sunset River Cottage

Miss Francis Kirk House/Luxury 2Bed/1.5Bath

Home away from home between Wilmington/Newark

Cozy Townhome w/ Private Parking

Central Christiana Moderno
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 $43 AUD 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

Wi-Fi availability
20 of Bear holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Bear rentals

4.6 Average rating
Bear stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
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- Capital District, New York Holiday rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Penn's Landing
- Wells Fargo Center
- Betterton Beach
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Marsh Creek State Park
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Independence Hall
- Eastern State Penitentiary
- Franklin Square
- Spruce Street Harbor Park
- Ridley Creek State Park
- Killens Pond State Park
- Philadelphia's Magic Gardens
- Clark Park




