
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.

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!

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!

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.

Waterfront Retreat for Weekends and More!
NEW: 1-Hour south of the Philadelphia World Cup Games (FIFA)!!! Nature at its finest: Find peace and tranquility in this waterfront home with breathtaking water views from all freshly decorated rooms. Enjoy the water traffic on the C&D Canal along with the multitude of wildlife living in the area. Launch your kayak, canoe or row boat from the boat ramp. Relax here in the evenings while spending the day visiting the University of Delaware or other local Cecil County venues.

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.

Cozy cottage on beautiful dairy farm in Strasburg
Tranquil. Refreshing. Restful. These are the perfect words to describe Graystone Cottage, located on a working dairy farm just outside the quaint historic town of Strasburg in Lancaster County, PA. Built in 1753, this 1000 square feet, newly restored limestone cottage was the original settlement home on the 135-acre homestead. Boasting a French country esthetic, this little darling has the most captivating views of rolling hills, a brook, and lush green farmland.

Beachfront Sunsets on the Water at Oakwood Beach
You’ll instantly relax when you arrive at this private beachfront home on the beautiful Delaware River (2020 River of the year!). This hidden gem is off the beaten path, making it perfect for you to escape the hustle and bustle of your busy day-to-day. You’ll love the amazing sunsets and water fun — walk out the back door directly onto the large deck and sandy beach. Message us for information about the local wineries and distilleries or for kayaking!

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 queen 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.

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

Findley Farm View Cottage (Outdoor Pool!)
Designed to be a quaint farmhouse getaway set in the middle of Amish country. Close to Sight and Sound Theater! Very easy to get to and close to many amenities, attractions, and destinations. This home, since its construction, has been a family gathering place. The doors have always been open to guests, and we want to continue that tradition and welcome you!

*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 house rentals in Bear
House rentals with a pool

Meadowview Cottage

Quiet Country Home in Parkesburg, In Ground Pool

Peaceful secluded home w/ heated pool & waterfall

Breathtaking Waterfront w/pool and private dock

Peaceful Retreat Pool and great outdoor space

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

Country Land Guest House

Sweet home w/pool & woods at peaceful Glen Mills
Weekly house rentals

Perfect for work assignments or family stays

Casa Domino: A Peaceful Waterfront Retreat

Central 4-bedroom single fam/with private parking

Spacious 3BR/2BA near UD/Christiana Care Hospital

Stunning Farmhouse near Christiana Mall Newark, DE

Water View Historic Tennis Club - 3br 2.5bath

Make yourself at HOME!

Bohemian Minimalist Haven
Private house rentals

Grandma’s Cottage

The River House - waterfront

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

Quaint farmhouse

Catching Sunsets on the Bay

Canal views/Walk to Shops/Luxury 2Bed/1.5Bath

Waterfront House on the Upper Chesapeake Bay

Stay-4-Awhile, Modern, comfy home in Wilmington DE
Quick stats about house rentals in Bear

Total holiday rentals
Explore 10 holiday rentals in Bear

Nightly prices starting at
Bear holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Wifi availability
10 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
Destinations to explore
- Norfolk Holiday rentals
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Temple University
- Dutch Wonderland
- Diggerland
- University of Pennsylvania
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- The Franklin Institute
- Marsh Creek State Park
- French Creek State Park
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Independence Hall
- Aronimink Golf Club
- Franklin Square
- Eastern State Penitentiary





