
House vacation rentals in Bear
Find and book unique houses on Airbnb
Quick stats about house rentals in Bear

Total vacation rentals
Explore 10 vacation rentals in Bear

Nightly prices starting at
Bear vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Wi-Fi availability
10 of Bear vacation rentals include wi-fi 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
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!
4.9 out of 5 average rating, 118 reviews
Lukie’s Perfect Lil Getaway • Hot Tub & Fire Pit *
Welcome to your cozy Wilmington escape, perfect for relaxing, reconnecting, and unwinding in style. This charming 3-bedroom home blends comfort and character, featuring hardwood floors, large sun-filled windows, and a warm gas fireplace that creates the perfect space to relax. Enjoy slow mornings on the inviting front porch, or sip coffee in the bright sunroom just off the kitchen. Step outside to your private backyard oasis, where a hot tub and fire pit are ready for evenings under the stars
4.77 out of 5 average rating, 103 reviews
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
4.82 out of 5 average rating, 404 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!
4.96 out of 5 average rating, 171 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.
4.96 out of 5 average rating, 137 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.
4.96 out of 5 average rating, 170 reviews
Top of the Chesapeake - Private Waterfront Home
Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.
4.92 out of 5 average rating, 249 reviews
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!
4.94 out of 5 average rating, 144 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
4.98 out of 5 average rating, 127 reviews
Waterfront Retreat for Weekends and More!
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.
4.9 out of 5 average rating, 105 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
4.92 out of 5 average rating, 136 reviews
Cozy Cottage near it all in Wilmington
Welcome to The Pike Creek Cottage. This charming cottage is centrally located to the heart of Wilmington, Kennett Square, Philadelphia, New Jersey & so much more. Nearby attractions include White Clay Creek State Park, DelCastle Golf Course, driving range & mini golf, Carousel Park & Equestrian Center, Wilmington Riverfront, University of Delaware and fabulous indoor and outdoor dining spots.
4.98 out of 5 average rating, 194 reviewsPopular amenities for Bear house rentals
House rentals with a pool

Sweet home w/pool & woods at peaceful Glen Mills
4.92 out of 5 average rating, 193 reviews
Veazey Cove Lodge Wellness Retreat /Sauna/ Hot Tub
4.93 out of 5 average rating, 42 reviews
Breathtaking Waterfront - Christmas on the Water!
4.95 out of 5 average rating, 20 reviews
Historic Victorian Walkability Chesapeake City
5.0 out of 5 average rating, 15 reviews
Spacious family home w/pool, sauna & hot tub
5.0 out of 5 average rating, 24 reviews
Peaceful Pines Hideaway
4.83 out of 5 average rating, 23 reviews
Workers welcome long/short term!

Spacious 4-bedroom house with a private pool.
4.79 out of 5 average rating, 112 reviewsWeekly house rentals

Cozy Townhome w/ Private Parking
4.9 out of 5 average rating, 109 reviews
Historic J. Pyle House Main St Local Host
4.96 out of 5 average rating, 181 reviews
Beautiful Large Home in Private Woods with Hot Tub
4.91 out of 5 average rating, 119 reviews
“Home Away from Home” in Rising Sun, Maryland
4.96 out of 5 average rating, 337 reviews
Work crews and families, short drive to MD and PA
4.97 out of 5 average rating, 30 reviews
Elegant Spacious Family Gem • 20 Min to Wilmington
4.96 out of 5 average rating, 25 reviews
Renovated 4BR/2BA Near UDel for Families/Groups
5.0 out of 5 average rating, 20 reviews
Stunning Farmhouse near Christiana Mall Newark, DE
5.0 out of 5 average rating, 22 reviewsPrivate house rentals

Spacious 4-bedroom oasis
4.9 out of 5 average rating, 51 reviews
Theater, Arcade, Gym + IR Sauna | Luxury Villa
4.98 out of 5 average rating, 40 reviews
Radiant 4-Bed Haven w/ King suite in N. Wilmington
4.72 out of 5 average rating, 309 reviews
Charming Cottage Retreat in N. Wilmington Near I95
4.96 out of 5 average rating, 28 reviews
Perfect Getaway | Close to Philly & Wilmington!
4.75 out of 5 average rating, 28 reviews
McReynolds-Woods House -Private 3 Bedroom Home
5.0 out of 5 average rating, 67 reviews
Breathtaking views!
5.0 out of 5 average rating, 26 reviews
Chesapeake City Charm at the Boho House!
5.0 out of 5 average rating, 66 reviewsDestinations to explore
- New York Vacation rentals
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- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Temple University
- Betterton Beach
- Dover Motor Speedway
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Diggerland
- Lincoln Financial Field
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall
- Valley Forge National Historical Park
- Wissahickon Valley Park





