
House holiday rentals in Bear, Delaware
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Top-rated house rentals in Bear, Delaware
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Home Away from Home in Rising Sun, MD
*PLEASE READ This home is very comfy and has a history room showing family collectibles dating back to 1854 *There is no cleaning fee! Located a few miles from I-95/Route 1 & 40 With a living room, kitchen with dining area, 2 queen bedrooms and a full bath. *BEDROOM 3 is a suite that can be added for an ADDITIONAL CHARGE. It includes a living area, king size bed, bathroom and kitchenette. Ask Karen for details. Children under 12 years of age are not suitable to stay and No Pets are allowed.

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

Fall Season @ Old Lock View Chesapeake City MD
*We are Pet Friendly* Named for one of the original C&D Canal Locks, Old Lock View is a true breath of fresh air! Enjoy this recently renovated spacious older home with spacious rooms, plenty of off-street parking. Move from the indoor comfort to the outdoor entertaining patio with gazebo, BBQ grill, year-round outdoor firepits and patio table/chairs. Every detail has been thought of for your comfort. No parties Stay here when in town to attend family events like weddings and graduations etc.

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 .

Historic J. Pyle House Main St Location Pets OK!
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

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.

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.

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 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.
Popular amenities for house rentals in Bear, Delaware
House rentals with a pool

Contractors Love Us! Your workers will love you

Breathtaking Waterfront w/pool and private dock

Historic Victorian Queen Chesapeake City

The Mint Cottage in Chesapeake City

Modern Farmhouse: Pool, Hot Tub & Pickleball

Cording Lodge*Pool*Pickleball/Basketball court

Heated Pool • Private Backyard • Home Theater

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

Relaxing Ranch Getaway near Christiana Mall & Univ

Huge Sun Soaked Apt In Quiet Neighborhood

Water View Historic B & B - Gift Card Included

Exquisite Loft Downtown w/parking, fireplace

Miss Francis Kirk House/Luxury 2Bed/1.5Bath

Sweet Bay Overlook

Cozy Townhome w/ Private Parking

Central Christian Modern
Private house rentals

Gorgeous townhouse by riverfront

Central 4-bedroom single fam/with private parking

Catching Sunsets on the Bay

Sunset River Cottage

Waterfront House on the Upper Chesapeake Bay

Modern spacious townhome Newark

Country house and view of horses

Amish Countryside Escape at Forest Edge Farm
Quick stats about house rentals in Bear, Delaware

Total holiday rentals
Explore 20 holiday rentals in Bear, Delaware

Nightly prices starting at
Bear, Delaware holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

Wifi availability
20 of Bear, Delaware holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bear, Delaware rentals

4.6 Average rating
Bear, Delaware stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Fortescue Beach
- Fairmount Park
- Penn's Landing
- Philadelphia Museum of Art
- Betterton Beach
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Marsh Creek State Park
- Philadelphia Zoo
- Aronimink Golf Club
- The Franklin Institute
- Big Stone Beach
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Franklin Square
- Eastern State Penitentiary
- Philadelphia Cricket Club




