
House holiday rentals in Bear, Delaware
Find and book unique houses on Airbnb
Top-rated house rentals in Bear, Delaware
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Bear, Delaware
House rentals with a pool

Contractors Love Us! Like Vacation while working

Cozy SFH for Active Adults

Cozy 4BR Parkesburg Home with Pool & Sunroom

Breathtaking Waterfront Now booking Fall 2025

Historic Victorian Queen Chesapeake City

Modern Farmhouse: Pool, Hot Tub & Pickleball

Comfort, Fun, & charming! - 5BR oasis w/ Pool

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

The River House - waterfront

Arden Cottage w/ Creek + Trails | Dogs OK

Renovated New Castle Home

Charming 4BR in Historic District

Gorgeous townhouse by riverfront

Sunset River Cottage

Trolley & Lit Italy 3 bed, 2.5 bath

Cozy|PrivateHome|Driveway|Near Mall & U of D
Private house rentals

Coastal Flair 3 BR 2 BA House

Waterfront Retreat for Weekends and More!

Sunset View Oasis / Waterfront w/HOT TUB + DOCK!

Fair Hill East

Connection Pointe•River views•Quiet•Peaceful

Quaint farmhouse

Catching Sunsets on the Bay

Charming, updated home in Historic Chesapeake City
Quick stats about house rentals in Bear, Delaware
Total rentals
20 properties
Nightly prices starting at
$39 SGD before taxes and fees
Total number of reviews
250 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Fortescue Beach
- Fairmount Park
- Longwood Gardens
- Dutch Wonderland
- Betterton Beach
- Penn's Landing
- Philadelphia Museum of Art
- Diggerland
- 30th Street Station
- Marsh Creek State Park
- French Creek State Park
- Aronimink Golf Club
- Philadelphia Zoo
- The Franklin Institute
- Big Stone Beach
- Wissahickon Valley Park
- Crystal Beach Manor, Earleville, MD
- Valley Forge National Historical Park
- Independence Hall
- Franklin Square
- Wells Fargo Center