
Holiday houses in Bear
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Top-rated holiday rentals in Bear
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming Fully Equipped Private Guest Suite Studio
Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Persimmon Pastures
A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

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.

The Getaway! Romantic and Fun! Hot Tub/Dance Pole
Welcome to The Getaway. Come for a fun girls night in or for a romantic getaway and enjoy some alone time with a spacious Jacuzzi, dance pole, cuddle up by the electric fireplace, watching all your favorite movies on a 4k curved tv and mini bar with complimentary wine. You have access to a fridge , microwave and airfryer! We decorate and offer massage table! We have everything you need for an intimate experience. Book Our private & unique Basement Suite IG _thegetawayairbnb

Countryside-Stablehouse-Cozy for 2-March Discounts
Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

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.

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and is a PERFECT spot for a WINTRY romantic couple's getaway! honeymoon/celebrations Designed with that in mind,a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels

King Bed - Center of Historic District
This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

Luxurious apartment/studio with private entrance
Private luxurious apartment/Studio with Bose surrounding music system, at the back of a new construction (guest suite). Everything is private, nothing is shared, private washer/ dryer (2 in one), private entrance, private bathroom kitchen and private patio. Safe place (working smoke and carbon monoxide detectors) with all amenities brand new. Close to University of Delaware ,Christiana Hospital and Christiana Mall.

Bohemia Bungalow
Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Green Sanctuary-Pvt Apt for Quiet Rest
Green Sanctuary is the second floor apartment B in a two unit apartment building. It is a bright cheerful one bedroom unit with a large covered balcony located on the grounds of the famous Egyptian house. The apartment is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Charming cottage on 50 acre Chester County farm
Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.
Popular amenities for Bear holiday rentals
Other great holiday rentals in Bear

Families/professionals, short + long term stays

Comfortable Home | Minutes to Univ of Delaware

Relaxing Ranch Getaway near Christiana Mall & Univ

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

Spacious 4-bedroom house with a private pool.

Cozy Loft Above Ink Shop

Bohemian Minimalist Haven

Cozy and private annex
Frequently Asked Questions
Are there family-friendly vacation rentals in Bear?
Bear has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Bear?
Experience the best of Bear with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Bear?
Yes! Work meets play with ease at over 10 vacation rentals in Bear featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Bear?
Make yourself at home in Bear by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Glendale, and over 80 vacation rentals in Becks Woods.
Do house rentals in Bear have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Bear. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bear have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Bear. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bear have wifi?
Absolutely! We offer over 20 house rentals with wifi in Bear. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bear have free parking?
Absolutely! We offer over 10 house rentals with free parking in Bear. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Bear

Total holiday rentals
Explore 30 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 890 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Bear holiday rentals include Wi-Fi 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
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Diggerland
- Betterton Beach
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Franklin Square
- Ridley Creek State Park
- Killens Pond State Park
- Clark Park
- Philadelphia's Magic Gardens




