Vacation rentals in Bear

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Top-rated vacation rentals in Bear

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Guest favorite

Guest suite in New Castle

4.91 out of 5 average rating, 147 reviews

Private Cozy Suburban Master Suite & Sport Room

Must see! Private entrance & parking! Forget your worries in this spacious, exclusive and serene space. Your stay is in an apartment style finished basement almost the size of the house foundation! A Queen size master bedroom, a day bed with two twin beds, a treadmill, a full-size pool table, massage chair, 4 TV’s, Netflix, heated fireplace, living room, fridge, kitchen area. Microwave, iron & more! A short walk to the Kirkwood field and many local shops. Just 10 minutes from Mall & Hospital

Apr 4 – 11

G$27,106 GYD per night

Guest favorite

Guest suite in Newark

4.99 out of 5 average rating, 170 reviews

Spacious, light filled studio 2 blocks from UDel

Our quiet, private studio is located in the historic Old Newark neighborhood, next to the Univ of Delaware, only a few minutes' walk to the center of downtown Newark. Newark is a thriving college town with restaurants, history museum, library, small stores erc. The studio is in a quiet, friendly, safe, historic and walkable neighborhood. If you are looking for privacy and serenity in this charming town, this is the place! Guests describe our studio as immaculately clean, private and calming.

May 5 – 10

G$23,386 GYD per night

Guest favorite

Tiny home in Wilmington

4.97 out of 5 average rating, 299 reviews

Unbelievably Charming Tiny Home

Completely private stand alone tiny house, comfortable for 1-4 people. Guaranteed the absolute coziest place to stay in Trolley Square. Unusual amenities include: - *Homemade ice cream* - Loaded pantry and fridge - Yoga mats, blocks, & YogaGlo subscription - King size lofted bed Downtown Trolley and Brandywine Park are less than a minute walk. Right next to restaurants, Acme, several coffee shops, bus stop, and bars. Close to many attractions including Longwood Gardens and Winterthur.

Jun 18 – 25

G$36,395 GYD per night

Guest favorite

Cottage in North East

4.97 out of 5 average rating, 440 reviews

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.

Mar 17 – 24

G$23,076 GYD per night

Guest favorite

Guest suite in Newark

4.99 out of 5 average rating, 155 reviews

Private apartment & floor, 200 yds from UD center

1 block to UD center, 0.5 mi to the bustling City of Newark center and to Amtrak. 1 King, 2 Queen, 1 Twin. You’ll love the location and privacy. Good for couples, adventurers, business travelers, and UD families. Friendly hosts, but you'll have the whole floor to yourself and won't see us! Separate entrance to a finished lower level suite w/ King bedroom, wet bar & fridge, and additional common area beds if more than 2 people. Use the back yard and patio, too!

Jun 11 – 18

G$30,164 GYD per night

Guest favorite

Cottage in North East

4.94 out of 5 average rating, 281 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Jan 30 – Feb 6

G$20,460 GYD per night

Guest favorite

Guest suite in Wilmington

4.88 out of 5 average rating, 184 reviews

Bright/Elegant Fully Equipped Private Guesthouse

Beautiful and modern brand-new private guesthouse. This space is brand new and fully sanitized at all moments. Completely separate space with private entrance, private parking, bathroom and kitchenette. Enjoy Netflix and Amazon Prime on our extra large living room TV or a glass of wine from our honor bar! location is excellent in a beautiful safe neighborhood with convenient access to I-95, downtown Wilmington and shopping centers.

Mar 16 – 23

G$19,823 GYD per night

Guest favorite

Apartment in Wilmington

4.96 out of 5 average rating, 114 reviews

Newly Renovated City Apartment Near Hospitals #1

The property is a two-unit duplex in the Historic Cool Spring neighborhood. This listing is for a one-bedroom, one-bathroom, fully-equipped apartment with a kitchen and private laundry facility on the first floor. There is a smart TV in the bedroom and living room with access to live streaming to include Netflix, Hulu, Disney+, and more! Just enter your username and password for access. Come and make yourself at home!

Nov 11 – 18

G$22,463 GYD per night

Guest favorite

Guest suite in Bear

4.88 out of 5 average rating, 195 reviews

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.

Jan 11 – 18

G$23,864 GYD per night

Guest favorite

Guesthouse in Wilmington

4.84 out of 5 average rating, 366 reviews

Beautiful Modern Fully Equipped Private Guesthouse

Beautiful and modern brand new private apartment. This space is brand new and fully sanitized at all moments. Completely separate space with private entrance, patio, bathroom and kitchenette. Enjoy Netflix on our extra large living room tv or a glass of wine from our honor bar! Location is excellent in a beautiful safe neighborhood with convenient access to I-95, downtown Wilmington and shopping centers.

Feb 12 – 19

G$19,976 GYD per night

Guest favorite

Apartment in New Castle

4.89 out of 5 average rating, 348 reviews

Blue Tranquility-Pvt Apt for Quiet Rest

Blue Tranquility is the first floor apartment in a two unit apartment building. It is a cozy one bedroom unit with a large covered porch located on the grounds of the famous Egyptian house. The unit 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.

Mar 21 – 28

G$17,047 GYD per night

Guest favorite

Loft in Wilmington

4.96 out of 5 average rating, 127 reviews

NYC Style Loft in Wilmington, DE.

Third floor loft with private entrance in a historic neighborhood. Conveniently located off I-95. Close to Trolley Square, Wilmington’s Business district St.Frances hospital, and less than 25 minutes to Philadelphia Airport. This is one the best deal in the city and has everything you need for an enjoyable stay!

Mar 31 – Apr 7

G$17,748 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bear vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Bear

Guest favorite

Apartment in West Grove

4.98 out of 5 average rating, 181 reviews

Swallow's Rest: East

Jul 18 – 25

G$23,917 GYD per night

Guest favorite

Yurt in Elkton

5.0 out of 5 average rating, 106 reviews

Creekside Forest Nature Retreat : Mongolian Yurt

Aug 19 – 26

G$23,372 GYD per night

Guest favorite

Cottage in Coatesville

5.0 out of 5 average rating, 204 reviews

Charming cottage on 50 acre Chester County farm

Feb 20 – 27

G$37,628 GYD per night

Guest favorite

Home in North East

4.97 out of 5 average rating, 173 reviews

cooper/mitchell house

Apr 3 – 10

G$32,008 GYD per night

Guest favorite

Apartment in Wilmington

4.91 out of 5 average rating, 459 reviews

Private 1 Bedroom 1 Bath Apt in Downtown Wilm

Apr 7 – 14

G$20,524 GYD per night

Guest favorite

Loft in Paradise

4.99 out of 5 average rating, 526 reviews

The Loft On Forever Lane

Oct 26 – Nov 2

G$20,947 GYD per night

Guest favorite

Guest suite in Kennett Square

4.95 out of 5 average rating, 102 reviews

Unionville Apartment-Minutes from Longwood Gardens

Aug 14 – 21

G$22,163 GYD per night

Guest favorite

Barn in Ronks

5.0 out of 5 average rating, 139 reviews

The Carriage House: Beautiful Farmland Views.

Feb 28 – Mar 7

G$30,532 GYD per night

Show all

Quick stats about vacation rentals in Bear

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
560 reviews
Nightly prices starting at
G$2,087 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in townhouse rentals in Bear?
Experience the best of Bear with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Where should I stay in Bear?
Make yourself at home in Bear by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Glendale, and over 70 vacation rentals in Becks Woods.
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.

Vacation rentals in Bear

Top-rated vacation rentals in Bear

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Bear vacation rentals

Other great vacation rentals in Bear

Apartment in West Grove

Yurt in Elkton

Cottage in Coatesville

Home in North East

Apartment in Wilmington

Loft in Paradise

Guest suite in Kennett Square

Barn in Ronks

Quick stats about vacation rentals in Bear

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in townhouse rentals in Bear?

Are there family-friendly vacation rentals in Bear?

Where should I stay in Bear?

Are there vacation rentals with a dedicated workspace in Bear?

Destinations to explore