Title: Bear Vacation Rentals from $125: Search Short-Term Rentals | Expedia.com

[Bear Travel Guide](https://expedia.com/Bear.dx602387)[Hotels in Bear](https://expedia.com/Bear-Hotels.d602387.Travel-Guide-Hotels)[Flights to Bear](https://expedia.com/Cheap-Flights-To-Bear.d602387.Travel-Guide-Flights)[Car Rentals in Bear](https://expedia.com/Car-Rentals-In-Bear.d602387.Car-Rental-Guide)[Bear Vacation Packages](https://expedia.com/Bear.d602387.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=602387&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=602387&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=602387&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=602387&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bear vacation rentals

![Interior](https://images.trvl-media.com/lodging/120000000/119260000/119254200/119254176/w1127h1518x4y11-28b78c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/120000000/119260000/119254200/119254176/1816e77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119260000/119254200/119254176/a2dbbaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119260000/119254200/119254176/00b6ccfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bear

[](https://www.expedia.com/Bear-Hotels-Peaceful-Stay-Above-Ink-Shop.h119254176.Hotel-Information)

9.8/10

Exceptional

(7 reviews)

"Second time staying in as many weeks. Place is spot on for what we needed for our quick trips. Close to food and shopping as well as easy access to highways if needed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffrey R.

$117 nightly

$122 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Bear-Hotels-Peaceful-Stay-Above-Ink-Shop.h119254176.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0755ba72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0828db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/e0b7e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/w1798h809x1y1-eff01d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Chesapeake City

[](https://www.expedia.com/Chesapeake-City-Hotels-Historic-Chesapeake-City-Stay.h101162170.Hotel-Information)

9.0/10

Wonderful

(20 reviews)

"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benay N.

$265 nightly

$281 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-City-Hotels-Historic-Chesapeake-City-Stay.h101162170.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100930000/100928800/100928734/27857bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100930000/100928800/100928734/0709c8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100930000/100928800/100928734/356569c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100930000/100928800/100928734/6a1c6622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kennett Square

[](https://www.expedia.com/Kennett-Square-Hotels-Underground-Railroad-4-Bedroom-Farmhouse.h100928734.Hotel-Information)

9.8/10

Exceptional

(26 reviews)

"The house has been beautifully remodeled inside, with such attention to detail. It’s modern yet very comfortable and no detail has been overlooked.There is a bedroom on the third floor that’s like a suite. Private and quiet, be sure to claim that as yours.The house was immaculate. We will definitely stay again if we’re in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy K.

$253 nightly

$287 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Kennett-Square-Hotels-Underground-Railroad-4-Bedroom-Farmhouse.h100928734.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/68eb1ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/2cdef31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/73a870a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, WiFi](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/8fc02420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Kennett Square

[](https://www.expedia.com/Kennett-Square-Hotels-Charming-Carriage-House-In-The-Heart-Of-Kennett.h84517021.Hotel-Information)

10/10

Exceptional

(39 reviews)

"Booked and stayed it was a great little place to have while visiting family"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Khadir V.

$401 nightly

$443 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Kennett-Square-Hotels-Charming-Carriage-House-In-The-Heart-Of-Kennett.h84517021.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103890000/103884300/103884259/14f96048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103890000/103884300/103884259/4fef6033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103890000/103884300/103884259/f529fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103890000/103884300/103884259/9fdfb4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kennett Square

[](https://www.expedia.com/Kennett-Square-Hotels-Underground-Railroad-Barn.h103884259.Hotel-Information)

10/10

Exceptional

(33 reviews)

"Great stay! The barn was adorable and perfect for our pups during our get away. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine M.

$255 nightly

$289 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Kennett-Square-Hotels-Underground-Railroad-Barn.h103884259.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83760000/83756800/83756776/w304h683x360y0-05e44098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83760000/83756800/83756776/0a2d3f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83760000/83756800/83756776/340596d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83760000/83756800/83756776/w303h683x361y0-8bb8126f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Elkton

[](https://www.expedia.com/Elkton-Hotels-Country-Get-Away-1-Bedroom-Apartment.h83756776.Hotel-Information)

9.8/10

Exceptional

(40 reviews)

"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John L.

$105 nightly

$111 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Elkton-Hotels-Country-Get-Away-1-Bedroom-Apartment.h83756776.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33260000/33259800/33259711/b5d692f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33260000/33259800/33259711/6c334927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33260000/33259800/33259711/6d5762e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33260000/33259800/33259711/a33e6b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wilmington

[](https://www.expedia.com/Wilmington-Hotels-Stylish-Private-Suite-In-The-Heart-Of-Brandywine-Valley.h33259711.Hotel-Information)

10/10

Exceptional

(196 reviews)

"Great time and friendly people "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karl

$193 nightly

$199 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Stylish-Private-Suite-In-The-Heart-Of-Brandywine-Valley.h33259711.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/d1664408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/094fc880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/9f222576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/7a295dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Charlestown

[](https://www.expedia.com/Perryville-Hotels-Long-Beach-Cottage.h105613889.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Loved the property and the decor. Very well done and luxurious!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elisheva K.

$395 nightly

$412 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Perryville-Hotels-Long-Beach-Cottage.h105613889.Hotel-Information)

![1 bedroom](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w905h683x59y0-61b1dcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-5188d62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w905h683x59y0-ba7b72a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-68e9d507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkton

[](https://www.expedia.com/Elkton-Hotels-Luxury-Camping-King-Bed-Sustainable-Farm.h100704954.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rees L.

$138 nightly

$139 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Elkton-Hotels-Luxury-Camping-King-Bed-Sustainable-Farm.h100704954.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/73b7467a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/28a3908e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/e33d8702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/8a5b9d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Newark

[](https://www.expedia.com/Newark-Hotels-Townhome-Within-Serene-Setting-Minutes-Away-From-Christiana-Mall.h79873394.Hotel-Information)

9.6/10

Exceptional

(21 reviews)

"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori W.

$325 nightly

$333 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Newark-Hotels-Townhome-Within-Serene-Setting-Minutes-Away-From-Christiana-Mall.h79873394.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113127000/113126913/d9c751db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113127000/113126913/8f7c9bf5_edited_6416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/114000000/113130000/113127000/113126913/212c6820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113127000/113126913/87a64ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Wilmington

[](https://www.expedia.com/Wilmington-Hotels-Hello.h113126913.Hotel-Information)

8.8/10

Excellent

(20 reviews)

"Very quiet place with comfortable bed. Great overnight stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rhonda Y.

$170 nightly

$174 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Hello.h113126913.Hotel-Information)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/108000000/107550000/107548500/107548497/17549aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/108000000/107550000/107548500/107548497/b50672fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107550000/107548500/107548497/9c7733fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107550000/107548500/107548497/f4f48073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Chesapeake City

[](https://www.expedia.com/Chesapeake-City-Hotels-Cozy-2-Bedroom-Apartment-Close-To-Canal-Bike-Trail-In-Wonderful-Chesapeake-City.h107548497.Hotel-Information)

9.4/10

Exceptional

(3 reviews)

"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wayne

$291 nightly

$308 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-City-Hotels-Cozy-2-Bedroom-Apartment-Close-To-Canal-Bike-Trail-In-Wonderful-Chesapeake-City.h107548497.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/c1ae5468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/3618b010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/a5883b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/8f79d270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Port Deposit

[](https://www.expedia.com/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information)

10/10

Exceptional

(11 reviews)

"Was a great stay would definitely stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jerel p.

$202 nightly

$214 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96720000/96710100/96710055/b2e14cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96710100/96710055/4434dd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96720000/96710100/96710055/d7665a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96720000/96710100/96710055/d01acb1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kennett Square

[](https://www.expedia.com/Kennett-Square-Hotels-Newly-Renovated-In-The-Heart-Of-Kennett-Square-3-Miles-From-Longwood-Gardens.h96710055.Hotel-Information)

10/10

Exceptional

(39 reviews)

"This was one the most tastefully-decorated and thoughtfully-appointed VRBOs we’ve ever stayed. We loved all the extra touches and the location is perfect. We’re looking forward to staying there again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan

$322 nightly

$355 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Kennett-Square-Hotels-Newly-Renovated-In-The-Heart-Of-Kennett-Square-3-Miles-From-Longwood-Gardens.h96710055.Hotel-Information)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/35422c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/fb9c4e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/55a41c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | 2 bedrooms, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/cf9e2363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Trolley Square

[](https://www.expedia.com/Wilmington-Hotels-The-Gilpin-Getaway-2br-Free-Coffee-2-Bedroom-Apts.h107752411.Hotel-Information)

$360 nightly

$376 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-The-Gilpin-Getaway-2br-Free-Coffee-2-Bedroom-Apts.h107752411.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/17b445ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/2d6c2e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/542ae8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/184e980a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkton

[](https://www.expedia.com/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information)

8.6/10

Excellent

(14 reviews)

"Nice and quiet place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary M.

$265 nightly

$281 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107970000/107967700/107967644/cb191506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107967700/107967644/1170f398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107970000/107967700/107967644/da5a6ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107967700/107967644/67a3c8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Elkton

[](https://www.expedia.com/Elkton-Hotels-Cozy-Studio-In-Charming-Elkton-With-AC-And-WiFi-Included-3-Miles-From-Fair-Hill.h107967644.Hotel-Information)

9.8/10

Exceptional

(8 reviews)

"Great stay. Everything you need, quiet and clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa J.

$152 nightly

$161 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Elkton-Hotels-Cozy-Studio-In-Charming-Elkton-With-AC-And-WiFi-Included-3-Miles-From-Fair-Hill.h107967644.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/cd3e2276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/1fd66fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/b5eac39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/w2712h1464x4y0-eeef32a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Downtown Wilmington

[](https://www.expedia.com/Wilmington-Hotels-Two-Story-Condo-In-Luxury-Townhouse-Free-Parking.h68695039.Hotel-Information)

9.6/10

Exceptional

(18 reviews)

"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shelly S.

$350 nightly

$360 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Two-Story-Condo-In-Luxury-Townhouse-Free-Parking.h68695039.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102370000/102364900/102364854/95e4371f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102370000/102364900/102364854/7e9f4e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102370000/102364900/102364854/99cfaabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102370000/102364900/102364854/7e0c9315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Chester

[](https://www.expedia.com/Philadelphia-Hotels-Cheerful-3-Bedroom-Home-Free-Parking-On-Premise.h102364854.Hotel-Information)

8.4/10

Very Good

(5 reviews)

"The house was nice and clean and was not to far from the college, parking was good and its close to the highway and food"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

dachaun w.

$362 nightly

$393 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Philadelphia-Hotels-Cheerful-3-Bedroom-Home-Free-Parking-On-Premise.h102364854.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/f13c8992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/df13b022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/2be59d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121440000/121439000/121438942/41395ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Nottingham

[](https://www.expedia.com/Nottingham-Hotels-Amish-Countryside-Escape-At-Forest-Edge-Farm.h121438942.Hotel-Information)

$179 nightly

$180 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Nottingham-Hotels-Amish-Countryside-Escape-At-Forest-Edge-Farm.h121438942.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10&regionId=602387&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_602387)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CONDO)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Bear%2C+Delaware%2C+United+States+of+America&regionId=602387&latLong=39.629279%2C-75.658263&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=HOUSE_BOAT)

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## Top Bear Hotel Reviews

![Brandywine River Hotel](https://images.trvl-media.com/lodging/2000000/1350000/1343000/1342949/4de7cdf0_y.jpg)

### Brandywine River Hotel

10/10 Excellent

"Staff were very kind, hotel was very clean, and my room was extremely comfortable. I loved the fireplace and jacuzzi."

[](https://expedia.com/Exton-Hotels-Brandywine-River-Hotel.h1342949.Hotel-Information)

![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg)

### Red Roof Inn & Suites Newark - University

10/10 Excellent

"Nuthin "

[](https://expedia.com/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information)

![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg)

### Quality Inn Newark - Wilmington

10/10 Excellent

"Nice people"

[](https://expedia.com/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information)

![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg)

### Best Western Plus Newark/Christiana Inn

10/10 Excellent

","

[](https://expedia.com/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information)

![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg)

### Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent

"Great stay again!"

[](https://expedia.com/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information)

![Staybridge Suites Wilmington Downtown by IHG](https://images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/d8ff2a29_y.jpg)

### Staybridge Suites Wilmington Downtown by IHG

10/10 Excellent

"The room was amazing "

[](https://expedia.com/Wilmington-Hotels-Staybridge-Suites-Wilmington-Downtown.h81875625.Hotel-Information)

![DoubleTree by Hilton Hotel Wilmington](https://images.trvl-media.com/lodging/1000000/10000/3800/3787/w1282h829x4y3-c0934553_y.jpg)

### DoubleTree by Hilton Hotel Wilmington

10/10 Excellent

"Clean room, friendly staff."

[](https://expedia.com/Wilmington-Hotels-DoubleTree-By-Hilton-Hotel-Wilmington.h3787.Hotel-Information)

![Sheraton Suites Wilmington Downtown](https://images.trvl-media.com/lodging/1000000/10000/4700/4693/72ec9ef5_y.jpg)

### Sheraton Suites Wilmington Downtown

10/10 Excellent

"Service and accommodations "

[](https://expedia.com/Wilmington-Hotels-Sheraton-Suites-Wilmington-Downtown.h4693.Hotel-Information)

![Woodspring Suites Wilmington Riverfront](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/44b1f889_y.jpg)

### Woodspring Suites Wilmington Riverfront

10/10 Excellent

"One of the cleanest hotels I've stayed at. The staff was accommodating, courteous and extremely personable. "

[](https://expedia.com/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

## Find out more about Bear

**Everything you need to know about Bear vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bear vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bear vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Bear vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Bear. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bear in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Bear rentals**

At Expedia, we put the best Bear vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bear rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bear vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bear. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Bear

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Bear ](https://expedia.com/Bear-Private-Vacation-Homes.d602387-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Bear ](https://expedia.com/Bear-Apartments.d602387-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Bear ](https://expedia.com/Bear-Cottages.d602387-aaCottages.Travel-Guide-Accommodation)
- [Motels in Bear ](https://expedia.com/Bear-Motels.d602387-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Bear ](https://expedia.com/Bear-Guest-Houses.d602387-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Bear ](https://expedia.com/Bear-Condos.d602387-aaCondos.Travel-Guide-Accommodation)
- [B&B in Bear ](https://expedia.com/Bear-Bed-And-Breakfast.d602387-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Bear ](https://expedia.com/Bear-Agritourism.d602387-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Bear ](https://expedia.com/Bear-Cabins.d602387-aaCabins.Travel-Guide-Accommodation)
- [Villas in Bear ](https://expedia.com/Bear-Villas.d602387-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Bear ](https://expedia.com/Bear-Houseboats.d602387-aaHouseboats.Travel-Guide-Accommodation)
- [Aparthotels in Bear ](https://expedia.com/Bear-Apart-Hotels.d602387-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Bear ](https://expedia.com/Bear-Inns.d602387-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Bear?

### What are some of the best vacation home rentals that Bear has to offer?

### How many vacation rentals are there in Bear?

### What can I see and do in Bear?

### What are vacation rentals like in Bear?

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- [Hotels in Dover](https://expedia.com/Dover-Hotels.d602995.Travel-Guide-Hotels)
- [Hotels in Georgetown](https://expedia.com/Georgetown-Hotels.d7446.Travel-Guide-Hotels)
- [Hotels in Middletown](https://expedia.com/Middletown-Hotels.d6049360.Travel-Guide-Hotels)
- [Pet-friendly Hotels in Rehoboth Beach](https://expedia.com/Rehoboth-Beach-Hotels-Pet-Friendly-Hotel.0-0-d6055674-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Wilmington](https://expedia.com/Cheap-Flights-To-Wilmington.d601746.Travel-Guide-Flights)

Cars

- [Car rentals in Dover](https://expedia.com/Car-Rentals-In-Dover.d602995.Car-Rental-Guide)
- [Car rentals in Newark](https://expedia.com/Car-Rentals-In-Newark.d8946.Car-Rental-Guide)
- [Car rentals in Wilmington](https://expedia.com/Car-Rentals-In-Wilmington.d601746.Car-Rental-Guide)

Activities

- [Things to do in Newark](https://expedia.com/Things-To-Do-In-Newark.d8946.Travel-Guide-Activities)
- [Things to do in Bethany Beach](https://expedia.com/Things-To-Do-In-Bethany-Beach.d602114.Travel-Guide-Activities)
- [Things to do in Lewes](https://expedia.com/Things-To-Do-In-Lewes.d125628.Travel-Guide-Activities)

Packages

- [Rehoboth Beach Vacation](https://expedia.com/Rehoboth-Beach.d6055674.Destination-Travel-Guides)

Vacation Rentals

- [Rehoboth Beach Vacation Rentals](https://expedia.com/Rehoboth-Beach-Vacation-Rentals.d6055674.Travel-Guide-VacationRentals)
- [Dewey Beach Vacation Rentals](https://expedia.com/Dewey-Beach-Vacation-Rentals.d6784.Travel-Guide-VacationRentals)
- [Bethany Beach Vacation Rentals](https://expedia.com/Bethany-Beach-Vacation-Rentals.d602114.Travel-Guide-VacationRentals)
- [Lewes Vacation Rentals](https://expedia.com/Lewes-Vacation-Rentals.d125628.Travel-Guide-VacationRentals)

General

- [Visit Bethany Beach](https://expedia.com/Bethany-Beach.dx602114)
- [Visit Wilmington](https://expedia.com/Wilmington.dx601746)

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