Title: Holiday Rentals Caroline County : Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Caroline County Hotels](https://expedia.co.uk/Destinations-In-Caroline-County.d553248635976434148.Hotel-Destinations)[Caroline County Car Hire](https://expedia.co.uk/Destinations-In-Caroline-County.d553248635976434148.Car-Hire-Destinations)[Caroline County Holidays](https://expedia.co.uk/Caroline-County.d553248635976434148.Holidays-City-Breaks)

![Aerial view of the Choptank River in Maryland, with calm waters and vibrant greenery](https://images.trvl-media.com/place/553248635976434148/1612c71d-0db1-48cc-9500-863759de3a04.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248635976434148/1612c71d-0db1-48cc-9500-863759de3a04.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Save instantly and earn perks with One Key  
[Learn about One Key](https://www.expedia.co.uk/welcome-one-key)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Our top choices for Caroline County holiday rentals

![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/a1d87464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/164dc219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/dd899134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/1e473e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Turnbridge Manor

[](https://www.expedia.co.uk/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information)

Denton

9.8/10

Exceptional

(12 reviews)

"Really nice place and you can walk to everything.Will stay again!"

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

Glenn S.

£456

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/102000000/101540000/101532700/101532690/fa7600d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/102000000/101540000/101532700/101532690/4580f93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101540000/101532700/101532690/5e712dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101532700/101532690/395417e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

[](https://www.expedia.co.uk/Frederica-Hotels-Totally-Remodeled-Cozy-Apartment-25-Miles-To-Delaware-Turf.h101532690.Hotel-Information)

Frederica

10/10

Exceptional

(19 reviews)

"Super cute and clean place, the host was very responsive to my questions. "

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

Gosha R.

£154

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Frederica-Hotels-Totally-Remodeled-Cozy-Apartment-25-Miles-To-Delaware-Turf.h101532690.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w1024h677x0y0-664bab42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w509h683x257y0-37962ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w876h683x74y0-d9537acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w423h683x305y0-6862acf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guest Suite for up to 2 in a Victorian on the Chester River

[](https://www.expedia.co.uk/Millington-Hotels-Guest-Suite-For-Up-To-2-In-A-Victorian-On-The-Chester-River.h101992106.Hotel-Information)

Millington

9.6/10

Exceptional

(20 reviews)

"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."

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

Cynthia C.

£97

includes taxes & fees

1 Apr - 2 Apr

[](https://www.expedia.co.uk/Millington-Hotels-Guest-Suite-For-Up-To-2-In-A-Victorian-On-The-Chester-River.h101992106.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/w1322h734x2y1-d973a563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/c04c0cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/44ce5b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### First Floor Studio Apartment in Historic Chestertown

[](https://www.expedia.co.uk/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information)

Chestertown

9.6/10

Exceptional

(108 reviews)

"Every thing was great"

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

lesia k.

£122

includes taxes & fees

31 Mar - 1 Apr

[](https://www.expedia.co.uk/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/128000000/127650000/127644400/127644348/34b3dbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/128000000/127650000/127644400/127644348/9f9899ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/128000000/127650000/127644400/127644348/7a510b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127650000/127644400/127644348/bce2ef1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

[](https://www.expedia.co.uk/Lincoln-Hotels-Cozy-Cabin-Getaway-At-Gum-Branch-Acres-Perfect-For-A-Quiet-Escape.h127644348.Hotel-Information)

Lincoln

£149

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Lincoln-Hotels-Cozy-Cabin-Getaway-At-Gum-Branch-Acres-Perfect-For-A-Quiet-Escape.h127644348.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/61e8c463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/4db5aa56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/868b127d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/108896ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Station House East: Upscale Loft in the Historic District Cambridge, MD

[](https://www.expedia.co.uk/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.Hotel-Information)

Downtown Cambridge

10/10

Exceptional

(7 reviews)

"The property was clean, accurate to the listing and to prior feedback from other visitors. We loved the area; very quaint and cute. We enjoyed our stay and would recommend it to anyone looking for a cozy place to stay. "

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

Amanda S.

£267

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e14723bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/57f74d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

[](https://www.expedia.co.uk/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information)

Downtown Cambridge

8.4/10

Very good

(6 reviews)

"Perfectly located in town and well appointed, comfortable quarters. We would stay again."

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

Richard D.

£242

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/69bef312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/7cf0d433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/3651a7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/7f132b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

[](https://www.expedia.co.uk/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information)

Cambridge

9.6/10

Exceptional

(20 reviews)

"Very nice place in a great location. We would definitely stay there again "

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

Traci C.

£291

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/5d73c26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/86a08fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/bb311693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/e16941d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

[](https://www.expedia.co.uk/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information)

Downtown Cambridge

9.8/10

Exceptional

(12 reviews)

"Host was personally accessible during stay, responded quickly, and went the extra mile with wonderful touches left around the place."

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

John S.

£288

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/cb8b4409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/146a30dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/0766a333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/60a789b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poe Themed Home Close to Beaches and DE Turf

[](https://www.expedia.co.uk/Milford-Hotels-Poe-Themed-Home-Close-To-Beaches-And-DE-Turf.h112759073.Hotel-Information)

Milford

9.8/10

Exceptional

(6 reviews)

"Property was spacious and quiet. "

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

Melissa

£205

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Milford-Hotels-Poe-Themed-Home-Close-To-Beaches-And-DE-Turf.h112759073.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/86c67d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/76b495fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/1afdcb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/cf034cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Modern house with a full kitchen and parking 

[](https://www.expedia.co.uk/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information)

Smyrna

9.2/10

Wonderful

(9 reviews)

"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "

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

Laurie S.

£209

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/65fc84d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/ee3b6008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/167fd0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/3840464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

[](https://www.expedia.co.uk/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information)

Downtown Cambridge

10/10

Exceptional

(10 reviews)

"Just a beautiful place. I would stay here again. Everything was walking distance. "

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

Sylvie G.

£296

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/b3fc30c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/c9589eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/706f23d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/0251fd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sailwinds Loft at Cambridge Creek

[](https://www.expedia.co.uk/Cambridge-Hotels-Sailwinds-Loft-At-Cambridge-Creek.h81259255.Hotel-Information)

Cambridge

10/10

Exceptional

(24 reviews)

"Lovely place, huge rooms, definitely recommend it. "

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

Lee P.

£188

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-Sailwinds-Loft-At-Cambridge-Creek.h81259255.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76790000/76790000/76789996/6a2d897c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76790000/76790000/76789996/8ff2c2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76790000/76790000/76789996/f3848486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76790000/76790000/76789996/1a1d3529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Unit in Milford, Delaware -Close to DE Turf

[](https://www.expedia.co.uk/Milford-Hotels-Cozy-Unit-In-Milford.h76789996.Hotel-Information)

Milford

10/10

Exceptional

(2 reviews)

"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "

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

Shaine L.

£169

includes taxes & fees

1 Apr - 2 Apr

[](https://www.expedia.co.uk/Milford-Hotels-Cozy-Unit-In-Milford.h76789996.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/bfd2d8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/2fa8c51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/9dc11bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/19325de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

[](https://www.expedia.co.uk/Cambridge-Hotels-Pint-Sized-On-Poplar-Contemporary-Cambridge-Apartment-Across-From-RAR-Brewing.h126959889.Hotel-Information)

Downtown Cambridge

£172

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-Pint-Sized-On-Poplar-Contemporary-Cambridge-Apartment-Across-From-RAR-Brewing.h126959889.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118650000/118649100/118649046/dc5bf9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118650000/118649100/118649046/be33c586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118650000/118649100/118649046/84706d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118650000/118649100/118649046/903b0d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 2 bedroom Apt. Near DE Turf & Beaches!

[](https://www.expedia.co.uk/Milford-Hotels-Luxury-2-Bedroom-Apt-Near-DE-Turf-Beaches.h118649046.Hotel-Information)

Milford

£270

includes taxes & fees

13 Apr - 14 Apr

[](https://www.expedia.co.uk/Milford-Hotels-Luxury-2-Bedroom-Apt-Near-DE-Turf-Beaches.h118649046.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/2a64ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/30ebd57e.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/100000000/99840000/99830400/99830322/23f1d475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table football](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/44a64359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 2 bedroom duplex located conveniently near Route 50 East and West. 

[](https://www.expedia.co.uk/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information)

Grasonville

9.6/10

Exceptional

(12 reviews)

"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "

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

Joe C.

£313

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/4819e504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/cb4c7d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/c1a546e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/83b9b55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

[](https://www.expedia.co.uk/Delmar-Hotels-3-Bedroom-Townhome-In-Tranquil-Delmar-With-WiFi.h116058762.Hotel-Information)

Delmar

10/10

Exceptional

(9 reviews)

"Very clean and welcoming home - super family friendly"

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

Hannah G.

£519

includes taxes & fees

31 Mar - 1 Apr

[](https://www.expedia.co.uk/Delmar-Hotels-3-Bedroom-Townhome-In-Tranquil-Delmar-With-WiFi.h116058762.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x258y0-d94bdb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w509h683x258y0-2cb187b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w904h683x60y0-e98964a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w506h683x259y0-9b301d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Getaway with Dock

[](https://www.expedia.co.uk/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information)

Woolford

10/10

Exceptional

(54 reviews)

"Great place, will stay again"

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

Matt S.

£207

includes taxes & fees

31 Mar - 1 Apr

[](https://www.expedia.co.uk/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/9ec17f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/62242b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/a01170f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/4239f612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

[](https://www.expedia.co.uk/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.Hotel-Information)

Cambridge

8.8/10

Excellent

(10 reviews)

"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "

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

Mr.

£456

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.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.co.uk/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12&regionId=553248635976434148&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Caroline+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976434148&latLong=38.884558%2C-75.827156&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Caroline+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976434148&latLong=38.884558%2C-75.827156&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Caroline+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976434148&latLong=38.884558%2C-75.827156&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CONDO)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Caroline+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976434148&latLong=38.884558%2C-75.827156&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VILLA)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Caroline+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976434148&latLong=38.884558%2C-75.827156&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=COTTAGE)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Caroline+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976434148&latLong=38.884558%2C-75.827156&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CABIN)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Caroline-County.d553248635976434148.Holiday-Rental-Destinations)[

Sign up, it's free

](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Caroline-County.d553248635976434148.Holiday-Rental-Destinations)

## Top Caroline County Hotel Reviews

![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/f76eefb5_y.jpg)

### Bally's Dover Casino Resort

10/10 Excellent

"I the rules were clean. The staff was great."

[](https://expedia.co.uk/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information)

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd_y.jpg)

### Inn at Perry Cabin

10/10 Excellent

"everything was perfect!"

[](https://expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information)

![Comfort Inn & Suites Chestertown](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85_y.jpg)

### Comfort Inn & Suites Chestertown

10/10 Excellent

"Clean and helpful "

[](https://expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information)

![Comfort Inn & Suites Dover near Speedway](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/4a72483e_y.jpg)

### Comfort Inn & Suites Dover near Speedway

10/10 Excellent

"I didnt use any of the facilities"

[](https://expedia.co.uk/Dover-Hotels-Comfort-Inn-Suites.h1831095.Hotel-Information)

![Quality Inn & Suites Harrington - Milford](https://images.trvl-media.com/lodging/1000000/700000/694400/694352/1d5d612d_y.jpg)

### Quality Inn & Suites Harrington - Milford

10/10 Excellent

"Hot tub was amazing, pool could have been hotter, but staff was incredibly accommodating. "

[](https://expedia.co.uk/Dover-Hotels-Quality-Inn-And-Suites.h694352.Hotel-Information)

![Microtel Inn & Suites by Wyndham Dover](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509695/b1bab4b1_y.jpg)

### Microtel Inn & Suites by Wyndham Dover

10/10 Excellent

"Everything was great. Staff was very helpful and polite and friendly. Room and bathroom were definitely clean. Beds were very comfortable. Wi-Fi was great.."

[](https://expedia.co.uk/Dover-Hotels-Microtel-Inn-Suites-By-Wyndham-Dover.h1509695.Hotel-Information)

![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/d7f9ddda_y.jpg)

### Hyatt Place Kent Narrows & Marina

10/10 Excellent

"."

[](https://expedia.co.uk/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information)

![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56_y.jpg)

### Best Western Kent Narrows Inn

2/10 Terrible

"Meh"

[](https://expedia.co.uk/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Hilton Garden Inn Kent Island Marina](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888_y.jpg)

### Hilton Garden Inn Kent Island Marina

6/10 Okay

"The dog barking next door to my room after hours (after 11p) wasn't great. Took about half an hour to stop--wish it would have been resolved quicker"

[](https://expedia.co.uk/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

## Find out more about Caroline County

**Everything you need to know about** **Caroline County** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caroline County holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 Caroline County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

**Caroline County holiday rentals: An excellent choice for every season**

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caroline County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Caroline County holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Caroline County rentals**

At Expedia, we put the best Caroline County holiday 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 Caroline County 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 Caroline County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caroline County. 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

- Popular Caroline County Cities

- [Preston Holiday Rentals ](https://expedia.co.uk/Preston-Holiday-Rentals.d3000440824.Travel-Guide-HolidayRentals)

### Expedia's Latest Trends

Hotels

- [Inner Harbor Hotels](https://expedia.co.uk/Inner-Harbor-Baltimore-Hotels.0-n6340201-0.Travel-Guide-Filter-Hotels)
- [Hotels near Oriole Park at Camden Yards](https://expedia.co.uk/Oriole-Park-At-Camden-Yards-Hotels.0-l6077414-0.Travel-Guide-Filter-Hotels)
- [Dupont Circle Hotels](https://expedia.co.uk/Dupont-Circle-Washington-Hotels.0-n800143-0.Travel-Guide-Filter-Hotels)
- [Hotels in Hunt Valley](https://expedia.co.uk/Hunt-Valley-Hotels.d6004.Travel-Guide-Hotels)
- [Northwest Hotels](https://expedia.co.uk/Northwest-Washington-Hotels.0-n553248633938969501-0.Travel-Guide-Filter-Hotels)
- [Hotels with Parking in Downtown Washington D.C.](https://expedia.co.uk/Downtown-Washington-DC-Washington-Hotels-Hotel-With-Free-Parking.0-n800144-0-thotelwithfreeparking.Travel-Guide-Filter-Hotels)
- [Foggy Bottom Hotels](https://expedia.co.uk/Foggy-Bottom-Washington-Hotels.0-n6284985-0.Travel-Guide-Filter-Hotels)
- [Downtown Washington D.C. Hotels](https://expedia.co.uk/Downtown-Washington-DC-Washington-Hotels.0-n800144-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Downtown Washington D.C.](https://expedia.co.uk/Downtown-Washington-DC-Washington-Hotels-Budget-Hotels.0-n800144-0-tBudgetHotels.Travel-Guide-Filter-Hotels)
- [Georgetown Hotels](https://expedia.co.uk/Georgetown-Washington-Hotels.0-n107820-0.Travel-Guide-Filter-Hotels)
- [Hotels in North Bethesda](https://expedia.co.uk/North-Bethesda-Hotels.d553248634999273184.Travel-Guide-Hotels)
- [Capitol Hill Hotels](https://expedia.co.uk/Capitol-Hill-Washington-Hotels.0-n800142-0.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Baltimore](https://expedia.co.uk/Cheap-Flights-To-Baltimore-Washington-Intl-Thurgood-Marshall.d4806466.Travel-Guide-Flights)
- [Cheap Flights to Washington](https://expedia.co.uk/Cheap-Flights-To-Ronald-Reagan-Washington-National.d4277060.Travel-Guide-Flights)
- [Cheap Flights to Mount Rainier](https://expedia.co.uk/Cheap-Flights-To-Mount-Rainier.d6338402.Travel-Guide-Flights)

Cars

- [Car hire in Washington](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Ronald-Reagan-Washington-National.d4277060.Car-Hire-Guide)
- [Car hire in Downtown Washington D.C.](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Washington-DC.d800144.Car-Hire-Guide)
- [Car hire in Baltimore](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Baltimore-Washington-Intl-Thurgood-Marshall.d4806466.Car-Hire-Guide)

Activities

- [Things to do in Bethesda](https://expedia.co.uk/Things-To-Do-In-Bethesda.d6057493.Travel-Guide-Activities)

Packages

- [Lincoln Memorial](https://expedia.co.uk/Lincoln-Memorial-Washington.d503267.Attraction)
- [Maryland Beach](https://expedia.co.uk/Maryland-Beach-Ocean-City.d553248634979295835.Attraction)
- [Oriole Park at Camden Yards](https://expedia.co.uk/Oriole-Park-At-Camden-Yards-Baltimore.d6077414.Attraction)

General

- [Visit Downtown Baltimore](https://expedia.co.uk/Baltimore-Downtown-Baltimore.dx6057529)
- [Visit Cleveland Park](https://expedia.co.uk/Washington-Cleveland-Park.dx90347)
- [Visit Bethesda](https://expedia.co.uk/Bethesda.dx6057493)
- [Visit Oxon Hill](https://expedia.co.uk/Oxon-Hill.dx10481)
- [Visit Foggy Bottom](https://expedia.co.uk/Washington-Foggy-Bottom.dx6284985)
- [Visit Georgetown](https://expedia.co.uk/Washington-Georgetown.dx107820)
- [Visit Old Town Alexandria](https://expedia.co.uk/Washington-Old-Town-Alexandria.dx6163859)
- [Visit Downtown Washington D.C.](https://expedia.co.uk/Washington-Downtown-Washington-DC.dx800144)