Vacation rentals in Worton

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Top-rated vacation rentals in Worton

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Chestertown

4.94 out of 5 average rating, 127 reviews

CHESAPEAKE SUNSETS

Escape to a quaint bayside cottage with sweeping views of the Chesapeake. Relax and enjoy beautiful sunsets from the bayside sundeck, screened porch or from the comfort of your home. Less than 2 miles to the seasonal Shanty Bar at Tolchester Marina featuring live music, dining and its own beach. One mile from a private community boat ramp to launch your water toys. 800 sq ft 2 bedroom 1 bath house is on Maryland’s Eastern Shore less than 2 hours from Washington, Baltimore and Philadelphia.

Aug 6 – 13

$170 per night
Guest favorite

Home in Chestertown

5.0 out of 5 average rating, 151 reviews

Historic house, near town center, pet friendly

Renovated 19th century home with all modern conveniences. First floor bedroom with private bath. Hi speed internet. Pets welcome! Located in the historic district of Chestertown, a 3 block walk from both Washington College and the C'town waterfront. 2 primary bedroom suites (one on the second floor has a king bed) 2 more bedrooms with queen beds. 1 loft which is connected to the a 2nd story bedroom has 2 twins. Fenced yard and over an acre of totally private gardens. Fire pit.

Dec 10 – 17

$307 per night
Guest favorite

Cabin in Chestertown

4.98 out of 5 average rating, 215 reviews

Rivershore Retreat

Escape to Maryland’s Eastern Shore where the pace of life is slower and nature surrounds you. Mid-century modern A-frame with artfully curated décor and a well-appointed kitchen has drop-dead gorgeous river views and its own waterfront and dock. The house sits on a large, private acre lot with plenty of room for kids to play. Short walk to downtown Chestertown with its Farmer’s Market, restaurants and galleries. A perfect get-away for artists, writers or families seeking a low-key vacation.

Apr 4 – 11

$268 per night

Popular amenities for Worton vacation rentals

Other great vacation rentals in Worton

Guest favorite

Townhouse in Port Deposit

4.96 out of 5 average rating, 144 reviews

Quarry Landing *River View* in Port Deposit

$88 per night
Guest favorite

Home in Chestertown

5.0 out of 5 average rating, 35 reviews

Waterfront house with private dock & kayaks!

Dec 4 – 11

$215 per night
Guest favorite

Apartment in Chestertown

5.0 out of 5 average rating, 64 reviews

Waterfront historic district 1BR Apartment

Feb 3 – 10

$141 per night
Guest favorite

Casa particular in Chestertown

4.93 out of 5 average rating, 99 reviews

Red, White & Waterview Studio Apt with pool

Nov 26 – Dec 3

$119 per night
Guest favorite

Apartment in Worton

5.0 out of 5 average rating, 16 reviews

Historic Country Living Near Chesapeake Bay

Jul 14 – 21

$164 per night
Superhost

Cottage in Betterton

4.8 out of 5 average rating, 51 reviews

Cottage By the Chesapeake

May 13 – 20

$107 per night
Guest favorite

Apartment in Chestertown

4.92 out of 5 average rating, 95 reviews

Downtown Studio Apartment

Jan 4 – 11

$120 per night
Guest favorite

Home in Chestertown

4.96 out of 5 average rating, 69 reviews

Cozy 3-bedroom home w/ screened in porch & firepit

Jan 14 – 21

$172 per night
Guest favorite

Home in Chestertown

5.0 out of 5 average rating, 75 reviews

River front cottage with private dock & water fun

Apr 5 – 12

$450 per night
Guest favorite

Guest suite in Chestertown

4.93 out of 5 average rating, 45 reviews

Historic Downtown Garden Oasis with Private Patio

Sep 10 – 17

$144 per night
Guest favorite

Home in Abingdon

4.95 out of 5 average rating, 58 reviews

AbingdonBB

Jan 6 – 13

$78 per night
Guest favorite

Farm stay in Worton

4.99 out of 5 average rating, 69 reviews

Farm House w/ Water Access (near Chestertown)

Dec 14 – 21

$408 per night

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