Ridgely Vacation Rentals

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Vacation Rentals in Ridgely

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Greenwood DE

Located in Greenwood, this vacation home is in a rural location, within a 15-minute drive of T.S. Smith & Sons and Bridgeville Historical Society Museum.

Kitchen

Washer

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

St. Michaels MD

With a stay at this vacation home in St. Michaels, you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Muskrat Park.

Kitchen

Washer

Waterfront Estate w Private Pier, Game Room & Bar

Centreville MD

Located in Centreville, this vacation home is on a river, within a 10-minute drive of Hazel Miner Monument and Earle Landing.

Kitchen

Washer

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown MD

With a stay at this vacation home in Chestertown, you'll be within a 10-minute walk of River Arts Chestertown and Garfield Center for the Arts at the Prince Theater.

Washer

Dryer

Private Riverfront Home with Hot Tub, Kayaks, Paddleboards and Riverside Firepit

Grasonville MD

When you stay at this vacation home in Grasonville, you'll be within a 10-minute drive of Chesapeake Exploration Center and Queenstown Premium Outlets.

Hot Tub

Kitchen

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown MD

A stay at this vacation home places you in the heart of Chestertown, steps from Historical Society of Kent County Maryland and Chestertown Historic District.

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Washer

Bay Breeze - Charming 3BR Waterfront Home on the Chester River

Grasonville MD

When you stay at this vacation home in Grasonville, you'll be within a 10-minute drive of Chesapeake Exploration Center and Queenstown Premium Outlets.

Kitchen

Washer

St. Michaels Waterfront Home

New comb MD

Located in Easton, this vacation home is on the waterfront, a 4-minute drive from Saint Michaels Village and 5 minutes from St. Michaels Winery.

Kitchen

Washer

Serene Waterfront Cottage with dock and gorgeous views.

Rock Hall MD

Located in Rock Hall, this vacation home is on the waterfront, a 4-minute drive from The Mainstay and 5 minutes from Rock Hall Harbor.

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Washer

Minutes from Downtown Easton and St. Michaels | Pool

Easton MD

Located in Easton, this vacation home is on the waterfront, within a 10-minute drive of Saint Michaels Village and St. Michaels Winery.

Pool

Kitchen

Waterfront House in Saint Michaels: Pets Welcome!

Saint Michaels MD

Located in McDaniel, this vacation home is on the waterfront, a 3-minute drive from CL Open Field and 5 minutes from Perry Cabin Park.

Kitchen

Washer

Downtown St. Michaels | Bikes | Kayaks | Private Pier

Saint Michaels MD

When you stay at this vacation home in St. Michaels, you'll be on the waterfront, within a 15-minute walk of Classic Motor Museum and Windon Distilling.

Kitchen

Washer

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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.