Ridgely Vacation Rentals from AED 282: Search Short-Term Rentals

A straight road flanked by trees and grass fields.

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Our top choices for Ridgely vacation rentals

A two-story house with a porch, two windows, and a door.

1. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

Denton

Dallas S.

AED 1,281 total

includes taxes & fees

1 Dec - 2 Dec

A two-story house with a gabled roof, a front porch, and a flag.

2. Turnbridge Manor

Denton

Jessica H.

AED 2,305 total

includes taxes & fees

1 Dec - 2 Dec

An outdoor patio with a brick wall, a grill, and metal chairs.

3. Family Retreat at Lansdowne Manor

Centreville

Emily C.

AED 1,073 total

includes taxes & fees

15 Nov - 16 Nov

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

AED 552 total

includes taxes & fees

16 Nov - 17 Nov

A person sitting on a wooden deck by a calm body of water, surrounded by greenery.

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

Millington

Quinton

A deck with a view of a marina, including boats and docks.

6. Cass-N-Reel Luxury Houseboat

Grasonville

Yamilet

7. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

Easton

Lynn G.

AED 1,479 total

includes taxes & fees

17 Nov - 18 Nov

A kitchen with wooden cabinets, a stove, and a dining table with chairs.

8. Family Friendly Cozy 3 Bedroom Duplex

Grasonville

AED 1,141 total

includes taxes & fees

24 Nov - 25 Nov

A kitchen with a wooden island, built-in cabinets, and a window providing a view of the outdoors.

9. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Chestertown

"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...

Miriam G.

AED 1,016 total

includes taxes & fees

19 Nov - 20 Nov

A spacious living area with a dining table, sofa, and a kitchen in the background.

10. Newly restored apartment in the heart of Chestertown

Chestertown

Susan A.

AED 1,231 total

includes taxes & fees

15 Nov - 16 Nov

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Find vacation rentals that suit your style

Top Ridgely Hotel Reviews

A hotel lobby with a reception desk, seating area, and a large wall mural.

Best Western Denton Inn

Denton

10/10 Excellent

rich

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Excellent

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

Best Western Plus Easton Inn & Suites

Easton

10/10 Excellent

Everything was good with checkin ,check out, and the room. The only complaint I can voice is with the breakfast service attendant. She was not very warm or inviting, did not speak to guest. She did have everything out and the area clean, but at the end of breakfast time, she removed all plates and bowls first so no one could get anything else to eat. We were late eating on our 3rd morning, but were in time to get our food before she started putting away. But then put chairs on the tables so...

Nancy

An indoor swimming pool with lounge chairs and a no diving sign.

Holiday Inn Express Easton by IHG

Easton

10/10 Excellent

Belinda

A lobby with a fireplace, multiple seating areas, a television, and framed pictures on the walls.

Hampton Inn Easton

Easton

10/10 Excellent

Anonymous traveler

A buffet with labeled containers of turkey sausage and cookies.

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Harrington

10/10 Excellent

I checked in very late (past 10:00pm) and was in no mood to deal with humanity in general. I walked in and the receptionist immediately noted my exhaustion and had everything squared away for me in under five minutes! Mood greatly improved, I asked if they had room service because I was starving. I was informed that it was too late for food to be ordered there but she provided me with four different options of local restaurants that were still open and delivered directly to the hotel. Very...

Anonymous traveler

Two Adirondack chairs facing a calm body of water with a clear sky above.

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Excellent

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

The Tidewater Inn

Easton

10/10 Excellent

Maria

A group of people toasting at a round table in a room with large windows and artwork on the walls.

Hummingbird Inn

Easton

10/10 Excellent

My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...

Robert

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

Inn at Perry Cabin

Downtown St. Michaels

10/10 Excellent

Norm

A covered outdoor area with white wicker furniture and a view of boats in the background.

Hilton Garden Inn Kent Island Marina

Grasonville

10/10 Excellent

Kathie

A hotel lobby with a fireplace, seating area, and a television.

Comfort Inn & Suites Chestertown

Chestertown

10/10 Excellent

Laura

A spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Grasonville

10/10 Excellent

My wife and have been staying here off and on for a few years now. We have always found it to a lovely place stay . The staff there is especially courteous and helpful whenever a special need arises ! We give special notice of thanks to general manager Amy Patel for her attention to service and her pleasant attitude at all times ! Her caring manner and attention to detail are par excellence ! The cleanliness , breakfast included , location and the inground pool make this a sure bet for any...

Chuck

A multi-story hotel with a covered entrance and a flagpole.

Best Western Kent Narrows Inn

Grasonville

10/10 Excellent

Valerie

A two-story house with a front porch, white siding, and a black front door.

The Oaks Waterfront

Easton

10/10 Excellent

William

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

St Michaels Inn

St. Michaels

10/10 Excellent

Lori

An indoor swimming pool with clear views through large windows, wooden ceiling beams, and a seating area with tables and chairs.

Quality Inn & Suites Harrington - Milford

Harrington

10/10 Excellent

Cutter

Frequently Asked Questions

Are there vacation rentals in Ridgely?

Yes, we have vacation rentals in Ridgely close to Adkins Arboretum, or you can choose a secluded option if you'd like a relaxing place to stay. Ridgely is known for its shopping and restaurants. Make sure you have time to check out the parks while you're in the area.

What's the top vacation rental that Ridgely has to offer?

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac: This vacation home rental outside of Ridgely is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Ridgely?

Explore the area and family-friendly sights such as Delaware State Fairgrounds, or get out into nature at a spot like Adkins Arboretum. Tuckahoe State Park and Wye Landing are a couple of places you'll find in the larger area.

What are vacation rentals like in Ridgely?

Vacation rentals are privately owned properties you can book for a short or long stay in Ridgely. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.

Ridgely Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ridgely vacation rentals

1. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

2. Turnbridge Manor

3. Family Retreat at Lansdowne Manor

4. First Floor Studio Apartment in Historic Chestertown

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

6. Cass-N-Reel Luxury Houseboat

7. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

8. Family Friendly Cozy 3 Bedroom Duplex

9. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

10. Newly restored apartment in the heart of Chestertown

Find vacation rentals that suit your style

Top Ridgely Hotel Reviews

Best Western Denton Inn

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Ridgely?

What's the top vacation rental that Ridgely has to offer?

What can I see and do in Ridgely?

What are vacation rentals like in Ridgely?