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Ridgely Holiday Rentals

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Holiday Rentals in Ridgely

Cass-N-Reel Luxury Houseboat

Grasonville
10.0 out of 10, Exceptional, (45)
"If you’re looking for a great view sitting on the water, with a modern look, convenient to everything, you need to stay on the Cass-and-Reel Luxury Houseboat!!"
United States
Karen B.
Cass-N-Reel Luxury Houseboat

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels
9.6 out of 10, Exceptional, (122)
"The house and location was perfect for a girls weekend with my mom and 2 daughters! The 1/2 bathrooms in each bedroom were nice to have upstairs!"
United States
Kimberly L.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Chestertown
10.0 out of 10, Exceptional, (10)
"Check-in was very easy. House was clean and well supplied with everything we needed. Peaceful and quiet. Mowed and cleared trails to enjoy. "
United States
Carol B.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels
9.6 out of 10, Exceptional, (146)
"Perfect place to stay for a cousins reunion, Central location to all the shops and restaurants."
United States
Amh S.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

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

Chestertown
10.0 out of 10, Exceptional, (2)
"Overall a beautiful and well maintained place to stay! The location was perfect…within walking distance to everything! A very charming home! We were so happy we chose this property!"
United States
Dawn B.
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

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

St. Michaels
9.8 out of 10, Exceptional, (44)
"This cottage is adorable. Great amenities and great location. We thoroughly enjoyed our time in St Michael’s."
United States
Audra B.
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

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

Greenwood
9.8 out of 10, Exceptional, (29)
"Great place to stay with a family. Very nicely decorated and clean. "
United States
Meg E.
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Modern Flat in the Heart of St. Michaels – Walk Everywhere

Saint Michaels
10.0 out of 10, Exceptional, (53)
"Beautiful, clean and well appointed in the perfect spot in downtown Saint Michael’s. Highly recommended!!"
United States
Jeffrey G.
Modern Flat in the Heart of St. Michaels – Walk Everywhere

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels
9.6 out of 10, Exceptional, (125)
"Beautiful house Great location. We really enjoyed our first visit to St. Michaels!"
United States
JIM S.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Downtown St. Michaels | Porch + Pet-Friendly

Saint Michaels
Downtown St. Michaels | Porch + Pet-Friendly

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (105)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is NZ$281
includes taxes & fees
18 Nov - 19 Nov
First Floor Studio Apartment in Historic Chestertown

RELAX- Eastern Shore Creek Home - 6 Guests

Grasonville
10.0 out of 10, Exceptional, (5)
"We had a real enjoyable and comfortable stay in this beautiful home. The hosts were very responsive and the amenities were much appreciated. The home made this special trip even more memorable."
United States
Sherry N.
RELAX- Eastern Shore Creek Home - 6 Guests

St. Michaels Waterfront Home

New comb
9.8 out of 10, Exceptional, (31)
"What a great place to stay!! Close to town and very well equipped. We’ll be back!!"
United States
Craig W.
St. Michaels Waterfront Home

Thorneton Point Estate

Easton
9.6 out of 10, Exceptional, (21)
"The house and property were beautifully maintained. We had 3 generations and everyone was able to get quiet moments and yet be able to be all together. The dining table was well used with lunches/dinner/games. "
United States
Natalia R.
Thorneton Point Estate

Cass-Away Luxury Houseboat

Grasonville
10.0 out of 10, Exceptional, (104)
"Great place and perfect location."
United States
Katherine C.
Cass-Away Luxury Houseboat

Waterfront Paradise on the Eastern Shore of Chesapeake Bay

Rock Hall
10.0 out of 10, Exceptional, (73)
"Enjoyed this beautiful home with an amazing view - perfect for a big group. Everything was in great condition. Owner was responsive and easy to deal with."
United States
Adriana G.
Waterfront Paradise on the Eastern Shore of Chesapeake Bay

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

Grasonville
10.0 out of 10, Exceptional, (23)
" If I could give a 10 star rating I would! Host was very responsive to inquiries. Place was clean and peaceful. Tucked away in its little community, yet minutes to anything you could need or want. Pictures are accurate. The view is beautiful. Would definitely book again. "
United States
Jerri K.
Private Riverfront Home with Hot Tub, Kayaks, Paddleboards and Riverside Firepit

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Easton
10.0 out of 10, Exceptional, (95)
"Gorgeous views and surroundings"
United States
Robin P.
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown
10.0 out of 10, Exceptional, (76)
"Lovely, well kept and tastefully furnished house in a great location."
United States
Darren H.
Circa 1900 Home in the Heart of Historic Downtown Chestertown

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

Grasonville
10.0 out of 10, Exceptional, (6)
"Located in a quiet area. Beautiful place. Wish we could have stayed longer. An information sheet/welcome booklet could have been helpful in learning how to start the fireplace and the wifi info."
United States
M
Bay Breeze - Charming 3BR Waterfront Home on the Chester River
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.
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Find out more about Ridgely

Everything you need to know about Ridgely 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 Ridgely holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, 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 Ridgely holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ridgely holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ridgely. 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 Ridgely 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 Ridgely holiday rentals we have selected for you start as low as NZ$281 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ridgely rentals

At Expedia, we put the best Ridgely 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 Ridgely 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 Ridgely 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 Ridgely. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Ridgely?

Yes, there are holiday rentals in Ridgely close to Adkins Arboretum, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Ridgely has to offer?

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife: This holiday home rental outside of Ridgely offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Ridgely?

Explore the area and family-friendly sights such as Hazel Miner Monument, or get out into nature at a spot like Adkins Arboretum. Tuckahoe State Park and Martinak State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Ridgely?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ridgely. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for small groups.