Marydel Vacation Rentals

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Vacation Rentals in Marydel

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (91)
"Very pretty location. Few minutes drive to town center."
The price is CA $135
CA $217 total
includes taxes & fees
Aug 4 - Aug 5
First Floor Studio Apartment in Historic Chestertown

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

10.0 out of 10, Exceptional, (5)
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

9.8 out of 10, Exceptional, (12)
"We loved the property and the excellent way the owners took care of it"
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.8 out of 10, Exceptional, (8)
"Had a very comfortable stay here. Very clean and the towels to kill for (ha). Ms. Lynn kept in touch at all times. I would stay here again for sure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (35)
"Lovely place to stay in downtown Chestertown. So close to walk to eating, shopping and events. Had many great amenities to make the stay comfortable. Host was very communicative and quick to respond. "
Historic Downtown Garden Oasis with Private Patio

Relaxation Haven on the Shore near Choptank River

9.2 out of 10, Wonderful, (7)
"The property is very quiet and peaceful! No issues at all! Helen was wonderful and very kind!"
Relaxation Haven on the Shore near Choptank River

Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis

10.0 out of 10, Exceptional, (2)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
The price is CA $214
CA $343 total
includes taxes & fees
Aug 4 - Aug 5
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis

Peaceful living just outside of town

9.8 out of 10, Exceptional, (7)
"We really enjoyed our time there! The children enjoyed the playground set. We truly recommend! We are so grateful. Thank you! "
Peaceful living just outside of town

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (72)
"House was in a great location and very well appointed. We had everything we needed. Would highly recommend."
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully

10.0 out of 10, Exceptional, (8)
"It was a great vacation, the house and grounds were spectacular, the amenities, pool, kayaks, were great, and host couldn’t have been more accommodating or approachable, highly recommend in the future, hope to go back"
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully

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

10.0 out of 10, Exceptional, (16)
"The staff was great"
The price is CA $84
CA $161 total
includes taxes & fees
Jul 28 - Jul 29
Guest Suite for up to 2 in a Victorian on the Chester River

Peaceful country home away in the wilderness

10.0 out of 10, Exceptional, (17)
"Kids were comfortable and well accommodated. Place is nestled back behind the pastures."
Peaceful country home away in the wilderness

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

9.8 out of 10, Exceptional, (83)
"Beautiful location on the river. We were visiting family in the fall so did not use the kayaks available—maybe next time! Nice to have a dog-friendly place too. Great and prompt communication with the hosts."
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

10.0 out of 10, Exceptional, (59)
"We had a fantastic time- the location on the water was gorgeous and loved the hot tub and pool. Extremely quiet and private!"
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Welcome to the waterfront oasis in the serene community of Kitts Hummock Beach!

8.0 out of 10, Very good, (2)
"This property was perfect for our family. There was plenty of room, the house was very clean, and the location gave us a quiet oasis from the hustle and bustle of the lacrosse tournament. The owner was responsive and fantastic. I think my favorite part was getting to listen to the bay noise at night while going to sleep. Extremely peaceful. Would definitely recommend and hope to stay there again when we are back in the area."
Welcome to the waterfront oasis in the serene community of Kitts Hummock Beach!

Turnbridge Manor

9.8 out of 10, Exceptional, (11)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
The price is CA $490
CA $829 total
includes taxes & fees
Jul 28 - Jul 29
Turnbridge Manor

Spacious 5 Bedroom w/Pool, Patio and Theater

9.8 out of 10, Exceptional, (7)
"Great house for a large family "
Spacious 5 Bedroom w/Pool, Patio and Theater

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (13)
"Place was newly decorated, very clean, very comfortable. It had all the amenities listed, a comfortable bed and was just very pleasant."
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

10.0 out of 10, Exceptional, (14)
"Very friendly and helpful host and a great property. "
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.

10.0 out of 10, Exceptional, (5)
Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.
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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Top Marydel Hotel Reviews

Frequently asked questions

Are there vacation rentals in Marydel?

Yes, we have vacation rentals close to popular sights in Marydel, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Marydel has to offer?

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC: This vacation home rental outside of Marydel is located in a rural location and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Marydel?

While exploring the area, visit family-friendly sights like Crumpton Auction, or get outside and enjoy nature at Silver Lake Park. Tilmon's Island Winery and Air Mobility Command Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Marydel?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Marydel. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips or small group gatherings.