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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 13 Apartments in Crumpton with updated reviews, rates, and availability.

Newly restored apartment in the heart of Chestertown
Fridge, microwave, oven, stovetop

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (23)
"Wonderful spot in the center of historical Chestertown,"
Newly restored apartment in the heart of Chestertown
Historic Downtown Garden Oasis with Private Patio
Property grounds

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (29)
"The cottage was comfortable and welcoming. It was close to restaurants, the Farmers' Market and delightful shops and galleries."
Historic Downtown Garden Oasis with Private Patio
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (83)
"Quiet neighborhood and the best place to stay."
The price is AED 360
AED 579 total
includes taxes & fees
6 May - 7 May
First Floor Studio Apartment in Historic Chestertown
Relaxation Haven on the Shore near Choptank River
Fridge, microwave, oven, stovetop

Relaxation Haven on the Shore near Choptank River

10.0 out of 10, Exceptional, (4)
"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
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (35)
"Great location, wonderful place and fantastic owner. Recommendations on restaurants and things to do were perfect. We had a great time and Betty Ann was very kind and responsive in communications. Will definitely visit again!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Waterfront Retreat with Private Dock and Beach
Miscellaneous

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (17)
"Everything about the place was great! Easy check in and super clean and homey feeling spot. Would recommend to anyone looking for a quiet and comfy place on the eastern shore. We will definitely be booking again if we come back to the area!"
The price is AED 826
AED 1,383 total
includes taxes & fees
5 May - 6 May
Waterfront Retreat with Private Dock and Beach
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

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

10.0 out of 10, Exceptional, (10)
"Fantastic accommodations! Many amenities! Friendly hostess! "
The price is AED 250
AED 459 total
includes taxes & fees
12 May - 13 May
Guest Suite for up to 2 in a Victorian on the Chester River
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Miscellaneous

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

10.0 out of 10, Exceptional, (5)
"Perfection"
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
1 bedroom, bed sheets

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

9.6 out of 10, Exceptional, (5)
"Located in a quite area and the host were incredible"
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Historic & Quaint Room downtown Middletown, DE awaits you!
Interior

Historic & Quaint Room downtown Middletown, DE awaits you!

4.0 out of 10, (1)
"1. The room was not like the picture. 2. It is basically a small motel with um, unusual guests and a shared bathroom. 3. The air conditioner would not turn on properly. 4. The owner was communicative and nice, so that was a positive. "
Historic & Quaint Room downtown Middletown, DE awaits you!
Knot's Landing, spacious Apt. downtown Rock Hall
Property grounds

Knot's Landing, spacious Apt. downtown Rock Hall

10.0 out of 10, Exceptional, (2)
"Spent the weekend here. Great location close to everything. Bikes were provided and you can ride to anything in Rock Hall. We would definitely rent here again."
Knot's Landing, spacious Apt. downtown Rock Hall
Cute waterfront apartment -- 8 min from the beach!
Outdoor dining

Cute waterfront apartment -- 8 min from the beach!

10.0 out of 10, Exceptional, (6)
"Nice and quiet with a great location and amazing view!!!"
Cute waterfront apartment -- 8 min from the beach!
Uniquely Historic & Quaint Room in the center of downtown Middletown,DE
Terrace/patio

Uniquely Historic & Quaint Room in the center of downtown Middletown,DE

9.0 out of 10, Wonderful, (2)
"The room was nice and spacious, the suite was nicely kept and there are 3 other rooms in the suite, with 2 bathrooms. Andrea was gracious host, but check-in could had been better. Check-in info had not been sent prior to my arrival and I had trouble contacting her as her phone number was not on the listing, and she didn't respond to messages quickly on vrbo, but after a quick google search i found her number, and was able to get in contact with her. She apologized for the error sent check-in...
Uniquely Historic & Quaint Room in the center of downtown Middletown,DE
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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Other property types in Crumpton

BAYSIDE BUNGALOW
Exterior detail

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (35)
"Beautiful, cozy cottage. So peaceful and pretty. Owners are on site and are great people. We have stayed here several times and look forward to coming back soon."
The price is AED 643
AED 1,001 total
includes taxes & fees
5 May - 6 May
BAYSIDE BUNGALOW
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach nearby, sun loungers

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (47)
"We really enjoyed the water views & walking by the water. It was a very enjoyable and relaxing stay."
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Fridge, microwave, oven, stovetop

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

9.8 out of 10, Exceptional, (13)
"Beautiful house, perfect for our family. The humans loved kayaking and bird watching on the river, the canine loved sitting out on the fenced in deck and relaxing in the nice cool AC"
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
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.

Frequently asked questions

What's it like to stay at an apartment in Crumpton?
You might not have many choices centrally in Crumpton, but Expedia can help you locate accommodations within the larger area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as vacation homes, condos, or guest houses.
How do you know if an apartment is a good option for you?
Often offering more space than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favorite apartment for my stay in Crumpton?
Listed below are some of the favorite apartments in the area: WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Situated in Earleville, 14.1 mi/22.7 km from the heart of Crumpton. Includes free WiFi and Smart TVs. First Floor Studio Apartment in Historic Chestertown: Located 9.2 mi/14.9 km away in Chestertown. A private pool, laundry facilities, and free WiFi are included. A fitness center and onsite laundry facilities are on site. Waterfront Retreat with Private Dock and Beach: It’s situated in Worton, 11.8 mi/19 km away. Includes free WiFi, sofa beds, and Smart TVs. Newly restored apartment in the heart of Chestertown: Located 8 mi/12.9 km away in Chestertown. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Carriage House Hideaway in Middle of Chestertown: Located in Chestertown, 8 mi/12.9 km from Crumpton. Includes free WiFi, fireplaces, and Smart TVs. Access to onsite laundry facilities is available on site.
What will the weather be like during my trip to Crumpton?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Crumpton. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Crumpton is 48 inches.
What should I see and do in Crumpton?
Explore the area and family-friendly sights such as Crumpton Auction, or get out into nature at a spot like Betterton Beach. Tilmon’s Island Winery and Crow Farm and Vineyard are a couple of places you’ll find in the larger area.
What's the best way to get to and around Crumpton?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 27.4 mi (44.1 km) away from the city center. You can also search for flights into Easton, MD (ESN-Easton - Newnam), which is 30.7 mi (49.4 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.