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Compare 8 Apartments in Crumpton with updated reviews, rates, and availability.

Outdoor dining
Historic Downtown Garden Oasis with Private Patio
10.0 out of 10, Exceptional, (14)
"Stephen and Marianna were great hosts. The property was very clean and functional with beautiful artwork throughout the property. Great outdoor patio for relaxing plus excellent location for access to downtown Chestertown. We will be staying here again on our next visit."
Historic Downtown Garden Oasis with Private Patio
Living area
Carriage House Hideaway in Middle of Chestertown
10.0 out of 10, Exceptional, (76)
"Bob and Beth's apartment was absolutely perfect for us. It was the cleanest VRBO that we have ever stayed in. All of the amenities were above and beyond what we expected. The apartment is in a great location and walkable into town and the WC campus. We will definitely stay again when we come back to town."
Carriage House Hideaway in Middle of Chestertown
Living area
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (19)
"Cozy & elegant ☀️ a clean bright space."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
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Interior
Newly restored apartment in the heart of Chestertown
9.8 out of 10, Exceptional, (15)
"This was a great apartment in an excellent location. We visited Washington college and attended a sailing regatta. The Evergrain Bakery across the street was amazing. Shops and restaurants all within walking distance! Apartment was well stocked, nicely decorated and clean! Also very close to the Hodson boathouse. It was a 3 minute drive!"
Newly restored apartment in the heart of Chestertown
Back Yard
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, (59)
"This was the perfect place to rest our heads along our trip down the east coast. Very comfortable, clean and quiet. We made time to visit the beautiful town and I’m glad we did!"
The price is SAR 413
SAR 616 total
includes taxes & fees
30 Jum. I - 31 Jum. I
First Floor Studio Apartment in Historic Chestertown
Room
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!
Apartment above the Hickory Store
Knot's Landing, spacious Apt. downtown Rock Hall
Knot's Landing, spacious Apt. downtown Rock Hall
Studio Apartment
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (1)
"Loved sitting on the dock, peaceful, quiet; house has everything you need"
Waterfront Retreat with Private Dock and Beach
Your private dock to swan creek.
Cute waterfront apartment -- 8 min from the beach!
10.0 out of 10, Exceptional, (5)
"I raced the Waterman's tri and this location was perfect, well equipped, comfortable, clean, easy."
Cute waterfront apartment -- 8 min from the beach!
Dining
Cozy Country Setting to relax! 15 min to Dover, DE
Cozy Country Setting to relax! 15 min to Dover, DE
Bedroom Lotus
Relaxation Haven on the Shore near Choptank River
Relaxation Haven on the Shore near Choptank River
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See all available properties in Crumpton
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.

Other property types in Crumpton

Beach
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Pool
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (52)
"Beautiful and huge property. Paddling in the river was great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Exterior
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (16)
"We have been coming to Rock Hall for years and have stayed at the cottage the last two times and we have really enjoyed it. We will be back again and we will stay at this cottage again. My husband loves the sauna. Bill and Hannah"
The price is SAR 656
SAR 1,018 total
includes taxes & fees
30 Jum. I - 31 Jum. I
BAYSIDE BUNGALOW
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 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. Rolphs Wharf Marina and Washington College 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.

Recent reviews of Crumpton hotels
Expedia verified reviews

Holiday Inn Express And Suites Middletown, an IHG Hotel

Holiday Inn Express And Suites Middletown, an IHG Hotel

5/5 Excellent
"The staff was very nice and accommodating. I needed a shower chair and they were able to provide it without a hassle. The rooms were clean and up to date. "
A verified traveler stayed at Holiday Inn Express And Suites Middletown, an IHG Hotel
Posted 2 days ago
Holiday Inn Express And Suites Middletown, an IHG Hotel