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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 18 Apartments in Massey with updated reviews, rates, and availability.

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, (38)
"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
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (85)
"Quiet neighborhood and the best place to stay."
First Floor Studio Apartment in Historic Chestertown
Historic Downtown Garden Oasis with Private Patio
Property grounds

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (31)
"Very nice place. Great location, close to dining, etc. No TVs. Would have liked to know that going in. Otherwise, prefect spot."
Historic Downtown Garden Oasis with Private Patio
Waterfront Retreat with Private Dock and Beach
Miscellaneous

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (20)
"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!"
Waterfront Retreat with Private Dock and Beach
Country Get Away 1 Bedroom Apartment
Property grounds

Country Get Away 1 Bedroom Apartment

9.8 out of 10, Exceptional, (32)
"We enjoyed our stay. The apartment is spotless and has everything you need. The property is beautiful with trails and a cabin in the woods you can visit. "
The price is AED 257
AED 409 total
includes taxes & fees
9 Jun - 10 Jun
Country Get Away 1 Bedroom Apartment
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!
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Fridge, microwave, oven, stovetop

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

2.0 star property
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
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, (25)
"Wonderful spot in the center of historical Chestertown,"
Newly restored apartment in the heart of Chestertown
Camper Apt DE Sleeps 3
Apartment, 1 Bedroom | Interior

Camper Apt DE Sleeps 3

2.0 star property
2.0 out of 10, (1)
"The place did not appear in pictures. I could not take a shower because stuff was stored in there . The toilet was not clean . It was just a lot of junk everywhere "
Camper Apt DE Sleeps 3
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, (11)
"Fantastic accommodations! Many amenities! Friendly hostess! "
Guest Suite for up to 2 in a Victorian on the Chester River
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
CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN
Property grounds

CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN

10.0 out of 10, Exceptional, (7)
"We stayed 4 nights and it was the perfect place! Plenty of space, nicely decorated, lovely view of the canal, and very close to all that Chesapeake City has to offer. Wonderfully clean and the manager couldn’t have been more welcoming and helpful! We hope to stay again next year! Thank you!"
CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN
Room-blue Room in Delaware
Room, 1 Bedroom | Property grounds

Room-blue Room in Delaware

2.0 star property
2.0 out of 10, (1)
"I was in town with my teenage daughter for a lacrosse tournament. All the hotels were booked, so we thought this would be a good option. IT WAS NOT. First of all, the blue room really only sleeps 1 comfortably. The bed is a double, not a queen. The pull out couch is very uncomfortable, basically metal springs with some padding over it. We also couldn't get the TV to turn on, but these inconveniences were not deal breakers. We were planning to stay. To be clear, this is actually just a...
Room-blue Room in Delaware
Wildwood Camper De Sleeps 6-7,
Mobile Home, 1 Bedroom, Sauna, Garden View | Interior

Wildwood Camper De Sleeps 6-7,

3.0 star property
Wildwood Camper De Sleeps 6-7,
3 Mi to Dtwn: Townhome w/ Deck in Dover
Apartment (4 Bedrooms) | Interior

3 Mi to Dtwn: Townhome w/ Deck in Dover

3.0 star property
3 Mi to Dtwn: Townhome w/ Deck in Dover
Camper Apt DE Sleeps 3
TV

Camper Apt DE Sleeps 3

2.0 star property
Camper Apt DE Sleeps 3
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
Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River
Living area

Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River

Lovely 2 bedroom and loft apartment with AC, WiFi overlooking 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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Frequently asked questions

What's it like to stay at an apartment in Massey?
You might have as many choices centrally in Massey, but Expedia can help you find lodging 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 like a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages.
Why would you choose an apartment versus a traditional hotel?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the top apartment for a stay in Massey?
Here are some of the top apartments in the area to choose from: WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Situated in Earleville, 12.2 mi/19.6 km from the heart of Massey. Includes free WiFi and Smart TVs. First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 16 mi/25.8 km away. Includes a private pool, laundry facilities, and free WiFi. A fitness center and onsite laundry facilities are on site. Historic Downtown Garden Oasis with Private Patio: 14.8 mi/23.8 km away in Chestertown. Free WiFi, outdoor space, and separate dining areas are included.
What will the weather be like in Massey?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Massey. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Massey is 53 inches.
What should I see and do in Massey?
While exploring the area, visit family-friendly sights like Crumpton Auction, or get outside and enjoy nature at Betterton Beach. In the larger area, you’ll find Crow Farm and Vineyard and Tilmon’s Island Winery.