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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 17 Apartments in Massey 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, (21)
"We loved this apartment. The communication with the owner was very timely and clear!"
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, (27)
"Property is clean & comfortable. Great location for walking to downtown Chestertown shopping and restaurants."
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, (81)
"Clean, well appointed, plenty of space, all small amenities were thought of. We would definitely come back. Very responsive owner too!"
The price is SAR 368
SAR 592 total
includes taxes & fees
6 May - 7 May
First Floor Studio Apartment in Historic Chestertown
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)
"Clean and away from all the hustle and bustle, not to mention the views and lovely hosts! Don’t miss out on this if you want a relaxing trip, or if you do want to explore the area there’s plenty of great small towns in the area, also an easy drive to some of the most iconic cities along the Chesapeake Bay."
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)
"This property was exactly what we needed! The apartment was very clean and well maintained making it such a pleasant experience. Even though the property is shared with the owners, they weren’t constantly around or hovering over us allowing us to enjoy our time together. We loved having the dock and availability of the kayaks so we didn’t have to bring us along for the long trip there. We found some small shops and cute little towns along with a wonderful winery all within a short drive from...
The price is SAR 656
SAR 1,184 total
includes taxes & fees
27 Apr - 28 Apr
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, (31)
"The hosts were amazing and enjoyed talking with them. We look forward to coming back soon. Sean and Paula "
The price is SAR 263
SAR 418 total
includes taxes & fees
6 May - 7 May
Country Get Away 1 Bedroom Apartment
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 SAR 255
SAR 469 total
includes taxes & fees
1 May - 2 May
Guest Suite for up to 2 in a Victorian on the Chester River
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
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
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)
"Thank you Lynn for having us. It was a short trip but worth it, especially being able to stay at the She Shed - clean, conveniently located, and quiet. We’ll definitely be back!"
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!
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
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,
Room in Apartment - Blue Room in Delaware
Room, 1 Bedroom | Property grounds

Room in Apartment - 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 in Apartment - Blue Room in Delaware
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
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 Massey

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

8.0 out of 10, Very Good, (1)
"Nice and quiet place to stay"
The price is SAR 506
SAR 1,054 total
includes taxes & fees
27 Apr - 28 Apr
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Captivating Chesapeake experience
Beach

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (259)
"The house was perfect. While the weather didn't really cooperate still had time to sit on the dock and the porch watching the eagles, osprey, geese, ducks, birds and fishermen. Location near Charlestiwn and NorthEast us freat fir restaurants and shopping "
Captivating Chesapeake experience
Chesapeake Bay House with Dock & Private Beach
Outdoor dining

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (154)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach
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 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 more popular 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 16 mi/25.8 km away in Chestertown. A private pool, laundry facilities, and free WiFi are included. A fitness center and onsite laundry facilities are on site. Historic Downtown Garden Oasis with Private Patio: It’s situated in Chestertown, 14.8 mi/23.8 km away. Includes free WiFi, outdoor space, and separate dining areas. Waterfront Retreat with Private Dock and Beach: 15.6 mi/25.1 km away in Worton. Free WiFi, sofa beds, and Smart TVs are included. Newly restored apartment in the heart of Chestertown: Located in Chestertown, 14.6 mi/23.5 km from Massey. Includes free WiFi. Access to onsite laundry facilities is available on site.
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.