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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

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

First Floor Studio Apartment in Historic Chestertown
Back Yard

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (78)
"Very clean, excellent communications,"
The price is AED 360
AED 579 total
includes taxes & fees
22 Feb - 23 Feb
First Floor Studio Apartment in Historic Chestertown
Newly restored apartment in the heart of Chestertown
Living area

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (19)
"We fell in love with Chestertown and are so glad we stayed in the heart of downtown at this charming vrbo. Everything was perfect. Will return and recommend "
Newly restored apartment in the heart of Chestertown
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Room

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

10.0 out of 10, Exceptional, (34)
"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
Country Get Away 1 Bedroom Apartment
Room

Country Get Away 1 Bedroom Apartment

9.8 out of 10, Exceptional, (29)
"We were attending my niece's wedding. Our stay was located in the beautiful countryside yet quick access to places to eat. Our apartment was decorated so cute and for the season. Very, Very clean and I would stay again!"
The price is AED 257
AED 409 total
includes taxes & fees
3 Mar - 4 Mar
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, (9)
"Totally enjoyed our stay. The room was clean and very cozy. Highly recommend "
Guest Suite for up to 2 in a Victorian on the Chester River
Waterfront Retreat with Private Dock and Beach
Private Dock

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...
Waterfront Retreat with Private Dock and Beach
Historic Downtown Garden Oasis with Private Patio
Outdoor dining

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (25)
"This is the second time I stayed here and will be back. I was able to work from here and enjoyed breakfast and lunch on the covered porch with a sweet companion (the owners' totally chill dog). Walking distance to everything. Check out the new wetland preserve at the end of the street. "
Historic Downtown Garden Oasis with Private Patio
Room in Apartment - Blue Room in Delaware
Living area

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

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
Historic & Quaint Room downtown Middletown, DE awaits you!
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!
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Exterior detail

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
Camper Apt DE Sleeps 3
Room

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,
View from property

Wildwood Camper De Sleeps 6-7,

3.0 star property
Wildwood Camper De Sleeps 6-7,
Camper Apt DE Sleeps 3
Room

Camper Apt DE Sleeps 3

2.0 star property
Camper Apt DE Sleeps 3
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

Pet-Friendly Home on Chester River w/ Dock!
Chestertown Vacation Rental | 4BR | 4.5BA | 6 Steps Required | 3,232 Sq Ft

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.6 out of 10, Exceptional, (4)
"An absolute stunning view from the four season enclosed porch. This beautiful home is well equiped and a perfect location for Fall and Winter hunting trips near Chestertown/Kennedyville. Plenty of rooms/bathrooms/beds. Highly recommend!!!"
Pet-Friendly Home on Chester River w/ Dock!
First Floor Studio Apartment in Historic Chestertown
Back Yard

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (78)
"Very clean, excellent communications,"
The price is AED 360
AED 579 total
includes taxes & fees
22 Feb - 23 Feb
First Floor Studio Apartment in Historic Chestertown
Stunning waterfront villa with indoor pool and kids swing set and play area.
Exterior

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (13)
"The house was beautiful. We enjoyed the pool. The kitchen was wonderful. We did wish we could warm up the house a little more. We loved that the house had so many bathrooms. The only improvement would be to state that there are 5 bedrooms with en-suites."
Stunning waterfront villa with indoor pool and kids swing set and play area.
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: First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 16 mi/25.8 km from the heart of Massey. Includes a private pool, laundry facilities, and free WiFi. A fitness center and an outdoor pool are on site. WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Located 12.2 mi/19.6 km away in Earleville. Free WiFi and Smart TVs are included. Country Get Away 1 Bedroom Apartment: It’s situated in Elkton, 17 mi/27.3 km away. Includes free WiFi, private patios, and Smart TVs. Newly restored apartment in the heart of Chestertown: It’s located in Chestertown, 14.6 mi/23.5 km from Massey. Includes free WiFi.
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 Skipjack Cove Yachting Resort and Tilmon’s Island Winery.