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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Massey apartments

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

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

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is CA $95
CA $163 total
includes taxes & fees
Nov 9 - Nov 10
Guest Suite for up to 2 in a Victorian on the Chester River
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

2. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is CA $139
CA $211 total
includes taxes & fees
Nov 9 - Nov 10
First Floor Studio Apartment in Historic Chestertown
A wooden cabin with a porch, surrounded by dense forest.

3. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is CA $98
CA $144 total
includes taxes & fees
Nov 16 - Nov 17
Country Get Away Studio Apartment
A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

4. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is CA $120
CA $198 total
includes taxes & fees
Nov 12 - Nov 13
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

5. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
The price is CA $227
CA $267 total
includes taxes & fees
Nov 9 - Nov 10
Turtle Cove Room
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

6. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is CA $244
CA $279 total
includes taxes & fees
Nov 9 - Nov 10
Beachcomber Suite
A garden with a wooden bridge, lush greenery, and a variety of plants.

7. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is CA $257
CA $368 total
includes taxes & fees
Nov 8 - Nov 9
Secluded Cottage in Middle of Chestertown
A spacious living area with a dining table, sofa, and a kitchen in the background.

8. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
The price is CA $315
CA $451 total
includes taxes & fees
Nov 8 - Nov 9
Newly restored apartment in the heart of Chestertown
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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Top Massey Hotel Reviews

Hampton Inn Middletown

Hampton Inn Middletown

10/10 Excellent
"The staff was very helpful and friendly. The room was clean and breakfast was tasty."
reginald 3-night trip
Posted 12 hours ago
Hampton Inn Middletown

Find out more about Massey

Massey Apartments information

Number of reviews
201
Accommodation
27 Apartments
Lowest Price
CA $144
Highest Price
CA $451

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. Country Get Away Studio Apartment: Located 17 mi/27.3 km away in Elkton. Free WiFi, private patios, and Smart TVs are included. First Floor Studio Apartment in Historic Chestertown: Located 16 mi/25.8 km away in Chestertown. A private pool, free WiFi, and private patios are included. A fitness center and onsite laundry facilities are on site. Newly restored apartment in the heart of Chestertown: Located in Chestertown, 14.6 mi/23.5 km from Massey. Includes free WiFi and Smart TVs. 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 Frightland, or get outside and enjoy nature at Betterton Beach. In the larger area, you'll find Middletown Town Hall and Middletown Historic District.
What's the best way to get to and around Massey?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Wilmington, DE (ILG-New Castle), which is located 28 mi (45.1 km) from the heart of the city. Otherwise, you can search for flights to Baltimore, MD (MTN-Martin State), which is 31.9 mi (51.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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