Massey Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Massey holiday rentals

Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is HK$729
HK$3,340 total
includes taxes & fees
23 Apr - 24 Apr
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is HK$846
HK$2,142 total
includes taxes & fees
26 Apr - 27 Apr
Historic Chesapeake City Stay
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"This place is out in the country, but a short distance to lots of places we wanted to see, shop at, visit."
United States
Richard
The price is HK$548
HK$872 total
includes taxes & fees
28 Apr - 29 Apr
Country Get Away Studio Apartment
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Every thing was great"
United States
lesia k.
The price is HK$775
HK$1,244 total
includes taxes & fees
27 Apr - 28 Apr
First Floor Studio Apartment in Historic Chestertown
Exterior

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
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$533
HK$980 total
includes taxes & fees
22 Apr - 23 Apr
Guest Suite for up to 2 in a Victorian on the Chester River
TV, fireplace

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is HK$1,826
HK$3,084 total
includes taxes & fees
16 Apr - 17 Apr
Long Beach Cottage, (romantic couple’s getaway)
Terrace/patio

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (10 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is HK$1,098
HK$2,393 total
includes taxes & fees
16 Apr - 17 Apr
Amazing Modern house with a full kitchen and parking
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
The price is HK$1,480
HK$1,860 total
includes taxes & fees
21 Apr - 22 Apr
Tiny Home Tranquil Oasis
Terrace/patio

Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
The price is HK$1,481
HK$1,782 total
includes taxes & fees
27 Apr - 28 Apr
Nature's Haven Tiny Home
Sun-loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (150 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is HK$2,023
HK$4,113 total
includes taxes & fees
20 Apr - 21 Apr
5-bedroom vacation home 5 minutes from historic Charlestown
Terrace/patio

High Tide Haven Suite

High Tide Haven Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"The suite was really nice and extremely clean. Comfy, memory foam bed. Excellent shower with great water pressure. The ambiance in the room is serene and beachy making for a wonderful escape. Absolutely loved their screened in porch and view from the back deck. The hosts were very nice, had great communication and served the most delicious bagels. We left our phone charger there and they promptly called us in time to turn around and get it. Highly recommend this location and will stay there...
United States
Joell V.
The price is HK$1,028
HK$1,286 total
includes taxes & fees
20 Apr - 21 Apr
High Tide Haven Suite
Beach

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. "
United States
Debbie S.
Waterfront Retreat with Private Dock and Beach
Interior

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
The price is HK$1,371
HK$1,918 total
includes taxes & fees
12 May - 13 May
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Exterior

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (3 reviews)
"Place was super nice, and beautiful. Owners very responsive. My only thing was not coffee maker so if you are a coffee drinker bring coffee pot lol. Other then that place it absolutely beautiful "
United States
vincent
The price is HK$1,973
HK$2,783 total
includes taxes & fees
28 Apr - 29 Apr
Elegant Family Stay • Quiet Neighborhood • Comfort
Dining

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is HK$1,762
HK$3,320 total
includes taxes & fees
18 Apr - 19 Apr
Grandma’s Cottage will wrap around you like a warm hug
Interior

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
2.0 star property
North East
8.8 out of 10, Excellent, (3 reviews)
"Very nice cabin. By the town and easy drive to everything. "
United States
Mark
The price is HK$2,740
HK$3,320 total
includes taxes & fees
16 Apr - 17 Apr
Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
Interior

JVA LUXURY HOUSING

JVA LUXURY HOUSING
Smyrna
10.0 out of 10, Exceptional, (1 review)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is HK$3,132
HK$4,558 total
includes taxes & fees
21 Apr - 22 Apr
JVA LUXURY HOUSING
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

Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway

10/10 Excellent
"Clean room, friendly staff "
Mark 4-night trip
Posted 9 hours ago
Comfort Inn & Suites Dover near Speedway

Find out more about Massey

Search for holiday rentals in Massey on Expedia! You can easily find your home rentals, villas, holiday apartments in Massey using one of the methods below:

  • View our selection of featured holiday rentals in Massey
  • Use the map to find apartments and other holiday homes in the Massey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Massey while they last

Look no further and take a look at our great range of rental properties in Massey!

Frequently asked questions

Can I find holiday rentals in Massey?

Yes, there are holiday rentals close to the most popular sights in Massey, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Massey has to offer?

5-bedroom vacation home 5 minutes from historic Charlestown: This holiday home rental outside of Massey is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Massey?

Explore the area and family-friendly sights such as Frightland, or get out into nature at a spot like Betterton Beach. In the wider area, you’ll find Middletown Town Hall and Middletown Historic District.

What’s a holiday rental in Massey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Massey. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for small groups.