Massey Holiday Rentals

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Holiday Rentals in Massey

Country Get Away 1 Bedroom Apartment

Elkton
9.8 out of 10, Exceptional, (40)
"Perfect in every way… a great stay"
United States
Robert B.
The price is HK$544
HK$866 total
includes taxes & fees
8 Dec - 9 Dec
Country Get Away 1 Bedroom Apartment

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

Millington
9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$529
HK$973 total
includes taxes & fees
2 Dec - 3 Dec
Guest Suite for up to 2 in a Victorian on the Chester River

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (107)
"Amazing and neat and very private "
United States
Alexander M.
The price is HK$770
HK$1,236 total
includes taxes & fees
1 Dec - 2 Dec
First Floor Studio Apartment in Historic Chestertown

Historic Chesapeake City Stay

Chesapeake City
9.0 out of 10, Wonderful, (18)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
The price is HK$840
HK$2,168 total
includes taxes & fees
30 Nov - 1 Dec
Historic Chesapeake City Stay

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

2.0 star property
Chesapeake City
9.4 out of 10, Exceptional, (3)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
The price is HK$1,400
HK$2,605 total
includes taxes & fees
30 Nov - 1 Dec
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Amazing Modern house with a full kitchen and parking

Smyrna
9.8 out of 10, Exceptional, (8)
"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$1,400
HK$2,778 total
includes taxes & fees
3 Dec - 4 Dec
Amazing Modern house with a full kitchen and parking

JVA LUXURY HOUSING

Smyrna
10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is HK$3,111
HK$4,581 total
includes taxes & fees
5 Dec - 6 Dec
JVA LUXURY HOUSING

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

Elkton
8.0 out of 10, Very good, (9)
"Nice and quiet place to stay"
United States
Gary M.
The price is HK$1,050
HK$2,185 total
includes taxes & fees
30 Nov - 1 Dec
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Long Beach Cottage, (romantic couple’s getaway)

Charlestown
10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is HK$2,043
HK$3,331 total
includes taxes & fees
3 Dec - 4 Dec
Long Beach Cottage, (romantic couple’s getaway)

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is HK$1,361
HK$2,422 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront Retreat with Private Dock and Beach

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville
9.8 out of 10, Exceptional, (146)
"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."
United States
Cara R.
The price is HK$2,513
HK$4,676 total
includes taxes & fees
1 Dec - 2 Dec
5-bedroom vacation home 5 minutes from historic Charlestown

Nature's Haven Tiny Home

Bear
10.0 out of 10, Exceptional, (4)
"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$1,470
HK$1,840 total
includes taxes & fees
30 Nov - 1 Dec
Nature's Haven Tiny Home

High Tide Haven Suite

Kent County
The price is HK$1,348
HK$1,553 total
includes taxes & fees
1 Dec - 2 Dec
High Tide Haven Suite

Heated Pool • Private Backyard • Home Theater

2.0 star property
Middletown
The price is HK$1,097
HK$3,753 total
includes taxes & fees
15 Dec - 16 Dec
Heated Pool • Private Backyard • Home Theater

Tiny Home Tranquil Oasis

Bear
The price is HK$1,470
HK$1,879 total
includes taxes & fees
30 Nov - 1 Dec
Tiny Home Tranquil Oasis

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

Betterton
The price is HK$1,750
HK$3,257 total
includes taxes & fees
9 Dec - 10 Dec
Grandma’s Cottage will wrap around you like a warm hug
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

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?

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront: This holiday home rental outside of Massey is located on a river, and has a patio, 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. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Massey?

Explore the area and family-friendly sights such as Crumpton Auction, 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.