Massey Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Massey holiday rentals

Exterior
Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
The price is HK$546
HK$868 total
includes taxes & fees
19 Jan - 20 Jan
Country Get Away 1 Bedroom Apartment
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

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (19 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$530
HK$975 total
includes taxes & fees
22 Jan - 23 Jan
Guest Suite for up to 2 in a Victorian on the Chester River
Marina
Historic Chesapeake City Stay

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"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$842
HK$2,173 total
includes taxes & fees
14 Jan - 15 Jan
Historic Chesapeake City Stay
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
The price is HK$772
HK$1,238 total
includes taxes & fees
14 Jan - 15 Jan
First Floor Studio Apartment in Historic Chestertown
Smart TV, table football, books
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

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

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 reviews)
"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$1,403
HK$2,611 total
includes taxes & fees
14 Jan - 15 Jan
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Interior
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

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

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is HK$1,052
HK$2,190 total
includes taxes & fees
14 Jan - 15 Jan
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Terrace/patio
Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.8 out of 10, Exceptional, (8 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$1,403
HK$2,783 total
includes taxes & fees
14 Jan - 15 Jan
Amazing Modern house with a full kitchen and parking
Interior
Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
2.0 star property
Middletown
The price is HK$818
HK$3,968 total
includes taxes & fees
14 Jan - 15 Jan
Heated Pool • Private Backyard • Home Theater
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is HK$1,364
HK$2,427 total
includes taxes & fees
14 Jan - 15 Jan
Waterfront Retreat with Private Dock and Beach
Smart TV
Spacious 4-bedroom house with backyard oasis

Spacious 4-bedroom house with backyard oasis

Spacious 4-bedroom house with backyard oasis
Middletown
10.0 out of 10, Exceptional, (1 review)
"We had a nice stay at this gorgeous house! Very comfortable and nicely appointed."
United States
Jordan K.
The price is HK$1,775
HK$8,397 total
includes taxes & fees
20 Jan - 21 Jan
Spacious 4-bedroom house with backyard oasis
Dining
Grandma’s Cottage will wrap around you like a warm hug

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$1,754
HK$3,264 total
includes taxes & fees
17 Jan - 18 Jan
Grandma’s Cottage will wrap around you like a warm hug
Terrace/patio
High Tide Haven Suite

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is HK$1,350
HK$1,573 total
includes taxes & fees
14 Jan - 15 Jan
High Tide Haven Suite
TV, fireplace
Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (5 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is HK$2,303
HK$3,642 total
includes taxes & fees
21 Jan - 22 Jan
Long Beach Cottage, (romantic couple’s getaway)
Sun-loungers, beach towels
5-bedroom vacation home 5 minutes from historic Charlestown

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, (146 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$2,518
HK$4,686 total
includes taxes & fees
14 Jan - 15 Jan
5-bedroom vacation home 5 minutes from historic Charlestown
Interior
JVA LUXURY HOUSING

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$3,118
HK$4,591 total
includes taxes & fees
19 Jan - 20 Jan
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

Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"Very nice hotel"
Rhonda 1-night trip
Posted 5 days ago
Bally's Dover Casino Resort

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?

Charming 3-bedroom Ranch in delightful Dover with AC: This holiday home rental outside of Massey has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 Skipjack Cove Yachting Resort and Hack's Point Marina.

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.