Massey Vacation Rentals from $159: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Massey has to offer?

Chesapeake Bay House with Dock & Private Beach : Visitors like this Massey vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Vacation Rentals in Massey

Robert B.

$105 nightly

Nov 3 - Nov 4

Total with taxes and fees

Cynthia C.

$118 nightly

Oct 29 - Oct 30

Total with taxes and fees

Michael S.

$263 nightly

Oct 26 - Oct 27

Total with taxes and fees

Mary

$144 nightly

Oct 27 - Oct 28

Total with taxes and fees

Laurie S.

$349 nightly

Oct 30 - Oct 31

Total with taxes and fees

$195 nightly

Oct 26 - Oct 27

Total with taxes and fees

Gary M.

$255 nightly

Nov 2 - Nov 3

Total with taxes and fees

$395 nightly

Oct 27 - Oct 28

Total with taxes and fees

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Top Massey Hotel Reviews

MainStay Suites Dover

10/10 Excellent

"It was great "

Bally's Dover Casino Resort

10/10 Excellent

"The hotel itself is GREAT! It's beautiful and clean and the staff was helpful. I had a large room with a comfortable bed, good TV options, and I was able to get late night food at Odd Bites coffee (or something like that). Very good. I attended a conference there and the food provided to the Conference attendees by the hotel was most excellent! Water, coffee, and hot tea were available all day and iced tea was added at lunch and available the rest of the day. The only things I didn't love about the hotel were that the pillows were horribly uncomfortable and the bath towels were small and hard/stiff. I don't expect luxury, million dollar towels, but for as nice as the hotel was, the towels felt like a cheap afterthought. Otherwise, an excellent stay and I would recommend it! Would definitely stay again! Dover is not a nice area in my opinion. It feels dangerous and unwelcoming. I went to the Burlington just a few blocks down and when I walked it, it was roped off and a security guard came over to let me in and when I questioned him about the random rope gates at the doors he said "people like to steal here" and I asked, "Is that a Dover issue? Does that happen around a lot?" He said it did and it was a big concern for the area. When I went to Panera there was a coded lock on the bathroom door and even going in, the general vibe was dirty and not well cared for. None of this is a reflection of the hotel, but as far as the city goes, I don't love it. "

Find out more about Massey

Everything you need to know about Massey vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Massey vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Massey vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Massey vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Massey. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Massey in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Massey rentals

At Expedia, we put the best Massey vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Massey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Massey vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Massey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Massey?

Yes, we have vacation rentals close to well known attractions in Massey, or you can choose a secluded option if you're looking for relaxation.

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

Chesapeake Bay House with Dock & Private Beach: Visitors like this Massey vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Tilmon's Island Winery and Hack's Point Marina.

What’s a vacation rental in Massey like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Massey. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.

Massey Vacation Rentals

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Vacation Rentals in Massey

Country Get Away 1 Bedroom Apartment

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

Historic Chesapeake City Stay

First Floor Studio Apartment in Historic Chestertown

Amazing Modern house with a full kitchen and parking

High Tide Haven Suite

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

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

Waterfront Retreat with Private Dock and Beach

Nature's Haven Tiny Home

Tiny Home Tranquil Oasis

JVA LUXURY HOUSING

Top Massey Hotel Reviews

MainStay Suites Dover

Holiday Inn Express & Suites Middletown by IHG

Comfort Inn & Suites

Comfort Inn & Suites Chestertown

Hilton Garden Inn Dover

Hampton Inn Middletown

Sleep Inn And Suites

Days Inn by Wyndham Dover Downtown

Bally's Dover Casino Resort

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