Secretary Vacation Rentals from $597: Search Short-Term Rentals

Q: What's the top vacation rental in Secretary?

Private 2 Acre Waterfront Family Retreat with Pool & Pier : Visitors like this Secretary vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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Our top choices for Secretary vacation rentals

A living room with two grey sofas, a coffee table, and a ceiling fan.

1. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

$291 nightly

Oct 17 - Oct 18

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

2. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

$240 nightly

Oct 11 - Oct 12

Total with taxes and fees

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

3. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

$361 nightly

Oct 27 - Oct 28

Total with taxes and fees

4. Cambridge Apt in Walkable Neighborhood

Cambridge

Anonymous traveler

$298 nightly

Oct 17 - Oct 18

Total with taxes and fees

A bedroom with a bed, dresser, and a door.

5. More, than just a place to sleep - welcome home!

Cambridge

$362 nightly

Oct 8 - Oct 9

Total with taxes and fees

A wooden interior with a dining area, sofas, and a table.

6. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveler

$590 nightly

Oct 8 - Oct 9

Total with taxes and fees

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

7. Waterfront Getaway with Dock

Woolford

Meagan G.

$229 nightly

Oct 18 - Oct 19

Total with taxes and fees

A spacious living room with a large TV, blue sofa, and a ceiling fan.

8. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford

Joyce F.

$640 nightly

Oct 13 - Oct 14

Total with taxes and fees

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Top Secretary Hotel Reviews

Holiday Inn Express Cambridge by IHG

8/10 Good

"When I arrived I found my room had a brand new TV, even the remote batteries needed installation. However, since it was new, it wasn't programmed to the hotel, so it was useless. The front desk called maintenance but no one arrived. The switched rooms for me. The new room had a sink drain that was clogged. That was taken care of successfully. The rest of my stay was good. Breakfast was very good."

Best Western Plus Easton Inn & Suites

8/10 Good

"Very good location, there was variety at breakfast and the food and coffee very good. The room was in very good condition; there was not enough lighting in the room or bathroom. The toilet paper and tissues were very cheap. Overall our experience was very good and we enjoyed our stay."

Find out more about Secretary

Everything you need to know about Secretary 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 Secretary 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 Secretary vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Secretary vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Secretary. 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 Secretary 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 $597 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 Secretary rentals

At Expedia, we put the best Secretary 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 Secretary 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 Secretary 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 Secretary. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Secretary?

Yes, there are vacation rentals near well known local attractions in Secretary, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Secretary?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: Visitors like this Secretary vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What’s there to see and do in Secretary?

While exploring the area, visit family-friendly sights like Bay Country Shop, or get outside and enjoy nature at Long Wharf Park. In the larger area, you’ll find Dorchester County Visitors Center and Choptank River Lighthouse.

What’s a vacation rental in Secretary like?

Vacation rentals are private properties you can book for short or long periods in Secretary. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.

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Our top choices for Secretary vacation rentals