Secretary Vacation Home Rentals from CA $391: Search Top Private Vacation Homes for Rent

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Our top choices for Secretary vacation homes

1. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Robert

CA $738 total

includes taxes & fees

Aug 25 - Aug 26

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

Cambridge

Mr.

CA $960 total

includes taxes & fees

Aug 10 - Aug 11

3. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

Cambridge

Melissa

CA $608 total

includes taxes & fees

Sep 2 - Sep 3

Coffee/tea maker, fridge, microwave, oven

4. Waterfront Getaway with Dock

Woolford

CA $391 total

includes taxes & fees

Aug 11 - Aug 12

5. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

CA $939 total

includes taxes & fees

Aug 12 - Aug 13

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Top Secretary Hotel Reviews

The Tidewater Inn

10/10 Excellent

"They were so helpful! Helped me get a bike in a Jiffy and directions. We loved our stay and the people that work there were the best part."

Hyatt Regency Chesapeake Bay

10/10 Excellent

"⭐⭐⭐⭐⭐ First-Class in Every Way From the moment we arrived until the day we reluctantly checked out, the Hyatt Regency Chesapeake Bay exceeded every expectation. This isn’t just a hotel—it’s a destination. We made the most of everything the resort has to offer. We spent hours relaxing by the beautiful pool with attentive waitress service, rented bikes to explore the property, took Sea-Doos out on the bay for an unforgettable afternoon, enjoyed a round of mini golf, and then retreated to our luxurious suite to unwind in comfort. Every experience was seamless and first class. What truly sets this resort apart is the staff. Every employee we encountered was genuinely friendly, welcoming, and eager to help. Their attention to detail and commitment to making our stay special never went unnoticed. The grounds are immaculate, the amenities are outstanding, and the entire resort strikes the perfect balance between luxury and relaxation. Whether you’re looking for adventure, a romantic getaway, or simply a place to recharge, this property delivers. We’ve stayed at many resorts over the years, and this one ranks among the very best. We left already talking about when we can come back. Five stars without hesitation."

The Oaks Waterfront

10/10 Excellent

"The Oaks Waterfront was exactly the kind of getaway we were looking for. Tucked away in a quiet, secluded setting, it feels like you’re escaping from everything, yet St. Michaels is only a short ride away thanks to their beautiful shuttle. It really gives you the best of both worlds. What stood out most to us was the family-owned and operated feel. Everyone was genuinely friendly, and there was a warmth about the property that made it feel less like a hotel and more like staying with incredibly hospitable friends. It has a relaxed, welcoming atmosphere that makes it easy to settle in. We stayed in one of the cottages, and it was beautifully appointed with comfortable bedding and thoughtful touches that made it feel luxurious without trying too hard. The entire property is impeccably maintained, and you can tell the owners take great pride in every detail. We also traveled with our two dogs, and they were just as welcome as we were. They loved the cottage, and we appreciated the dog beds, bowls, and bottled water waiting for them. Those little touches made all the difference. The food was fresh and delicious, and the complimentary breakfast each morning was another example of the attention to detail they put into the guest experience. A special thank you to Kathie, Brad, Linda, and the entire team, including housekeeping. Their kindness and genuine hospitality are what make The Oaks such a special place."

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

10/10 Excellent

"Jennifer, the host, was very responsive and answered all of my questions. The home was more than we expected. Our family was able to spread out and have their own space. The home was extremely clean. My grandkids stayed in the pool from morning to night, and my grandson enjoyed fishing from the dock. The cabinets and drawers were well stocked with everything you might need. There was a groundskeeper available for questions, which was convenient. We brought our boat, launched it from the Oxford Marina, and spent time on the water. We also had a photographer come to the property and take family pictures. We had a wonderful time, and I know my grandchildren will cherish the memories. The Baker family"

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Secretary Vacation Homes information

Number of reviews	102
Accommodation	136 Vacation Homes
Lowest Price	CA $391
Highest Price	CA $960

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Check prices for these dates

Our top choices for Secretary vacation homes

1. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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

3. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

4. Waterfront Getaway with Dock

5. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Find vacation rentals that suit your style

Top Secretary Hotel Reviews

The Tidewater Inn

Hyatt Regency Chesapeake Bay

Comfort Inn & Suites Cambridge

The Oaks Waterfront

Holiday Inn Express Cambridge by IHG

Best Western Plus Easton Inn & Suites

Holiday Inn Express Easton by IHG

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Hummingbird Inn

Find out more about Secretary

Secretary Vacation Homes information

Explore a world of travel with Expedia

Secretary Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Secretary vacation homes

1. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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

3. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

4. Waterfront Getaway with Dock

5. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Find vacation rentals that suit your style

Top Secretary Hotel Reviews

The Tidewater Inn

Find out more about Secretary

Secretary Vacation Homes information

Explore a world of travel with Expedia

5. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8