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Aug 22 - Aug 24
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Browse Select Secretary Vacation Homes

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Terrace/patio

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

9.8 out of 10, Exceptional, (130)
"Great house, host and location. Stayed with a larger group and plenty of room!"
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
St. Michaels Waterfront Home
Property grounds

St. Michaels Waterfront Home

9.8 out of 10, Exceptional, (31)
"We had a wonderful stay. Check in and out was very easy. The place was clean and well maintained. Very peaceful spot on the water. "
St. Michaels Waterfront Home
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.8 out of 10, Exceptional, (11)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is CA $262
CA $565 total
includes taxes & fees
Aug 26 - Aug 27
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Beautiful Waterfront Retreat in Cambridge!
Interior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (43)
"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."
The price is CA $332
CA $648 total
includes taxes & fees
Aug 27 - Aug 28
Beautiful Waterfront Retreat in Cambridge!
Riverfront Denton Estate on 7 Acres w/ Fire Pit!
Interior

Riverfront Denton Estate on 7 Acres w/ Fire Pit!

2.0 star property
10.0 out of 10, Exceptional, (10)
"The family gathered here for a memorial service in Denton. The lovely property made all the difference. Everything was there and everything went so smoothly. We also enjoyed a spectacular sunset."
Riverfront Denton Estate on 7 Acres w/ Fire Pit!
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Interior

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
8.4 out of 10, Very good, (6)
"House was spacious plenty of room, great amenities, and very clean! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien
Interior

Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien

10.0 out of 10, Exceptional, (4)
"Very relaxing house to stay in. Plenty of room and well stocked kitchen . Close to St. Michaels and Cambridge. We were there for the Eagleman triathlon and we really enjoyed the seclusion. "
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien
Charming Waterfront Stay close to St. Michaels
Terrace/patio

Charming Waterfront Stay close to St. Michaels

9.8 out of 10, Exceptional, (12)
"Great house, updated, amazing views "
Charming Waterfront Stay close to St. Michaels
Thorneton Point Estate
Interior

Thorneton Point Estate

9.8 out of 10, Exceptional, (19)
"Beautiful, well-maintained property in a gorgeous waterside setting. "
Thorneton Point Estate
The Blackwater refuge country house on a quiet 12 acres
Property grounds

The Blackwater refuge country house on a quiet 12 acres

9.8 out of 10, Exceptional, (10)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
Outdoor pool

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

10.0 out of 10, Exceptional, (7)
"This is such a special property. The house, the amenities and then the surprising foodie scene in Easton and St. Michael’s is within minutes. This is our second summer at this property and we are already starting to plan our third!"
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
Smart TV, table tennis

A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

10.0 out of 10, Exceptional, (21)
"This was a good house for a family get together with other people staying in the area. The house was clean and well stocked. Lovely setting on the water. "
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
Exterior

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

9.8 out of 10, Exceptional, (47)
"wonderful home and great views. Clean, quiet, plenty of amenities"
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Interior

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

8.4 out of 10, Very good, (6)
"Spacious, orderly interior, lovely setting, great amenities: kayaks, fire pit, creek feeds into Chop tank, close to Saint Michaels and Secretary.Big bedrooms with new comfy beds, plenty of bathrooms and showers.Just a lovely place and excellent communication from host."
The price is CA $476
CA $909 total
includes taxes & fees
Aug 14 - Aug 15
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Modern Country Home with Pool and Game Room
Property grounds

Modern Country Home with Pool and Game Room

9.4 out of 10, Exceptional, (6)
"Nice place. Well accommodated."
Modern Country Home with Pool and Game Room
Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Private Dock |
Dining

Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Private Dock |

8.6 out of 10, Excellent, (15)
"The property is great and so quiet. Nice place. "
Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Private Dock |
Choptank River Beach Home w/ Pier in Cambridge!
TV, fireplace, books

Choptank River Beach Home w/ Pier in Cambridge!

10.0 out of 10, Exceptional, (19)
"Our stay was short and wonderful. The views are amazing. I would stay again!"
Choptank River Beach Home w/ Pier in Cambridge!
Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Kayaks | Privat
Pool

Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Kayaks | Privat

10.0 out of 10, Exceptional, (10)
"Beautiful property and wonderful stay!"
Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Kayaks | Privat
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Marina

Walk to Dtwn: Waterfront Eastern Shore Townhome!

10.0 out of 10, Exceptional, (5)
"We had a wonderful couple of days at this beautifully decorated home! It truly felt like a home away from home. The kitchen was stocked with everything we could possibly need. The location on the harbor was lovely! And walkable to restaurants and playground. It was exactly what we were looking for in our stay!"
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Lovely 3-bedroom house AC WiFi in the charming Cambridge, Great Location!!!!
Marina

Lovely 3-bedroom house AC WiFi in the charming Cambridge, Great Location!!!!

Lovely 3-bedroom house AC WiFi in the charming Cambridge, Great Location!!!!
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 Secretary Hotel Reviews

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

10/10 Excellent
"This hotel was very nice and clean. We enjoyed the spacious room, which was a plus for my husband and I. Check in and check out were a breeze and the staff was very friendly and responsive. They also had one of the best complimentary breakfasts I've seen in a long time. I would stay again without question."
Cynthia 1-night trip
Posted 2 days ago
Holiday Inn Express Cambridge by IHG