Holiday Rentals in Secretary

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Holiday Rentals in Secretary

Fridge, microwave, stovetop, dishwasher
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, (4)
"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Fridge, microwave, oven, stovetop
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
10.0 out of 10, Exceptional, (30)
"Great place to recharge for a few days as a family! Beautiful and peaceful in the fall — though my kids are ready to come back and use the pool in warmer weather!!!"
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (24)
"Three of us stayed overnight on a girl's weekend visit to Blackwater. This property is beautiful! Sunrise over the water was amazing. The house was spotless, stocked with everything you need right down to shower products. The furniture is very comfortable, beds are as well. We didn't get to use the screened porch as it was too chilly, but it will be great in warmer weather. The chickens had a lot to say in the morning, so I felt obligated to stop and visit for a bit. Will definitely stay here...
The price is €252
per night
5 May - 6 May
Waterfront Getaway with Dock
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Smart TV, fireplace, video games, DVD player
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
9.4 out of 10, Exceptional, (13)
"Fantastic house and property that exceeded our expectations. Perfect for a Thanksgiving holiday with extended family. Rooms were much bigger than they seemed in the photos and there was plenty of space for six adults, four kids and a dog. The property felt secluded and the views and the location, which was right on the bay, couldn't be beat."
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
Dining
Cambridge Home w/ Private Dock ~ 4 Mi to Dtwn
9.6 out of 10, Exceptional, (9)
"This is our second time staying at this property and it is perfect. Great location, super clean, excellent communication with property owners. Looking forward to our next visit. A perfect home for a visit to the Cambridge area."
Cambridge Home w/ Private Dock ~ 4 Mi to Dtwn
Pool
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
10.0 out of 10, Exceptional, (1)
"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
Fridge, microwave, oven, stovetop
Thorneton Point Estate
9.8 out of 10, Exceptional, (6)
"We had a great time. The pool was a big hit and all the common areas in the house gave us plenty of room to spread out. The game room was super, also. A few things that would make it even greater: about half a dozen cockroaches and other bugs were found in the house; lack of instruction manuals for appliances and sauna; exterior doors very difficult to lack; comforter in bedroom 1 smelled like dogs. Matt was very helpful and responsive to questions"
Thorneton Point Estate
Fridge, microwave, oven, stovetop
Downtown Oxford | Boat Slip | Bikes | Pet Friendly
10.0 out of 10, Exceptional, (5)
"Property is excellent. Spacious and clean and suitable for pups (fenced in backyard)! Pretty place with short walk to dock for sunset and Doc’s (food is good). Bed and bathroom comfy. Grocery delivery worked really well - needed to re-supply basic paper goods for family. Would stay here again! Had some difficulty with Amazon packages as rental does not have a USPS receptacle. Post Office would not deliver. Maybe they can address this. Communication with rental company easy and gracious!...
Downtown Oxford | Boat Slip | Bikes | Pet Friendly
Lake
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (66)
"What a beautiful property! We did a quick couples getaway and couldn’t have had a nicer weekend. The house is a beautiful, wraparound porch country home. Floorplan was really well designed and the decor was spot on. Looking forward to coming back next fall as well!"
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Outdoor pool
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
9.8 out of 10, Exceptional, (51)
"We have enjoyed our stay at the property, everything was very nice and spacious away from everything, just the way we wanted. Our only issue was the landscaping work being done for 2 days of our stay, my son has allergies on cut grass and he ended up staying indoor for the most of those days."
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
Property grounds
Stylish Home on the Choptank River (with Tidal Beach)
10.0 out of 10, Exceptional, (22)
"Amazing sunsets. Great place to stay."
Stylish Home on the Choptank River (with Tidal Beach)
TV, fireplace, books
Cambridge Beach Home on Choptank River w/ Pier!
10.0 out of 10, Exceptional, (11)
"We are a group of mid 50s ladies that went to Jr High and High School together. We do an annual "girls" trip and usually head to Deep Creek Lake or Ocean City where some of us own second homes. We decided to switch things up this year and found this amazing rental. From the moment we walked in the door and saw the lovely note and goodies that were left for us - to the beautiful decor and gorgeous bedrooms. There was absolutely nothing missed in this rental. Kitchen fully stocked AND MORE!!! The...
Cambridge Beach Home on Choptank River w/ Pier!
Property grounds
Modern Country Home with Pool and Game Room
10.0 out of 10, Exceptional, (1)
"Nice place. Well accommodated."
Modern Country Home with Pool and Game Room
Sun-loungers, beach towels
Cottage at Goose Neck Point
10.0 out of 10, Exceptional, (19)
"Immaculate Cabin with everything you need to just relax and enjoy this magnificent property Super Gracious Hosts who spoiled Us with all the yummy goodies for when we arrived. The porch swing and the water views kept Us relaxed the entire time. We HIGHLY recommend this property if you need to relax ."
Cottage at Goose Neck Point
Outdoor pool
New St. Michaels estate -Pier,Pool, Gas fire pit, Bikes & Kayaks.
10.0 out of 10, Exceptional, (126)
"While we wished for weather that was slightly better, we still enjoyed every minute of our 3 days. The weather didn't stop us from using the Kayaks or trying to catch a crab or two. the yard was perfect for exercising the kids and the puppies. It was a short easy drive into town, for some shopping, eating and even a visit to a rum distillery. The wineries were all closed at the beginning of the week this time of year. The house was supplied with everything we needed. The listing was spot on,...
New St. Michaels estate -Pier,Pool, Gas fire pit, Bikes & Kayaks.
Fridge, microwave, stovetop, dishwasher
Modern Cambridge Cottage: Walk to Town, Waterfront
10.0 out of 10, Exceptional, (4)
"We had a lovely stay. It was the perfect size for just my wife and I. We ran into a couple issues during the stay (no toilet paper, hot water heater breaking) but the owners/property managers were very responsive and did their best to get everything sorted as quickly as possible. We would stay here again!"
Modern Cambridge Cottage: Walk to Town, Waterfront
Property grounds
St. Michaels Waterfront Home
10.0 out of 10, Exceptional, (19)
"Great place. My partner and I loved it and will go back. Everything was as expected except for cooking utensils and pans. We wanted to make eggs one morning but could find a pan or spatula to do that. Be sure to ask if they have the kitchen untensils you need before going if you plan to cook. It did not affect our stay at all but could be an area to improve."
St. Michaels Waterfront Home
TV, fireplace, books
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline
10.0 out of 10, Exceptional, (3)
"All day views. Sunrises and sunsets. Quiet and easy to get to. Beautiful property and the house is perfect for a small group. Dock is great for crabbing and fishing. Will be back for sure!"
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline
Property grounds
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
The price is €372
per night
5 May - 6 May
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Property grounds
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
10.0 out of 10, Exceptional, (17)
"This is a lovely home with beautiful water views. There was more than enough space for the 9 of us. We would definitely stay here again!"
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
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See all available properties in Secretary
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.

Other types of properties in Secretary you may be interested in

Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1002)
"The whole property is beautiful, I loved the outside jacuzzi. "
The price is €167
per night
22 May - 23 May
Hyatt Regency Chesapeake Bay
Front of property
St Michaels Inn
2.5 star property
8.2 out of 10, Very good, (1000)
" Convenient drive to St. Michaels; Somewhat dated, but clean. No elevator to carry luggage - on 2nd floor and husband has difficulty with steps "
The price is €118
per night
15 May - 16 May
St Michaels Inn
Exterior
Best Western Plus Easton Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. Enjoyed our stay. Will definitely stay again next visit."
The price is €132
per night
8 May - 9 May
Best Western Plus Easton Inn & Suites
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.

Everything you need to know about Secretary holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Secretary holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Secretary holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Secretary holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Secretary holiday rentals we have selected for you start as low as €252 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Secretary rentals

At Expedia, we put the best Secretary holiday 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 holiday.

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 holiday rentals in Secretary?

Yes, there are holiday rentals close to the most popular sights in Secretary, 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 Secretary has to offer?

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!: This holiday home rental outside of Secretary is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Secretary?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Secretary stay.

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 Harriet Tubman Underground Railroad National Historical Park. In the wider area, you’ll find Dorchester County Visitors Center and Choptank River Lighthouse.

What’s a holiday rental in Secretary like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Secretary. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security 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 a popular choice for a family getaway.

Recent reviews of Secretary properties
Expedia verified reviews

Quality Inn

Quality Inn

5/5 Excellent
"I enjoyed "
A verified traveller stayed at Quality Inn
Posted 1 day ago
Quality Inn