Holiday Rentals in Secretary

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Holiday Rentals in Secretary

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

9.6 out of 10, Exceptional, (20)
"Terrific house, beautiful scenery, property management was very responsive and helpful. Would stay again. Thank you. "
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals

9.6 out of 10, Exceptional, (19)
"The house was just as it was listed!! Our annual family vacation was so much fun here! Plenty of room, very clean, and fully stocked! Peddle boats, kayaks, and pool used daily!! Fire every night!!! Thank you for the wonderful hospitality!!!"
Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

10.0 out of 10, Exceptional, (84)
"Wonderfully comfortable house and idyllic setting — plus all the amenities (and then some). Perfect setting for our get together with friends. "
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
9.6 out of 10, Exceptional, (4)
"Our 3 night stay was absolutely perfect for our family of six! As a native of the area I was thrilled to be able to come back to my home town and stay right in the heart of downtown Cambridge. There are several restaurants and shops within walking distance and great views of downtown. The space was great, comfortable beds, and modern updates. Our host Jen was responsive and made sure we had everything we needed. We will definitely be back! "
The price is €320
includes taxes & fees
18 Feb - 19 Feb
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Luxury Waterfront Retreat with in ground pool and close to town

10.0 out of 10, Exceptional, (33)
"Second stay at this amazing rental. Everything was perfect just like the first visit. Gorgeous location, very clean, and all amenities you need. Will definitely be back!"
The price is €653
includes taxes & fees
18 Feb - 19 Feb
Luxury Waterfront Retreat with in ground pool and close to town

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

10.0 out of 10, Exceptional, (7)
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Very clean, well stocked with towels, paper products and everything else you need. Lots of space for a large group. I liked the master bedroom on the first floor. Having a second coffee maker upstairs is a nice touch. Walking distance to downtown. "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

Stylish Home on the Choptank River (with Tidal Beach)

10.0 out of 10, Exceptional, (31)
"We just finished a great three day stay at this property. The place was spotless and the location to the towns of the eastern shore was perfect. Wonderful to look out and see the river lazily roll by. The"
Stylish Home on the Choptank River (with Tidal Beach)

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (242)
"If you’re looking for a remote location on the water, this is it. House was clean, hosts were nice. No complaints. "
Family and Pet-Friendly, Waterfront with Pier

Choptank River Beach Home w/ Pier in Cambridge!

10.0 out of 10, Exceptional, (13)
"We stayed in this beautiful property for a weekend of bike riding in Cambridge. The place was very accurately described in the listing, very clean, nice bathrooms, and the kitchen was very well stocked. Great view of the river from the living room We even enjoyed the kayaks and a late Sept swim in the Choptank. "
Choptank River Beach Home w/ Pier in Cambridge!

Thorneton Point Estate

9.6 out of 10, Exceptional, (15)
"Beautiful, well-maintained property in a gorgeous waterside setting. "
Thorneton Point Estate

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (38)
"Stayed at the rental for a day sandwiched between two nights. Perfect for R&R. "
The price is €273
includes taxes & fees
18 Feb - 19 Feb
Waterfront Getaway with Dock

Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More

10.0 out of 10, Exceptional, (129)
"Wonderful home for our girl's weekend getaway. Beautiful property on the water and close to Easton and St Michael's"
Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More

Spacious waterfront home with amazing views, private pier, fishing and crabbing.

10.0 out of 10, Exceptional, (20)
"The property owner was a pleasure to work with. The view is stunning and the house had everything we needed and more. The home is located in a beautiful area and was a quick drive to downtown. Sunrise and sunset over the water was absolutely beautiful. "
Spacious waterfront home with amazing views, private pier, fishing and crabbing.

Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €464
includes taxes & fees
24 Feb - 25 Feb
Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge

Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock

10.0 out of 10, Exceptional, (1)
"This property is a phenomenal place to spend time with family and enjoy beautiful St. Michael’s. The house is well stocked and convenient to town. We’d love to come back. "
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10.0 out of 10, Exceptional, (7)
"The Lighthouse cottage was super clean & comfortable, beautifully decorated and stocked with supplies, and located on a lovely block overlooking water l. As a bonus, it was walking distance from downtown’s many shops and restaurants. "
The price is €320
includes taxes & fees
18 Feb - 19 Feb
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Modern Country Home with Pool and Game Room

9.2 out of 10, Wonderful, (5)
"Awesome place ! We had some family visit us there and everyone loved the place too. The toilet paper holder in the half bath needs to be reattached to the wall. Also … I noticed the drain pipe closest to the hot tub is separated at the top. "
Modern Country Home with Pool and Game Room

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

10.0 out of 10, Exceptional, (24)
"The Ranch at Royal Oak was a fantastic property. The property was exactly as advertised - gorgeous waterfront estate with a large lawn. Incredibly peaceful. We were looking for a getaway to hit pause and just relax and the ranch Royal Oak was exactly what we needed. Marissa was a great host - incredibly responsive, check in instructions are very clear.and easy to follow. I highly recommend this property for your next getaway."
RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Turn Winter Blues Into Blissful Views, Book Now!

9.8 out of 10, Exceptional, (7)
"We truly loved our stay! The home was super comfortable and well stocked for making Thanksgiving dinner for 6. We loved just looking out at the geese, swans and blue herons ! Really lovely. We’ll be back!"
Turn Winter Blues Into Blissful Views, Book Now!
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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Other types of properties in Secretary you may be interested in

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1002)
"The stay was mostly peaceful but a lot of things close because of season. Comfortable bed."
The price is €217
includes taxes & fees
12 Mar - 13 Mar
Hyatt Regency Chesapeake Bay

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Enjoyed the stay. It was close to town and a lot of great attractions "
The price is €79
includes taxes & fees
9 Mar - 10 Mar
St Michaels Inn

Days Inn & Suites by Wyndham Cambridge

2.5 star property
6.6 out of 10, (1004)
"The staff was kind and helpful. "
The price is €67
includes taxes & fees
23 Feb - 24 Feb
Days Inn & Suites by Wyndham Cambridge
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.

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 Ruark Boatworks, or get outside and enjoy nature at Long Wharf Park. In the wider area, you’ll find Choptank River Lighthouse and Great Marsh Park.

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.