Book Holiday Homes in Secretary

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Featured Holiday Homes in Secretary

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
The price is NZ$676 per night from 18 Nov to 19 Nov
NZ$676
18 Nov - 19 Nov
includes taxes & fees
Stay at this vacation home in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Choptank River Lighthouse and Long Wharf Park ...
Opens in a new windowCozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Charming Waterfront Stay close to St. Michaels

Charming Waterfront Stay close to St. Michaels

Easton
Stay at this vacation home in Easton. Enjoy a garden, laundry facilities, and patios. Popular attractions Saint Michaels Village and Classic Motor Museum are ...
Opens in a new windowCharming Waterfront Stay close to St. Michaels
Escape with family or friends to this peaceful, 4-bedroom retreat on the water

Escape with family or friends to this peaceful, 4-bedroom retreat on the water

2 out of 5
Cambridge
Stay at this vacation home in Cambridge. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Spocott Windmill and Christ ...
Opens in a new windowEscape with family or friends to this peaceful, 4-bedroom retreat on the water
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Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

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

Easton
Book a stay at this beach vacation home in Easton. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Oxford Museum and Royston Island are ...
Opens in a new windowWoodwind Manor on the Tred Avon minutes to St Michaels and Easton.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

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

Cambridge
Stay at this vacation home in Cambridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ragged Island and Spocott Windmill are located ...
Opens in a new windowWaterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
RANCH AT ROYAL OAK- Exclusive waterfront pool pier

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Royal Oak
Book a stay at this family-friendly vacation home in Royal Oak. Enjoy free WiFi, private pools, and a garden. Popular attractions Royston Island and Oxford Museum ...
Opens in a new windowRANCH AT ROYAL OAK- Exclusive waterfront pool pier
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou

Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou

Cambridge
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Ragged Island and Spocott Windmill ...
Opens in a new windowShort drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
Opens in a new windowThe Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Waterfront Getaway with Dock

Waterfront Getaway with Dock

Woolford
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Harriet Tubman Underground Railroad National Historical ...
Opens in a new windowWaterfront Getaway with Dock
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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.

Secretary Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Secretary vacation homes are the perfect way for you to wing it.

Holiday houses in Secretary let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Secretary in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Secretary adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Secretary with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Secretary vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Secretary Holiday Homes essential information

Accommodation
133 Holiday Homes
Lowest Price
NZ$194
Highest Price
NZ$676
Popular accommodation
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Charming Waterfront Stay close to St. Michaels, Escape with family or friends to this peaceful, 4-bedroom retreat on the water, Woodwind Manor on the Tred Avon minutes to St Michaels and Easton., Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, RANCH AT ROYAL OAK- Exclusive waterfront pool pier, Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Waterfront Getaway with Dock

Top trending hotels in Secretary

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NZ$367 per night from 23 Nov to 24 Nov
NZ$367
23 Nov - 24 Nov
includes taxes & fees
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowHyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
The price is NZ$194 per night from 6 Nov to 7 Nov
NZ$194
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowSt Michaels Inn
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St, Easton, MD
The price is NZ$345 per night from 5 Nov to 6 Nov
NZ$345
5 Nov - 6 Nov
includes taxes & fees
Stay at this 3-star spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowThe Tidewater Inn
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Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

2.5 out of 5
8708 Alicia Drive, Easton, MD
The price is NZ$229 per night from 9 Nov to 10 Nov
NZ$229
9 Nov - 10 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Easton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowBest Western Plus Easton Inn & Suites
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.