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Essex Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Essex vacation rentals

A two-story house with a front porch, a covered entryway, and a small garden with white flowers.

1. Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy

Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Dexter
8.0 out of 10, Very good, (37 reviews)
"Overall, it was a good experience. I would stay again."
United States
Tammy G.
The price is AED 393
AED 789 total
includes taxes & fees
4 Oct - 5 Oct
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.

2. The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO

The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Dexter
The price is AED 477
AED 591 total
includes taxes & fees
4 Oct - 5 Oct
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
A reception desk with a glass partition, a pet fee sign, and a no smoking sign.

3. King Bed|Non-Smoking

King Bed|Non-Smoking
Malden MO
10.0 out of 10, Exceptional, (273 reviews)
"Appreciated how close this spot is to local attractions, made exploring so much easier than staying further away!"
United States
Anonymous traveler
King Bed|Non-Smoking
A hotel room with two beds, a wooden chair, a desk, and a mirror.

4. 2 Queen Beds|Non-Smoking

2 Queen Beds|Non-Smoking
Malden MO
10.0 out of 10, Exceptional, (187 reviews)
"Quick access from Takaroa Airport makes this an ideal stopover if you're traveling further!"
United States
Anonymous traveler
2 Queen Beds|Non-Smoking
A single-story house with a gabled roof, a front porch with two chairs, and a front door with a decorative glass panel.

5. Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
New Madrid
10.0 out of 10, Exceptional, (1 review)
"The host was very quick to respond and so great to work with for on our stay. "
United States
Jessica S.
The price is AED 735
AED 1,362 total
includes taxes & fees
3 Oct - 4 Oct
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
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 Essex Hotel Reviews

Drury Inn & Suites Sikeston, MO

Drury Inn & Suites Sikeston, MO

10/10 Excellent
"EVERYONE was EXTREMELY FRIENDLY"
Rex 1-night trip
Posted 14 hours ago
Drury Inn & Suites Sikeston, MO

Frequently asked questions

Are there vacation rentals in Essex?

Yes, we offer vacation rentals close to popular points of interest in Essex, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Essex?

Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy: This vacation home rental near Essex offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Essex?

Explore the area and family-friendly sights such as Dexter Welcome Center Depot and Museum, or get out into nature at a spot like Central Park. Sikeston Depot Museum and Stoddard County Civil War Memorial Cemetery are a couple of places you'll find in the larger area.

What’s a vacation rental in Essex like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Essex. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.