Holiday rentals in Essex

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Top-rated holiday rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A dark sofa is positioned against a light wall, accented by colorful throw pillows. A patterned area rug lies beneath, and a small table with a lamp stands nearby. Shelves on the wall display framed pictures and decorative items, adding a personal touch to the space.
Guest suite in Imogene
4.96 out of 5 average rating, 148 reviews

Imogene Farmhouse/SunnySide Saloon

Lounge outside in the hammock and watch the cornstalks swaying in the breeze or the cattle grazing. Boardgames, cards, records, & fiber-optic wi-fi to keep you entertained when inside. A kitchenette/bar area to relax & rehash the day's adventures. Located one mile from Imogene, a small but mighty Irish community. Book a tour of the stunning St. Patrick Catholic Church on the hill, wet your whistle at the Emerald Isle Bar & Grill, or bike/walk through the tree-lined Wabash Trace Nature Trail.

Guest favourite
Guest house in Benson
4.92 out of 5 average rating, 123 reviews

Urban Oasis Studio

Escape to our Charming Guesthouse a perfect blend of comfort and relaxation. Step outside to enjoy a peaceful patio with a soothing waterfall. Stay comfortable A/C and heating, and cozy up next to the beautiful fireplace. High-speed Wi-Fi and a large TV are provided for your entertainment. On a fenced 3/4 acre lot, access to an outdoor firepit perfect for evening relaxation. Located in the heart of Omaha, you’ll enjoy full city access while still retreating to a peaceful, private setting.

Top guest favourite
Guest house in Nebraska City
4.95 out of 5 average rating, 40 reviews

Bootlegger’s Roost: Downtown w/ Hot Tub

⸻ Welcome to The Bootlegger’s Roost! A freshly remodeled 1887 historic carriage house with a colorful Prohibition-era past. This cozy 1-bedroom, 1-bath apartment sleeps up to 2 guests and blends vintage-inspired charm with modern convenience. Complete with full kitchen, private balcony, Blackstone grill, hot tub, and WiFi, all just a short walk from Nebraska City’s charming downtown, local restaurants, parks, and historic attractions. A perfect retreat for couples and/or solo travelers.

Top guest favourite
A spacious living area features a dining table surrounded by four chairs and a kitchen peninsula. Two framed botanical prints adorn the wall. In the background, a king-size bed is visible in the bedroom, complemented by soft natural light from large windows.
Place to stay in Shenandoah
5 out of 5 average rating, 41 reviews

2-bedroom upper Flat near downtown

A fully furnished 2-bedroom flat located in a newly-renovated downtown building. Has everything you need for your Shenandoah trip. A family-friendly, stylish unit with original wood floor along with AC, a washer/dryer, & self check-in. During your stay, you can also enjoy using the fully-stocked kitchen and living room. Our Airbnb is within walking distance to restaurants, bars, and shops. Also located near The Wabash Trace Nature Trail. An ideal base to explore beautiful Shenandoah.

Top guest favourite
A comfortable living area features a large sectional sofa, accompanied by a patterned coffee table. Two bright windows provide natural light, while decorative curtains frame the views. Various plants add greenery, and a cozy basket is placed nearby, enhancing the inviting space.
Home in Council Bluffs
4.98 out of 5 average rating, 404 reviews

Cheerful two bedroom home in peaceful neighborhood

Relax with the whole family at this peaceful two bedroom home. Beautiful quiet neighborhood close to interstates, sports fields, IWCC, Henry Doorly Zoo, bike/running trails, downtown Omaha, Old Market, CHI Center, Eppley Airfield, and more. Spacious tree filled private backyard, outdoor patio, and grill. Plenty of parking. Great WiFi and Netflix, YouTube TV and Discovery+. Washer/dryer available. Dog friendly but no cats please. No gatherings, events, or parties inside or outdoors.

Top guest favourite
A rustic farmhouse is seen in the distance, surrounded by green fields and a neatly plowed crop area. A large barn and a silo are positioned on the property, with trees lining the background under a clear blue sky.
Farm stay in Glenwood
4.98 out of 5 average rating, 242 reviews

Ellington Place

A rustic farmhouse retreat on a crop producing farm, which means we could be planting or harvesting during your stay. Ellington Place has a furnished kitchen, updated bathroom and washer and dryer. Along with excellent outdoor entertainment, complete with a fire pit, porch for sitting and open area for short walks. The property is located 25 minutes from the Omaha metro area as well as less than 10 minutes from the Wabash Trace, a bike trail that travels through Mills County.

Top guest favourite
A single-story brick house features a welcoming front porch and a lawn adorned with purple flowers. The entrance is framed by a wooden door and a lantern, with a garage visible on the left side.
Home in Clarinda
4.89 out of 5 average rating, 54 reviews

Clarinda Guest House

The whole group will enjoy a comfortable place to stay just minutes from all Clarinda has to offer. Take time to enjoy our local parks, fitness center, golf course, museums or library. Many great options for shopping and restaurants to enjoy. Three bedrooms with king and full size beds and a bunk room for the kids. Full kitchen and dining area. Comfortable living room with 65” Smart TV. Washer and dryer available in basement. Single car garage/off street parking.

Guest favourite
Home in Omaha
4.95 out of 5 average rating, 296 reviews

*Romantic* Rose Cottage with Hot Tub in Benson

Romantic Rose Cottage, north Benson. Minutes from UNMC, Downtown, CWS, CHI Center, Zoo, Dundee & Benson Restaurants. Beautifully designed space, perfect for short getaways and comfortable for long term stays . Wood floors, Essential cooking items, Breakfast nook with table for dining/work space. Off street parking 2 cars & 1 car garage suitable for a small car only. Washer & Dryer in basement. Furry family members welcome. Fully fenced back yard.

Top guest favourite
A historic building with a red and brown brick facade features multiple large windows adorned with decorative stonework. The entrance is framed by a modern glass door, and nearby, a sidewalk is lined with planters, contributing to the character of the downtown area.
Flat in Villisca
5 out of 5 average rating, 52 reviews

The Banker's Suite

Welcome to our modern apartment in a historic bank in downtown Villisca, Iowa. This property combines elegant past with modern comforts. Sleep peacefully in the queen-size bed in the private bedroom to accommodate 2 guests. Refresh in the walk-in shower in the bathroom and enjoy the convenience of a laundry room. Explore the unique history, shops and cafe just steps away! Experience the best of Villisca in this charming and sophisticated Airbnb property.

Top guest favourite
The exterior of the church is highlighted by its distinctive architecture, featuring a combination of white and red details. A large sign displays '150TH' and '1873', marking its historical significance. The tower silhouette rises against a soft evening sky.
Place to stay in Malvern
4.99 out of 5 average rating, 334 reviews

Art Church Iowa

Art Church Iowa is a re-purposed/desanctified 153 year old Presbyterian Church. Its last religious service was in 1969. Artist Zack Jones purchased the building in 2012 from the Historical Society. Zack originally lived in the downstairs while using the upstairs as a studio space. Zack encourages guests to look upstairs during daylight and also night time as the space changes. Disclaimer: Use of the upstairs is not part of the Airbnb rental.

Top guest favourite
A comfortable living area features a dark gray sofa with decorative cushions, positioned near oversized windows framed by light-colored trim. A low black coffee table is centered on a patterned area rug, with several candles arranged on its surface, illuminating the exposed brick wall.
Loft in Clarinda
4.96 out of 5 average rating, 96 reviews

Charming 1 bedroom Loft

This historic, 700 square foot loft, is located on the square above the Garrison House, in Clarinda IA. Our 1 bedroom, 1 bathroom space features 14 foot ceilings, oversized windows, and exposed brick. Booking your stay at the loft includes FREE Breakfast or Lunch for up to 2 people per day Monday-Saturday from 6am-2pm at the Garrison. Guests can walk downstairs to the Garrison or call and have it delivered. The menu can be found online.

Top guest favourite
The exterior of the historic Union JunKtion building is showcased with a green facade and large windows. A welcoming 'OPEN' sign is visible, and various vintage items, including chairs and decorative elements, are displayed outside, inviting exploration of the eclectic antique store.
Place to stay in Union
4.96 out of 5 average rating, 248 reviews

Shop & Stay @ InnJunKtion: Cozy, fun & vintage!

The InnJunKtion is a guest suite within the Union JunKtion, an eclectic vintage/antique/junk store! Have the comforts of a more traditional suite with en suite bathroom, memory foam queen bed, microwave, mini fridge/freezer, water cooler, washer/dryer, etc. PLUS an entire 2,000 square foot historic building (with amazing decor that is ALL available for sale) to browse & shop to your heart’s content!

Popular amenities for Essex holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Page County
  5. Essex