Holiday rentals in Middletown

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Top-rated holiday rentals in Middletown

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

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Top guest favourite
An open doorway leads to a private outdoor balcony overlooking a lush green landscape and the gentle flow of the River Fane. The wooden walls and floor exude a natural warmth, complemented by potted plants placed strategically along the railing.
Tiny home in Inniskeen
4.98 out of 5 average rating, 452 reviews

River Fane Cottage Retreat - Hot Tub~Sauna~Plunge

Experience unparalleled luxury at Ireland's top private riverside haven for couples - The River Fane Cottage Retreat. Nestled on the banks of the majestic River Fane in County Monaghan, our stone-built sanctuary offers a blend of rustic charm and modern comfort. Immerse yourself in relaxation with our custom sauna, hot tub, and cold plunge pool, all fed by natural spring water. Let the river's energy infuse every moment of your stay, creating unforgettable memories. Your romantic escape awaits!

Top guest favourite
A lush green field is bordered by a stone wall, with trees providing a backdrop against a partly cloudy sky. The vibrant grass is interspersed with low shrubbery along the fencing, creating an inviting natural scene.
Loft in Armagh City, Banbridge and Craigavon
4.99 out of 5 average rating, 268 reviews

Lemnagore Lodge

Cosy self-catering apartment located between 2 beautiful estates. The house is surrounded by green and lush farmland and an old railway line. We are only 12 minutes away from beautiful Armagh. It is a good shopping town with plenty of restaurants, cafes, leisure centre, museums and planetarium. There are ple of parks and forests nearby, for that peaceful walk. Our place is ideal for families, couples, and the lone traveller alike. Welcome basket on arrival with tea, coffee, milk, and water.

Top guest favourite
The charming exterior of Tullydowey Gate Lodge is framed by a gravel driveway lined with trees. The cottage features a stone wall and prominent chimney stacks. Sunlight illuminates the façade, showcasing its quaint windows and traditional roof structure.
Cottage in Mid Ulster
4.95 out of 5 average rating, 320 reviews

Tullydowey Gate Lodge

Situated beside the village of Blackwatertown on the border between counties Tyrone and Armagh. Tullydowey Gate Lodge is a Grade B1 listed property built in 1793. Restoration of the gate lodge was completed in 2019 and undertaken with the utmost regard for the history of the building with many of the existing 18th century features sympathetically maintained whilst providing the comforts of 21st century living in a traditional country cottage style turning it once again into a real eye catcher.

Top guest favourite
A charming cottage exterior is displayed, featuring a stone facade and light blue accents. A welcoming wooden door serves as the entrance. Flower boxes with vibrant blooms adorn the windows, enhancing the appealing street view. The residential area conveys a sense of community.
Townhouse in Glaslough
4.97 out of 5 average rating, 212 reviews

Homely Village House

This quaint, fully equipped self catering cottage, is situated in the heart of Glaslough village, just a 5 minute walk to the castle estate entrance. It is ideally located beside the village shop, Olde Bar and children's playground (Tennis/Basketball courts). Garden and BBQ area are available for guests to use. We also offer bespoke soul soothing activities including equine therapy, lakeside meditation, creative writing, breathwork, yoga, electric bike tour of the village and so much more.

Top guest favourite
A modern property is set against a vibrant green lawn, with large windows reflecting the surrounding scenery. A wind chime hangs from a tree in the foreground, contributing to the peaceful ambiance of the outdoor space.
Bungalow in County Fermanagh
5.0 out of 5 average rating, 112 reviews

Carn House. Bright & Chilled Retreat.

The perfect country retreat to relax and unwind. A comfortable 'home from home' for all to enjoy. Double sided wood burning stove and large tv with Netflix. Pet friendly and accessible. Luxury bed linen & toiletries . 15% discount for week long bookings! Situated in the heart of rural Fermanagh with stunning scenery, you will be well based for touring Fermanagh and its neighbouring counties. Close to Monaghan town for its fantastic restaurants and boutiques. Enniskillen is 30mins away.

Guest favourite
A warm living area features wooden walls and high ceilings, complemented by a cozy arrangement of light-colored furniture. A round coffee table sits at the center, adorned with books and a small plant. Natural light enters through large windows, while a wood stove adds warmth.
Home in Armagh
4.86 out of 5 average rating, 159 reviews

Forest Lodge Padel Tennis Court, Hot Tub, Walks

Wake up to bird song, and bunnies in a warm luxury, three bedroom forest lodge. Play unlimited padel on our private court, soak in the private hot tub or explore the Forest Meditation Trail. Cook on the bbq, light the fire pit. For kids can play in the treehouses or pet the dogs and ponies. Perfect for family or friends or a serene work base. Superfast WIFI. Our guests are so chilled leaving this amazing home. Inside super comfortable beds and a private library. Hot tub new from May 2026!

Guest favourite
The resort is nestled among lush greenery, showcasing a wooden structure supported by a rocky backdrop. Large windows allow natural light to enter, while a wooden deck extends around the tree, offering a seamless connection with the surrounding nature.
Treehouse in Forkhill
4.97 out of 5 average rating, 477 reviews

Balance Treehouse - Luxury high in the tree tops

High in the tree tops as you look out over the craggy Heather covered hills, stone ditched fields and winding narrow roads. Take a deep breath, relax and reconnect with nature. A unique hand crafted resort, boasting a natural rustic look with full modern connectivity. Accessed via a private rope bridge, a hot tub, outdoor net/hammock, outdoor shower built for two and super king bed complete with glass roof for star gazing. All fully controlled by voice commands.

Top guest favourite
A modern kitchen features light blue cabinetry and wooden countertops, with ample space for meal preparation. A window offers views of the surrounding landscape, while appliances like a microwave and kettle are neatly arranged on the countertops.
Cottage in Killeavy
4.99 out of 5 average rating, 328 reviews

Country Cottage in an area of outstanding beauty

Escape to an area of outstanding natural beauty and history. Cottage is 1.4 mile from Killeavy Castle and 1.2 mile from Carrickdale Hotel and Motorway. Cottage faces Slieve Gullion Mountain & Forest Drive and play park, (named in N. Ireland's top 10 attractions). Accessible to Belfast & Dublin, Newcastle and Carlingford. A perfect place to relax, unwind and explore many local attractions: walking, hiking trails, and local historical sites.

Guest favourite
The image features a hot tub with bubbling water, positioned on a wooden deck. Lush green fields and rolling hills can be seen in the background, while a tranquil body of water is visible in the distance under a clear sky.
Cabin in Darkley
4.92 out of 5 average rating, 139 reviews

Tullynawood Glamping and Farms

This bespoke spacious cabin is 40ft and newly built. It is sited with its own hot tub and outdoor area in the countryside. It offers stunning views from the hot tub and walking distance to both Tullynawood fishing lake and Darkley lake. We are approximately 3 miles to Keady town and 30 minutes to Armagh city. Located near the Monaghan boarder and part of the Monaghan walking path. 1 hour to Belfast 1.5 hours to Dublin

Top guest favourite
A comfortable sitting area features a patterned sofa with pillows, complemented by an armchair. A white coffee table is centered on wooden flooring, while a lamp stands beside the sofa. Large windows with green curtains frame a view of surrounding greenery.
Home in Glaslough
4.98 out of 5 average rating, 41 reviews

Gateway to Glaslough

Welcome to this recently renovated home from home, situated in a beautiful rural setting half way between Glaslough Village and Monaghan Town. So whether you're exploring historic Glaslough (4km), attending a wedding in Castle Leslie, or coming for the Country Music / Harvest Blues or Féile Oriel in Monaghan Town (5km), you won't be disappointed. Gheobhaidh tú fearadh na fáilte ann!

Top guest favourite
The exterior of a detached two-story stone house is shown, featuring a symmetrical façade with large windows. The entrance is framed by a decorative archway, and a well-maintained front garden is visible. A wooden fence encloses the property, providing a welcoming appearance.
Home in Glaslough
4.92 out of 5 average rating, 156 reviews

Magnolia House. Glaslough Village.

This large spacious 5 bedroom detached property that can sleep up to ten people, with surrounding garden and off road parking for up to 6 cars. Situated within the centre of the Glaslough housing development, this property is in the heart of Glaslough village and a short 5 minute walk from the local castle, with easy access to the Hunting Lodge & famous Equestrian centre.

Guest favourite
The cut stone structure of the house is framed by colorful autumn foliage. The exterior features decorative windows and a traditional roof. Surrounding trees provide a natural backdrop, enhancing the sense of seclusion in the estate's scenic landscape.
Cottage in Castle Leslie Estate
4.88 out of 5 average rating, 164 reviews

Keepers House, Castle Leslie Estate

A cut stone period two bed house, recently renovated and formerly the game keepers house, located in the heart of the Castle Leslie Estate. The house sits at the top of a small hill, with views of a lake through the trees that surround the house. Perfect for quiet get aways with friends or the family as well as those visiting for weddings and events at Castle Leslie.

Popular amenities for Middletown holiday rentals