Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Guest favorite

A breathtaking view reveals the expansive Shropshire landscape, featuring rolling green fields and dense woodlands. The distant hills rise softly against a clear sky, creating a serene backdrop. The secluded property is nestled within this natural beauty, emphasizing the rural charm of the area.

Barn in Bishop's Castle

4.95 out of 5 average rating, 225 reviews

The Shippen - Open-plan, high-spec, stunning views

The perfect rural getaway for 2-4 guests on the Shropshire Way in an AONB with EV charging . A light, spacious & high-spec renovation, The Shippen has an oak & glass south-facing gable & private veranda overlooking the stunning Linley Valley for heaven-sent views. A wood burner, central heating, designer décor, comfortable King-size bed, crisp white linen, soft towels, extra blankets & well-stocked kitchen ensure home comforts year-round. A dog-friendly paradise for walkers, cyclists & families.

Top guest favorite

A charming red brick farmhouse is framed by lush greenery and blooming daffodils in the foreground. The garden space is expansive, providing a serene backdrop highlighted by trees and colorful flora.

Vacation home in River Camlad

4.96 out of 5 average rating, 128 reviews

Charming Cosy Farmhouse Garden Annexe

Relax in this calm space, surrounded by nature and a large, peaceful garden. You have your own private en-suite shower room and a comfortable bed suitable for single or double occupants. There's also a small unit including sink and drainer, mini fridge, microwave, kettle and toaster for your private use in the space. In warmer weather, enjoy sitting outdoors and exploring our local area, including the historic towns of Bishop's Castle & Montgomery - you are right on the border here in Snead ☀

Top guest favorite

A charming hut is surrounded by vibrant flowers and greenery, featuring a spacious deck with potted plants. Large windows allow natural light to fill the interior, and the overall structure is framed by trees, offering a serene rural backdrop.

Shepherd’s hut in Forden

4.99 out of 5 average rating, 112 reviews

Luxury Shepherd's Hut accommodation on Offa's Dyke

Sitting on Offa’s Dyke, we provide dog friendly, accommodation for two adults in a secluded rural setting. Surrounded on 4 sides by farmland, the location is perfect for walkers (a private gate opens onto Offa’s Dyke) as well as those exploring Shropshire and Mid Wales. Our spacious and airy hut has everything you need, all under one roof - luxury fitted shower room, flushing toilet, central heating & kitchen. Sit on the decking & drink in the views of Montgomery and the surrounding hills.

Guest favorite

A charming frontage of a Victorian cottage is visible, featuring exposed red brick and large wooden windows. A small patio area with a chair is placed beside a neatly trimmed hedge. Lush green grass surrounds the property, enhancing the inviting exterior.

Cottage in Powys

4.95 out of 5 average rating, 227 reviews

Woody Nook Cottage, Montgomery, Powys

A charming 2 bed Victorian cottage dating back to 1850. Sympathetically furnished with Laura Ashley soft furnishings. The cottage sleeps 3. There is a king size bed, and a single bed There is a cosy lounge with an inglenook fireplace. A fully equipped kitchen with dining area. A modern bathroom / shower. There is an enclosed patio area for al fresco dining and private off street parking. A shed for storage. The cottage is within a five minute walk to the towns main square and amenities. WIFI

Guest favorite

A spacious studio area features a king-sized bed with floral bedding, complemented by decorative pillows. A wooden coffee table sits on patterned rugs, while large windows with floral curtains frame views of the surrounding greenery. A small television is mounted on the wall opposite.

Apartment in Montgomery

4.91 out of 5 average rating, 150 reviews

Balloon View

The Balloon Loft is set on the Welsh Border with stunning views of the Shropshire hills. The map shows the accommodation to be in Montgomery but it is about two miles from Bishops Castle. The Long Mynd, The Stiperstones and Offas Dyke path are all within 20 minutes drive of the loft and all offer wonderful views of Shropshire & Powys - perfect for a walking holiday. The accommodation is very rural but easily accessible and apart from the sheep or cattle the area is quiet and peaceful.

Guest favorite

A picturesque view of a green field dotted with horses, framed by a backdrop of autumn-colored trees. Rolling hills rise gently in the distance, indicating a serene and natural landscape, typical of the scenic countryside surrounding the property.

Barn in Bishop's Castle

4.86 out of 5 average rating, 170 reviews

Stunning setting 2 person flat rural Shropshire.

The property is a charming self-contained double bedroom apartment on the top floor of a detached two storey timber clad barn about 5 miles from Bishops Castle, Shropshire near the famous Stiperstones and Long Mynd. Set in a stunning Area of Outstanding Natural Beauty, The Barn overlooks the beautiful Linley Estate and the West Onny river valley. It is a short distance from the owner's house and is a perfect rural cosy retreat for walkers, cyclists and anyone looking for peace and quiet.

Top guest favorite

An evening scene captures the charm of a cozy cabin surrounded by lush greenery. Warm lights illuminate the inviting interior, while a fire pit sits centered on a stone patio, inviting relaxation. Several outdoor chairs and tables are arranged around the fire pit, enhancing the outdoor atmosphere.

Hut in Leighton

4.97 out of 5 average rating, 122 reviews

Bed in a Shed: retreat in your private meadow

Cosy cabin up a dirt track in secluded meadow next to Offa’s Dyke and a stream. Memory foam small double bed and extra folding single mattress and bedding. French doors open south to large patio, fire-pit, BBQ, chiminea, terraced lawns and views over fields and woods. Attached bathroom with hot shower, kitchenette and snug office hangout. Level tent pitch. Parking. Hiking galore, right from your doorstep. Ideal place for someone seeking a quiet retreat. Open March - November.

Top guest favorite

A charming cottage sits beside a serene canal, framed by blooming trees. A swan glides gracefully across the water, reflecting the sky and surrounding greenery. The white fence adds a touch of character, enhancing the peaceful setting of the retreat.

Cottage in Powys

4.99 out of 5 average rating, 161 reviews

Cosy Welsh 3 bed dog friendly canalside cottage

The Lock House offers a relaxing and luxurious getaway in a stunning setting located on the Montgomeryshire canal. This grade 2 listed former lock keepers cottage offers a cosy 3 bedroom retreat. The perfect place to escape, relax, unwind. It is the ideal getaway for walkers, cyclists, dog and outdoor lovers. Whether you are looking for a romantic hideaway, a friends weekend retreat or a family friendly break, we place the personal touch at the heart of your reason to stay.

Top guest favorite

The timber-framed cottage is set amidst lush greenery, showcasing traditional black and white features. A well-maintained gravel path leads to the spacious front entrance, while a separate outbuilding is visible to the side. Surrounding trees offer a serene backdrop.

Cottage in Powys

4.98 out of 5 average rating, 193 reviews

Secluded forester’s cottage with modern comforts

Hollybush Cottage is full of character with a garden and stream. It is surrounded by woodland and is 100m from Offa’s Dyke path with access to miles of beautiful walks, ideal for anyone wanting to explore Shropshire and mid Wales. It Sleeps 4, there is a kingsize bed and two singles in the second bedroom. Recently refurbished throughout with a new fully equipped kitchen and bathroom. The sitting room has a log burner and QLED TV. Super fast fibre broadband throughout.

Guest favorite

A charming shepherd's hut is set in a meadow, featuring a light green exterior with large windows and a welcoming open door. A small table with flowers and a chair are positioned outside, inviting relaxation in the tranquil surroundings.

Hut in Berriew

4.92 out of 5 average rating, 157 reviews

Delightful secluded Shepherds' hut in Berriew

Sitting comfortably, in the wild meadow, above Upper Rectory is our delightful shepherd’s hut, well equipped for your arrival - idyllically located overlooking tranquil pastures and woodland, it, provides a cosy romantic and welcoming retreat, with a traditional wood burner to warm up the evenings. Ideal for walking and cycling, nearby nature reserve is home to 170 species of birds. Please note that WiFi is at best sporadic due to the rural location.

Guest favorite

A quiet street in Bishops Castle is captured at dusk, showcasing colorful buildings lining the sloped hill. Soft evening light illuminates the facades, while parked cars are visible along the road. The misty landscape beyond adds a serene backdrop to this charming town scene.

Apartment in Shropshire

4.9 out of 5 average rating, 176 reviews

Flat 2 Porch House

One of two beautiful one bed apartments in the historic Porch House, a grade II * listed 16th century timber framed town house in the centre of Bishops Castle opposite a pub with lively music nights. This is up a short stair case. Apartment 1 is on the ground floor and is under a separate listing, https://abnb.me/sqpZFJkIZ3 and is the better one to book if you need storage for bicycles, or have a baby.

Guest favorite

The Georgian townhouse features a classic brick façade with five evenly spaced windows on the upper floors. Flanked by neatly trimmed green hedges, the entrance is accentuated by a central door, and decorative bunting can be seen overhead, adding a festive touch.

Townhouse in Powys

4.94 out of 5 average rating, 156 reviews

Colomendy

Charming Grade II Listed Georgian townhouse, situated in the heart of Montgomery. The property is ideally located for people wanting to explore the Welsh Borders and surrounding counties. Close to Shrewsbury, Ludlow and numerous National Trust properties. Colomendy retains virtually all of its original features which includes exposed oak floorboards throughout the property which are uneven in places.