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Cottage holiday rentals in Oswestry

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Oswestry

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Whittington
4.87 out of 5 average rating, 346 reviews

Entire Village Cottage w/Garden & Free Parking

Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (which has Calendar of Events and menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome. * Handy for North Wales * Free double parking Sorry no EV charging. NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Superhost
Cottage in Shropshire
4.85 out of 5 average rating, 247 reviews

Rose Cottage on England / Wales border. Shropshire

Rose Cottage is a stone built property built around 1830. The floors upstairs are all planked Elm and the downstairs areas are Flagstone flooring. The beamed ceilings and inglenook mean the property exudes character but with all the mod cons, including high speed internet. The cottage was recently upgraded with a Hand- painted kitchen with built in Dishwasher and fridge. Work surfaces are Kashmir white granite. The front garden is quite private & the bench is a perfect spot for a cup of tea.

Guest favourite
The charming stone cottage is framed by lush greenery and vibrant red foliage. A spacious garden with a stone patio provides outdoor seating, while rolling hills are visible in the background under a partly cloudy sky, enhancing the scenic rural setting.
Cottage in Llanfyllin
4.86 out of 5 average rating, 256 reviews

Delightful Rustic Cottage, Rural Llanfyllin Wales

A charming 200 yr old Welsh Cottage * Rustic, brimming with traditional character * Original low beams * 2x Large Bedrooms * Detached * Located next the A490, 3min drive to Llanfyllin Town * Lake Vyrnwy, Oswestry & Welshpool (15 mins drive) * Accom:- Kitchen/Diner * Farmhouse table 4x chairs * Living Room * Bathroom+shower * Benefits inc:- Oven * Microwave * Wifi * Smart TV DVD * Off Street Parking * Front Garden + patio * 40'x20' secure dog area * W/Mach * D/wash * Log Burner * Oak Floors *

Top Guest favourite
A charming outdoor seating area is displayed, featuring a round table and two foldable chairs in soft pink. Colorful flowers surround the space, while a decorative stone statue of a dog adds a whimsical touch. The brick wall of the cottage provides a rustic backdrop.
Cottage in Maesbrook
4.86 out of 5 average rating, 148 reviews

Beautiful 3 bedroom cottage in idyllic countryside

Spacious and characterful 3 bedroom country cottage, set on 17 acre nature reserve of outstanding natural beauty. Gym & table tennis available. Stable Cottage has one comfortable double bedroom, two twin singles, a large library sitting room (ample supply of books!), a further spacious sitting/dining room with a woodburning stove and a stone-flagged kitchen with views over open country. Brand new luxurious shower room and main bathroom for 2026! Bathroom has double- ended freestanding bath.

Top Guest favourite
An entrance gate opens to a gravel pathway leading to a charming brick Coach House. Lush greenery surrounds the property, including trees and bushes, which provide a sense of privacy. The area is quiet, offering a tranquil outdoor setting.
Cottage in Shropshire
4.99 out of 5 average rating, 196 reviews

Beautiful Old Coach House in tranquil village.

A beautifully converted Coach House Refurbished to the highest standard with many original features being maintained including the old venting windows which have been creatively glazed. The accommodation offers two En Suite bedrooms one King Size one Twin room. Lounge with feature Picture window, Dining area, a fully fitted Kitchen with Breakfast Bar , supplied with all utilities. The property has high speed Wi Fi connectivity. Free view TV. With Off Road Parking for 2 Cars, with EV charger

Top Guest favourite
The entrance to Wisteria Cottage is framed by vibrant wisteria blooms cascading above the door. On either side, decorative potted plants stand in terracotta pots, complementing the charming white door adorned with a stained-glass window. Large windows alongside add natural light to the space.
Cottage in Oswestry
4.99 out of 5 average rating, 413 reviews

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry

Wisteria Cottage is a self-contained private cottage in a quiet rural setting with countryside views, surrounded by nature. Newly refurbished with shabby-chic country inspired interior. Private WiFi, TV's both floors & super-king bed. Close to market towns of Shrewsbury & Oswestry, both 10 miles/15 minutes drive away. Private parking, central heating, 1-2 bedrooms, lounge, large fully equipped kitchen/dining area/family room. Main bedroom upstairs, two single beds in downstairs bedroom.

Top Guest favourite
The exterior of a quaint cottage is framed by lush greenery and colorful flowers. French doors lead into the home, complemented by charming architectural details. A small seating area with two green chairs is visible on the gravel pathway, surrounded by well-kept garden features.
Cottage in Guilsfield
5 out of 5 average rating, 108 reviews

Red House Cottage (self catering cottage)

Modern, very comfortable and very clean. Sleeps 4, double ensuite room and double/twin room also ensuite. Outside area, fully equipped kitchen and comfortable lounge. In a quiet village setting with two pubs serving food within a two minutes walk of the cottage. Free wifi, smart TV’s in bedrooms. Until recently Red House Cottage was run as a B&B but the owners decided to fit a kitchen to create a self contained cottage for self catering holidays. The cottage is on the side of our home.

Top Guest favourite
The exterior of the cottage is shown, featuring a charming brick facade surrounded by greenery. A shaded patio set is positioned on the terrace, providing a space for relaxation. Flower beds and plants are visible, contributing to the inviting outdoor atmosphere.
Cottage in Shropshire
4.96 out of 5 average rating, 212 reviews

Jemima’s cottage, cosy and comfortable!

Cosy cottage adjacent to the owners listed property, situated in a small hamlet.Jemima’s has views of the surrounding countryside and a small private garden with garden furniture ,ample parking and WiFi.There are two bedrooms and two bathrooms the main bedroom also has shower and wc . There is a fully equipped kitchen and very comfortable living room. Shrewsbury is a 20 mins drive away . There isn’t a washing machine in the cottage but guests are welcome to use ours if they need to.

Top Guest favourite
A traditional stone barn complex is set against a clear blue sky. The entrance features a neatly paved pathway leading to multiple holiday let units, each with a seating area. Flowering plants add color to the landscape, and a sign marks the property as Pentregaer Ucha Holiday Lets.
Cottage in Oswestry Rural
4.99 out of 5 average rating, 210 reviews

The Barn at Pentregaer Ucha, tennis court & lake.

Charming one bedroom self catering holiday let in traditional stone barn. The Barn is one of four self catering units available at Pentregaer Ucha, alongside The Granary, The Nook and The Stables, all can be found listed separately on Airbnb making a perfect getaway for couples or groups. All our holiday lets offer everything you need for the perfect rural retreat and are decorated and maintained to the highest standards; an ideal base for exploring both Wales and Shropshire.

Top Guest favourite
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, 223 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.

Top Guest favourite
A charming white-washed farmhouse is framed by lush greenery and a well-maintained garden. The exterior features blue window frames and doors, alongside stone pathways and flower beds, offering a warm and welcoming introduction to the property.
Cottage in Cynwyd
5 out of 5 average rating, 111 reviews

Henfaes Isaf, Tranquil Farmhouse near Snowdonia

Lovely 16th century Welsh farmhouse, with large gardens, set in the secluded, peaceful surroundings of the Berwyn Mountains. Great walking and mountain biking from your doorstep. Ideal for couples or families looking to get away from it all. Tourist centres of Bala and Llangollen within 30 minutes drive. Sleeps up to 6 in 3 bedrooms. You have the whole detached property to yourself, with no neighbours. One of the "50 Coolest Cottages in the UK" (The Sunday Times 2018).

Guest favourite
Cottage in Bala
4.95 out of 5 average rating, 210 reviews

Wild Swimming, Sauna, Peace & Quiet, Nr Bala

When you book The Granary, you get: Fantastic walks right from the doorstep and recommendations for walks, places to visit and activities a short drive away. A woodburning hilltop sauna with a glass wall and fantastic views, parking onsite, lake for wild swimming, with 2 Kayaks, 2 Standup Paddle boards and a rowing boat. Table tennis, pool table, dart board and Frisbee Golf course. Good wi-fi and mobile signal. Check-in 3pm - Check-out 11am.

Popular amenities for Oswestry cottage rentals

Quick stats about cottage rentals in Oswestry

  • Total holiday rentals

    Explore 10 holiday rentals in Oswestry

  • Nightly prices starting at

    Oswestry holiday rentals start at $150 NZD per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oswestry rentals

  • 4.9 Average rating

    Oswestry stays are highly rated by guests—averaging 4.9 out of 5!

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