Holiday houses in Woolley

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Top-rated holiday rentals in Woolley

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

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Top Guest favourite
A cozy living room features a rustic brick fireplace with a multi-fuel burner, surrounded by wooden shelves filled with books. A large television is positioned nearby, and comfortable seating is provided by dark leather couches. Soft lighting enhances the welcoming ambiance.
Cottage in Wakefield
4.99 out of 5 average rating, 224 reviews

Curlew Cottage. 18th Century Yorkshire cottage.

Curlew Cottage, a Grade 2 listed south facing cottage dating from around 1790 in the small village of West Bretton. An easy walk to the Yorkshire Sculpture Park & a short drive or bus trip to The Hepworth in Wakefield. The National Mining Museum & Cannon Hall Farm are nearby, Peak District National Park, Leeds, York, Sheffield also within easy reach. Just 1 or 2 miles from M1 Junction 38 & 39. Refurbished to a high standard retaining many original features, with oak beams & open country views.

Top Guest favourite
A cozy seating area features a plush green sofa adorned with a colorful floral pillow. Large windows provide a view of the surrounding landscape, which includes rolling hills and a bright sky with scattered clouds.
Farm stay in Thornhill
5 out of 5 average rating, 319 reviews

Cozy Stay at Animal Sanctuary

Luxury Escape at an Animal Sanctuary Stay in our beautifully converted container, furnished to 5-star standards and set in the heart of our sanctuary. Be greeted at the gate by our 5 rescued pigs before enjoying the king bedroom, large shower, kitchen, and cozy living area with a sofa bed and TV. High-speed internet keeps you connected, while your private oasis outside features a hot tub, BBQ, and dining area. Perfect for relaxation or a unique retreat surrounded by nature and rescued animals.

Top Guest favourite
Shepherd’s hut in West Yorkshire
4.99 out of 5 average rating, 435 reviews

Boutique Shepherd’s Hut & Alpaca Experience

Wake up in a luxury shepherd’s hut in the hills around Hebden Bridge, and start your morning feeding friendly alpacas right outside your door. Hand-crafted and thoughtfully designed, ‘The Spot’ offers a boutique countryside escape - perfect for couples looking to switch off, unwind, and enjoy something a little different. A nature retreat yet within easy reach of Hebden Bridge’s independent shops, cafes and walks, you get the best of both worlds: peaceful seclusion with lots to explore nearby.

Guest favourite
The living room features a mix of comfortable seating, including a large red sofa and patterned chairs, arranged around a striking stone fireplace. Natural light filters through multiple windows, illuminating the wooden floor and rustic stone walls.
Barn in Barnsley
4.95 out of 5 average rating, 282 reviews

Luxury barn Yorkshire hot tub, karaoke, Peak Dist

Escape to unparalleled relaxation at our luxurious barn. This unique property offers accommodation for up to 10 guests and features a magnificent 7 seater hot tub, a fully-equipped kitchen, spacious living/entertaining areas, and a professional trampoline with breathtaking views. In the nearby village, just a leisurely stroll away, pubs and restaurants await. Elevate your stay with optional extras such as a mixologist and a private chef. Perfect for creating memories that will last a lifetime.

Top Guest favourite
The Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 229 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Top Guest favourite
The historic GWR carriage is displayed under a covered walkway, illuminated by soft lighting. Floral arrangements hang in baskets, adding color to the setting. The charming stone building in the background enhances the character of this unique accommodation.
Cabin in Saddleworth
4.98 out of 5 average rating, 126 reviews

The Carriage at The Old Station

Step back in time with our lovingly restored 1895 GWR carriage, one of few situated at a Victorian Station. Enjoy a beautifully furnished living space, bathroom, kitchenette, and a comfy bed ensuring a restful night's sleep. Located in Saddleworth, renowned for its scenic walking routes and picturesque villages. Nearby, you'll find dining, drinking, and activities: including the world record-holding Old Bell Inn gin emporium. Book today to experience this unique, charming historical hideaway.

Top Guest favourite
A contemporary barn structure with stone walls is positioned on a grassy hillside. Mist gently blankets the valley below, revealing a serene landscape of rolling hills and distant houses. The sky above showcases a clear blue, enhancing the tranquil ambiance.
Barn in Saddleworth
4.99 out of 5 average rating, 347 reviews

Amazing Space in an Amazing Place

Unique, spacious, contemporary barn with unsurpassed views of Saddleworth and beyond. The barn is 1100ft up on the edge of Peak National Park with complete privacy, far enough away from it all yet within walking distance to two excellent local pubs! What's not to like? If you are looking for the perfect spot to unwind, with all mod cons, take long walks or bike rides with breathtaking views, this is the place for you. High spec space, well equipped with all the essentials. Ample parking.

Top Guest favourite
An outdoor seating area features a glass table with wicker chairs, surrounded by lush greenery. The view extends over gently rolling hills under a clear blue sky, creating a serene atmosphere. A hot tub is positioned nearby on the patio area.
Place to stay in Saddleworth
4.99 out of 5 average rating, 299 reviews

Heaven View Saddleworth

✨ Luxury Lodge for Two | Private Hot Tub | Incredible Views ✨ Escape the everyday in this exclusive lodge designed for those seeking relaxation and a little fun. Enjoy spectacular views of the Saddleworth Valley from your private hot tub, challenge each other on the pool table and the arcade machine. With private parking, scenic countryside walks from the doorstep, and a village pub close by, it's the perfect setting for a romantic getaway, anniversary, or peaceful break in the countryside.

Guest favourite
The exterior of a barn conversion features a textured brick facade and wooden accents. A landscaped garden with stone pathways and a manicured lawn provides access to the entrance. Large windows allow natural light to fill the space, under a blue sky with scattered clouds.
Farm stay in Silkstone
4.93 out of 5 average rating, 121 reviews

The Tack Store, 6p barn conversion + hot tub

The Tack Store is a new barn conversion on our small farm outside the village of Silkstone. Views are some of the best in South Yorkshire, overlooking rolling hills and woodland, it's a perfect escape for those who love peace, quiet & walking. Equally we are only 1.5m from the M1 for guests wanting a more varied experience. We are child and pet friendly. We have tried really hard to create a relaxing home away from home. A hot tub will be installed for bookings April 25 onwards.

Top Guest favourite
A four-poster bed with a decorative headboard is centered in the room. Bedside tables with lamps are positioned on either side. Soft lighting creates a warm ambiance, complemented by rich red walls and natural light from a nearby window. A textured blanket covers the bed.
Apartment in Barnsley
4.92 out of 5 average rating, 269 reviews

Four poster bed, farm Mews, South/West Yorkshire.

Lovely cosy place to stay with a four poster bed, this very comfortable two bedroom mews that can sleep 5 (it has a double sofa bed in the lounge). 2 parking spaces. Literally next to the Yorkshire Sculpture Park and very close to Cannon Hall Farm, star of the Channel 5 show. Close by the M1, offering quick and easy access to every part of Yorkshire from this central base Well behaved dogs welcome. Extensive countryside walking from your front door. EV charging available.

Superhost
A wooden hot tub is positioned outdoors, surrounded by tranquil countryside. Rolling hills form a scenic backdrop, and a wooden ladder leads to the tub. A peaceful atmosphere is enhanced by the natural setting and distant trees.
Tent in Edale
4.87 out of 5 average rating, 561 reviews

Cozy Couples Glamping - Private Hot Tub

**Updated for 2026** Escapism at its finest. Find yourself rested and renewed at our idyllic glamping site nestled amongst the rolling hills of the Peak District. Updated and improved for Spring - Summer 2026! - We specialise in couples experiences; Birthdays, Anniversaries, Engagements, reach out to us to discuss how we can help make your occasion special. We guarantee that here, you can truly experience the meaning of a retreat.

Guest favourite
Shepherd’s hut in Ryhill
4.93 out of 5 average rating, 117 reviews

Ryhill Retreat Glamping pod

Welcome to The Ryhill Retreat Glamping Pod at Estoro Stud with Jacuzzi hot tub! Offering short breaks with amazing views and lots of fabulous walks in the surroundings areas. Perfect for cosy nights watching wildlife and stargazing 🌟 We also have a shepherds hut available on air bnb - Ryhill Retreat shepherds hut also with Jacuzzi Hp#ot-tub Extras available! Birthday banners/hampers/ice bucket/prosecco/champagne/ wood for chiminea

Popular amenities for Woolley holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. West Yorkshire
  5. Woolley