Holiday rentals in Bolton upon Dearne

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bolton upon Dearne

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

%{current} / %{total}1 / 1
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
4.99 out of 5 average rating, 213 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
5 out of 5 average rating, 273 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
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
5 out of 5 average rating, 201 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
A stylish decked area features cozy seating with plush throws, a fire pit, and a small table. A luxurious outdoor slipper bath is visible, accompanied by vibrant flowers along the edge. The shepherd's hut stands in the background, framed by a partly cloudy sky.
Shepherd’s hut
4.98 out of 5 average rating, 125 reviews

Blackthorn Hideaway Shepherd's Hut & Outdoor Bath

Blackthorn Hideaway is our luxury, bespoke Shepherd's Hut. It has open field views and is surrounded by beautiful countryside walks, pubs, restaurants, famous attractions, and is only 20 minutes from the Peak District National Park. The Hideaway is the perfect location for a romantic break with your small dog (additional charge). Outside is a private, decked area with chairs, table, luxury outdoor slipper bath and fire pit - a perfect place to relax, unwind, and cosy up under the stars.

Top guest favourite
A charming stone exterior of The Old Smithy Barn is displayed, with a gated entrance leading to the courtyard. The building features a blend of traditional architecture, including a sign indicating the property, under a bright blue sky dotted with clouds.
Home
4.99 out of 5 average rating, 130 reviews

The Old Smithy Barn. NEW LISTING

The Old Smithy Barn, built over 300 years ago, has all the original features of a traditional barn with a luxurious modern interior. One of five high-quality residential properties in a gated community providing an Idyllic peaceful stay suited best to families . *SORRY NO Hen or Stag parties or using the place as a venue!!!! * Maximum 4 persons at any time . NO SMOKING !! 5 minutes from junction 36 M1, providing easy access to Sheffield , Derbyshire ,Leeds many other towns and cities .

Top guest favourite
A two-story building features a rustic stone exterior combined with red brick accents. A spacious courtyard is visible in front, accented by potted plants. The entrance showcases two large brown garage doors, flanked by light fixtures and colorful planters, creating a welcoming entrance.
Flat
4.99 out of 5 average rating, 323 reviews

Private Annex in Peaceful Courtyard

Our comfortable and inviting annex is sited over a converted 200 year old barn and situated in the quiet courtyard of Rose Cottage. This one bedroom accommodation has central heating, a kitchen complete with modern appliances, a separate lounge area with a Smart TV. DVD player (with a selection of DVDs) and free WiFi. The double bedroom has a multi-award winning Emma Original mattress, a Smart TV and en suite bathroom with toilet, wash basin and shower complete with toiletries and towels.

Top guest favourite
The exterior of the Coach House features a charming stone facade with a moss-covered roof. Two garage doors, framed by flower pots, provide a warm welcome. A gravel driveway surrounds the building, complementing the tranquil setting among mature trees.
Flat in Harthill
4.99 out of 5 average rating, 137 reviews

The Coach House Harthill

The Coach House is the beautifully converted annex of ‘The Old Rectory’; a very handsome Grade II listed seven-bedroom period home built by the son of the 1st Duke of Leeds back in 1720, in the pretty village of Harthill. It offers the perfect location to explore Sheffield and the surrounding Peak District, conveniently situated close to the M1 (Junction 30) and A57. The bright and spacious living area comprises a kitchen, bathroom and two bedrooms and has off road parking for two cars.

Guest favourite
Flat
4.82 out of 5 average rating, 169 reviews

Carnegie Library: Shakespeare Apartment

3 bed apartment in the old Carnegie Library. Beautifully decorated and very comfortable having quality beds and for a good nights sleep. Fully fitted kitchen, en suite bedroom, family bathroom. Ideal for visiting family and friends and interesting places. The train station is just a 5 minute walk getting you to Sheffield in 20 minutes. Please note you are coming to an old pottery village so while Swinton is not a holiday area , it is central to many interesting places around.

Guest favourite
A cozy living area is highlighted by a plush gray chair and a low table on textured rugs. A brick fireplace with a decorative mantle provides warmth, while a smart TV is mounted above it, creating a functional yet inviting space.
Flat
4.85 out of 5 average rating, 159 reviews

Hill Street Railway retreat.

This unique apartment is located in Elsecar perfect for commuters due to the location of the train station and bus services next to the property. This village has a great history, with lots of pubs, shops, restaurants, attractions & takeaways all within walking distance 📍🚂 Sleeps 2✅ Fast Wi-Fi ✅ Smart tv✅ Parking✅ Private access✅ Double bed✅ Wardrobe✅ Towels✅ Washing facilities✅ Basic Kitchen facilities (air fryer, kettle,microwave,toaster, fridge) Dishwasher✅ NO PARTYS

Top guest favourite
The cottage is set within a serene landscape, featuring a gravel pathway leading towards the stone exterior of the building. Lush greenery and vibrant flowers enhance the outdoor space, complemented by tall trees that provide shade and tranquility.
Cottage
4.95 out of 5 average rating, 424 reviews

SculptureParkEndCottage

Providing a premium service for short stay accommodation high in the Pennine Hills in rural Yorkshire. This seventeenth century end cottage is immaculately presented for every booking by our professional team. With real fires, ironed cotton sheets and a few quality food items supplied, you will instantly feel at home. We are confident that you'll have such an enjoyable experience, it will remind you of the cottage on any return visits to the area. Read our reviews below.

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
4.88 out of 5 average rating, 515 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
4.95 out of 5 average rating, 103 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 Bolton upon Dearne holiday rentals