Vacation rentals in Bolton upon Dearne

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Top-rated vacation rentals in Bolton upon Dearne

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Top guest favorite
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, 261 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.

Superhost
A cozy living space features warm orange seating and large windows allowing natural light to fill the room. The adjacent image highlights the historic Conisbrough Castle, showcasing its stone structure against a clear blue sky. Another photo depicts the fire pit area surrounded by gravel and benches for comfortable seating.
Tiny home in Doncaster
4.87 out of 5 average rating, 150 reviews

Wine/Treats/Castle/Restaurants/Pubs/fire pit/Cozy

☆New mattresses Beautiful🌛 ☆Bedroom Fans🪭 ☆Bottle of Wine🍷 ☆Treats For all!😁 ☆Fire logs🔥 ☆Golf⛳ ☆Nail Bar💅 ☆Free parking🚙 ☆Walks 🚶 ☆Firepit🔥 ☆Restaurants👨‍🍳 ☆Amazing Location! 🤗 ☆Castle🏰 ☆Court yard🏡 🐶Pet Friendly🐱 ☆Smoke alarms🔥 ☆Wi-Fi 📡 ☆60" TV📺 ☆Garden lights 💡 ☆Bedroom TVs 📺x2 ☆Full body mirror 🥰 ☆hosepipe💦 ☆Sainsbury's 🥑 ☆Cafe☕ ☆Hairdressers 💇‍♀️ ☆Garden centre 🍰 ☆pharmacy 💊 ☆Parks⚽ ☆Travel cot🍼 THE ABOVE ARE WITHIN 10 MINS WALKING DISTANCE. 👣 Guests Get 2 🔑S

Top guest favorite
A modern bedroom features a large bed adorned with a plush black throw, accented by monochrome pillows. Expansive windows allow natural light to illuminate the space, highlighting the stylish architectural details and tranquil rural views.
Guesthouse in Long Drax
4.99 out of 5 average rating, 111 reviews

The Deer View

Take time out and relax in this calm, stylish, rural space. Enjoy spending time in the luxury setting, surrounded by farmland and nice views with your home amenities. Take in the views from your super king bed, large freestanding bath or the Juliet balcony. Relax in the large living area watching your favourite films on the 75inch smart TV, WIFI and surround sound. You have a kitchen that is equipped with electric fan cooker and 2 hobs to cook your meals and a dinning table to eat them at.

Guest favorite
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, 276 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 favorite
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, 196 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 favorite
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.
Apartment in Rotherham
4.99 out of 5 average rating, 321 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.

Guest favorite
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, 100 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.

Superhost
Apartment in Rotherham
4.87 out of 5 average rating, 146 reviews

Carnegie Library: Bronte Apartment

Carnegie Library, built in 1906 and continued as a library up until 1970s. This apartment was the reading room. Beautiful original large arched windows bring natural light to the place. It is an unusual layout with mezzanine floor for the bedroom and a little nook area for the sofa bed. Separate bathroom with shower etc. Please note you are coming to an ex mining village so while Swinton it's self is not a holiday area , it is central to many interesting places around.

Guest favorite
A glamping pod with a distinctive curved wooden exterior is set in a grassy area. Two colorful chairs are positioned on a pebble pathway leading to the entrance, with a hot tub visible beside the pod. The sky above features soft clouds.
Shepherd’s hut in Ryhill
4.95 out of 5 average rating, 101 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

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
4.88 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.

Top guest favorite
A scenic view from the window frames a vibrant field of yellow flowers, contrasting with the lush green trees. Open skies and distant fields create a sense of tranquility and connection to nature.
Vacation home in Ackworth
4.99 out of 5 average rating, 135 reviews

The Old Workshop 1 bedroom flat

Beautiful views yet close to village life! Our newly renovated first floor 1 bedroom flat is situated next to our family home with on site parking for one vehicle. Just off the main road with all the amenities of a large village on the doorstep, a stones throw from Ackworth Quaker school, and easily accessible to lots of local sights including Nostell Priory, Yorkshire Wildlife and Yorkshire Sculpture Parks.

Top guest favorite
A vibrant green snooker table is positioned in the center of the games room. A triangle of red balls rests at one end, with a single black ball placed nearby. A large television and seating area are visible in the background.
Home in Ecclesfield
4.99 out of 5 average rating, 165 reviews

Exclusive Detached Retreat+Games Room M1J35 1.5m

A unique duplex property that has a fully furnished games room complete with snooker table, professional air hockey table, surround sound cinema system with a self contained upstairs living space equipped to a high standard. Located in the heart of Ecclesfield you are a short distance from local amenities, woodland walks, pubs and cafes but also only a short distance to the vibrant nightlife in Sheffield. .

Popular amenities for Bolton upon Dearne vacation rentals