Holiday rentals in Old Glossop

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Top-rated holiday rentals in Old Glossop

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Top guest favourite

Apartment in Derbyshire

The Penthouse | High end Luxury | Central Location

The Penthouse is an opulent property nestling in the bustling market town of Glossop, the gateway to the Peak District National Park. Close to a variety of restaurants, bars and shops. Situated a quiet and tranquil spot and just metres from Glossop train station, with a direct line to Manchester city centre. An ideal abode for a family or friends looking for a contemporary getaway to Derbyshire to explore the Peak District National Park, or stay local and enjoy the local restaurants and pubs.

5.0 out of 5 average rating, 124 reviews

Top guest favourite

A traditional stone cottage features a charming arrangement of white-framed windows set amidst a well-kept green lawn. Surrounding trees provide shade, while stone steps lead up to a terrace with outdoor seating. The countryside scenery contributes to a tranquil atmosphere.

Cottage in Chapel-en-le-Frith

Traditional Cottage on a Working Hill Farm

In a secluded location away from the crowds, Shireoaks Cottage is a traditional 18th Century farm cottage situated on a working hill farm with beautiful moorland views. Well equipped kitchen with Aga, comfortable sitting room and dining room, 2 king sized bedrooms, 1 double bedroom, 1 twin, 3 ensuites and 1 family bathroom. Outside is a terrace, garden and fire pit. The local town of Chapel -en-le-Frith and the surrounding villages of Hayfield and Chinley plus supermarkets are a short drive.

4.96 out of 5 average rating, 266 reviews

Top guest favourite

A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.

Home in Youlgreave

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

5.0 out of 5 average rating, 250 reviews

Guest favourite

A charming stone gate house is depicted, featuring a sloped roof and prominent front gable. Large windows allow natural light to fill the interior. Surrounded by lush greenery, the entrance includes a gated pathway leading to a gravel area, enhancing the serene outdoor setting.

Cottage in Derbyshire

Peak District - Howard Park - Oak Lodge.

A quiet relaxing stay. Beautiful, cosy period gate house set in Victorian gardens with adjacent duck pond and historic victorian swimming baths. Explore peak district walks straight from the Lodge or take a train to Manchester. Go for a swim and relax in the living room in front of the Wood Burning Stove, or have drinks under the stars on the private roof terrace and stroll into Glossop's charming town centre, full of restaurants. Two single beds come as Superking option. Sorry no pets.

4.95 out of 5 average rating, 154 reviews

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

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.

4.99 out of 5 average rating, 157 reviews

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

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.

4.99 out of 5 average rating, 368 reviews

Top guest favourite

A cozy sleeping area is highlighted by exposed stone walls and modern lighting. A spacious bed with yellow accents is positioned against the wall, complemented by a stylish wooden side table. A plush sofa invites relaxation, while a flat-screen TV is mounted above.

Tiny home in Derbyshire

The Old Smithy Glossop

Discover The Old Smithy, a cozy studio in Glossop. This pet-friendly, first-floor retreat for 2 adults seamlessly blends rustic charm with modern comfort. Explore the nearby Peak District from this unique converted barn, steps away from shops, cafes and bars. The open-plan layout, well-equipped kitchenette, and comfortable sleeping area make it a perfect base for your Peak District adventures. Book your stay for a memorable blend of history, comfort, and natural beauty.

4.89 out of 5 average rating, 161 reviews

Top guest favourite

A charming cottage exterior is visible, showcasing a brick facade with decorative flower baskets. The entrance is framed by a small porch, while a well-kept garden, featuring various plants and flowers, adds color. A rustic wooden fence encloses the garden space, enhancing the rural appeal.

Cottage in Derbyshire

Primrose Cottage in the Peak District

Primrose Cottage is a spacious and comfortable one bedroomed cottage set adjacent to the owners property. Accommodation is split level with a couple of steps separating the bedroom and living area from the fully equipped dining kitchen. A modern shower room with complementary toiletries complete the space. Guests can access the cottage either from the shared courtyard or the private garden area. There is off street parking and wifi at the property.

4.98 out of 5 average rating, 329 reviews

Top guest favourite

Home in Derbyshire

Old Glossop Peak Escape

Stay in the heart of Old Glossop in this spacious home sleeping 4. Two king bedrooms (one ensuite), plus a main bathroom and downstairs WC. Enjoy a fully equipped kitchen, large comfortable lounge, and separate dressing room. Terraced house, outside offers a private garden with table and seating, plus two dedicated parking spaces. Close to local pubs, shops, and scenic Peak District walks, perfect for a relaxing countryside break.

5.0 out of 5 average rating, 18 reviews

Guest favourite

A modern kitchen is featured with grey cabinets and a light stone countertop. A wooden dining table with white chairs is centrally located. A window provides natural light, and a radiator along the wall adds functionality. Wooden beams adorn the ceiling, enhancing the overall design.

Home in Derbyshire

Ramblers Cottage, Old Glossop

Ramblers Cottage is a newly renovated cottage situated in the heart of the Peak District in Old Glossop. It is opposite beautiful Manor park, with numerous quaint country pubs a stones throw away. From the cottage are some great hikes into the Peak District including the hike to the crash site of war plane B-29 and Mossey Lea. Conveniently close to Glossop train station with a direct line to Manchester City centre (28mins)

4.89 out of 5 average rating, 129 reviews

Top guest favourite

The exterior of a rustic stone cottage is highlighted, featuring a double-height glass entryway. Two small outdoor tables and chairs are set on a stone patio, surrounded by a well-maintained lawn and lush greenery. Flowers adorn the window ledges, adding a touch of color.

Cottage in Glossop

Woodcock Farm - Cosy self-catering cottages

Please read the full description to check this property is right for you :) Our self-catering holiday cottages are located directly on the famous Snake Pass at the gateway to the Peak District National Park, surrounded by breath-taking scenery, reservoirs and rolling hills. The National Park is on your doorstep and the vibrant market town of Glossop just minutes away. Our family home is adjacent to the holiday cottages.

4.96 out of 5 average rating, 694 reviews

Top guest favourite

The kitchen features rustic stone walls and exposed wooden beams. A wooden table is set with a large glass vase containing fresh flowers. A vintage fridge and modern appliances are visible, with natural light streaming in from the door leading to the outdoors.

Home in Hayfield

Barn Cottage, an Elderfold Farm Stay, Hayfield

Escape to the picturesque Peak District and stay in our spacious 2 bed farmhouse. Enjoy a traditional stone-built property, complete with exposed beams, fireplace but with all the modern facilities you need. A cozy space for 2 - 4, it's your perfect countryside bolthole or gateway to adventure in the surrounding crags and trails of the Peak District.

4.98 out of 5 average rating, 243 reviews