Family-friendly vacation rentals in Bakewell

The Pudding Stop - Bakewell - Free Parking

Our beautiful and newly refurbished (2023) cottage is right in the heart of Bakewell, Derbyshire. The location could not be more convenient - it's a minute walk into the centre where you will find excellent pubs, restaurants, cafes and independent shops. We now also include free on-street parking. The Pudding Stop sleeps 2 guests (babies and dogs welcome too!) and is available for short breaks and week stays. This little hideaway is set within the garden of our 1830’s Grade II listed property.

Milford Cottage in Bakewell with parking

A beautiful one bedroom Grade II Listed cottage in a courtyard centrally-located in Bakewell with a parking space for a small to medium sized car directly in front of the cottage. Milford Cottage has been lovingly renovated to a high standard, a homely and comfortable retreat, ideal for couples. Perfectly located just a short stroll alongside Milford Stream into the beautiful town of Bakewell offering a great selection of shops, cafes, pubs & restaurants. Stunning walks from the doorstep.

Millstream Cottage

A Charming Grade 2 listed stone built terraced cottage with an allocated parking space outside the property, conveniently located in the picturesque market town of Bakewell. Very quiet but ideally positioned to explore the beautiful Peak District. There is a bus stop nearby where you can access transport to Manchester and Sheffield. Ideal for families or couples. Highchair and travel cot available on request. A welcome pack will be provided on your arrival to get your stay of to a great start.

Beautiful, private 2 bedroom Annex with Hot Tub

We look forward to welcoming you to Rivington, which is only a short walk to Bakewell and a lovely walk along the river to Ashford in the Water. Your accommodation is at Rivington Cottage a luxury self contained 2 bedroom annex, completely separate from our house, with its own lounge, kitchen diner, bathroom and superb garden spaces. With stunning views of open Countryside, you can enjoy the use of an enclosed garden area to the front of the property and private courtyard garden at the back.

Butts Cottage, Bakewell - Boutique, Cosy & Luxury

Butts Cottage is a Grade II 19th Century Georgian cottage centrally located in the famous bustling market town of Bakewell in The Peak District National Park. A perfect base for walking, visiting stately homes including Chatsworth and Haddon Hall, cycling or just simply relax and enjoy the endless unspoilt countryside of The Peak District. Newly renovated and completed in September 2019, the cottage offers everything you need for either a few days away to enjoy Derbyshire or a longer visit.

The Kennels

Kick off your walking boots, wash down your bike or just park up the car, this freshly converted kennels is the place to relax for a few days. Peaceful and away from it all but close enough to explore the beauty of the Peak District and Chatsworth House. Matlock is a couple of miles away with restaurants, shops and amenities. You can start exploring from the door step; we can help with guides, directions and recommendations. The room can be configured as a luxury Super King or twin beds.

Luxury & Location! Bakewell Georgian Townhouse

LAST MINUTE AVAILABILITY FEBRUARY 2026!! Enjoy the best of the best at this 70sqm luxury Georgian Heritage Listed Townhouse, The Haywood with free parking directly behind the property. Perfect location right in the heart of Bakewell with the River Wye, cafes, boutiques & pubs all within a few minutes walk, the property has just been entirely renovated by a team of local craftsmen & interior designers and is intended to provide a luxe, spacious & relaxing oasis for a short or longer break.

Cosy Grade ll listed cottage Central Peak District

Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.

Country and town lovers perfect place

Heidi Cottage a semi-detached stylish cottage in the heart of Bakewell town. This cosy cottage has views over Bakewell and is a very short walk into the town centre with a variety of shops, pubs and restaurants. A charming garden and wood burning stove for chillier nights. It’s a great base for walkers with plenty of walks from your doorstep. The cottage is in a town location - If you are looking to be in the countryside - this is not for you. PETS ARE NOT ALLOWED.

Beautiful Groom's Cottage, Ashford-in-the Water

A beautiful, recently converted barn which was originally the Groom's Cottage. Newly renovated in 2018 this one bed, one bath cottage is set in an idyllic rural location with breath-taking views and direct access across the owners' fields to a footpath which leads either down to the famously picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Separately available is The Coach House, next door, also new and sleeping 4 people in equal style.

Mouse Cottage, beautiful 2 bedroom cottage

This lovely cottage is within a minute walk of Bakewell town centre, ideal for exploring the Peak District countryside whilst benefitting from nearby shops and restaurants. Stylishly furnished throughout with lots of natural materials and pretty ‘vintage’ style touches, this attractive cottage offers a perfect combination of old and new. A unique summer house in the terraced garden offers an outdoors retreat with comfy seating, its own stove, TV, and electric BBQ.

Tilia Cottage, Bakewell.

Welcome to our teeny tiny cottage! Newly renovated, cosy, detached, holiday home for two in Bakewell, the heart of the Peak District. Dog friendly! Parking is like gold dust in Bakewell - here, you have the reassurance of ample off road parking, right outside the cottage! Bakewell’s amenities just a short walk down the hill. Nestled in a conservation area, with Chatsworth a short drive away, we offer a warm welcome to guests from all backgrounds.