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.

Kitchen · Family · Pets

The Old Chapel Luxury Retreat

Introducing The Old Chapel: Following the success and glowing reviews of the Old Bank Bakewell, we embarked on a quest for another unique stay. Enter The Old Chapel, a labor of love renovation resulting in a charming three-bedroom, all-ensuite stay unlike any other. Perfect for short getaways or week-long stays. Enjoy peaceful nights in king-sized beds fitted with luxurious 500-thread-count sheets. Each en-suite features spacious dual showers, fluffy robes, and slippers for ultimate relaxation.

Family · Indoor spaces · Hospitality

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.

Family · Indoor spaces · Hiking

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.

Family · Indoor spaces · Nearby

Luxury 2 Bedroom Cottage (Sleeps 4) Stunning Views

*AirBnB Best New Host Finalist 2022* A stunning 2 bedroom (Sleeps 4) luxury cottage, nestled in the Peak District countryside, with superb views over Chatsworth House. Outdoor dining, farm animals, private parking (with electric charging) & tranquil walks - all within a short drive of Bakewell, Matlock & the beautiful Derbyshire Dale villages. Fully equipped with everything you will need for your stay, including: Netflix, Amazon Prime & Disney+ BBQ for outdoor dining. Family & Dog Friendly

Kitchen · Family · Sleep quality

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.

Indoor spaces · Family · Check-in

Luxury & Location! Bakewell Georgian Townhouse

LAST MINUTE AVAILABILITY September 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.

Family · Indoor spaces · Bathroom

The Entire Coach House at Middleton Hall

Relax in this peaceful unique country home, either warm yourself by the wood burner or relax out in the garden, taking in the beautiful surroundings of the private Middleton Hall estate. The Coach House has been refurbished , with designer furniture, wall paper, hand painted murals on the walls, marble shower room, hypnos beds and an American fridge freezer. The attractions are wildlife, walking and cycling. Also visiting stately houses like Chatsworth and Haddon. coach-house-middleton.

Indoor spaces · Kitchen · View

The Round House - family house with indoor pool

Architect-designed The Round House sits just above the Peak District village of Rowsley, boasting stunning views towards Haddon Hall and Bakewell. Walk to Chatsworth House (3 miles) across the fields following the River Derwent. Set in 9 acres of peaceful landscaped gardens with wonderful birdlife - but only a few miles from the market town of Bakewell. Plenty of great walks from the house plus all year round indoor heated pool shared with Woodside Cottage - also at the same location.

Family · Kitchen · Value

Cobblers Rest in Central Bakewell & Free Parking

Cobblers Rest is a stylish 2Bed apartment right in the centre of Bakewell - the perfect base for exploring the Peak District on foot. Picture windows look out over the street and the woodland on the hillside beyond, and the shops, pubs, cafés and famous pudding shops are all just a short stroll away. Inside, you’ll find a fully equipped kitchen, upgraded high-speed Wi-Fi, recently upgraded beds with luxury cotton bedding, and a smart TV. Free private parking and easy self-check-in

Kitchen · Indoor spaces · Walkability

Cottage inc breakfast, sleeps 6

FREE Breakfast at the Old Original Bakewell pudding shop Welcome basket on arrival - Loaf of Bakewell Bakery bread, Pint of milk, bottle of Wine, bottle of local beer and the Old Original Bakewell Pudding Within a minuet’s walk of the shops, restaurants, pubs, cafes and the river Wye and large car parks *Walking, climbing and cycling on your door step *Outdoor area for al fresco dining *Cosy log burner in the living area *One parking space included *Free WI-FI *Small dogs allowed

Kitchen · Family · Quiet

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.

Indoor spaces · Kitchen · Hiking