Family-friendly vacation rentals in Sherborne

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Top-rated family-friendly rentals in Sherborne

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.
Cottage in Dorset
4.97 out of 5 average rating, 654 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

Top guest favorite
A wooden cabin is nestled among trees, surrounded by greenery. A gravel path leads to the entrance, with a small deck at the front featuring a seating area. A fire pit is visible nearby, suggesting a peaceful outdoor experience.
Hut in Middlemarsh
5 out of 5 average rating, 251 reviews

Woodpecker cabin secluded in lovely Dorset forest

Cabin located in a secluded woods in Dorset, en-suite bathroom and shower. The cabin has underfloor heating and a TV with Netflix it has a fully fitted kitchen with fridge freezer hob and oven. The cabin is under two oaks and is very picturesque and is completely on its own. It is located in an area of outstanding natural beauty, with access to a great range of footpaths and pub a short walk away.There are a herd of friendly local deer on site that you can be introduced too, we do not allow dogs

Top guest favorite
The exterior of the lodge features a modern, dark wooden facade with large glass doors that open into the main living area. A spacious patio area is surrounded by landscaped gardens, with decorative plants and seating arrangements for relaxation.
Home in Leigh
4.95 out of 5 average rating, 289 reviews

Luxurious rural retreat

The Lodge at Willen Farm is a beautiful single level converted barn on the outskirts of the quiet village of Leigh, just 4 miles from the town of Sherborne in Dorset. The Lodge provides the perfect location for a relaxing escape to the rural countryside, yet just 40 minutes from the fabulous Jurassic coastline. Spacious accommodation with two double bedrooms, one with en-suite shower/toilet and a separate bathroom. Contemporary style with an outside patio area. Parking and a small garden area.

Top guest favorite
The exterior of Oak Tree Barn displays rustic brick walls complemented by wooden window frames. A small tree is planted in a pot near the entrance, while a bench sits on a gravel path, surrounded by a tranquil rural landscape.
Cottage in Dorset
4.98 out of 5 average rating, 242 reviews

Lovely cosy place to stay in the heart of Dorset

Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

Top guest favorite
A cozy room is furnished with a spacious bed featuring a soft white coverlet. Soft lighting is provided by two bedside lamps, and a small table sits beside the bed. A window allows natural light to brighten the space, complementing the neutral tones throughout the room.
Guesthouse in Sherborne
4.96 out of 5 average rating, 317 reviews

The Milk Shed

Cosy and self-contained room with own access in peaceful village just off the A303 - great for a stop over or weekend away Beautiful rural walks in the surrounding area Continental breakfast available - Fine dining pub, The King's Arms, and outstanding village shop next door - 10 minutes drive to historical market-town of Sherborne with it's great shopping, abbey and castles - 20 minutes to Wincanton race course and Bruton's Hauser & Wirth art gallery - 1 hour's drive to the Jurassic coast

Guest favorite
The charming exterior of a green double-decker bus is showcased, featuring large windows and a wood-burner pipe on the roof. A circular picnic table with an umbrella is positioned on a wooden deck, surrounded by natural greenery, providing a relaxing outdoor space.
Bus in Somerset
4.94 out of 5 average rating, 172 reviews

“Rex the Bus” Quirky and fun bus conversion.

"Rex the Bus" is unique, fun and just a little bit quirky. This double decker bus has been converted to the highest standard and connected to mains electricity, water and drainage. Enjoy panoramic views of the countryside from the windows, watch the sunrise from your double bed or cabin bunk bed. Heating and a wood-burner will keep you warm and snug, whilst the kitchen area provides plenty of space to cook up a delicious meal. There is a shower downstairs and a loo and basin upstairs.

Guest favorite
A charming stone cottage features soft hues and traditional architecture. A light blue front door adds a welcoming touch, while neatly trimmed hedges frame the entrance. Multiple windows invite natural light, highlighting the warm stone exterior against a clear sky.
Cottage in Dorset
4.9 out of 5 average rating, 176 reviews

Quaker Cottage

Quaker Cottage, is a 17th century Grade II listed cottage that has retained a host of original features including exposed beams, and a charming stone fireplace with a log burner. Renovated with relaxation and comfort in mind a warm welcome always awaits you at this charming cottage. There are two bedrooms with fluffy towels and crisp cotton bedlinen; one with a king-size bed and a single bedroom, with an additional pull-out bed to offer a flexible sleeping arrangement for up to 4 guests.

Top guest favorite
An inviting garden area features a stone patio with a table and six chairs at the center. A large parasol provides shade. Lush greenery surrounds the space, including a raised garden bed containing various plants. Wooden fencing offers privacy, enhancing the tranquil atmosphere.
Home in Sherborne
4.87 out of 5 average rating, 247 reviews

Period terraced cottage with garden.

My house is a beautifully kept period cottage in a quiet street at the heart of Sherborne just a stone's throw from shops, pubs, restaurants and transport. The house has a garden at the back with table and chairs so you can enjoy a cup of tea or glass of wine and sit in the peace and quiet listening to the birds singing! The house is light and airy and been newly decorated. All visitors will be provided with breakfast, teas, coffee, milk etc and a welcome book with all info you need.

Guest favorite
A charming entrance to the Milking Parlour is displayed, featuring a white door adorned with a decorative panel. The exterior brick wall is complemented by a small potted plant beside the doorway, while a glimpse of the interior reveals a cozy sleeping area decorated with soft furnishings and natural light.
Farm stay in Sherborne
4.9 out of 5 average rating, 275 reviews

Milking Parlour Studio room , nr Sherborne&Yeovil

Escape to the countryside in this beautifully converted barn, just 3 miles from Sherborne and Yeovil. The Milking Parlour at 5★ Adber Barns offers a peaceful retreat with stunning, uninterrupted views over the Somerset and Dorset landscape. Perfect for couples, walkers, business travellers or a quiet getaway. Set in a quiet rural location, but close to great pubs, walking routes and local attractions. If you’re looking for calm, comfort and countryside charm – this is it.

Top guest favorite
The exterior of No.4 Ludbourne Hall is showcased with its charming stone façade and a welcoming entrance framed by a wrought iron fence. Multiple windows provide natural light, revealing a harmonious blend of modern and historic architectural features.
Condo in Sherborne
4.98 out of 5 average rating, 120 reviews

Beautiful Ground Floor Luxury Apartment

No.4 Ludbourne Hall is a Modern Luxurious Ground Floor Apartment set within an 18th Century Grade ll listed Building in the heart of Sherborne. Its beautifully appointed rooms make it ideal for a Romantic Break, Weekend Getaway or Holiday. Within a short walk from Sherborne's impressive 8th Century Abbey, Castles, Shops and Restaurants. Free Drop-off and Pick-up Courtyard. On-street Parking and nearby Long-Term Car Park.

Top guest favorite
A charming detached cottage features a sloped roof with three gabled dormer windows. The exterior showcases dark wooden cladding and a welcoming front door framed by flower pots. A gravel driveway is positioned in front of the property, providing ample outdoor space.
Cottage in Sandford Orcas
4.98 out of 5 average rating, 282 reviews

Detached 2 Bedroom country Holiday Let in Dorset

Wagtails is located in Sandford Orcas in a quiet location close to the market town of Sherborne it is a detached 2 bedroom county cottage/Lodge that has recently been lovingly renovated and decorated through with all mod Cons. fully central heated, Country Walks in all directions, you can sit and listen to the wildlife hear the dawn chorus, I have been watching the deer and the owls in the field opposite recently,

Top guest favorite
A charming stone exterior is complemented by a modern black roof. The private patio area features a stone floor with several blue pots containing greenery. Large glass doors provide access to the interior, while a small black table and chair set invite outdoor relaxation.
Home in Dorset
4.95 out of 5 average rating, 218 reviews

Delightful one bed accommodation near Sherborne

Little Dyke Head is the guest annexe to Dyke Head, built in approx. 1880 and originally part of the Leweston Manor Estate. The accommodation is newly remodelled and provides all facilities for short or extended stays in lovely rural Dorset. The grounds to Dyke Head are surrounded by woodland and apple orchards and there are many walks from the house. We are an hour by car to the Jurassic Coast.

Popular amenities for Sherborne family-friendly rentals

When is the best time to visit Sherborne?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,452 GYDG$27,197 GYDG$29,080 GYDG$31,590 GYDG$32,636 GYDG$33,891 GYDG$36,402 GYDG$36,820 GYDG$34,310 GYDG$34,310 GYDG$30,544 GYDG$32,636 GYD
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Quick stats about vacation rentals that are family-friendly in Sherborne

  • Total vacation rentals

    Explore 20 vacation rentals in Sherborne

  • Nightly prices starting at

    Sherborne vacation rentals start at G$23,013 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Sherborne vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sherborne rentals

  • 4.9 Average rating

    Sherborne stays are highly rated by guests—averaging 4.9 out of 5!

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