Vacation rentals in Tolpuddle

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Top-rated vacation rentals in Tolpuddle

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Superhost

A charming wooden cabin features a rustic design with blue trim around the windows and door. The surrounding garden includes young plants and a patio area showcasing seating and a BBQ grill. Trees provide a natural backdrop, highlighting the peaceful rural setting.

Cabin in Dorset

Piddle Puddle Cabin

Imagine yourself in the grounds of a 16th Century thatched cottage, in rural Dorset. The river Piddle can be heard flowing nearby and the birdsong and gentle breeze is whispering through the trees. You are surrounded by fields, heathland and forests, and the Jurassic Coast is just a few miles away. Heaven... well that's what we think anyway, and we would like to share it with you. Come to stay in our beautiful log cabin, complete with spacious raised deck with views down to the river Piddle.

4.86 out of 5 average rating, 49 reviews

Top guest favorite

Guest suite in Milborne Saint Andrew

The Manor House Suite

The Manor Suite is a newly renovated, self-contained retreat in the heart of Milborne St Andrew, a quiet Dorset village. The suite sits in the shadow of a 13th century church, offering a truly peaceful base to explore the region. The Jurassic Coast, Weymouth and Dorchester are all within easy reach. The village is wonderfully quiet and unhurried, with The Royal Oak pub just a short stroll away (5 mins) and Langham's Vineyard nearby for wine tastings and dining. House trained dogs allowed (fee)

5.0 out of 5 average rating, 14 reviews

Guest favorite

Place to stay in Puddletown

The Cochrane Wing, Athelhampton

The Cochrane Wing was lovingly refurbished in 2022. The rooms are beautifully appointed, each one with its own character. With 4 ensuite bedrooms, modern kitchen dining room and sitting room. Athelhampton is a Tudor Manor, open to the public, however the Cochrane Wing is private throughout your stay. A courtyard provides an area for alfresco eating. The stunning gardens are available for you to enjoy in private during the evening. Free admission to Athelhampton House & Gardens during your stay.

5.0 out of 5 average rating, 5 reviews

Guest favorite

The exterior of Tincleton Lodge features a charming, white-painted cottage with a slate roof. A centrally located door is flanked by decorative stone pots, each containing a neatly trimmed topiary. Several windows provide natural light, while lush greenery surrounds the entrance.

Cottage in Tincleton

Tincleton Lodge, Tincleton, Dorchester - 5 Star

Tincleton Lodge full of character, newly renovated and beautifully refurbished - Awarded FIVE STAR GOLD for 2025 by Visit England - offering luxury period accommodation for up to 10 Ground Floor bedroom M3a -with en-suite wet/shower room. Spacious drawing room, new kitchen. The Lodge is set on a farm with 600 acres of unspoilt countryside. Walled in terrace with garden furniture. Private all weather Tennis Court. Wifi. Fishing on the River Frome. Nature Trail. Table tennis in games room.

4.9 out of 5 average rating, 58 reviews

Top guest favorite

A functional open-plan space features a well-equipped kitchen with green cabinet fronts and modern appliances. A dining table and chairs are set nearby. A cozy sleeping area is marked by a four-poster bed, complemented by natural wood flooring and soft decor elements.

Guest suite in Crossways

The Annex @14

Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

4.97 out of 5 average rating, 150 reviews

Top guest favorite

An outdoor table is set with two wine glasses, a bottle of sparkling wine, and decorative plates. A vibrant candle stands in a holder, while a floral arrangement adds a touch of nature. The backdrop features a sunset casting warm colors over the landscape.

Tiny home in Puddletown

Little Piddle

Little Piddle is a charming, self-contained annex set within the garden of our home — the perfect spot to relax in Dorset. Surrounded by nature enjoy views across fields and the water meadows, with the River Piddle flowing through our garden. It’s a haven for wildlife lovers, with plenty of birdlife to watch from your own private balcony. The annex is self-contained, offering privacy and comfort during your stay. Ideal for couples or solo travelers looking to escape the hustle and bustle.

4.99 out of 5 average rating, 128 reviews

Top guest favorite

A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.

Tiny home in Dorset

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

5.0 out of 5 average rating, 218 reviews

Top guest favorite

A quaint cob cottage with a thatched roof is framed by vibrant pink flowers and lush greenery. The garden features well-maintained plants and an inviting path leading to the cottage's window, creating a serene and welcoming outdoor space.

Tiny home in Bere Regis

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with an entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

4.95 out of 5 average rating, 235 reviews

Top guest favorite

The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.

Cottage in Dorset

No1. The Courtyard, Clyffe House

Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

5.0 out of 5 average rating, 103 reviews

Guest favorite

The exterior of a charming one-bedroom annex is shown, featuring a blend of white and stone walls with a sloping roof. A private patio area with outdoor seating is visible, along with surrounding trees and clear blue skies, suggesting a serene countryside setting.

Home in Briantspuddle

Historic one bedroom annex in secluded Dorset

Break away from the rush, in this secluded, beautifully presented one bedroom annex in the idyllic Dorset countryside with close proximity to the sea at Weymouth and Poole, award winning Dorset Golf resort, and the county towns of Dorchester and Blandford. Enjoy quiet walks from the doorstep, based in a historic home once owned by Sir Ernest Debenham. Blending historic architecture with 21st Century technology and high speed broadband, this meets the needs of most discernible visitors!

4.85 out of 5 average rating, 128 reviews

Top guest favorite

A charming barn-style building with a rustic wooden exterior is featured, complemented by solar panels on the roof. A fenced area is visible in the foreground, with outdoor seating arrangements and potted plants enhancing the entrance.

Home in Tolpuddle

Park Farm Byre

Relax in the heart of the Dorset countryside. Located 1 mile from the historic village of Tolpuddle, in a rural location, Park Farm Byre sleeps 5 guests in 3 bedrooms. The Byre has an open plan kitchen-dining-living room, and a log burning stove. Outside there is a courtyard area with bbq, outdoor dining table and a wood fired hot tub. The friendly owners are on site but you are assured of your privacy. Dorchester is 15 minutes away, and it’s 25 minutes to the stunning Jurassic Coast.

4.98 out of 5 average rating, 92 reviews

Guest favorite

A private garden features a round table surrounded by four chairs, set on a stone patio. Lush greenery and flowering plants border a well-maintained lawn, while a rustic shed is visible in the background under a clear blue sky dotted with clouds.

Cottage in Lewell

Jasmine Cottage

Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.

4.94 out of 5 average rating, 327 reviews