Vacation rentals in Tolpuddle

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Top-rated vacation rentals in Tolpuddle

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Guest favorite

Hut in Piddlehinton

4.99 out of 5 average rating, 166 reviews

Kingfisher cabin in secluded Dorset woodland

In Middlemarsh not Piddlehinton. Reconnect with nature at this lovely secluded spot, surrounded by woodland and forest, this is the perfect getaway from busy city life. The cabin is located within an area of outstanding natural beauty with access to a great range of footpaths, and the Hunters Moon Inn a short walk away. It is also only a 30 minute drive to the Jurassic coast with beaches like Lulworth. There are a herd of friendly deer on site that you can be introduced too. We do not allow dogs

Apr 4 – 11

G$20,952 GYD per night

Guest favorite

Tiny home in West Stafford

4.92 out of 5 average rating, 196 reviews

The Old Reading Room West Stafford

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

Jul 1 – 8

G$35,250 GYD per night

Guest favorite

Condo in Briantspuddle

4.95 out of 5 average rating, 169 reviews

The Hideaway a self contained/catering apartment

Our converted modern spacious 2 bedroom apartment on the ground floor of "The Old Engine Shed" once part of the Debenhams Estate . We are nestled in the rural award winning village of Briantspuddle in the heart of Dorset's countryside. Just a stones throw from the Jurassic Coast, Lulworth Cove and on the door step of Bovington Tank Museum and Monkey World. If you are looking for peace & quiet and a cosy space to return to after a days adventure then you need look no further than The Hideaway.

Nov 10 – 17

G$26,437 GYD per night

Guest favorite

Tiny home in Bere Regis

4.96 out of 5 average rating, 168 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its 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.

Feb 6 – 13

G$22,097 GYD per night

Guest favorite

Treehouse in Dewlish

4.92 out of 5 average rating, 254 reviews

Tree-Tops Treehouse Eco Retreat

This beautifully crafted treehouse is deceptively spacious and is set elevated into the tree canopy with woodland to three sides affording total privacy. Facing due South, it commands extensive views over the Upper Piddle Valley in an Area of Outstanding Natural Beauty. With so much privacy, many guests opt to “stay put” but, if you want to venture further afield there are famous landmarks like Durdle Door, Lulworth Cove, Weymouth, and the Jurassic Coastline all within a short drive away.

Sep 19 – 26

G$39,926 GYD per night

Guest favorite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 251 reviews

Bramble - 17th Century Barn Conv -enclosed garden

Bramble Barn is a beautiful 17th-century barn conversion situated down a private road just 4 miles from Lulworth Cove, Durdle Door and the Jurrasic Coast World Heritage Site. This large splendid brick barn has been converted into two identical properties creating accommodation of the highest standards. Each barn has its own enclosed garden and a south-facing terrace, ideal for eating out. Tadnoll Heath, a Dorset Wildlife Trust Reserve, lies just to the north. Ample off-road parking.

Mar 14 – 21

G$36,340 GYD per night

Guest favorite

Condo in Hilton, Blandford Forum

4.96 out of 5 average rating, 118 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer all within easy reach. We are gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Sep 20 – 27

G$22,601 GYD per night

Guest favorite

Cottage in Lewell

4.94 out of 5 average rating, 244 reviews

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.

Oct 13 – 20

G$35,587 GYD per night

Guest favorite

Barn in Winfrith Newburgh

4.99 out of 5 average rating, 270 reviews

The Stable Barn - Luxury Spacious Cottage for Two

The Stable Barn is a comfortable, centrally heated cottage with split level interior and sculptured mezzanine. It provides extremely spacious open-plan accommodation for two. Wifi - Superfast fibre To the rear of the barn is a partly walled garden laid to lawn and gravel with clipped hedges and shrubs. The cottage is equipped with a sprinkler system, smoke detector, and carbon monoxide detector. Superfast fibre broadband and Smart TV.

Aug 29 – Sep 5

G$28,388 GYD per night

Guest favorite

Shepherd’s hut in Dorset

4.97 out of 5 average rating, 137 reviews

Secluded Luxury Shepherds Hut with outdoor bath

Hurdlemakers is one of two beautiful bespoke Shepherds hut nestled on a peaceful farm in the Piddle Valley. Built just 4 miles away by renowned hut makers Plankbridge, they have been built to the highest standard and quality furnishings used throughout. With King-size bed, en-suite shower, kitchen and wood burning stove it won't matter if it's raining or cold you can hunker down and while away the day in complete warmth and comfort.

Oct 23 – 30

G$34,068 GYD per night

Guest favorite

Cottage in Milborne Saint Andrew

4.9 out of 5 average rating, 277 reviews

Manor Farm Cottage

Welcome to Manor Farm air b n b. Self catering cottage on our sheep and arable farm in rural Dorset. Sleeping up to 5 guests - discover the beauty of Dorset in an idyllic location. The cottage sits on one of the highest points on our working farm, in a field called the nursery. Enjoy spectacular unspoilt scenery in peace and tranquillity. The perfect spot for a rural retreat that's close to all of Dorset's wonderful attractions.

Nov 28 – Dec 5

G$27,948 GYD per night

Guest favorite

Home in Winterborne Whitechurch

4.96 out of 5 average rating, 112 reviews

No.3

No.3 is a self-contained property which was the extension of the original farm cottage built in 1907, now part of the hosts’ residence (number 4). It has it’s own separate access off a quiet unclassified road leading out of the village of Winterborne Whitechurch with off-road parking. The property has been adapted to provide all the comforts for a quiet enjoyable stay but public transport is infrequent so a car is recommended.

Dec 22 – 29

G$30,737 GYD per night