
Cottage holiday rentals in Puddletown
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Top-rated cottage rentals in Puddletown
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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.

Shepherd's Cottage
Shepherd's cottage is a delightfully cosy annexe with it's own private entrance and own cottage garden. Tucked away on a no through road, that leads directly onto a bridleway and footpaths, Shepherd's cottage makes an ideal place to stay for those who simply want to get away from it all. We welcome 2 small dogs ( pet fee applies) and horses - with a choice of fields to keep your horse in ( additional charge of £25 per night for horses). Complimentary bottle of wine on stays of 4 nights or more.

Little Barn is a cosy dwelling in a remote valley
Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

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.

Romantic hillside hideaway with outstanding views
A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

The Cartshed, Cranborne Chase National Landscape
The Cartshed is a converted barn located in the stunning Tarrant Valley. Tastefully decorated throughout, the living room boasts a Swedish log burner and bifold doors out onto your own garden. Kitchen fully equipped with granite worktops, dishwasher, washer/dryer and Nespresso coffee machine. Smart TV in living room, Bluetooth speaker, TV in bedroom and Wifi throughout. Ensuite comprises luxury rainfall shower with heated mosaic seat. No bath. Linen and robes provided. Charcoal BBQ available

Cosy Cottage in Rural Hamlet on the Jurassic Coast
Quirky, Cozy Cottage. Perfect for a winter/summer break. Coal/Wood burner and a Super-King Size Bed. Located in Acton, A small tranquil hamlet, The cottage is surrounded by fields and located right on the South West Coast Path. Incorporating breath-taking views from all around. Everything is on your doorstep! Walkable is the Square and Compass, The Kings Arms in Langton, Dancing Ledge, Seacombe, Chapmans Pool, Dinosaur Footprints, The South West Coast Path, Swanage and Studland Beaches.

Luxury bolthole in secluded valley near coast
The Old Cow Byre is a unique hideaway in a tranquil valley, less than 20 minutes from the Jurassic Coast's stunning beaches. Perfect for a romantic break. Lounge on the balcony floating over your own private wildflower meadow. Have dinner watching the sun sink behind the valley. Sit round the woodburner for cosy evenings in, or round the fire pit outside wrapped in blankets. Discover country pubs with beer out of the barrel. Take walks from the front door or along the South West Coast Path.

Tudor Rose Luxury thatched cottage Dorset.
A boutique and chic thatched cottage for 2 nestled within the beautiful village of Stourpaine in an AONB. Escape to this romantic couples hideaway for the ultimate luxury getaway. Finished and equipped to a high standard including king size bed with designer linens, roll-top bath and separate shower, cosy lounge, separate dining room, fully equipped kitchen and lovely sunny courtyard. Great walks and the superb village pub are just a short stroll away. 1 small dog is welcome to join you!

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.

Charming 16th century cottage in rural setting
Dating from the 16th century, Stable Cottage adjoins the rest of the property but has its own front door and is a completely private and self contained space. Downstairs has an entrance hall, sitting room, with original beams and kitchen; upstairs there are 2 bedrooms, one double and one single, bathroom and separate shower room. Perfect for 2/3 adults (3 adults max) or for a family with a baby/child. Close to Salisbury and the New Forest, it's the place to explore Wiltshire.

Maidenwell Cottage. Near Chesil Beach, Portland
Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard and designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.
Popular amenities for cottage rentals in Puddletown
Cottage rentals with a hot tub

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

Ranmoor Estate - Owl Lodge - Hot Tub & A/C

The Potting Shed - cosy country cottage

Romantic Retreat with hot tub

Luxury New Forest Cottage, with hot tub & log fire

Dreamwood - Woodland Cottage with Private Hot Tub

Cottage with Covered Hot Tub Godshill New Forest

Detached and romantic cottage with hot tub.
Pet-friendly cottage rentals

Hill House Cottage

Pretty thatched, historic Cottage in an ANOB area

A Charming Cottage, Just a Moment from the Beach

Greenlands Barn on the old River Tone navigation

The Seed House, Shepton Montague

Chocolate box cottage, Sleepy village, Sea 30 mins

The Old Dairy Cottage

Fab, Cosy Cottage on the Jurassic Coast
Private cottage rentals

Thatched Cottage by Lulworth Cove & Durdle Door

Thatched Cottage by the Beach

Pigs' House - cosy, rural cottage in West Dorset

Tolpuddle Hideaway (Dorset)

Pilgrims Cottage-Luxury Grade 1 Listed cottage

Cleeve Byre- A Cosy Thatch In An Idyllic Village

Beautiful 2 bedroom cottage in glorious Dorset

The Hideaway - sustainable hidden gem with hottub
Quick stats about cottage rentals in Puddletown

Total holiday rentals
Explore 20 holiday rentals in Puddletown

Nightly prices starting at
Puddletown holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Puddletown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Puddletown rentals

4.9 Average rating
Puddletown stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Family-friendly rentals Puddletown
- Rentals with an EV charger Puddletown
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- Rentals with a fireplace Puddletown
- Rentals with a patio Puddletown
- Rentals with a washing machine and dryer Puddletown
- Rentals with a hot tub Puddletown
- House rentals Puddletown
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