
Cottage holiday rentals in Tolpuddle
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Tolpuddle
Guests agree: these cottages are highly rated for location, cleanliness and more.

Pilgrims Cottage-Luxury Grade 1 Listed cottage
Take it easy at this unique and tranquil getaway. Come and unwind in our Grade 1 listed cottage set in the most beautiful street in gorgeous Cerne Abbas. Steeped in history you won’t want to leave this hidden gem. Out the front door are walks for miles and a visit to the Giant is a must! Then either cook up a storm in the well equipped kitchen , enjoy the garden with Big Green Egg bbq or wander down to the choice of three local pubs. The Sea is just a short 30 mins drive. Parking free opposite

Thatched Cottage by Lulworth Cove & Durdle Door
A beautiful thatched chocolate box cottage on the breathtaking Dorset Jurassic Coast. A quintessential Lulworth Grade II listed property dating back to 1750, ideally situated within a very short walk of Lulworth Cove. Perfect for those looking for a rural retreat in one of the country's most appealing coastal villages. A fabulous spot for family holidays and breaks exploring the area by foot, paddle and bike, the cottage is also within easy reach of local towns and outstanding country pubs.

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.

Fab, Cosy Cottage on the Jurassic Coast
Cosy, beautifully decorated cottage near the Jurassic coast. Nestling in beautiful woodland just outside the market town of Wareham is our delightful, detached 3 double bedroom cottage with wonderful family kitchen, wood burner and half acre garden. It’s the perfect place for a cozy winter break, Perfect for couples, or for a family to enjoy a tranquil break on the on the Isle of Purbeck. Full of original character, the 145-year-old cottage has been renovated and extended into a wonderful home.

Beautiful 2 bedroom cottage in glorious Dorset
Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.

A luxury unique home spa - White Stones Retreats.
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

Pretty thatched, historic Cottage in an ANOB area
The cottage is a lovely grade II, listed, historic, thatched cottage. It's in a conservation area which is also in an Area of Outstanding Natural Beauty. There are lots of great local country walks. It’s also a central base to visit all that Dorset has to offer; from beaches and beauty spots to country towns. The Crown pub is in the centre of the village, only 5 minutes walk away. Our Sports and Social Club has a a bar and play equipment. It is on the left at the north end of the village

Cobb Cottage - Harbourside, permit parking
Cobb Cottage is a stylish hideaway, tucked down a cobbled side street in the heart of Weymouth's historic harbour. The cottage has been lovingly converted from a former bookshop into a contemporary, centrally located holiday home with easy access to Weymouth harbour. Perfectly suited for two couples or a family, with three bedrooms and two bathrooms. There is a parking permit to for one car which provides free parking on street outside the cottage, or in a nearby car park. Dog friendly!

Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

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.

The Parlour, Duntish Mill Farm, EV Charging
The Parlour is a 3 double bedroom cottage which is part of Duntish Mill Farm that has recently been lovingly renovated. There is open plan living with vaulted ceilings and a cosy log burner. French doors that lead onto a large private patio area. Located in an AONB of Dorset, we are surrounded by plenty of stunning countryside centrally located between the historic towns of Sherbourne and Dorchester, which is also only a short drive away from the Jurassic Coast.

Thatched Cottage by the Beach
The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.
Popular amenities for cottage rentals in Tolpuddle
Cottage rentals with a hot tub

Luxury New Forest Cottage, with hot tub & log fire

Peaceful Dorset Cottage, Hot tub, Family-Friendly

Ranmoor Estate - Poachers Cottage - Hot Tub

Secluded Woodland Cottage with Private Hot Tub

New Luxury Hot Tub August 2026 Shepherds Cottage

Tranquil modern cottage with outdoor bateau bath

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

The Cottage, Parsonage Farmhouse with hot tub
Pet-friendly cottage rentals

Coastal Retreat Steps from Lulworth Cove

The Hollies, Dorset A countryside~coastal ‘gem’

Cosy Purbeck Cottage on the Jurassic Coast

Old Coastguard Cottage, Peveril Point, Swanage

Cosy Cottage in Rural Hamlet on the Jurassic Coast

Cottage by the Common, Corfe Castle

Tudor Rose Luxury thatched cottage Dorset.

Maidenwell Cottage. Near Chesil Beach, Portland
Private cottage rentals

Private use of Indoor Pool available May- end Sept

Berry Farm Cottage

Fantastic centrally located mews cottage

Cosy Modern Cottage - Wareham

East Walls, Wareham, Dorset

Charming Period Cottage - Worth my Travels!

Jobs Mill Cottage

Honeysuckle Cottage: Lulworth Cove & Durdle Door
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Durdle Door Holiday Park
- Winchester Cathedral
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- West Bay Beach
- Marwell Zoo
- Alum Chine Beach
- No. 1 Royal Crescent
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort





