Vacation rentals in Chalmington

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Top-rated vacation rentals in Chalmington

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Guest favorite

Shepherd’s hut in Chalmington

4.97 out of 5 average rating, 199 reviews

Stargazer, off grid shepherds hut in cider orchard

Our bespoke, self contained shepherds hut is sat looking over our beautiful cider orchard in the heart of Dorset complete with its own outdoor fire pit/bbq and exclusive wood fired hot tub. We have a range of produce to offer guests to cook in the hut or on the bbq outside and a farm shop selling our ciders, meat and local produce. There are great pubs, breweries and restaurants in the locality to enjoy plus cycle routes and walks for all abilities with stunning views of the Dorset countryside.

Mar 8 – 15

G$42,223 GYD per night

Guest favorite

Cottage in Dorset

4.97 out of 5 average rating, 537 reviews

Cute & Cosy Bothy Cottage, near Sherborne & Yeovil

The Bothy is a stylish detached cottage where you can share some Prosecco on your terrace or snuggle up beside a log fire Dating from the 1700's, our recently restored "boutique" stone cottage is in the rural historic Yetminster Conservation Area with a thatched pub, lovely local cafe & shop. It is next door to a quintessential English Heritage listed thatched cottage You are on the edge of the Dorset Area of Outstanding Natural Beauty and you have great access to the sea on the Jurassic Coast

Sep 21 – 28

G$29,081 GYD per night

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

Cottage in Dorset

4.98 out of 5 average rating, 280 reviews

The Old Apple Store, Bridport and Jurassic Coast

Our cottage is nestled in the heart of the Bride Valley close to the Jurassic Coast. This converted barn has views over our orchard. The cottage is 20 minutes drive from Dorchester and Bridport. 40 minutes to Durdle Door. Upstairs kitchen area with cooker, fridge, washing machine, lounge area with lots of books, DVD ‘s. Dining area and balcony with seating. Downstairs Large bedroom with King Size bed. Bathroom with shower. Outside pretty walled garden with seating. Min 2 night stay.

Feb 27 – Mar 6

G$28,661 GYD per night

Guest favorite

Barn in Dorset

4.98 out of 5 average rating, 117 reviews

West Dorset stylish rural bliss.

The barn is a beautifully converted stable. Open plan, cosy but stylish. Great music system, tv, free sat. On a farm but private. Under floor heating throughout and a well kitted kitchen. 1 lovely bedroom with bath and storage. Separate bathroom. Camp beds available for 2 : no older than 10ish. Cot, high chair etc available on request. A mile from the village with a good shop and local pub. Lovely walks and easy access to the Jurassic Coast. Happy to help and provide recommendations

Nov 8 – 15

G$35,690 GYD per night

Guest favorite

Barn in Chetnole

4.98 out of 5 average rating, 113 reviews

Very light, spacious riverside studio nr Sherborne

Ford Mead Studio ( ‘meadow by the ford’) is a comfortable, spacious apartment on the first floor of a delightful stone barn. A perfect getaway for couples and solo travellers, it can also adapt for a family. The barn is next door to our lovely c.15th Grade II thatched cottage, in the village of Chetnole, with its award-winning pub and c.13th church. You are surrounded by beautiful countryside and next to the cobbled ford that crosses the River Wriggle, with views across fields to the village.

Nov 21 – 28

G$23,710 GYD per night

Guest favorite

Guest suite in Sydling Saint Nicholas

4.98 out of 5 average rating, 167 reviews

Waterside. Sydling St Nicholas.

This property is a beautifully converted garage. It is detached at the front of the property and you have complete privacy. You can park your car directly in front of the Airbnb where there is seating for Airbnb use only. It is a very quiet village and at night if you switch all the lights off and it is a clear night you can see the Milky Way. If you are staying with us for a special occasion: birthday, anniversary , etc. Let me know and I will try to make your stay special.

Oct 3 – 10

G$21,611 GYD per night

Guest favorite

Guest suite in Long Bredy

4.92 out of 5 average rating, 140 reviews

Stylish hayloft conversion next to 18thC farmhouse

A newly converted hayloft set up as a one bedroom house. Pitched, beamed ceiling in bed/sitting room, own kitchen downstairs. Spacious shower room, separate small WC No TV but WiFi. Private entrance from village lane into property. In the heart of the Bride Valley so perfect for all year round walkers and nature lovers. Jurassic Coast 5 miles away. One of the richest areas in the UK for hill forts and ancient earthworks. Very houseproud so regrettably no pets and no smokers.

Mar 23 – 30

G$23,707 GYD per night

Guest favorite

Shepherd’s hut in West Bexington

4.97 out of 5 average rating, 346 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay in an AONB on the World Heritage Jurassic Coast. Nestling in the garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

Feb 12 – 19

G$27,696 GYD per night

Guest favorite

Cottage in Chetnole

4.9 out of 5 average rating, 145 reviews

Grove Farm Cottage-historic Cottage near Sherborne

Welcome to Grove Farm Cottage, a charming 17th century cottage in the peaceful village of Chetnole, near the historic abbey town of Sherborne. This delightful cottage, once part of a farm and mill is tucked away at the end of a lane, alongside the River Wriggle. Chetnole has a thriving, award-winning pub serving local ales and delicious food. The surrounding area is perfect for walking and cycling, while Weymouth's stunning beaches are a 40 minute drive away.

Sep 23 – 30

G$30,025 GYD per night

Guest favorite

Cottage in Henley

4.92 out of 5 average rating, 276 reviews

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 (please note the additional charge of £30 per night for horses).

Nov 15 – 22

G$18,884 GYD per night

Guest favorite

Cottage in Hooke

4.93 out of 5 average rating, 225 reviews

The Little House, Hooke, Nr Bridport, West Dorset

A perfect cottage for two. Come and relax and unwind in this hidden corner of West Dorset. Quiet and peaceful yet within easy reach of the coast and all the local attractions. Lovely private garden, fabulous walks and you can bring your dog too! BEAMINSTER (3 miles away) is enchanting, with fabulous shopping and food. Enjoy the fun of Bridport market, and then a walk by the sea. COME AND SEE THE SNOWDROPS ! THEY ARE AT THEIR BEST RIGHT NOW

Oct 15 – 22

G$32,416 GYD per night