Guesthouse vacation rentals in Dorset

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Top-rated guesthouse rentals in Dorset

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Madjeston

4.93 out of 5 average rating, 132 reviews

Meadow views

Meadow views is a luxury Lodge located in North Dorset. We are surrounded by beautiful views of the countryside. This is a lodge on its own on part of our land, we are a young fun loving family. If you stay In our lodge, you will have your own space, this includes having your own garden with patio, garden furniture and bbq/ fire pit , so you are welcome to play music and have fun or simply sit back and relax. We have also just listed a 2nd lodge, for more information take a look at “Green acres”

Aug 25 – Sep 1

G$28,495 GYD per night

Guest favorite

Guesthouse in Moreton

4.91 out of 5 average rating, 103 reviews

Full use of facilities: hot tub/fire pit/sauna/bbq

Little Oakford is your peaceful haven 'Far from the Madding Crowd' in the heart of idyllic, rural Dorset! At the end of a lane and on the edge of woods, from where birdsong can always be heard and in which deer can often be seen, its large private garden & all its amenities, including covered hot tub, gazebo, fire pit & 5 (s)eating areas, are for your free & exclusive enjoyment. With its free parking, kitchen, steam shower, superfast WiFi, 4K TV & Netflix, it's perfect for business or pleasure.

Oct 19 – 26

G$31,960 GYD per night

Guest favorite

Guesthouse in Dorset

4.96 out of 5 average rating, 114 reviews

Seaside studio cabin minutes from 'secret' beach

Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

Jul 1 – 8

G$25,790 GYD per night

Guest favorite

Guesthouse in East Lydford, Somerton

4.98 out of 5 average rating, 123 reviews

The Barton Annexe - Twin beds or double bed Studio

About 6 miles from Glastonbury with choice of either twin beds or double bed it is close to Somerton, Sreet, Glastonbury, Castle Cary and Shepton Mallet , A single storey property, with own access and entrance ideal for 1-2 persons with plenty of off road parking. Set in a quiet village location,with local pub, mini supermarket and petrol station it is just minutes from the A303 and A37 and an ideal base to use, to tour this lovely part of England. We provide milk on arrival +tea & coffee.

Jan 17 – 24

G$15,533 GYD per night

Guest favorite

Guesthouse in Dorset

4.98 out of 5 average rating, 102 reviews

Palm Cottage

A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

Aug 28 – Sep 4

G$26,384 GYD per night

Guest favorite

Guesthouse in Dorset

4.89 out of 5 average rating, 110 reviews

Gordon Annexe Guest Studio

Relax with the whole family at this peaceful place to stay in a stylish, newly refurbished, self contained studio apartment, with off road parking and use of shared garden. Located in the heart of the Jurassic coast in an area of outstanding natural beauty and close to the south west coast path which makes it a great place to stay for the outdoors type. It is also a 25 minutes walkl to the vibrant market town Bridport. Renowned for its Arts & Culture, pubs and twice weekly antiques market..

Oct 18 – 25

G$21,871 GYD per night

Guest favorite

Guesthouse in Piddlehinton

4.97 out of 5 average rating, 165 reviews

The Yorkshireman @ Piddlehinton

We are so excited about our new conversion. Completely self-contained, it is a lovely, light, cosy open space with a well equipped kitchen, modern bathroom and a cool sleeping platform/mezzanine. Piddlehinton is a special place, 20 mins from the Jurassic Coast and 10 mins from Dorchester, in the renowned Piddle Valley, with beautiful walks, views and award winning pub, The Thimble Inn. We’re right next door if you need anything, but if you prefer your privacy, you can be totally separate .

Sep 21 – 28

G$22,810 GYD per night

Guest favorite

Guesthouse in Dorchester

4.97 out of 5 average rating, 276 reviews

Lovely, Quiet Studio Annex (with Netflix)

Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults (a z-bed can be supplied for 1 child under 12). The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

Sep 22 – 29

G$17,849 GYD per night

Guest favorite

Guesthouse in Winterborne Stickland

4.9 out of 5 average rating, 174 reviews

Pretty Self-Contained Thatched Annexe in Dorset

Rosebud is a beautiful little cottage! It is a part of a large 18th Century thatched cottage set in the heart of beautiful North Dorset countryside, ideal for a peaceful getaway for two people . We are approx. 30 minutes from the Purbecks and Poole. Rosebud is newly refurbished with all the facilities you should require during your stay with us. We are very happy to help with any local advice as we love this part of the world and are pleased to be able to share it with you.

Oct 25 – Nov 1

G$26,434 GYD per night

Guest favorite

Guesthouse in Kings Stag

4.94 out of 5 average rating, 136 reviews

The Annexe

Peaceful annexe located within the 2 acre grounds of a traditional thatched cottage . Based within a small village in the beautiful North Dorset countryside. The annexe consists of a bright and airy bedroom/ sitting room upstairs and a kitchen diner with small shower room downstairs The sitting room leads onto a large balcony overlooking a large pond and countryside views The town of Dorchester is 15 miles away with access to the Jurassic coast about a 40 minute drive away

Jul 24 – 31

G$22,758 GYD per night

Guest favorite

Guesthouse in Broad Chalke

4.83 out of 5 average rating, 328 reviews

Peaceful garden annexe

The perfect place to escape, the annexe at Barn Orchard is a beautiful, light filled space in the garden of a private home. Recently refurbished to a very high standard, guests can enjoy all the privacy of a home from home (off road parking, kitchen, garden terrace) with all the benefits of a larger rental (use of the family's amenities, including a full size tennis court). Local amenities, including an award-winning village shop and pub, are less than a minute's walk away.

Oct 1 – 8

G$15,126 GYD per night

Guest favorite

Guesthouse in Dorset

4.96 out of 5 average rating, 404 reviews

The Cabin - Hot tub vibes

This is a space for people who want to relax or explore the amazing area of Dorset. Sandbanks beach - 10 min drive. Durdle Door - 30 min drive. Studland - short ferry ride from Sandbanks The area is renowned for water sports and cycling and we have a garage you can store your equipment in if needed. We have a driveway so there is parking available for you if you travel by car. We also live a 5 - 10 minute walk from Poole town centre. No pets 😇

Sep 11 – 18

G$21,804 GYD per night