Guesthouse holiday rentals in Weymouth and Portland District
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Top-rated Guesthouses in Weymouth and Portland District
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Weymouth and Portland District guesthouses
Family-Friendly guesthouses
Guesthouse in Bridport
4.93 out of 5 average rating, 166 reviewsThe Countryside Loft in stunning rural Dorset
Guesthouse in Swanage
4.86 out of 5 average rating, 146 reviewsSwanage Sands Vegetarian/Vegan Studio
Guesthouse in Langton Matravers, Swanage
4.66 out of 5 average rating, 149 reviewsThe Chalet at Primrose Hill
Guesthouse in Bridport
4.72 out of 5 average rating, 564 reviewsAmazing private studio space
Guesthouse in Dorset
4.87 out of 5 average rating, 291 reviewsThe Barn Little Birch
Guesthouse in Weymouth and Portland
4.93 out of 5 average rating, 56 reviewsSpringfield
Guesthouse in Yeovil
4.88 out of 5 average rating, 8 reviewsTraditional coach house in rural private estate.
Guesthouse in Charmouth
5.0 out of 5 average rating, 44 reviewsThe Gatehouse - Friday change-overs only.
Guesthouses with a patio
Guesthouse in Dorset
4.84 out of 5 average rating, 129 reviewsCosy garden cabin in the centre of Wareham
Guesthouse in Bere Regis
4.8 out of 5 average rating, 100 reviewsUnique Private Cabin in Purbeck Dorset Countryside
Guesthouse in Upton
4.92 out of 5 average rating, 163 reviewsArne View Lodge, South facing with Hot tub.
Guesthouse in Easton
4.96 out of 5 average rating, 74 reviewsCharacterful 2-bedroom cozy cottage with garden
Guesthouse in Dorset
4.91 out of 5 average rating, 82 reviewsCharacter Barn in the Heart of Beaminster
Guesthouse in Dorset
4.93 out of 5 average rating, 82 reviewsGarden cabin with en suite and private patio area.
Guesthouse in Somerset
4.97 out of 5 average rating, 32 reviewsCosy cottage in picturesque village
Guesthouse in Pulham
4.97 out of 5 average rating, 36 reviewsOld Smokey
Guest house rentals with a washing machine and dryer
Guesthouse in Bridport
4.71 out of 5 average rating, 135 reviewsComfortable annexe within reach of the sea
Guesthouse in Dorset
5.0 out of 5 average rating, 38 reviewsNewly converted hilltop Chapel
Guesthouse in Milkwell
4.95 out of 5 average rating, 63 reviewsMilkwell’s heavenly place
Guesthouse in Dorset
5.0 out of 5 average rating, 64 reviewsBeautiful rural retreat, outskirts of Swanage
Guesthouse in Hinton Saint Mary
4.84 out of 5 average rating, 44 reviewsTwo-bedroom guest house lovely Dorset village.
Guesthouse in Dorset
5.0 out of 5 average rating, 9 reviewsSpindrift, Spacious bungalow near beach
Guesthouse in Dorset
4.92 out of 5 average rating, 12 reviewsRural retreat in north Dorset with beautiful views
Guesthouse in Dorset
4.86 out of 5 average rating, 14 reviewsThe Sanctuary:Beautiful Private Guest House & Gym
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