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Compare 607 Cottages in Portland with updated reviews, rates, and availability.

Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
9.8 out of 10, Exceptional, (76)
"Property as excellent - very clean, spacious and good sized rear garden plus beautiful views of surrounding countryside. Only one negative - the bathroom shower - was very average and not easy to adjust for anyone under 5 feet two. Everything else was spot-on."
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
9.6 out of 10, Exceptional, (34)
"We had a lovely stay, the property was clean, spacious and had everything we needed. The location for us was great, if you like walking then highly recommend. Within 40 minutes drive there is a large number of places to visit and the village has everything you need. Pub within a couple of minutes walk as well as shops for supplies. Would happily stay here again."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Cosy cottage located on the Isle of Purbeck
10.0 out of 10, Exceptional, (170)
"Very cosy and warm with everything you need."
Cosy cottage located on the Isle of Purbeck
2 bedroom accommodation in Portland, near Weymouth
9.6 out of 10, Exceptional, (16)
"Lovely location, beautiful views, very relaxing !!"
2 bedroom accommodation in Portland, near Weymouth
3 bedroom accommodation in Harmans Cross, near Swanage
9.8 out of 10, Exceptional, (17)
"Why oh why did I not book this cottage for longer. This has been one of the best cottages we have ever stayed in. Beautiful surrounds, just a perfect house, great inclusions, it deserves more than 5 stars. We will be back!"
3 bedroom accommodation in Harmans Cross, near Swanage
A gorgeous thatched cottage near the stunning Jurassic Coast.
A gorgeous thatched cottage near the stunning Jurassic Coast.
Buccaneer Cottage
3.5 star property
Buccaneer Cottage
The Ferryman
2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
The Ferryman
Net Loft
3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft
Thatched Mid Terraced Cottage
8.8 out of 10, Excellent, (5)
"A cosy base with all we needed for a lovely stay in a lovely area. A nice welcome package of flowers, drinks and biscuits, along with a few extras - cooking oil and tea bags. Impressed with the kitchen area, which was well stocked with equipment to enable easy self catering. Denise was a very thoughtful host, willing to respond quickly to questions. One point to note - we didn't want one, but there isn't a hot tub!"
Thatched Mid Terraced Cottage
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
9.6 out of 10, Exceptional, (20)
"Perfect venue for a cosy week catching up with friends, we had been looking for somewhere large enough for all 10 of us to get together, play board games and have a film night! This was perfect! The dining table accomodated us all, as did the sofa! We also did all our own cooking and found the kitchen to be well equiped, (far more so than some professional kitchens weve used!) Will definitely be keeping this saved for future catch ups!!"
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Delightful thatched cottage in beautiful sleepy Dorset village and countryside
9.8 out of 10, Exceptional, (49)
"Beautiful historic cottage,well equipped"
Delightful thatched cottage in beautiful sleepy Dorset village and countryside
Charming Sea View Cottage in Portland Dorset
9.0 out of 10, Wonderful, (2)
" Tastefully decorated Cottage. Nice space clean, tidy and welcoming."
Charming Sea View Cottage in Portland Dorset
9 bedroom accommodation in Winterbourne Abbas, near Dorchester
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay. The ground floor is perfect for a large group with a well equipped kitchen, cozy lounge and a dining room which easily seats 14/15 adults. The bedrooms are nicely furnished and nearly all with en-suites. The house is well located within easy reach of Dorchester, Bridport and the coast. Highly recommended."
9 bedroom accommodation in Winterbourne Abbas, near Dorchester
3 bedroom accommodation in Weymouth
10.0 out of 10, Exceptional, (1)
"Excellent location at eastern end of Weymouth beach with sea views, brilliant walks straight from the front door, lovely cafe -Oasis- at bottom of road right on the beach (recommend fish and chips) and a well equipped apartment with all facilities to stay in."
3 bedroom accommodation in Weymouth
Water Meadows Cottage in Dorset's Area of Outstanding Natural Beauty
9.8 out of 10, Exceptional, (43)
"Very comfortable very clean very quiet and the hot tub was a bonus"
Water Meadows Cottage in Dorset's Area of Outstanding Natural Beauty
Characterful 18th century cottage in Bridport close to the Jurassic Coast.
10.0 out of 10, Exceptional, (63)
"This is a lovely cottage, full of character whilst still being comfortable and cosy. The location within the town is perfect. Completely quiet and peaceful but only two minutes walk from the hustle and bustle of the main street with its shops, pubs and restaurants. The addition of a car parking space is SO useful....and very rare! Our hosts were delightful. Communicative and available without being in any way intrusive. Altogether, a very good find!"
Characterful 18th century cottage in Bridport close to the Jurassic Coast.
7 bedroom accommodation in Acton, near Langton Matravers
9.6 out of 10, Exceptional, (16)
"Very comfortable and incredibly well equipped. We appreciated the fact that every room was en suite. Slight niggle that the dining room is downstairs, which makes fetching and carrying food etc less easy particularly at our age."
7 bedroom accommodation in Acton, near Langton Matravers
The Lookout -the House With A View
3.5 star property
10.0 out of 10, Exceptional, (1)
"Great compact English cottage, but steep stairway inside, great beds, nice neighbour next door. Suitable for 4 persons. "
The Lookout -the House With A View
Newly refurbished thatched cottage in beautiful sleepy village
10.0 out of 10, Exceptional, (7)
"Excellent property which was spotless, warm and cosy. A brill time was had by all 8 adults. We went to the black dog in Broadmayne New Year’s Eve. Everything we could wish for. Didn’t want to come home but all good things come to an end. Would recommend and definitely visit again."
Newly refurbished thatched cottage in beautiful sleepy village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Portland

Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
10.0 out of 10, Exceptional, (1)
"Had a wonderful stay on this beautiful boat, extremely clean and tidy with all the amenities you could hope for. Excellent location and lovely marina to enjoy with great facilities. Will definitely be returning again very soon. Very highly recommended."
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Beautiful, family friendly Cottage with sea views of Chesil Beach
9.6 out of 10, Exceptional, (17)
"The property was a beautifully quaint cottage very clean and had everything we needed. Definitely recommend it."
Beautiful, family friendly Cottage with sea views of Chesil Beach
Charming Sea View Cottage in Portland Dorset
9.0 out of 10, Wonderful, (2)
" Tastefully decorated Cottage. Nice space clean, tidy and welcoming."
Charming Sea View Cottage in Portland Dorset
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.