Search Cottages in Portland

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 564 Cottages in Portland with updated reviews, rates, and availability.

Gorgeous thatched cottage in Purbeck - ideal for family holidays

9.8 out of 10, Exceptional, (32)
"This was our second Christmas spent at Andy’s cottage. Perfect size for the three of us. Kitchen has all of the essentials and is a lovely size looking out over the garden and fields. Shitterton is a lovely quiet hamlet with lovely period, thatched cottages.Most of our time was spent in the cosy, spacious living room with a fire roaring away. Lovely place and Andy is a great host and responds promptly to any questions."
Gorgeous thatched cottage in Purbeck - ideal for family holidays

Characterful 18th century cottage in Bridport close to the Jurassic Coast.

10.0 out of 10, Exceptional, (64)
"We had a lovely stay over New Year in this very cosy character cottage in a perfect location just off the high street in Bridport, a short walk to all the pubs and shops (but very quiet, being in a small lane tucked in behind the high street)). Susan is very communicative and is quick to reply to any queries. Would definitely stay again."
Characterful 18th century cottage in Bridport close to the Jurassic Coast.

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

Stunning views, within walking distance of Lulworth Cove, this is one property which has it all.

Stunning views, within walking distance of Lulworth Cove, this is one property which has it all.

Guinea Cottage

3.5 star property
Guinea Cottage

A gorgeous thatched cottage near the stunning Jurassic Coast.

A gorgeous thatched cottage near the stunning Jurassic Coast.

Old Harbour View

3.5 star property
10.0 out of 10, Exceptional, (3)
"Apartment was excellent with stunning views of the harbour and local fishing community."
Old Harbour View

The Ferryman

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
The Ferryman

Buccaneer Cottage

3.5 star property
Buccaneer Cottage

Net Loft

3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

9.8 out of 10, Exceptional, (36)
"Had a really nice break over new year.Lovely cottage in great location."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

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

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

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

Cosy cottage located on the Isle of Purbeck

10.0 out of 10, Exceptional, (171)
"Really great to be greeted by a warm house on arrival where everything was first class"
Cosy cottage located on the Isle of Purbeck

Chelsea cottage set in heart of Dorset unspoiled countryside

8.8 out of 10, Excellent, (6)
"We spent a family Christmas here and weren’t disappointed. The property itself is large enough for 9-10 people comfortably, with lots of space. The village is wonderful, very quaint, with some superb country walks, but not too far from Dorchester or Yeovil.The only issues we had were with some of the mattresses in some rooms being too soft, but that’s down to personal preference.Overall, would highly recommend."
Chelsea cottage set in heart of Dorset unspoiled countryside

Manor House Mews - Rustic Stable Conversion

3.0 star property
3.0 out of 10, (2)
"We will be looking for a refund as the property was definitely not as advertised. Water ingress under the door and along the walls. It is an old stable which has had furniture put in it but not much else. Kitchen had insects in the cutlery drawer, the cupboard is ard doors were in bad condition. The fridge freezer was clean and worked fine. Mastic around the sink and shower unit badly done. Network kept dropping out and was very slow most of the time. The agent said in correspondence via...
Manor House Mews - Rustic Stable Conversion

East Cottage sleeps 8 guests in 4 bedrooms

10.0 out of 10, Exceptional, (1)
"We stayed for Christmas week and the house was lovely, cosy and comfortable. Very well equipped as we catered ourselves for the week."
East Cottage sleeps 8 guests in 4 bedrooms

Berry Farm Cottage. A countryside setting: village, town and beach all nearby.

10.0 out of 10, Exceptional, (74)
"Immaculate and very stylish. Four adults enjoyed a great weekend due to the very thoughtful use of space. Too wet to take advantage of number of walks direct from door, a one hour touring radius covered to the East Lulworth Cove, Portland Bill, to the West Lyme Regis and Sidmouth to the North Sherborne. Closer to home Abbotsbury, Chesil Beach, West Bay and Bridport itself with interesting independent shops, lively pubs and very good range of restaurants. Our hosts were on hand but discreet....
Berry Farm Cottage. A countryside setting: village, town and beach all nearby.

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
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.
Don't see what you're looking for?
See all available properties in Portland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Portland

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

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (28)
"The property was clean. Just the beds were single Beds in all couple rooms. Would be great if they had double beds instead. "
The Dorset Resort

Quiet location, short walk to beach, with views of Portland and Jurassic coast

9.8 out of 10, Exceptional, (89)
"It was very clean and all the things there that was needed wih loverly views and surrounding area .i would recommend the stay there."
Quiet location, short walk to beach, with views of Portland and Jurassic coast
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.