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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 219 Vacation Homes in Portland with updated reviews, rates, and availability.

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Beach

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

9.4 out of 10, Exceptional, (65)
"The cottage was as described. It had everything you could ever need. Beds were very comfortable. The view from the cottage was fantastic!! "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Terrace/patio

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (45)
"The hosts have gone out of their way to make their house an inviting place to stay in. The location is superb and made our relaxation times at home just as nice as our exploration of Dorset. Lots of lovely places to visit. Highly recommend this as a holiday venue."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth
Iron/ironing board, travel crib, WiFi, bed sheets

Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth

Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth
Beautiful large Georgian house with a big garden. Perfect for a family or two!
Outdoor dining

Beautiful large Georgian house with a big garden. Perfect for a family or two!

10.0 out of 10, Exceptional, (70)
"Big house more then fully equipped and a very nice yard, walking distance to everything in town."
Beautiful large Georgian house with a big garden. Perfect for a family or two!
Farm House in stunning Dorset countryside with Hardy views
Exterior

Farm House in stunning Dorset countryside with Hardy views

10.0 out of 10, Exceptional, (1)
"Great comms and lovely welcome from Luba and Chris for our two night stay. Easy to find and parking right next to the front door. The cottage was spotlessly clean and very peaceful with two spacious doubles, both with their own TV and modern en-suite facilities. Comfortable lounge with wood burner, TV and jigsaw ready to go - all with lovely views over to Hardy's Monument. Ideal location for visiting the local area by car - we went to Weymouth (Catch! restaurant was fab), Dorchester, Poundbury,...
The price is AED 554
AED 633 total
includes taxes & fees
13 Jun - 14 Jun
Farm House in stunning Dorset countryside with Hardy views
A contemporary house close to the town centre with fantastic views over Radipole Lake.
Exterior

A contemporary house close to the town centre with fantastic views over Radipole Lake.

9.4 out of 10, Exceptional, (15)
"Good comfortable house conveniently situated close to town, beach and all local facilities. "
A contemporary house close to the town centre with fantastic views over Radipole Lake.
The Old Chapel - Exclusive Retreat
Living area

The Old Chapel - Exclusive Retreat

9.0 out of 10, Wonderful, (2)
"Beautiful place."
The Old Chapel - Exclusive Retreat
Historical, Characterful, Converted Old School House
Exterior

Historical, Characterful, Converted Old School House

9.0 out of 10, Wonderful, (2)
"Very nice clean well furnished"
Historical, Characterful, Converted Old School House
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Beach nearby

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

10.0 out of 10, Exceptional, (95)
"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
Beautiful, family friendly Cottage with sea views of Chesil Beach
Exterior

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.6 out of 10, Exceptional, (19)
"Had a lovely time good central location. Nice place to stay better than a B&B"
Beautiful, family friendly Cottage with sea views of Chesil Beach
Independent Garden Wing of Dorset country house
Exterior

Independent Garden Wing of Dorset country house

10.0 out of 10, Exceptional, (1)
"Smedmore is the most incredible house and it is a joy to spend time there in the garden cottage. We had four fantastic days there running around and exploring the area. The children loved it - it is so peaceful and you feel as if you've come to a real haven. The team who run Smedmore are friendly, kind and very responsive. We would go back and back."
Independent Garden Wing of Dorset country house
Luxury coastal property with private indoor pool.
Interior

Luxury coastal property with private indoor pool.

10.0 out of 10, Exceptional, (7)
"The property is done up to a really high standard and was ideal for our group. Great Facilities, kids had a blast Location is fabulous"
Luxury coastal property with private indoor pool.
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Fridge, microwave, oven, stovetop

Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

9.8 out of 10, Exceptional, (35)
"Excellent family house for celebrating a70th and 40th birthdays . The owners were very generous with the heating. "
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Aerial view

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

The price is AED 1,239
AED 1,333 total
includes taxes & fees
1 Jun - 2 Jun
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Private detached cottage to rent on Chesil Beach
Dining

Private detached cottage to rent on Chesil Beach

10.0 out of 10, Exceptional, (66)
"Stunning location. The house was perfect for a proper break away from it all. Walks, beach fishing and plenty of places to visit nearby."
Private detached cottage to rent on Chesil Beach
Lakeside retreat with hot tub, games room and on-site spa and pool
Property grounds

Lakeside retreat with hot tub, games room and on-site spa and pool

Lakeside retreat with hot tub, games room and on-site spa and pool
A charming seaside cottage 5 minutes walk from beach on Jurassic Coast
Terrace/patio

A charming seaside cottage 5 minutes walk from beach on Jurassic Coast

9.4 out of 10, Exceptional, (33)
"Very good property, it suited all of our needs"
A charming seaside cottage 5 minutes walk from beach on Jurassic Coast
5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!
Beach nearby

5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!

9.6 out of 10, Exceptional, (8)
"An amazing location for a big family get together. The house has everything you need and more. We would all definitely stay here again. Amazing value for money"
5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!
Daisy's Cottage - Wareham
Fridge, oven, dishwasher, cookware/dishes/utensils

Daisy's Cottage - Wareham

10.0 out of 10, Exceptional, (1)
"Spent a very enjoyable week here, plenty of outdoor space to play football and cricket with the children after days out exploring the local area. The cottage itself was well fitted out with everything you need to hand."
The price is AED 3,022
AED 3,022 total
includes taxes & fees
11 Jun - 12 Jun
Daisy's Cottage - Wareham
Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’
Beach

Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’

10.0 out of 10, Exceptional, (9)
"We had a wonderful 2 night stay. The place was immaculate and spotlessly clean, there was everything we needed and the location was excellent for Wareham and also nearby Monkey world which was the main reason for our trip. We would definitely stay again."
Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’
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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