Photo by Sue Wormald

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Compare Cottages in Upwey with updated reviews, rates, and availability.

Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
Dining

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
Holly Cottage Poole. Quaint Thatch. Jurassic Coast
Exterior

Holly Cottage Poole. Quaint Thatch. Jurassic Coast

9.4 out of 10, Exceptional, (3)
"The cottage is lovely. I was a little surprised/disappointed by the close proximity of other houses as the pictures make it look quite rural. A good sized cottage with a beautiful garden leading out onto a recreation ground which was ideal for the children and walking the dogs. The cottage was well equipped and spacious with modern amenities including a lovely coffee machine and range cooker. Unfortunately there were somethings that we felt could be improved on. The beds were...
Holly Cottage Poole. Quaint Thatch. Jurassic Coast
Gorgeous thatched cottage in Purbeck - ideal for family holidays
Swallows Cottage is an 18th century cottage in a quiet lane in Bere Regis

Gorgeous thatched cottage in Purbeck - ideal for family holidays

9.8 out of 10, Exceptional, (31)
"Lovely week in a pretty & cosy cottage !"
Gorgeous thatched cottage in Purbeck - ideal for family holidays
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
The Old Coach House

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

9.6 out of 10, Exceptional, (34)
"My husband and I stayed with our large dog for a short get away in Dorset. We had a fantastic stay and will absolutely be back. The bed was large and comfortable, kitchen stocked with everything we would need and the living room was very cosy. The hot tub was an added bonus after a long day out walking! "
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Characterful 18th century cottage in Bridport close to the Jurassic Coast.
Exterior detail

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.
Cosy cottage located on the Isle of Purbeck
Kitchen

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
6 bedroom accommodation in Whitchurch Canonicorum, near Bridport
Exterior

6 bedroom accommodation in Whitchurch Canonicorum, near Bridport

9.8 out of 10, Exceptional, (19)
"Purcombe Farmhouse is a gem. It provides comfortable and very well equipped accommodation, suitable for all ages - our family group were aged 66 down to 1yr and we all had a wonderful week there. Lovely gardens to explore and the hot tub was a definite plus later at night! This property is so peaceful and with stunning views, yet only a 10 minute drive from Bridport"
6 bedroom accommodation in Whitchurch Canonicorum, near Bridport
Old Harbour View
Front of property

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
Guinea Cottage
Exterior

Guinea Cottage

3.5 star property
Guinea Cottage
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
Living area

5 bedroom accommodation in Glanvilles Wootton, near Sherborne

10.0 out of 10, Exceptional, (13)
"A beautiful, idyllic place to gather and share family memories. There were eleven family members with five more joining us for meals over the course of three days. The property and house were spacious and comfortable, with more than enough supplies to set a table and serve sixteen family members multiple meals with ease. When we found ourselves short of food or in need of a coffee, treat, or additional meat for the barbeque, the farm shop just next door was able to supply us with everything we...
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
Romantic hillside hideaway with roof terrace and outstanding views
The Quarryman's Cottage, West Bullen

Romantic hillside hideaway with roof terrace and outstanding views

9.4 out of 10, Exceptional, (3)
"Situated in a lovely part of the country this small cottage has fantastic views of the local terrain down to the sea. If you are looking for a place to get away from it all, and yet still relatively close to coastal towns such as Bridport and Lyme Regis then this is for you. Accommodating, friendly host."
Romantic hillside hideaway with roof terrace and outstanding views
A gorgeous thatched cottage near the stunning Jurassic Coast.
Exterior

A gorgeous thatched cottage near the stunning Jurassic Coast.

A gorgeous thatched cottage near the stunning Jurassic Coast.
Buccaneer Cottage
Front of property

Buccaneer Cottage

3.5 star property
Buccaneer Cottage
The Ferryman
Exterior

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
Front of property

Net Loft

3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft
Thatched Mid Terraced Cottage
Exterior detail

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
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Refurbished in 2018 with granite worktop, butler sink, dishwasher, USB points.

Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

10.0 out of 10, Exceptional, (50)
"The cottage has all the facilities you might need, and the Welcome Box of goodies was a nice touch. The heating came on morning and evening and warmed the cottage very well. We didn't need to use the log fire. The Spar shop, located a minute's walk away, was very useful. I can recommend this accommodation to anyone thinking about a holiday to short break in Dorset. "
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Please note: photo shows 6 seats but 12 chairs are provided and fit comfortably

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
Exterior detail

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
Sandsfoot Castle and it's beaches 5 minutes drive from the cottage

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.
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Other property types in Upwey

The Dorset Resort
Room

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (27)
"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
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Marina

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.
Luxury mobile home with spectacular sea views.

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (109)
"We came for a short break Thursday-Sunday. The van was spotless. The host thought about everything from providing fairy liquid, to loo rolls. Even a little sewing kit in the bathroom. We were very lucky with our weather even had a coffee on the veranda. The views over to chesil very pretty at night with the lights. Would highly recommend and use again. Thank you. "
Luxury mobile home with spectacular sea views.
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.