Photo by Sue Wormald

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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 696 Cottages in Upwey with updated reviews, rates, and availability.

Delightful country cottage. Stunning views. A few minutes walk to Seatown beach
Ash Cottage across the fields to the rear.

Delightful country cottage. Stunning views. A few minutes walk to Seatown beach

9.8 out of 10, Exceptional, (82)
"We had a lovely stay at this property. It was very clean and had everything we needed. Would have been great to have had a sectioned off part of the garden for the dogs but this was a very minor thing."
Delightful country cottage. Stunning views. A few minutes walk to Seatown beach
Chelsea cottage set in heart of Dorset unspoiled countryside
Exterior

Chelsea cottage set in heart of Dorset unspoiled countryside

10.0 out of 10, Exceptional, (5)
"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
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
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, (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
Purcombe Farmhouse - 28458
Exterior

Purcombe Farmhouse - 28458

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"
Purcombe Farmhouse - 28458
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
Rowdens Barn
Exterior

Rowdens Barn

3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Rowdens Barn
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
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
9 bedroom accommodation in Winterbourne Abbas, near Dorchester
Exterior

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
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

9.8 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
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

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
wonderful view from first floor veranda

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

10.0 out of 10, Exceptional, (44)
"The views are amazing. Walking path and the sea right behind house. View after view. Well equipped kitchen with tons of space, comfy living room- and I loved the sunroom out back! This was October weather with occasional rain and wind. Must be truly amazing in summer with outdoor spaces.. convenient for Dorset exploring."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
The Victorian Barn self catering holidays with pool & hot tubs
Room

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.4 out of 10, Exceptional, (3)
"A lovely venue for a few days R&R in this part of Dorset. The accommodation is modern, spacious and of good quality, with great on-site facilities (pool, sauna, etc). Recommended."
The Victorian Barn self catering holidays with pool & hot tubs
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
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.