
Cottage vacation rentals in Upwey
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Top-rated cottage rentals in Upwey
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Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly
Debbie’s place is a little piece of paradise, the setting is stunning, the gardens are fantastic and the cottage is warm and cosy whilst also being spacious and really well laid out. We had everything we needed and immediately felt at home. The open plan kitchen into the cosy living room left us all feeling connected, utility space was really useful, conservatory with stunning views allowed us to dine together and relax during the day. Outside area is also stunning for meals on the patio and bbq’s and the hot tub was great to relax in on an evening looking at the stars in peace and tranquility.. there’s a slight walk up to the property across a field but once you’re in the cottage and its gardens it’s worth every step. Great for the dogs too. Loads to do in the area, our highlight was Lyme Regis beach.. many thanks to Debbie and everyone who made us feel so welcome. We would go back to Debbie’s place in a heartbeat!

A Stunning Dorset Thatched Cottage - Dog friendly
We thoroughly enjoyed our long weekend stay at Ruth's stunning cottage. Ruth was a fantastic host, always on hand to answer my many questions (sorry Ruth😅) to walking in to find a lovely hamper. She also had mapped out some walk trails and supplied books / leaflets for local amenities. Cannot fault anything! We loved the hot tub and such a lovely enclosed garden so our dog was free to run around at his own leisure. It felt like a home away from home as we were able to use Ruth's BBQ too! Thanks for having us Ruth!

Luxury New Forest Cottage, with hot tub & log fire
Fantastic stay at a beautiful location in the New Forest. The hosts were really welcoming and couldn’t have been more helpful with local recommendations, the property is lovely, and all the animals were a big bonus for the kids. Highly recommended and we’d love to return.

Cottage with Covered Hot Tub Godshill New Forest
We had a lovely few days, lots of room in the house, hot tub and games room a bonus, along with the deer in the garden yesterday morning! Many thanks for the welcome pack and milk.

‘The Nest’ A beautiful cottage in Devon
Our family of five, which includes three adult children, thoroughly enjoyed staying at The Nest. It is as pictured and described and spotlessly clean. We stayed for 3 nights, which included a wedding at a nearby venue, spending time in all the different areas of the cottage, and going for a lovely circular walk from the door. Many thanks Sarah

Detached and romantic cottage with hot tub.
Had a wonderful two days at The Bothy. Such a beautiful spot and the cottage I think looks even better in real life - and it looks pretty wonderful in the photos! We felt right at home straight away- Chrissy had left some welcome staples which was appreciated and there is everything you need for a truly lovely stay. We made use of the hot tub which was fab and it’s in a very peaceful but convenient location to explore the New Forest. Come - we hope to go back soon.

The Cottage, Parsonage Farmhouse with hot tub
We had a really lovely stay here this week. The garden is beautiful, so peaceful and we even saw a woodpecker hopping around the grass one afternoon. Our daughter adored the trampoline and climbing frame, we also really enjoyed relaxing in the hot tub each day after exploring. We did day trips to Lyme Regis, Beer and Forde Abbey & Gardens. A perfect, peaceful spot to spend a few days, thank you.

Charming Brick Cottage with a Patio and Hot Tub
A homely and clean accomodation on beautiful settings on a farm, reminding us of memories of staying on farms in our childhood. Approximatley 30 mins from Weymouth where we carried out our bucket list - a visit to Durdle Door by boat, attendning the festival, swimming in the sea, going on the big wheel, eating delicious meals and relaxing in beautiful harbour settings. And where we could return from our days out to relax in our wonderful accomodation, sit in the garden, with a barley field backed on to us, listen to the cows in nearby fields and relax in the hot tub! Spending time together away from the hustle and bustle of life. Our host Jane made us feel very welcome, providing us with helpful information and was at the end of a phone or text if we needed any additional help. Thank you Jane - we made precious memories during our stay
Pet-friendly cottage rentals

Hill House Cottage
We had a lovely few days staying in Templecombe. The cottage is very comfortable with a cosy living room, well equipped kitchen and two good-sized bedrooms with really comfy duvets! Our only regret is we didn't get to use the fireplace in the living room as the weather was so nice! James was really accommodating and friendly, and gave us some great recommendations for things to do with our two small children. We loved visiting Stourhead and had a delicious Sunday lunch at the beautiful Story Pig farm. A lovely break!

Grove Farm Cottage-historic Cottage near Sherborne
We have just enjoyed a peaceful and relaxing stay at Grove Cottage. The cottage is beautifully furnished and has everything you could need for a stay. The garden and neighbourhood is tranquil and it’s a short walk to the local pub. Jo and Terry were attentive without being intrusive and we very much appreciated the bottle of cava. Chetnole is a good location for most surrounding tourist attractions. Thank you.

5* Cottage on Chesil Beach Dorset Jurassic Coast
Wow, what a stunning location. It's every bit as beautiful as in the photos. We watched glorious sunsets from the terrace and enjoyed walks on the beach. I enjoyed looking around the immaculately kept gardens and could have watched the colourful koi in the pond for hours, plus the two cute horses in the field. Andrew's directions to the house are spot-on, please don't trust your satnav or you risk being taken down some very narrow lanes with grass growing in the middle and no passing places. Ask me how I know. There is no mobile reception at the house, as you would expect given the location, but the wifi is very good. Beds and bedding super comfortable.

Chesil Cove Holiday Cottage
We knew the cottage as we have stayed there before. As always it was clean, tidy and comfortable. Charlotte was very helpful when we had to change our booking and generally kept us well informed. The Cove Inn, which is a couple of minute's walk away along the sea wall, seems to have upped it's game and the food is really excellent. It is also a good spot to enjoy a drink whilst watching the sun set over the sea. Within easy walking distance are a cafe on the sea wall, a cafe that only does Sunday brunch, another pub, a pizza van and a very good fish and chip shop. Thanks again Charlotte!

Idyllic hidden cottage in the heart of Bridport.
My wife, myself our son and his dog stayed at Hollys place Thur to Sun. We know the area and Bridport very well. This was our first time at Hollys place and it was the most peaceful and quiet place to stay. To be staying in the middle of the town yet in such a quiet setting was perfect for us. The weather was nice so we had dinner in the garden. Its a short walk to the shops, pubs and restaurants so all good. Hoping Holly keeps the cottage available for future stays!

1888 Portland stone cottage
We felt immediately comfortable and were very impressed by what was provided and the standard of furnishing and fixtures. Julie had gone the extra mile in what she provided. There was a wealth of information both about how things worked and possible attractions in the vicinity. Since ours was a visit for a family occasion we didn't have time to sample many other places around but would do so in future. Though not a problem for us, it might be noted for future visitors that the bathroom is downstairs and the second bedroom accessible using a rather slack rope hand 'rail'. This posed us no problems at all and added to the charm. Altogether a very enjoyable and relaxing stay.

The Parlour, Duntish Mill Farm, EV Charging
A lovely peaceful stay in a beautifully finished and comfy space. A great trip all round, would definitely recommend a visit!

Tudor Rose Luxury thatched cottage Dorset.
Great well equipped and comfortable cottage. Good dog walks and good pub in friendly village. Really enjoyed our stay.
Private cottage rentals

Caretakers Hideaway
Fantastic gem of a stay, right on the Jurassic Coast. Perfect for us (a family of 5) with nice private outdoor space and really easy to get to nice beaches!

Thatched Cottage by the Beach
The property was outstanding, immaculate, well kitted out with all the essentials and we couldnt fault it. The only thing that would have made it perfect, was a number on the front door, or on the roadside of the property. There was a very small sign at the roadside, but this couldnt be easily seen from the road.

Sunny gardens near beach, with countryside views
Another fantastic stay in Sam's cottage in Upwey. It's the perfect location for trips to Weymouth and beyond. We used Upwey train station more than usual this trip, which is only five minutes to Weymouth. We also discovered the Rodwell Trail - a whole new part of Weymouth we hadn't been to before, as well as revisiting the lovely Lulworth Cove and Portland Bill for some great walks. The cottage is exactly as billed, a home from home. Well equipped, warm, comfortable, and with a smashing view from the back of the house to fields. It was a bit cold for sitting out but in the summer there's also a large front garden with some lovely plants and flowers.

Pigs' House - cosy, rural cottage in West Dorset
very nice and cosy accomodation, in the middle of nowhere (what we wanted). well equipped. very relaxed stay.

Dorset Farmhouse
We had a brilliant stay over Easter. The house is set up so well with everything you need for your stay. The owners were really helpful and friendly and there is a book with information about the farm, the house and everything available. Our kids loved seeing all the animals and being able to feed the goats. It was such a comfortable place to stay with kids (high chair, potty and travel cot all available). And such a peaceful setting. Highly recommend to anyone and we’ll hopefully be back!

Pilgrims Cottage-Luxury Grade 1 Listed cottage
Beautifully restored home in the most extraordinary location - opposite the Church, and with the remains of the ancient Abbey just down the road. Everything in the house is the finest quality - even the hairdryers are GHD! You’ll be very comfortable. Pollyanna was a perfect host. Three characterful pubs in this small, quaint town, and just a 15 minute drive to Dorchester (go to the Curiosity Centre!). Would very happily stay again.

Happy Riverside Cottage by the Seaside, Lyme Regis
Mike’s place was a good value and very cute for our 2 nights in Lyme Regis. The location was lovely. The babbling river was lovely at night. Note the parking is nearby up a very steep hill and is paid. We enjoyed walking everywhere in the city. We had very nice food. The bed and pillows were not terribly comfortable but the flat met our needs.

Luxury cottage in Uplyme with far reaching views
Kilnside was a wonderful stay — beautifully clean, well appointed, and very peaceful. We especially loved the excellent shower, fully equipped kitchen, and lovely outdoor space. Ange is a wonderful host with great communication. Already looking forward to returning!
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- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Boscombe Beach
- Stonehenge
- Southbourne Beach
- The Tank Museum
- Crealy Theme Park & Resort
- Highcliffe Beach
- Bath Abbey
- Sandy Bay Beach Blue Flag Winner 2019
- Torre Abbey
- Charmouth Beach
- Man O'War Beach
- Poole Quay
- Dawlish Warren Beach
- Beer Beach
- Kilve Beach
- Oddicombe Beach
- Hurst Castle
- Palace House
- Watcombe Beach