
Cottage vacation rentals in Upwey
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Top-rated cottage rentals in Upwey
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Popular amenities for Upwey cottage rentals
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!

The Potting Shed - cosy country cottage
We had such a lovely stay at the Potting Shed. The location was beautiful- so peaceful and picturesque. The Airbnb was cosy and the bed was extremely comfy. We were there in 30 degree heat but it was lovely and cool inside. Would highly recommend and would love to come back one day and stay again!

A Stunning Dorset Thatched Cottage - Dog friendly
Ruth's cottage was wonderful. The garden is totally fenced so it's dog friendly. The cottage was clean and had everything we needed for our short stay. The bed was comfortable and nicely firm. We enjoyed the hot tub and sitting on the decked terrace when the sun came out. Ruth left us a small food hamper with bread, crisps, bread, milk and wine. Our spaniel enjoyed her walks into the Moreton village and playing in the ford. Moreton village has a walled garden and a cafe, and the church windows are something to see. Also, Lawrence of Arabia is buried in the village grave yard (separate from the church yard)

Ranmoor Estate - Starling Lodge - Hot Tub & A/C
We came for the weekend after getting married in the week! A beautiful place! The lodge was exactly as explained, had everything you need for a great weekend! Dog friendly, gated balcony so dogs can roam outside. Great play area for kids and plenty of space to run around! Hot was clean and great temperature! Definitely coming back!!

Luxury New Forest Cottage, with hot tub & log fire
Wonderful little cottage, where get to see horses and donkeys everyday. We loved staying here and are already looking to book again in the autumn. Joyce & David are lovely and we’re happy to show us around the farm and tell us all about the animal, thank you so much.

‘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 have just returned from a wonderful and restful 3 day break. Would highly recommend this property as it was private, spotless with everything you could need. The hosts were amazing, very friendly and informative of things to see and places to go to locally. Their beautiful dogs were an added bonus for us. Will definitely be returning ASAP. The best Airbnb we have been to.
Pet-friendly cottage rentals

Manor Farm Cottage
A great find and in a beautiful setting. The cottage was well equipped with everything you could need. The garden backed on to the nursery field for the lambs and was lovely to sit out in the garden with a cuppa and enjoy the peace. Cottage was immaculate, comfortable and quiet. Lots to do in the area with Weymouth only a 30 minute drive and Tesco relatively close for your essentials. The homemade banana cake was very well received and very delicious! Would definitely book again.

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!

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.

Idyllic hidden cottage in the heart of Bridport.
One of the best places I’ve stayed! It really felt like home away from home. It has been so beautifully renovated and although small, it really doesn’t feel like it. I will 100% be coming back! The location was amazing. We ended up parking in the nearby car park which only cost us £15 for 3 days. Very short walk into town and a nice long walk to West Bay but very easily doable. The house itself was super peaceful and quiet! Had the best nights sleeps too, even in the hot weather! Holly was super easy to communicate with too and always replied straight away!

The Pink House at Lulworth, Dorset
We had a brilliant stay at the Pink House! The house itself was beautifully decorated and was warm and inviting - we felt really at home here. Deborah was very friendly and responsive in her communication and sent us lots of local recommendations of things to do and places to visit. The garden was really private and we loved the built in BBQ and home-grown tomatoes and cucumbers, and the welcome basket that we're waiting for us when we arrived. The Pink House is in a great location with walks right from the front door and only 15-30 mins drive to the various beaches. We had a wonderful stay and wished we booked for longer - we'll definitely be back again!

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.

Coastal Hideaway, Weymouth/Portland cosy cottage
Stayed for 2 nights. Mark and Tracy are great hosts and everything was as described. Beautifully presented, clean and tidy and in a perfect secluded location for visiting friends and family in Portland and Weymouth. Looking forward to returning next year.

Cosy Cottage in Rural Hamlet on the Jurassic Coast
We had a lovely relaxing stay. The cottage was very pretty and had lots of character and charm- it felt homely too- we loved that it was dog friendly. The local countryside and coast was stunning and easily accessible from the cottage. The hosts were very responsive and friendly-would recommend!!
Private cottage rentals

Thatched Cottage by the Beach
Had a lovely stay with my girlfriend and two kids of 1 & 3. The house was beautiful and the playroom for the kids went down a treat. Highly recommend anybody thinking of staying here whether you have young kids or not.

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.

Luxury cottage in Uplyme with far reaching views
Kilnside is an exceptionally well appointed, comfortable property situated in the most peaceful surroundings. The views from the lounge and patio are wonderful. The riverside walk into the centre of Lyme from Kilnside is excellent. We enjoyed the opportunity of a ‘car-free day’. Kilnside is exceptionally well equipped. From the range of kitchen equipment to the beautiful white towels in the bathroom, our Host Angela has thought of everything! Her information notes and descriptions which we received in advance of our visit were detailed and very helpful. We thoroughly enjoyed and appreciated our stay at Kilnside - a 5 Star AirBnB.

The Nest, thatched barn conversion near Lyme Regis
Quiet and peaceful surroundings just the place to relax. Beautifully restored and tastefully decorated accommodation.

Lovely cosy place to stay in the heart of Dorset
The barn was spotlessly clean. It’s surrounded by beautiful countryside. Checking in and out was easy. We were met by Ann who gave us instructions and was very friendly. The barn was very comfortable and cosy. The pictures don’t do it justice. Would highly recommend
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- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Kimmeridge Bay
- Boscombe Beach
- Stonehenge
- Southbourne Beach
- The Tank Museum
- Crealy Theme Park & Resort
- Highcliffe Beach
- Sandy Bay Beach Blue Flag Winner 2019
- Man O'War Beach
- Bath Abbey
- Poole Quay
- Torre Abbey
- Charmouth Beach
- Beer Beach
- Dawlish Warren Beach
- Kilve Beach
- Oddicombe Beach
- Watcombe Beach
- Mudeford Sandbank
- Hurst Castle