
Cottage holiday rentals in Weymouth and Portland District
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Top-rated cottage rentals in Weymouth and Portland District
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Popular amenities for Weymouth and Portland District 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!

Homely, colourful and cosy Forge Cottage
Amy's cottage is an amazing find if you're looking for a Somerset getaway. The place itself is beautiful and perfectly kitted out - especially if you have kids, with crockery, cutlery, a high chair and not to mention the wonderful assortment of games. The hot tub outside under the stars is an added bonus and one you should take up as it was a great way to wind down in the evenings. And Amy was the perfect host - friendly, knowledgeable with her guidebook, and highly responsive. Would definitely recommend her cottage and hope to visit again!

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!

‘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

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

Charming Stone Cottage: Hot Tub, Games Room
Very well appointed and great for a family, we had an 18 month old with us. The games room is a little gimmicky but was fun along with all the board games as we had a little one with us so adds a little to the stay along with the hot tub and beautiful garden as couldn’t pop to the pub in the evening. There is also a cache of cars which our daughter loved to play with, it was these nice little touches that made a difference. Some great recommends from the host and the local area is handy and beautiful with a play park just a 10 min walk away. Recommend the Rose and Crown pub on a sunny day, 15-20minute walk, garden is great and little slide for kids. Traffic is the only downside to the area really but the house is nestled away from it all.

Abbey View Cottage - Scandi Hot Tub - EV Charging
Ok, if you are looking at this cottage and wondering whether to book it....just do it, stop wondering. You can thank me later. The quiet hits you first, only birdsong and the sound of the breeze through the trees. A genuinely beautiful, tranquil cottage, simply but lovingly presented with all the things you need. A kitchen with stove/oven, fridge, toaster, kettle and Nespresso coffee maker. A spotless shower room, and a separate lavatory complete with wash basin. The lovely large bed, comfortable chairs, table and bookcase all highlight the time and effort the hosts have spent creating something special. Hot tub ? Yes, very private and very relaxing too. The hosts had fired up the wood burner so that when we arrived the water was nice and toasty, perfect to enjoy the sweeping view to the valley below. (Bring flip flops or crocs as the path to the hot tub has an area of gravel). In short, we have absolutely loved time here. Many thanks Rhys & Lizzie for making it possible.
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!

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.

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!

Shepherd's Cottage
Great place to stay ,hosts excellent . area fantastic for walking dog could not fault it in anyway.

Tudor Rose Luxury thatched cottage Dorset.
A perfect stay in every way, lovely walks in beautiful surroundings. The cottage had everything we needed and Denise was very helpful even leaving a welcome pack.(Nice touch) Would love to stay again in the future. Thanks Denise for sharing your lovely cottage😊

Chocolate box cottage, Sleepy village, Sea 30 mins
Beautiful cottage, very peaceful and private. Loved how perfectly wonky everything is. Great location to get to nearby beaches. Helen was very proactive and kept in touch throughout. If we visit this way again I wouldnt hesitate to book another stay.

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!!

Willow Tree cottage.
This is the third time that my partner and I have stayed here - we love the cottage so much and it feels like a real home from home! The cottage had everything we needed and it is so quiet and peaceful- perfect for a relaxing break. The bed is really comfortable too! There are so many wonderful places to visit nearby too. I wouldn’t hesitate to recommend Libby as a host and a stay at Willow Tree Cottage. We can’t wait to return!
Private cottage rentals

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.

Little Roost at Uplyme: Luxury self-catering
We thoroughly enjoyed our stay at the Little Roost which Rosemary helped us to prepare for with answering our queries, helpful recommendations for dining out for a special event and sending such helpful directions and check-in info. The cottage is set in such idyllic surroundings which surpassed our expectations and the walk into Lyme Regis was beautiful. The immaculately clean and lovely smelling cottage had everything we needed and more. A special place indeed. Thank you Rose, we will definitely be returning. xx

Brightside Cottage
This cottage was perfect for our stay full of character and with a garden to sit in Claire was a lovely host and met us on arrival there was wine and milk in the fridge just what we needed would highly recommend this place for a holiday

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!

The Nest, thatched barn conversion near Lyme Regis
Enjoyable stay in this home from home!

Number 107, Isle of Portland, Dorset
We absolutely LOVED our stay at Kay & Paul’s place, the most beautiful area and incredible sea view, and absolutely beautiful cottage, well equipped with everything you will need, calming and extremely clean. My family felt instantly at home. Kay was super helpful and responsive to all questions leading up too and during our stay, nothing felt like any trouble and she was more than helpful with any questions I had. The people in Portland are friendly and welcoming and the chesil chippy is quite possibly the best chips I’ve ever had!! Thanks so much Kay & Paul for sharing your beautiful home with us, we will be coming back again in the future!! X

Peaceful cottage in West Dorset
My husband and I had the most wonderful stay at Synderford Lodge - a charming well equipped cottage with beautiful very private garden. The only sounds were of the birds, and cows in nearby fields - bliss. If you want a break away from it all this is the perfect spot. However, it is also well placed for great days out, either on the coast or further inland. We were sorry we couldn't stay for longer and we would definitely stay there again.

The Old Stable central & OSP, 2 bed/2 ensuite
Lovely home in the heart of Corfe Castle. Cosy; great base to explore old Harry rocks, durdle door etc.
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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
- Preston Sands
- Sandy Bay Beach Blue Flag Winner 2019
- Torre Abbey
- Charmouth Beach
- Man O'War Beach
- Poole Quay
- Dawlish Warren Beach
- Beer Beach
- Oddicombe Beach
- Hurst Castle
- Palace House
- Watcombe Beach
- Tapnell Farm Park