
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 cottage rentals in Weymouth and Portland District
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!

Cherry Lodge
Lovely property and great for our family get together. Everything very clean and kitchen very well equipped. We enjoyed the hot tub- need to use own towels. Dining room great for family to eat together. Good location although better to have a car to visit local sights. Really enjoyed our weekend .

Homely, colourful and cosy Forge Cottage
We couldn't have been more delighted with Amy's stunning cottage. Gorgeous interiors, welcoming & homely, yet felt really special & unique. Comfortable beds & plenty choice of comfy chairs & sofas to relax on or enjoy the views. Watching the sunset in the hot tub was such a highlight. Lovely walk to town of Langport, including a swim in the river Parrett. Simply beautiful - hoping to return when we can 😊

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)

Dreamwood - Woodland Cottage with Private Hot Tub
Absolutely loved it here! Came here for a little weekend getaway for my partners birthday. The hot tub was amazing and the whole place was spotless and had everything we needed. Could not recommend this enough! The bed was unbelievably comfy… didn’t want to get out of it in the mornings😂

‘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
Helen and Martin were lovely and welcoming hosts. House was so clean, and the beautiful garden so peaceful and private. We thoroughly enjoyed our stay, meeting all the gorgeous dogs, relaxing in the hot tub and walking to the local pub - with delicious food. Would thoroughly recommend and will definitely return! Thank you Helen and Martin 😊

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!

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!

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!

Shepherd's Cottage
Lovely little cottage which was immaculately clean and well presented with rustic aesthetic. Interior and exterior are beautiful. Hosts were very welcoming and friendly and there to help for anything we needed. Bed was comfy and we had 2 nights of great sleep. Very quiet and lovely to hear all of wildlife and no hustle and bustle from vehicles. The cottage was pet friendly and our dog was really content and loved the garden. The bath on the end of the second night was a great added bonus. Although the cottage is very rural, it was really easy for us to travel to local towns, pubs and attractions. We would recommend to anyone wanting to explore Dorset and would love to stay here again.

Tudor Rose Luxury thatched cottage Dorset.
This is our second time staying at Denise’s lovely cottage in Stourpaine and I’m sure we’ll be back. The cottage is perfect, spotlessly clean, has everything we needed and the location is ideal. We really enjoyed sitting in the garden this time - the garden is lovely and really private. It’s the perfect Airbnb - highly recommend!

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!!
Private cottage rentals

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
Lovely home in the Isle of Portland. The House is very clean and inviting. It is well appointed and comfortable. There is a good wee co-op very near, and the Cove House Hotel is worth a visit. We enjoyed walking in the area and also used the bus-stop outside to access Weymouth and all the shops. An enjoyable break.

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.

Cosy West Dorset Cottage – Beaches & Walks Nearby
Blackbird cottage is a lovely, quaint place to stay. We found it while looking for a base near Mapperton House as we were attending a wedding there. Susan sent through clear instructions on check in, a great online guide with useful information and gave us directions to a play park for our young children. The cottage was clean with really nice sized bedrooms. We would definitely recommend to anyone wanting to stay in the area.

Lovely cosy place to stay in the heart of Dorset
We had a lovely couple of nights here. We were comfortable and really appreciated the extra touches and how wonderfully clean it was. Highly recommended to anyone needing to stay in this area.
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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