
Holiday rentals with breakfast in Weymouth and Portland District
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Top-rated Holiday Accommodation with Breakfast in Weymouth and Portland District
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Popular amenities for Weymouth and Portland District Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Stunning three floor home
We stayed here for 3 nights as we were going to a wedding locally. Angus was very friendly, and responsive to messages and dropped by with his dog to introduce himself. The accommodation is lovely and very well equipped. The bed is also super comfy! There’s a really nice garden with sitting area outside the patio doors too. We highly recommend this Airbnb and would definitely stay again.

Period terraced cottage with garden.
Lovely cottage with a beautiful garden space to enjoy in the sunshine. Great location just a couple of minutes walk from the excellent selection of local shops, pubs and restaurants.

The Cottage, Fairings
Lovely cottage and gardens set in the heart of a tranquil village. Left wanting for nothing during our stay here. Would highly recommend staying here if looking for somewhere to stay for a short break in this region.

Dibbens Townhouse
We had a great time at Dibbens Townhouse. So well located - just a couple of minutes from the quay, and surrounded by lovely restaurants. The house is really spacious and very comfortable. Everything you could need. There can be a bit of external noise - both from people on the high street, and from seagulls - so I used earplugs as others had mentioned on the first night to help me get to sleep. It was much quieter on the second night. Definitely want to come back - sadly the weather turned so we didn’t do what we were planning to on our last day, and due to a recent operation I wasn’t able to try out the amazing looking bath!! Would highly recommended a stay here. Thank you for having us.

The Annexe @Box Cottage
Jane has been a wonderful responsive host and very helpful. Our only regret is to just be able to stay a night. My children loved the garden and all the board games available. Beautiful villages nearby

The Rusty Anchor Cottage
Sharon was a sweetheart. The place had so much character and just pristine. Thank you so much for having us.

Private entrance, kitchenette & private patio
Spotlessly clean, very peaceful location, private courtyard, close to the town (5 minute walk), perfect base for exploring Swanage, Poole & surrounding areas. Catherine was very welcoming & knowledgeable of the area. Would definitely recommend.

Self contained annexe in pretty Dorset Village
I needed a peaceful retreat for a couple of nights. Splash cottage was perfect - very well appointed, comfortable, thoughtful provisions available. And the sun shone!
Apartment rentals with breakfast

Super sunny studio with own terrace & parking
Me my partner and dog had a brilliant stay, Barrie and Paula could not have been helpful enough with any issues we had. Would 100% recommend to anyone else looking to stay in the Poole/Bournemouth area. We have no quarms in booking to stay here again.
Stunning Penthouse Apartment walk into Town centre
This penthouse is HEAVEN!!!! It's so bright and airy and has so much room, my daughter and I never wanted to leave. Everything worked perfectly and the beds were some of the softest, most wonderful mattresses I've ever had the pleasure of sleeping in. We hope to be back ASAP!!!

Church View
We had a great stay here! Christina was really friendly making us feel right at home. She gave us some local recommendations and allowed us to come and go with zero hassle. The surroundings are stunning and we could have sat by the window all day. Great walking near by. Beach is a drive able day trip too.

The Coach House, Alum Chine, Bournemouth.
Brian is the perfect host and his annexe is the perfect place to stay if you want the wonderful beaches without the craziness of Bournmouth. Brian always responded immediately, and was super helpful regarding check in and giving us information about the area. The annex is perfect for a couple, but note that the kitchen and living room area is on the first floor. Everything you could possibly need was provided, including bread and croisant, milk, tea, coffee, etc. The area was quiet and about a 5 minute walk to the beach, though a bit of a climb up. We had bikes and riding along the coast was wonderful. Thank you Brian, and hope to stay with you again soon!

Spacious self-contained flat in Parkstone
The great thing about Airbnb is the unique places you end up at. Beth’s was delightful. You know you are in someone’s home straight away. Full of character and charm. Everything catered for; milk, bread and eggs were really appreciated. Lovely property in every respect.

The Old Bakery
The Old Bakery was a real find. Jude and Will are hosts who go above and beyond. They couldn’t do enough for us. Not only was the apartment clean, cosy and comfortable, but they had provided everything we needed for breakfast, and told us if there was anything else they could provide to just ask. They were so friendly, communicative and helpful, and said if there was anything we needed or had problems with, to contact them day or night. Those personal touches make a huge difference. We enjoyed sitting in the sunny garden at the back for our breakfast! We had a nice pub meal one night in the Ropemakers in town, which was only a 10 minute walk away. We also had a lovely walk across the cliff path from Bridport to Eype, which was a lovely pebble beach. We visited Sculpture by the Lakes, which was a beautiful place, and Forde Abbey gardens, all of which are worth visiting if you like a bit of peace and tranquility. Thank you Jude and Will. We’d love to return!

Marley House B & B Lux apartment super king
We had a great stay in this apartment - very clean and beautifully decorated and an ideal place to stay with a dog. We loved the sitting area with a smart TV and the fact that we could use the hot tub too. There were little extras like Croissants in the freezer and orange juice in the fridge which were lovely touches. Perfect location too-a 5 minute drive to Lulworth Cove where we walked to Durdle Door. We also visited Corfe Castle and Old Harry Rocks. Already recommended to a friend 😊

The Duck Wing, quirky dog friendly apartment
This is our first Airbnb stay, also our first stay taking our dog. Having read and turned down a number of other Airbnb places the ducks wing seemed to fit the bill (no pun intended). The garden is lovely and secure, the rooms are extremely quirky which we both liked, our dog loved it. We didn't make best use of the many facilities including the pool, BBQ etc. We particularly enjoyed sitting in the garden listening to the countryside. As I've said our first experience with Airbnb but we were very impressed.
Bed and breakfast rentals with breakfast

The historic walled town of Wareham
Glenn was the perfect host. All the facilities were exactly as described. All very clean & well set out room. Breakfast of cereals, berries, fruit, yogurt, juice & milk along with tea & coffee was appreciated. Would definitely recommend it to others.

Swanage Luxury one bedroom private studio
I had a great stay. The accommodation was spotless and very comfortable. Anna was a very good host. I had regular communication before my arrival as I had quite a complicated journey, but she was flexible with my arrival time and made sure everything was ready when I finally did arrive. Continental breakfast was delivered to the door of the accommodation and it was very well received. Thank you, Anna.

Beautiful Modern Room Near the Sea
I had a lovely 4 night stay, the room is very spacious and furnished with every thing you need. They have a lovely home and are great hosts. The breakfast has a great selection and feels very homely. You can sit in the garden on comfortable furniture which is great to relax in. The sea is only a few minutes away, no need for a car. A great location to explore the Island and has two lovely gardens close by and well and the rest of the coast. I plan to go back sometime in the near future.

Large Double Room En-Suite Including Breakfast
Chris and Phil made us feel totally at home and welcomed. Phil is a fab cook, breakfast was amazing, with a really comprehensive Menu. We thoroughly enjoyed our stay in their beautiful home. I would recommend to other's who may wish to have a stay in Bridport, Phil and Chris's is the place to head for. I lost myself in the outside Oasis. A truly beautiful eco system for the wonderful wild life and nature. Absolutely loved it! Thank you so very much to both for a wonderful stay, and all your hospitality. Lynn &Tracey X

Homely, Comfortable & Central inc’ light breakfast
Martin was very kind and provided breakfast every day.

Contemporary townhouse Weymouth with sea views
Fiona could not have been a more generous host. Her house is lovely, breakfast delicious, the bed comfy, the bath water hot, and she could not have done more for us. We were doing a ridiculous long-distance walk, and Fiona's hospitality made it possible. Would definitely recommend. 10/10

Double Room + breakfast, Olympic Village, Portland
The room was lovingly furnished and very tidy. Frances was a very nice host. She gave us great tips about the area and was generally very friendly and helpful. We felt very comfortable.

Lovely double bedroom & private bathroom to enjoy
Ann and Trevor are great people to talk to, their home is amazing, spacious and clean. Will definitely stay with them again when going to see family. we were going to family wedding and Ann loaned me her dry robe as it was pouring with rain, thank you both so much. Breakfast was plentiful too, all laid out as good as the Ritz!! Highly recommend a stay here.
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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