
Guesthouse holiday rentals in Weymouth and Portland District
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Top-rated Guesthouses in Weymouth and Portland District
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Family-Friendly guesthouses

Amazing private studio space
Lovely and helpful host and we loved the board games

Rural Idyll for dog-lovers near the New Forest
Alison‘s place was perfect, it has absolutely everything you need for a comfortable stay. The location is quiet and idyllic in a small village with lots of countryside walks from the door. There is a pub in the village and several not too far away if you need somewhere to eat. There is a Trout fishery in walking distance. Beds comfortable. The garden is perfect and enclosed for the dog to run around, and there is plenty of parking right outside the door of the cabin. Alison was an excellent unobtrusive host and left us initial provisions including eggs from her chickens and freshly cooked bread. What more could you ask for? We drove 25 minutes into the heart of the New Forest and hired bikes for the day. We’ll definitely be back!

The Countryside Loft in stunning rural Dorset
the loft was in a beautiful location with views across the valley. We were able to access many great walking locations nearby then return to comfortable accommodation. there is a roomy shower and plenty of places to hang outdoors boots and walking gear etc. Emma was helpful and accommodating

Traditional coach house in rural private estate.
What can I say, lovely property, lovely host! Amenities were more than adequate for a longer stay, and the host (Jeremy) and his family, have left us feeling well looked after and most of all made us feel very welcome! Thankyou for a lovely stay Jeremy!

Springfield
Beautiful little place, perfect location for exploring Weymouth and the surrounding area. Had everything you could ever need and Georgia and the family were super friendly! I am sure we will be back!

The Chalet at Primrose Hill BH19 3EE
This place was perfect for what we needed it for! We were attending a wedding close by and needed somewhere local enough to the venue. This was a perfect location and perfect place for that! Barbara gave instructions to the property that was clear and easy to follow. And the property had everything we needed, exactly as described! Would recommend, location had beautiful views.

The Barn Little Birch
Beautiful and cozy place, cleaned and had everything we needed and more. Jan did absolutely everything for us to have a lovely stay.

The Gatehouse - Friday change-overs only.
We are a family of 4 with 2 young children and we all enjoyed staying at the Gatehouse, great space to explore and children loved being in nature with a huge garden, they loved the apple tree ‘den’. House had everything you could possibly need, John was on hand if needed and great location to explore, fossil hunt and walk the Golden Cap. Couldn’t have asked for more.
Guesthouses with a patio

Lucky Rabbit Retreat
Absolutely perfect stay!Everything you needed and more. Lucky rabbit retreat was spotlessly clean and the garden was so lovely and spacious and secure for my 6 month old granddaughter and dog Tigerlilly to play in. Karin was very thoughtful in what she left for us and very accommodating and friendly. We have stayed in lots of places in the new forest but this was by far the best and we cannot wait to come back again. Thank you Karin. Look forward to seeing you again!

Character Barn in the Heart of Beaminster
We only stayed for 3 night's as we were Attending a wedding nearby but it was a perfect little bolt hole. We felt right at home and had everything we could possibly want. Beaminster is a lovely little town only wish we'd had more time to explore.

Rosie’s Place - 10mins to beach
Just came back from a week stay place was very clean and everything you needed she has thought of everything so friendly and helpful was lots to do nearby restaurants near good beaches are amazing went to Nothe fort for the day highly recommend it brilliant day out . We took our dog Benny and most places are dog friendly will definitely go back and highly recommend Anna’s place to stay

The Getaway: Quaint Log Cabin on Jurassic Coast
Tom & Naomi went out of their way to ensure I knew exactly what to expect both in the property, the location and amenities nearby. They offered a simple and easy contact-free check in for me as I was travelling for several hours, and I even found a powerful floorstanding fan on my arrival (temps were in the high 20s). All the consumables and essentials were provided, with a microwave snd kettle in the kitchenette (although perhaps including a plug-in induction hob would be a great addition for extra flexibility for cooking). Bathroom had a powerful shower and plenty of towels, just bear in mind there is only a small hook on the back of the door to accommodate any clothes you’ll put there and the towels (I just hung them over the cubicle, but perhaps installing a towel rail would be worthwhile). Thanks again for a lovely stay, and the local recommendations for food and places of interest!

Charming 2 bed self-contained cottage with Patio
We had a lovely stay at Susan's place. The property was beautifully furnished and had a very calming aura. Directions to the property were clear and the village itself is really lovely and peaceful. The view from the bathroom in the morning was stunning! The place was really clean - even though this is a dog friendly property (and we didn't bring any) Susan clearly took care to ensure the place was spotless and free from hair. We'd definitely stay again.

Cosy lodge, parking, beautiful setting, Lyme Regis
Our family had a lovely weekend at Helen's place. It was beautifully located, clean and safe for the kids (4 year old and 10 month old). It's a short walk to Uplyme and a 5 min drive to Lyme Regis. We would definitelly come back for a longer break.

Arne View Lodge, South facing with Hot tub.
Victoria and Steve’s place is just as described - clean, super cosy and the hot tub is fab. Great launch pad to explore Studland/Corke/the coastal area. Easy to get around - bus to Poole from pretty much outside the front door (Rockfish restaurant is great!) and if you don’t mind a 20/30 mins walk, there are a couple of nice pubs in walking distance. Thanks for a lovely stay!

Unique Private Cabin in Purbeck Dorset Countryside
We enjoyed our stay. Very nice that the dog could run free in the garden. Everything was to our liking.
Guest house rentals with a washing machine and dryer

A spacious home from home in North Dorset
Great communication, have booked another visit!

Milkwell’s heavenly place
A wonderful studio to stay and enjoy the delightful countryside which is on your doorstep. I’d highly recommend staying at Poppy’s studio.

Delightful barn in scenic North Dorset
Andrew and Janine were lovely hosts. They left a very generous tray of welcome goodies from local sources which I was very grateful for and Andrew gave me some great recommendations for activities while we were there. It was a beautiful and peaceful stay and we thoroughly enjoyed our time there. Thank you

Newly converted hilltop Chapel
We’ve just come back from a lovely long weekend staying in Gina’s beautiful converted chapel. The property is very tastefully designed and felt very much like a suite in a luxury country hotel. There are stunning walks and rolling countryside from the doorstep and Berwick St John is a very pretty little village. It was the perfect place for a relaxing weekend with our dog and truly felt like a home from home that we hope to return to again.

The Yorkshireman @ Piddlehinton
A great place to stay in a pretty little village within easy reach of Dorchester and the coast. A very comfortable double bed on the mezzanine level, and like all areas immaculate. Claire has put together an informative booklet for her guests with all the information needed for a relaxing stay.

Rural retreat in north Dorset with beautiful views
We had a great stay and would definitely book again! It was spacious and clean. We enjoyed the views and the air hockey table!

Spacious Stables Conversion
Damien’s place was the perfect place for a group of 7 of us to celebrate a hen do. We wanted somewhere a bit luxurious, peaceful and secluded so we wouldn’t disturb anyone. Damien’s place covered all bases! Check in was seamless, love the fact the key is secured inside the lockbox so you never have to take it out with you and risk losing it! Loads of nice touches around the house, lots of high tech that added to the luxury, but was easy to use. Clear instructions for everything on the iPad in the kitchen. Place was spotlessly clean. We hired a private chef to come in and cook for our group, he commented on how well the kitchen was stocked and what a beautiful space it was to cook in! Highly recommend this accommodation and would stay again!

The Wheel House, Cosy Rural Getaway
An ideal location for local Christmas family visiting , so we didn’t have need for local pubs/restaurants, however useful info from previous guests was available. It’s a lovely little ‘cottage’ with all you need , loads of hot water , and a nice cool bottle of wine on arrival !
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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