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Holiday rentals with breakfast in Weymouth and Portland District

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Weymouth and Portland District Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Guest favourite
Home in Tisbury
4.96 out of 5 average rating, 115 reviews

Stunning three floor home

KarenRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Sherborne
4.86 out of 5 average rating, 230 reviews

Period terraced cottage with garden.

AndrewRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Yetminster
5 out of 5 average rating, 57 reviews

The Cottage, Fairings

DanRating, 5 stars1 week ago
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.
Guest favourite
Home in Stoke Saint Gregory
4.9 out of 5 average rating, 194 reviews

The Annexe @Box Cottage

BerilRating, 5 stars2 weeks ago
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
Guest favourite
Home in Dorset
4.95 out of 5 average rating, 19 reviews

The Rusty Anchor Cottage

Hiba AfraRating, 5 stars3 weeks ago
Sharon was a sweetheart. The place had so much character and just pristine. Thank you so much for having us.
Top Guest favourite
Home in Tarrant Monkton
4.95 out of 5 average rating, 108 reviews

Self contained annexe in pretty Dorset Village

BrionyRating, 5 stars2 weeks ago
Stayed for a family party being held at a nearby venue. Was just overnight so didn't have a chance to explore the area but looked beautiful. Helpful host answering questions in advance and during stay. The place looked well kitted out if we had had time for a longer stay. happy to recommend to others.
Guest favourite
Home in Huish Episcopi
4.95 out of 5 average rating, 85 reviews

Luxury house original victorian features -Langport

KaitlinRating, 5 stars10 months ago
Wow! What can I say!!! Let’s start with my dad always has a negative thing to say and he LOVED this place! My kids had their own room and my daughter loved the dining room with the books and the door to make it private! I loved the home aspect of it. We have been traveling now for a few years and this really felt like somewhere we could stay for more than a week. The eggs bread milk and cider where such a bonus that made our arrival less stressful as we have a toddler. I saw the baby gates and baby items. Such a pro if traveling with littles. I wish we could have stayed longer to enjoy the fire pit and game room. My daughter and dad woke up early just to play ping-pong before we left. Thank you again Mary & Sophie. Next time we come to England we will be coming back ⭐️⭐️⭐️⭐️⭐️
Top Guest favourite
Home in Wiltshire
4.97 out of 5 average rating, 228 reviews

Cosy self-contained Garden Annexe

Steffi Rating, 5 stars1 week ago
I felt extremely welcome right away. Michele's accommodation is one that stands out from many thanks to small, warm details. As soon as I entered the accommodation, I could feel how much Michele enjoys being a host. Everything was prepared with a lot of love: fresh flowers on the table, a personalised welcome at the table, a few breakfast cereals (including milk, which I was able to express my wishes for in advance). I find the accommodation itself even more beautiful than it looks in the photos. Nice size, great layout, you could move in right away. 😉 Michele came by to greet me in person and answer any questions I might have. The check-in was completely flexible. The bed was totally cozy. Although the cottage is in the garden of the hosts and maybe one of the two scurries past it, you have your peace and privacy. I would come back anytime, because it was perfect all around!!

Apartment rentals with breakfast

Guest favourite
Apartment in Poole
4.81 out of 5 average rating, 332 reviews

Super sunny studio with own terrace & parking

DanRating, 5 stars5 days ago
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.
Top Guest favourite
Apartment in Bournemouth
4.99 out of 5 average rating, 165 reviews

Luxury 1 Bed - 2 mins Walk to River- Dog Friendly

Nick & JenRating, 5 stars1 month ago
We had a great stay at Pam's place! It was comfortable, spotlessly clean, in a great location for exploring the local area and very private. The enclosed garden was great - especially as we were travelling with our two dogs - and the welcome pack was indeed very welcome. There was so much to see and do nearby, we struggled to fit it all in on this visit so we'll have to come back! Thank you for having us, Pam :)
Guest favourite
Apartment in Bournemouth
4.89 out of 5 average rating, 288 reviews

Stunning Penthouse Apartment walk into Town centre

ShawnaRating, 5 stars3 weeks ago
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!!!
Guest favourite
Apartment in Bournemouth
4.86 out of 5 average rating, 205 reviews

The Coach House, Alum Chine, Bournemouth.

PaulRating, 5 stars2 weeks ago
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!
Top Guest favourite
Apartment in Poole
4.94 out of 5 average rating, 143 reviews

Spacious self-contained flat in Parkstone

TracyRating, 5 stars1 week ago
Beth’ s place is amazing. A calm and peaceful haven. From the thoughtful welcome card to the incredibly kind extra touches like bread, milk and eggs. Beth has created the most fantastic experience for guests. We had a fabulous 8 nights and really recommend this as a perfect place to stay.
Guest favourite
Apartment in Bridport
4.86 out of 5 average rating, 458 reviews

The Old Bakery

FionaRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Whitchurch Canonicorum
4.94 out of 5 average rating, 265 reviews

The Duck Wing, quirky dog friendly apartment

Trevor JohnRating, 5 stars3 days ago
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.
Top Guest favourite
Apartment in Somerset
4.99 out of 5 average rating, 173 reviews

The Annex - Middle Payne Barn

SharathRating, 5 stars2 weeks ago
Had a wonderful stay at Mary's Annex studio -comfortable with all the amenities as in the listing. The place was pristine clean! Bonus points for the kids play area and breakfast was sorted out by the well stocked kitchen. Mary and family were lovely!! Highly recommend the studio to explore the Dorset coast.

Bed and breakfast rentals with breakfast

Top Guest favourite
Private room in Dorset
4.97 out of 5 average rating, 181 reviews

The historic walled town of Wareham

ShelleyRating, 5 stars2 days ago
Had a lovely night at Glenn’s, before a wedding. The room was spotless and had everything we needed. The little treats and breakfast supplies in the room were very appreciated. I can happily recommend Glenn’s place.
Top Guest favourite
Place to stay in Dorset
4.96 out of 5 average rating, 84 reviews

Swanage Luxury one bedroom private studio

JamesRating, 5 stars1 week ago
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.
Top Guest favourite
Private room in Portland
4.98 out of 5 average rating, 125 reviews

Beautiful Modern Room Near the Sea

SusanRating, 5 stars1 month ago
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.
Cottage in Portesham
4.75 out of 5 average rating, 403 reviews

Pond outside your bedroom window.

SarahRating, 5 stars1 week ago
We have stayed here previously Loved the new bedroom layout Both Hywel and Sue are always very welcoming This will not be our last visit to this beautiful village
Tiny home in Salisbury
4.63 out of 5 average rating, 171 reviews

Salisbury Cathedral Close Log Cabin ens

TrevorRating, 5 stars3 weeks ago
Jane was extremely welcoming and pleasant. She was very attentive throughout the stay and always checked if everything was OK. The location was fantastic - just a few hundred metres from the cathedral and with the added bonus of parking very close to the cabin. The property is small as described but it's ideal for a short stay.
Top Guest favourite
Private room in Dorset
4.98 out of 5 average rating, 308 reviews

Large Double Room En-Suite Including Breakfast

NickRating, 5 stars2 weeks ago
Straight away from arrival we were made to feel welcome & comfortable we were offered free roam of the kitchen & garden. Phil also gave us a lift at no charge into West Bay for the wedding we attended. This is by far the best Air B&B I have ever stayed in and look forward to visiting our wonderful hosts again in the future ⭐️⭐️⭐️⭐️⭐️
Top Guest favourite
Private room in Weymouth
4.95 out of 5 average rating, 269 reviews

Contemporary townhouse Weymouth with sea views

DanRating, 5 stars4 weeks ago
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
Top Guest favourite
Private room in Dorset
4.96 out of 5 average rating, 163 reviews

Double Room + breakfast, Olympic Village, Portland

MichelleRating, 5 stars1 week ago
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.

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