Beachfront vacation rentals in Isle of Portland

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Popular amenities for Isle of Portland beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Townhouse in Lyme Regis
4.94 out of 5 average rating, 236 reviews

Period Townhouse (sea views from garden decking)

StephanieRating, 5 stars3 days ago
Chris’s cottage was perfect! It was clean and charming, and the location was absolutely fabulous. We had a wonderful stay and would definitely come back!
Guest favorite
Home in Dorset
4.89 out of 5 average rating, 169 reviews

SUNNY DAYS - Free parking. 3 minutes from beach

LindaRating, 5 stars3 days ago
Perfect Location , great little find , like home from home , added bonus of parking and dog friendly, will definitely be returning next year
Top guest favorite
Condo in West Bay
4.97 out of 5 average rating, 330 reviews

Beautiful Harbourside Apartment

MargaretRating, 5 stars1 week ago
Our second stay here and it won’t be our last ! Very spacious, extremely comfortable and sparkling clean.Everything thing works extremely well. Fab kitchen with everything you need. Comfortable furniture and easy to use TV. Enormous comfortable bed and very user friendly bathroom. Definitely not exclusively for people with access problems but for my husband in a mobility scooter it was perfect. Easy and safe parking and perfect location. Are you getting the vibes that we liked it ! We are looking forward to coming back ! 😀😀
Guest favorite
Holiday park in West Lulworth
4.94 out of 5 average rating, 83 reviews

Sea View Chalet - Durdle Door

StephanieRating, 5 stars4 days ago
A slice of paradise! We loved, loved, loved our stay here. The views from the deck were spectacular and enjoyed taking these every day. We felt such a scene of peace and rejuvenation being here. The location can’t be beat if you are looking to visit Durdle Door/Lulworth Cove/Man O’ War. Nicky is extremely responsive to all messages and provided great recommendations. We hope we can stay here again in the future! 10 out of 10!!!
Guest favorite
Condo in West Bay
4.84 out of 5 average rating, 189 reviews

Jolly Mid century modern coastal apartment

JohnRating, 5 stars2 weeks ago
We had a really enjoyable stay. Caroline provided good instructions on how to get there and the guide book then had lots on information regarding the apartment and surrounding area. Would definitely recommend and stay there again.
Guest favorite
Hut in Lyme Regis
4.85 out of 5 average rating, 306 reviews

Great British Beach hut *Day Time Only* Cobb Views

CerysRating, 5 stars4 days ago
We had such a relaxing day at the beach hut. It is extremely well maintained and Rachael has thought of everything. We are already thinking about when we can visit again!
Guest favorite
Home in Weymouth
4.98 out of 5 average rating, 51 reviews

Wolf Cottage - Stunning Harbourside Cottage

SamanthaRating, 5 stars2 months ago
I was actually disappointed when I first arrived. I had booked a "stunning harbourside cottage" only to discover this cottage is not by the harbour. However, the stunning part is accurate. It is a really lovely property that has been lovingly made into a home-from-home. Once you get over not being by the harbour, it is in a good location that is accessible to all Weymouth has to offer. We had a fabulous stay and would absolutely go back. Tim is a delightful and dedicated host.
Guest favorite
Home in Dorset
4.93 out of 5 average rating, 71 reviews

Chesil Beach Mews Cottage

KarenRating, 5 stars5 days ago
Had a lovely few days with family - great accommodation, lovely location! Would recommend!

Beachfront home rentals with a pool

Guest favorite
Tiny home in Dorset
5 out of 5 average rating, 7 reviews

Beach Caravan at Freshwater Beach Holiday Park

AmandaRating, 5 stars2 months ago
We had such a fabulous time, the location is amazing and we enjoyed the beach, sea and fantastic sunsets. Lovely walks in both directions. Kids LOVED the swimming pool and slides. The Spar shop was handy. The caravan was the nicest one I’ve have stayed in. Shanice was really helpful and good communication and directions Thank you!!
Top guest favorite
Guesthouse in Hamworthy
5 out of 5 average rating, 7 reviews

Panoramic Sea View Lodge

CarolineRating, 5 stars4 days ago
A fantastic view and very clean comfortable accommodation.
Top guest favorite
Chalet in Dorset
4.97 out of 5 average rating, 39 reviews

Chesil Holiday Lodge, Weymouth *sea views*

SonjaRating, 5 stars7 months ago
We had such a lovely stay at Kate’s place. It was just what we needed…. Relaxing, peaceful with beautiful surroundings and views. The Chalet has been nicely decorated and has everything you’d need for a comfortable stay. There are activities onsite and lots to do locally. We especially loved our visits to Portland Bill. We’d definitely come back another time. Thanks for a wonderful stay. :-)
Superhost
Chalet in Dorset
4.8 out of 5 average rating, 30 reviews

Luxurious holiday home at Weymouth Bay

KinaRating, 5 stars1 month ago
We stayed for 3 nights. The holiday house was spacious enough to fit family of 4. Plenty of room to play for little ones. Very clean and well organised. The only improvement I could suggest would be to install slim dishwasher but it was perfect anyway. I would recommend and come back.
Private room in West Lulworth
4.6 out of 5 average rating, 10 reviews

The Bar Room - with country side views

ConnorRating, 5 stars12 months ago
The location and property are beautiful. Very homie feeling. Would love to come back again. Bit of a walk from the parking lot so plan accordingly with your bags.
Holiday park in Dorset
5 out of 5 average rating, 5 reviews

Moselle Lodge - with stunning beach and sea views.

KimberleyRating, 5 stars14 months ago
We absolutely loved our weekend at Dave and Debs gorgeous caravan at chisel beach- the best park we have stayed in. The park was gorgeous and amazing location, facilities and staff were beyond our expectations- not your typical caravan park it really is 5 stars and more! The caravan was spotless, great size, comfortable and Dave and Debs were exceptional Hosts, from upon booking to check out they were on hand and quick to respond to any queries. They send an extensive welcome pack with recommendations and places to visit. We honestly didn’t want to leave and will be returning next year !
Superhost
Home in Dorset
4.88 out of 5 average rating, 8 reviews

East Creek + beach side + pool, dog Ringstead Bay

ZaraRating, 5 stars9 months ago
location was absolutely perfect for a relax and a decent walk everyday, we paddle boarded up the coast both ways and the scenery was stunning and finished most days with a swim in the pool. if you're after a close too everything place too stay this isn't the place for you but if you're looking for a break away from the world then this will tick all your boxes 🤗
Guest favorite
Camper/RV in Dorset
4.91 out of 5 average rating, 66 reviews

Static Caravan, 3 Bedroom Sleeps 6 on Dorset Coast

AnnabelleRating, 5 stars3 weeks ago
We had a short but enjoyable stay in this lovely caravan! Lots of space and everything we needed. Great location on a great holiday park 🙂Thanks so much!

Private beachfront home rentals

Top guest favorite
Home in Dorset
4.95 out of 5 average rating, 42 reviews

Beachside Cottage with Panoramic views of the sea

JohnRating, 5 stars1 week ago
We stayed here in early June and loved the place. We were slightly perturbed that the sea view overlooked the Oasis Shop/Cafe small car park but in fact this was not noisy nor did it spoil the view. It is literally a 20 yard walk to the steep pebbled beach (some sand at low tide) and half an hour's walk to Weymouth pier along the promenade. There is also a frequent bus service. The accommodation is immaculate, having the living area upstairs. Everything we needed was provided - even an electric toothbrush charger in the bathroom. We spent many an hour on the balcony with drinks watching the swimmers, surfers, sailors and spotting the commercial/navy ships which often anchored in the bay. We had many a happy days out in the Weymouth area and were able to leave the car parked outside all the ten days as we used the bus services. We hope to return in the near future.
Top guest favorite
Apartment in Dorset
4.94 out of 5 average rating, 36 reviews

Garden flat near secret beaches

NickyRating, 5 stars4 days ago
This garden flat is an absolute gem. Katie's attention to detail ensured we felt right at home - everything we could possibly have wanted was provided. The garden was delightful and the whole flat felt loved. It was like a warm hug! The area is beautiful and the nearby beach quiet and secluded. We used the coastal path and also the Rodwell Trail to walk into Weymouth. We'd definitely book in again if we're in the area.
Guest favorite
Apartment in Dorset
4.94 out of 5 average rating, 68 reviews

2nd floor apartment by beach

DaveRating, 5 stars1 week ago
Lovely little property that was extremely comfortable and ideally situated. Just 2 minutes from mainline station and 2 minutes to the beach, 5-10 minutes walk into town, and about 15 minutes to the harbour. Excellent hosts and I would have no problems with booking with them again. Thoroughly recommended.
Top guest favorite
Vacation home in Dorset
4.98 out of 5 average rating, 50 reviews

Super Mews for 4 Nr beach & town

FloraRating, 5 stars2 weeks ago
Fantastic air bnb. Spotlessly clean, lovely thoughtful welcome goodies. Close to everything in Weymouth Served us so well as a family of four. Joy was so accommodating, super responsive and added lovely touches. Would definitely stay again.
Superhost
Vacation home in Dorset
4.9 out of 5 average rating, 69 reviews

Chesil Beach Mews House

JackRating, 5 stars3 weeks ago
Emma was a fantastic host, with clear and timely communication. Her flat was ideal for our family weekend away. We loved Portland and the surrounding area. A stunning part of the country. Thank you Emma!
Superhost
Apartment in Dorset
4.91 out of 5 average rating, 32 reviews

Sea Glimpse- Stunning Studio on Seafront

JoyceRating, 5 stars3 weeks ago
Thank you Candice for having us at your flat! It was the perfect size for us and so well equipped. Very well located next to the beach, restaurants, marina, bus to Sea Life, etc. I would definitely stay again next time we are in Weymouth.
Top guest favorite
Home in Dorset
5 out of 5 average rating, 30 reviews

Sea Pilot's Cottage | On the harbour | Sleeps 6

KarinaRating, 5 stars2 days ago
Beautiful property in an excellent location. Would highly recommend this airbnb to anyone visiting weymouth! The house is immaculate, probably the cleanest air bnbs I've ever stayed in! The view from the living room is stunning, looks directly out into the harbour, you can just sit there and watch the world go by. It was really easy to get around, all the bars and restaurants in walking distance. Parking is also 5 min walk down the road. We came with a 9 month old and the host was able to accomodate us with a cot and highchair which was really helpful. Generally, the house is very well equipped and has beautiful kitchenware if you plan on having an evening in. Overall a great stay and a lovely host who was super responsive.
Guest favorite
Condo in Dorset
4.98 out of 5 average rating, 86 reviews

“Weymouth Perfectly located apartment”

StewartRating, 5 starstoday
A perfectly located apartment within 50m of the harbour & the seafront. Lots of cafes & restaurants at all levels & pubs withing easy walking distance. The apartment was the best airbnb we have ever stayed at: fully equipped & scrupulously clean, effective shower, fan for use in hot weather, lots of minor helpful things things like sugar, tea bags, cooking oil & dishwash liquid were supplied, TV with wide range of services everything worked (my pet hate was a rental with 30% of the light bulbs not working) . There was cost effective 24hr parking at ASDA about 10mins walk away - need to pre-book through Just Park . Alan the host mad e it clear that he was always always available & checked on a couple, of occasions that everything was OK - can't fault that approach.

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