Kid-friendly holiday rentals in Weymouth and Portland District

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Popular amenities for Weymouth and Portland District family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Weymouth
4.94 out of 5 average rating, 120 reviews

Boutique Harbour Stay - walking distance to Beach

LesRating, 5 stars6 days ago
Lovely house, good location, stairs to the top bedroom (bedroom 3) was very steep and would not be suitable for older people even though the bedroom was nice. Would stay at Jodi house again!
Guest favourite
Home in Eype
4.91 out of 5 average rating, 291 reviews

Beautiful beachside home, amazing sea view & walks

Timothy JohnRating, 5 stars2 weeks ago
A beautiful home overlooking the sea in a fabulous part of the world. Definitely would come back
Top guest favourite
Home in Dorset
4.97 out of 5 average rating, 313 reviews

Sea View

MatthewRating, 5 stars6 days ago
Very nice place that felt like an actual home and not just a sterile rental. Outstanding host.
Top guest favourite
Home in Wynford Eagle
4.94 out of 5 average rating, 218 reviews

Woodpeckers Rest - Alpacas-Gardens-Brook-Tennis

GordonRating, 5 stars3 days ago
We had a wonderful time in Woodpeckers Rest at the Brookside Farm. The very vision of verdant peace. It was a great launching pad for adventures all along the Jurassic Coast and throughout Dorset. Thanks to Charlotte for being so communicative and welcoming!
Top guest favourite
Home in Somerset
4.99 out of 5 average rating, 138 reviews

Cottage in Bower Hinton

SandraRating, 5 stars2 days ago
Wow! What more can I say! This was such a delightful place and an absolute gem to find. Loved the decor, everything was so tastefully decorated and was absolutely right up our street; the cute private garden was one of our favourite spots. There's nothing negative to say, we wouldn't change a thing. Thank you Laura for hosting us, we would definitely stay here again and hopefully for a bit longer as it's such a good base for exploring whatever your taste might be. We were doing a nature trip this time round but hopefully next time we will get to see more of the fantastic coasts. ❤️
Guest favourite
Home in Dorset
4.88 out of 5 average rating, 105 reviews

Beautiful spacious home & garden

SophieRating, 5 stars1 week ago
Big house and garden in great location. Very clean and everything in working order, shower very powerful. Perfect location to walk to beach. Kate was very responsive and accommodating.
Superhost
Home in Weymouth
4.78 out of 5 average rating, 101 reviews

The Old Post Office - Weymouth Harbour Home

KayteRating, 5 stars2 months ago
Really lovely house - nicely decorated and very clean, with great facilities. The location is a tiny bit out of the main centre, near the harbour, but this just means it was quiet and the harbour is probably one of the nicest part of Weymouth anyway. Communication was great. There are no curtains in the bedrooms and the front of the house gets a lot of sun (which is lovely!) - so could be an issue for light sleepers.
Superhost
Home in Dorset
4.84 out of 5 average rating, 231 reviews

Olly's Retreat

RichardRating, 5 stars3 weeks ago
Good place to stay and well equipped with towels, soap tea bags coffee etc. TV in most rooms and nicely finished. Only drawback could be very limited parking in the area, however we did manage to park our small car outside the house each day.

Family-friendly apartment rentals

Top guest favourite
Flat in Southbourne
4.96 out of 5 average rating, 127 reviews

Sandy Beach, 3 Bed & Parking with Sea Views

DawnRating, 5 starstoday
Beautiful apartment in a stunning location. Very clean and comfortable. We particularly loved the outdoor space as we had superb weather to sit out and admire the views. Lots of great places to visit in the surrounding area.
Superhost
Flat in Dorset
4.84 out of 5 average rating, 132 reviews

Cruise in - 2 Bedroom Flat - Weymouth town centre

LeeRating, 5 stars1 week ago
Enjoyable
Top guest favourite
Flat in Charmouth
4.96 out of 5 average rating, 574 reviews

Fab Studio, Full Sea Views, Private Terrace,

PeterRating, 5 stars1 week ago
Great location, with amenities - and views across Charmouth to the sea - just as shown in photos. Just 10 minutes or so wander downhill to the sea and only half a mile from the village centre with a good (early until 9.00pm) convenience store, small bakery, pharmacy and pubs. Lots of coastal and inland walks within relatively short drives and easy access to Lyme Very responsive host.
Top guest favourite
Flat in Dorset
4.96 out of 5 average rating, 300 reviews

Stylish flat by the beach with stunning sea views.

SarahRating, 5 stars3 weeks ago
Sebastian’s flat is in a perfect location. I chose it as my husband can’t walk long distances and everything was really nearby. No need to use the car if you want a break from driving. Beautifully comfortable, with lots of extras provided. We’ll be back! Thank you x
Top guest favourite
Flat in Dorset
4.97 out of 5 average rating, 242 reviews

Lansdowne View - Weymouth (Sea Views)

AlistairRating, 5 stars1 week ago
Really nice modern apartment tucked up under the roofline of a classic building, with great views out over the beach and bay. Clean and tidy throughout, and only two things you should be aware of before booking (and both also as noted in the host's description, so there isn't anything new here): first, the fifty-odd stairs to get up to the top floor, be wary if you have heavy bags or lots of suitcases or bad knees; and second, the limited headroom in the upper attic master bedroom. But if you are willing to accept those two things (which we were), its a great place to stay, handy for railway station, easy walking to the town's historic areas, and with the beach right across the road. We enjoyed our stay in Weymouth, and loved the coastal scenery. And Rachel was very helpful and responsive throughout.
Guest favourite
Flat in Weymouth
4.94 out of 5 average rating, 126 reviews

Joanne's Retreat - Cosy, Calming with Free Parking

EmilyRating, 5 stars3 weeks ago
We stayed 3 nights at Joanne's Retreat and really enjoyed our short break. The apartment is in a good location with Weymouth a few minutes drive away and Osmington a short drive in the other direction. There's also two pubs, two chip shops and a corner shop all within a short walk. The interior is very tastefully decorated throughout and the kitchen is well equipped with everything you could need. There's a private courtyard garden too which is a sun trap in the afternoon and perfect for sitting out and sipping coffee. We are already planning a return visit to explore this beautiful area even further. Thank you Georgina & family for making us feel so welcome.
Guest favourite
Flat in Weymouth
4.93 out of 5 average rating, 138 reviews

Marina Place Weymouth

JoanitaRating, 5 stars2 weeks ago
A great place to relax. The host was very friendly and helpful. Gave us ideas of where to eat and what to do. The apartment is situated in a beautiful location, walking distance to the beach. It was very clean. Would highly recommend this place.
Top guest favourite
Flat in West Bay
4.97 out of 5 average rating, 299 reviews

Jurassic View, Pier Terrace

JulieRating, 5 stars1 month ago
This flat provided us with a perfect base for our walking holiday in Dorset. West Bay was a delight, lots of places to eat delicious seafood, and excellent breakfasts. We were there outside main holiday times and imagine it will get much busier. Flat was up 48 stairs, which kept us fit, but delightful clean modern space & we felt very comfortable and relaxed. Highly recommended.

Family-friendly apartment rentals

Top guest favourite
Apartment in Dorset
4.9 out of 5 average rating, 135 reviews

Beachfront Penthouse Apartment. Stunning Sea Views

RannieRating, 5 stars1 month ago
We had a great stay. The flat was as described and well set up for a toddler. There were even toys to play with.
Top guest favourite
Apartment in Dorset
4.96 out of 5 average rating, 141 reviews

Newly built self contained Annex in Weymouth

DawnRating, 5 starstoday
We’ve just returned from a wonderful 6 nights in Anthony’s annexe and what a beautiful space to recharge. Set in a peaceful neighbourhood on the SW coast path there are plenty of options for exploring the area on foot or the open top buses. The accommodation was just as described, comfortable with all the amenities that you could need and the welcoming bottle of wine and milk was much appreciated. We wouldn’t hesitate to use the annexe again when next visiting the area
Top guest favourite
Apartment in Dorset
4.96 out of 5 average rating, 186 reviews

Townhouse Flat

MiriamRating, 5 stars1 month ago
We spent two wonderful weeks in this outstanding flat and enjoyed it from the very first moment. Anna was incredibly helpful and friendly even before we booked, and supported us with any questions or concerns we had during our stay. We couldn't have wished for better hosts in Weymouth. The flat is excellently equipped. You'll find everything you could possibly need in the kitchen, the Wi-Fi worked perfectly throughout, and the bed was large and comfortable. We loved being so close to the beach and being able to go for a lovely stroll whenever we fancied. Supermarkets, restaurants, and a bus stop are right next to the building, providing everything one might need for a stay. You should definitely stay here – we loved it!
Guest favourite
Apartment in Dorset
4.92 out of 5 average rating, 200 reviews

SPACIOUS GROUND FLOOR APARTMENT CLOSE TO BEACH

SuzieRating, 5 stars2 weeks ago
beautiful flat, with everything you need for a stay in Weymouth. We would highly recommend this to anyone.
Guest favourite
Apartment in West Bay
4.84 out of 5 average rating, 142 reviews

2 bed apartment overlooking harbour west bay

AdamRating, 5 stars4 weeks ago
My mother absolutely loved the property. Fantastic location
Superhost
Apartment in Dorset
4.85 out of 5 average rating, 104 reviews

Spacious and Modern Home

CharlotteRating, 5 stars3 weeks ago
Beautifully decorated and exactly as described. The property had everything you needed for a stress free break. We missed the turn into the road as it’s very tucked away as noted in the instructions, but got there in the end and reversing in wasn’t an issue. Portland is also a lovely place to visit and we’ll definitely be returning here again. Thank you.
Top guest favourite
Apartment in Dorset
4.89 out of 5 average rating, 140 reviews

The Old Cream Rooms, flat in the centre of town

JenniferRating, 5 stars5 days ago
Great little hideaway in stumbling distance of a bustling high street with great pubs and restaurants. The accommodation is very comfortable and very well equipped.
Top guest favourite
Apartment in Bournemouth
4.98 out of 5 average rating, 420 reviews

Beach 3 Mins Walk, 2pm Check-in, Private Garden

ShashiRating, 5 stars3 weeks ago
Lovely stay at Kathryn's flat. Myself and my two small boys spent 2 days here over half term and we had an amazing time. We found parking directly outside, we didn't need to move the car for our whole stay, everything was walking distance. Beach, restraunts, Pier, parks, cinema etc. The flat had all the amenities we needed and it was like a home away from home. I will be sure ti book again next year! Sash

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