Family-friendly holiday rentals in Weymouth and Portland District

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Weymouth and Portland District

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

Cottage in Dorchester

4.98 out of 5 average rating, 197 reviews

Charming Brick Cottage with a Patio and Hot Tub

Serve breakfast at a table for six or dine alfresco on a patio overlooking the countryside from this charming brick cottage. Later, take a dip in the hot tub before going inside where country-style decor and cosy furnishings will put you at ease. Relax under the shade of the Walnut Trees. Cottage comfortably sleeps six adults with room for one baby or toddler in a travel cot in one of the double bedrooms. Our cottage has beautiful views of the countryside in all directions. Relax and unwind in peace. The cottage is newly built with all modern interior and appliances. The cottage is ideal for family getaways with all the amenities you would ever need! Entire access to the private semi-detached cottage and back garden and parking in-front. We will meet you when we arrive to let you in and we live next door so ask us if you need anything! The cottage is a short drive from the quaint village of Piddletrenthide and its 15th-century buildings. It's also a short drive from the village of Cerne Abbas's pubs and restaurants, as well as its famous chalk figure giant. The cottage is on a working farm. Our cottage has beautiful views of the countryside in all directions. Relax and unwind in peace. The cottage is newly built with all modern interior and applian is ideal for family getaways with all the amenities you would ever need! The cottage is a 30-minute drive from the Beach and the Jurassic Coast and a five-minute drive from the quaint village of Piddletrenthide and its 15th-century buildings. It's also a short drive from the village of Cerne Abbas's pubs and restaurants, as well as its famous chalk figure giant.

Guest favourite

Religious building in East Stoke

4.91 out of 5 average rating, 117 reviews

Amazing converted church -Dorset’s Jurassic Coast

This dog friendly converted church is is typically available April to October each year. It is set in its own grounds (Yes that includes a graveyard and bell tower!) and consists of 2 large reception areas, 3 large double bedrooms and 2 bathrooms. ( one of which is en suite to the master bedroom. Surrounded by beautiful Dorset countryside the property is on the banks of River Frome and close to the Jurassic coast. Most of Dorset's main attractions are within 5 miles and all 30 mins by car.

Top Guest favourite

Home in Swanage

4.95 out of 5 average rating, 101 reviews

The White House, 1 min walk to beach & dogfriendly

A light and airy townhouse, our house is perfect for large families or 4 couples/groups with its unique space & location. Only 1 min steep walk (or 5min more gentle by road) to the sandy beach, a private and enclosed south facing garden for alfresco dining, wood burner in the lounge, lovely large kitchen diner & dog friendly. The 4 generous sized bedrooms & 3 bathrooms split across 2 floors giving 2 families or couples more privacy. Twin/superking options. Off street parking 2 cars with EVcharge

Top Guest favourite

Cottage in Dinnington

4.95 out of 5 average rating, 512 reviews

The Cottage, Parsonage Farmhouse with hot tub

Set in the grounds of our thatched farmhouse but with total privacy and peace. Renovated to a high standard, the cottage is spacious, sunny and has a hot tub for your private use! The perfect get away, with lovely rural views and complete tranquility but local villages and towns are only a stone's throw away. Large well equipped kitchen with dining, 2 bathrooms, a spacious lounge and two good sized bedrooms, all tastefully decorated. Award winning gastropub 5 mins walk. A lovely rural retreat.

Top Guest favourite

Townhouse in Lyme Regis

4.93 out of 5 average rating, 117 reviews

River House families & friends in Lyme centre

A cosy pet friendly family house that straddles the river Lym, set in the historic centre of Lyme Regis. 3 minutes level walk to the beach & shops. Unique glass dinning room floor panel to view the river below. 'Sunset' garden with wood fired pizza oven & BBQ. Pick & use garden herbs. Covered outside kitchen & dining area. Rear access to Town Mill, micro-brewery & river walk. Large lounge with exposed 200 year old Blue Lias stonework & wood beams. Parking for 4 cars. Varying seasonal prices.

Guest favourite

Yurt in Colyford

4.99 out of 5 average rating, 101 reviews

Kingfisher yurt, A unique eco holiday in Devon

Unique yurt (sleeps 5+) surrounded by oak trees and next to our (fenced) wild swimming pond (shared). Private large, rustic, open plan kitchen (+ games, maps and books), shower, compost loo and fire pit. The shared games/music cabin adjoins your kitchen. Homegrown produce available in season. Dog friendly. Use of our 26 acre rewilding woodland a 45 minute hike away. Bookable hot tub. The safety of your group is your responsibility. Check-in form /waiver to sign on arrival please.

Guest favourite

Home in Lyme Regis

4.94 out of 5 average rating, 108 reviews

Little Winters Cottage

My place is close to Lyme Regis, Seaside, Jurassic Coast. You’ll love my place because of the location, the views, and the ambiance. My place is good for couples, families (with kids), big groups, and furry friends (pets). Its close to River Cottage HQ, Lyme Regis and the Jurassic coast. We welcome dogs and are happy to have them staying with a fee of 10 pounds per dog for the entire booking. This is not billed by Airbnb and guests should leave this payment in the property when they leave.

Superhost

Apartment in Poole

4.72 out of 5 average rating, 316 reviews

Sea-cret Summers-2 bed, sleeps six, great location

Property is seaside/beach theme, refurbishing and updating when no guests are booked, new king size bed, new sitting room and bedroom carpets. Stair basket for shoes at entrance. (semi detached so please respect neighbours) Warm welcome to families with children, get away for couples or retreat for someone on business, travel or work. Breakfast not provided but there are local shops and supermarkets close by and kitchen provided. Parking and own entrance. Please read house manual.

Superhost

Apartment in Dorset

4.79 out of 5 average rating, 112 reviews

Sunny Side Apartment. Swanage town centre

A Grade 2 listed building with endless history situated centrally in a beautiful unspoilt seaside town. Close to shops, cafes, restaurants and Bars. A 2 minute walk from the main beach & seconds from a smaller beach for those that like a swim, not to mention a lovely sea view. The flat sleeps 8 & has a modern spacious feel with a king size bed in the master bedroom, bunk beds and a king size bed in the 2nd bedroom & a sofa bed in the lounge. New kitchen and freshly decorated.

Superhost

Cottage in Dorset

4.89 out of 5 average rating, 109 reviews

Old Coastguard Cottage, Peveril Point, Swanage

Much loved seafront cottage on Peveril Point in Swanage. Amazing location on the beautiful jurassic coast , views across to Old Harry Rocks. Swim, kayak and row from the slipway. A short walk into town and the sailing club or main beach. A short drive from the miles of sand at Studland. A perfect base for a family or walking holiday. High Speed broadband. A pet fee of £60 for the trip will be added to your room rate if you wish to bring a four legged friend.

Guest favourite

Home in Lyme Regis

4.92 out of 5 average rating, 408 reviews

Stylish 4Bed Cottage with parking near town/beach.

Stylish town centre cottage with parking, a couple of minutes walk from the shops, restaurants and beaches. It is spacious and generously equipped with Wi-Fi, central heating and a private courtyard with parking for one car. The cottage has four bedrooms, two with double beds and two with twin beds. My place is good for family holidays with kids, group get-togethers, business travellers, romantic couple holidays and is dog friendly.

Guest favourite

Home in Hamworthy Poole

4.97 out of 5 average rating, 380 reviews

Poole Harbour View,Top Location Opp Hot-tub /Sauna

This spacious contemporary property in Poole Dorset has everything your family and friends need for a great stay,sleeps 12 people, great location for towns and sight seeing, beach and park across the road, over 200 5 Star reviews. EV Charger payable separately 0.70 per Kw. Kayaks and bikes included. Optional Hot Tub and Sauna, prices on request. Definitely not a party house, Strict quiet policy after 10pm, only Families allowed.