Family-friendly vacation rentals in Isle of Portland

4.98 out of 5 average rating, 197 reviews

Cottage

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.

4.91 out of 5 average rating, 117 reviews

The entrance of 'The Tower' features a large wooden door with intricate carvings, set within a stunning arched stone archway. Wisteria blooms adorn the entrance, while a light fixture hangs above. A welcome sign, mailbox, and decorative planters complete the inviting atmosphere.

Religious building

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.

A two-story townhouse is seen outside, with a light-colored exterior and a pitched roof. Lush green trees surround the property, while flowering shrubs are positioned along the front. A vehicle is parked on the driveway, and a clear blue sky is visible above.

4.95 out of 5 average rating, 102 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

A spacious living and dining area features floor-to-ceiling windows providing views of the sea and garden. A large table is surrounded by multiple chairs, and comfortable seating is arranged nearby. Bright curtains frame the windows, enhancing the natural light in the room.

4.82 out of 5 average rating, 181 reviews

St Vincent's - sea views, off road & dog friendly

My place is a bungalow, sleeps 7, located 2 mins walk from seafront, sandy beach & historic Cobb harbour, with amazing views of the sea and Golden Cap headland. It was renovated in 2019 and is comfortably appointed. It has a sunny, sheltered south facing garden with paved patio and sea views. You will love my place because of the location, outdoors space and sea views. There is off road, private parking for two cars. My place is good for families and we are dog friendly, for up to 2 dogs.

4.95 out of 5 average rating, 515 reviews

A thatched farmhouse is set amidst a lush green lawn, featuring vibrant flowerbeds along the front. A well-maintained garden includes wooden outdoor furniture, offering a serene space for relaxation. Large windows allow natural light to enhance the inviting exterior of the cottage.

Cottage

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.

4.93 out of 5 average rating, 118 reviews

A spacious lounge is highlighted by exposed Blue Lias stonework and wood beams. Comfortable seating for twelve includes a large grey sofa and multiple armchairs. A wooden coffee table with a patterned surface is centered on a decorative rug. Bookshelves line one wall, adding to the cozy ambiance.

Townhouse

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.

4.97 out of 5 average rating, 134 reviews

A charming Georgian house presents a whitewashed façade, featuring large windows and a wide blue front door. The building is flanked by brick walls and mature greenery, creating a welcoming entrance on a quiet lane.

Townhouse

Old Red Lion House in Market Town

A beautiful listed building located on a quiet lane in the centre of the pretty market town of Blandford Forum, offering the perfect place to explore Dorset or simply relax in one of the cosy sitting rooms and indulge in one of the house's many books. Plenty of board games and DVDs will keep the younger ones entertained or get outside to the nearby River Stour to spot otters and kingfishers (just a 5 minute walk from the house) or head in any direction to Dorset's spectacular countryside.

4.72 out of 5 average rating, 316 reviews

A king size bed is positioned against a dark blue feature wall, adorned with a nautical-themed bedspread and matching decorative pillows. Two bedside lamps offer soft illumination, complementing a framed art piece depicting a seaside scene.

Apartment

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.

4.79 out of 5 average rating, 112 reviews

A view of Swanage Bay is visible, showcasing the sea and beach activities. Parked cars line the street, and a beachside café can be seen across the road. The sky is partly cloudy, enhancing the scenic coastal atmosphere.

Apartment

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.

4.89 out of 5 average rating, 109 reviews

Cottage

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.

A cozy living area is presented, featuring a mix of comfortable seating arrangements with various cushions and throws. A stone fireplace, elegantly framed by a wooden beam, adds character. Light enters through windows, contributing to the inviting atmosphere of the room.

4.92 out of 5 average rating, 410 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.

A contemporary house is visible from across the water, featuring large glass windows that reflect the surrounding greenery. The property is set within a grassy area, complemented by picnic tables and benches, with trees framing the home against a clear sky.