Holiday rentals with breakfast in Weymouth and Portland District

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Top-rated Holiday Accommodation with Breakfast in Weymouth and Portland District

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Guest favourite

Shepherd’s hut in Dorset

4.97 out of 5 average rating, 258 reviews

Shepherds Hut in Woodland with breakfast

The Shepherds hut is situated in its own woodland and is off grid. You will be able to take in the beautiful night sky and fall asleep to the tranquil sound of the stream trickling by and our owls twit twooing after a day of walking the coast line and visiting the RSPB at Arne . It has its own small log/coal burner to make it nice and cosy and there is a lovely comfy double bed to relax on. You will also hear the night time noises of our woodland friends -the foxes barking and the deer rutting.

24–31 Dec

$118 NZD per night

Guest favourite

Home in Stoford

4.95 out of 5 average rating, 374 reviews

Little Boots - Outstanding cottage near Sherborne

Superb two-bedroom stone cottage with panoramic views, situated on the outskirts of Stoford on the Somerset/Dorset border. Surrounded by countryside, the cottage makes a perfect getaway and great location from which to explore the south-west. Ideal for couples, single explorers, families and businessmen/women alike. RAIL LINKS: South West Trains London Waterloo/Exeter Line - comfortable 10 minute walk through the village to Yeovil Junction. ROAD LINKS: 2 miles south of Yeovil, just off A37.

7–14 Oct

$213 NZD per night

Guest favourite

Cabin in Dorset

4.98 out of 5 average rating, 333 reviews

The Garden Hideaway with Hot Tub, Parking & Garden

‘The Garden Hideaway’ comprises a cedar cabin, shower room, private garden, hot tub & free off-road parking. The cabin is situated in a residential area, within the pretty Georgian town of Blandford Forum, Dorset. Guests are less than a ten minute walk from a range of restaurants, pubs, nature reserve and the North Dorset Trailway. A wide range of take-aways deliver directly to the gate. The space will suit both individuals & couples looking for a quiet space in which to relax and unwind.

25 Nov – 2 Dec

$201 NZD per night

Guest favourite

Cottage in Portesham

4.78 out of 5 average rating, 360 reviews

Pond outside your bedroom window.

Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.

16–23 Apr

$130 NZD per night

Guest favourite

Shepherd’s hut in Dorset

4.99 out of 5 average rating, 177 reviews

Harpstone Hut

We are located in the heart of our working dairy farm with views out to sea and over the fields. The hut has its own private garden and a small juvenile orchard planted infront, where chickens roam free and there is also a permissive footpath from the hut across the fields to kimmeridge beach. It is important to remember that you will be on a working farm so there are noises and occasional smells that come with this. Please contact me for further info. NB. Sadly I do not accept children.

8–15 Oct

$207 NZD per night

Guest favourite

Place to stay in Cann Common

4.97 out of 5 average rating, 224 reviews

The Barn - peaceful country setting.

A converted barn at Cann Common next to the main house with its own garden, patio and parking area. Located on a no-through road with only local residents traffic, giving a peaceful setting with views of the surrounding hills. Shaftesbury just over a mile with its historic Gold Hill and a good choice of shops and places to eat. It is a good base for exploring the area, offering historic houses, interesting gardens, walks, the Jurassic Coast, Stonehenge, Salisbury and Bath and much more.

13–20 Jan

$192 NZD per night

Guest favourite

Condo in Weymouth

4.91 out of 5 average rating, 334 reviews

Cosy beach front apartment overlooking the sea

A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

2–9 Oct

$275 NZD per night

Guest favourite

Cottage in Sutton Poyntz Weymouth

4.85 out of 5 average rating, 160 reviews

A peaceful retreat to rest, recharge and explore.

A cosy self-contained Annex with open plan living area, log burner and character wood floor and stone walls. A spiral staircase leads up to a very comfortable double bedroom with a king-size bed. The bedroom on the ground floor contains a double bed and enjoys patio doors leading onto a small private garden with patio table and chairs. The property is hidden away in a very quiet, peaceful setting and is entered from the gravel drive through the front door into the light airy kitchen.

13–20 May

$339 NZD per night

Guest favourite

Guest suite in Dorset

4.99 out of 5 average rating, 100 reviews

Garden View Annexe near West Bay, Bridport.

Our light bright garden view annexe is ideally situated for enjoying all that the Jurassic coastline has to offer. The harbour at West Bay (setting for ITV’s drama Broadchurch) is a pleasant 10 minute walk away. The bustling historic town of Bridport is only 5 minutes by car or about 25 minutes on foot. There you will find a twice weekly street market, a variety of shops and a good choice of pubs and cafes. Both Bridport Leisure Centre and the Golf Club with driving range are nearby.

24–31 Jan

$176 NZD per night

Guest favourite

Barn in Netherbury, Dorset

4.99 out of 5 average rating, 102 reviews

Contemporary Barn Conversion in Netherbury Village

Are you looking for the perfect rural get away? The Barn @ Dormouse Cottage is a Grade II listed property in the picturesque village of Netherbury in West Dorset. It provides a self contained open plan bedroom suite with modern shower room, comfortable and contemporary seating area with TV & Wi-Fi, as well as a kitchenette. It's an ideal location for exploring the beautiful surrounding countryside, the nearby towns of Beaminster, Bridport and the stunning Jurassic Coastline.

21–28 Sep

$238 NZD per night

Guest favourite

Shepherd’s hut in West Bexington

4.97 out of 5 average rating, 348 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay in an AONB on the World Heritage Jurassic Coast. Nestling in the garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

16–23 Nov

$229 NZD per night

Guest favourite

Guest suite in Corfe Castle

4.96 out of 5 average rating, 189 reviews

Private entry in new annexe at Kingston cottage

Stay in a listed cottage tucked away in the heart of this Purbeck village with great views. PRIVATE GUEST ENTRANCE TO SPACIOUS, COMFORTABLE ROOM AND BREAKFAST DELIVERED BY ANOTHER PRIVATE INTERNAL DOOR. Beautiful walks from the property to the stunning Jurassic Coastline. Twin/double bedded room with delicious basket breakfast. Special diets catered for. 4G SPEED WIFI FOR GUESTS to help you plan your break. Far reaching views to Corfe Castle and Poole harbour.

16–23 Jan

$228 NZD per night