Bere Regis Holiday Cottages

Multi-generational family breaks in the heart of Dorset. Child and pet friendly with secure off-road parking and enclosed garden.

House in Bere regis, Dorset

33 reviews

from

£1275 - £1925

a week

LATE AVAILABILITY

Luxury Townhouse in the centre of Wareham, with private parking, idyllic garden, sunny roof terrace & logburner. Close to shops and river walks. Newly Renovated. Fast wifi. Pet friendly and secure garden. Baby safe.

House in Dorset, Wareham

64 reviews

from

£1512 - £2115

a week

LATE AVAILABILITY

Cosy thatched cottage minutes from the sea, nestled In gentle rural countryside

Holiday Cottage in Dorchester, Dorset

LATE AVAILABILITY

Large, luxurious Shepherd's Hut near Dorset's Jurassic Coast!!

Cabin in Dorchester, Dorset

53 reviews

from

£740 - £1050

a week

Stunning period farmhouse with large enclosed garden in the heart of rural Dorset

House in Milborne Saint Andrew, Dorset

26 reviews

from

£1470 - £2415

a week

LATE AVAILABILITY

Stunning barn conversion in Thomas Hardys Blackmore Vale

Barn in Dorchester, Dorset

from

£1277 - £1964

a week

LATE AVAILABILITY

DAMERS: A quaint yet roomy thatched Cottage for five in quiet village near Lulworth Cove- KEEPING THIS PET-FREE Very cllose to Durdle Door. Self catering. Lots of places to visit close by. a short drive to Weymouth

Holiday Cottage in Dorchester, Dorset

4 reviews

from

£945 - £1750

a week

LATE AVAILABILITY

EX OFFICIO with two downstairs bedrooms and bathroom in peaceful hamlet yet within easy reach of attractions. Central to the neighbouring town of Weymouth, a sandy-beach seaside resort for families.

Holiday Cottage in Chaldon Herring, Dorset

8 reviews

from

£980 - £1750

a week

REX OFFICIO: A cosy retreat in peaceful hamlet of Chaldon Herring near Lulworth Cove and other coastal gems; wifi off-street parking super king bed and smart tv- PETS welcome; more cottages for group accommodation.

Holiday Cottage in Chaldon Herring, Dorset

13 reviews

from

£665 - £900

a week

LATE AVAILABILITY

Quiet retreat providing plenty of benches and vistas to enjoy the garden space, with a wild flower meadow under the trees at the bottom of the garden., many visiting wild birds and animals in the surrounding fields and g...

Holiday Cottage in Corfe castle, Dorset

1 review

from

£1497

a week

LATE AVAILABILITY

Beautiful stone built period house, close to amenities, tennis court, on site parking, free WIFI, BBQ, outside gardens and seating area.

House in West lulworth, Dorset

LATE AVAILABILITY

‘The Hollies’, countryside-coastal ‘gem’ on SW Coast in village nr Lulworth Cove & Durdle Door. Book this holiday cottage direct with me Claire the owner and pay no fees. Get Simply Owners free Payment Protection.

Holiday Cottage in Dorchester, Dorset

43 reviews

from

£896 - £1680

a week

A Cosy Self-catering Annexe, with Wheelchair Access, Close to Poole Harbour. Best beaches. Super fast wifi. Ground floor bedroom with wet room ensuit. Contact me the owner direct for best price.

House in Poole, Dorset

2 reviews

from

£380 - £995

a week

LATE AVAILABILITY

Tranquil Dorset Cottage with Patio, BBQ Hut, Woodland Grounds & Games Room Near Sherborne, Dorchester & the Iconic Cerne Giant

Barn in Middlemarsh, Sherborne, Dorset

from

£310 - £500

a week

LATE AVAILABILITY

Charming cottage set on one level in the New Forest with wood burner. Horse friendly adjoining paddock and stable for two, bring your horse. Additional accommodation for larger groups call us.

Holiday Cottage in Fordingbridge, Dorset

26 reviews

from

£1645 - £2810

a week

Calm, Spacious, Family Beach House. Three minutes level walk to the beach. Big, sunny garden for outdoor games and eating. Short walking distance to the town centre. Ideal for two families or inter-generational stays.

House in Swanage, Dorset

25 reviews

from

£1820 - £2475

a week

LATE AVAILABILITY

Forest Drove in the New Forest is a quintessential thatched cottage filled with charm, large dining room in bright extension and games room - June 2026 Offer. HALF PRICE HOT TUB when you book a break for 2026!*

Holiday Cottage in The New Forest, England

15 reviews

from

£2588 - £4673

a week

LATE AVAILABILITY

Four bedrooms with two bathrooms and private outdoor space within 200m of the beach. Open plan living, dining rooms and large galley style kitchen.

Holiday Cottage in Weymouth, Dorset

Best Price

18 reviews

from

£1200 - £1617

a week

Indoor Pool Sauna Snooker Room. Offers for 2 people booking.. 2 mins to Coastal path +Durlston Country Park. Town Centre is 1 mile with Swanage Bay, cafes restaurants best location

Apartment in Swanage, Dorset

28 reviews

from

£1225 - £2310

a week

LATE AVAILABILITY

Detached house in Southbourne, close to stunning riverside walks and Tuckton shops with parking & enclosed garden ; sandy beaches 15-20 minutes walk- sleeps 2 - 8

House in Bournemouth, Dorset

1 review

from

£1085 - £2450

a week

LATE AVAILABILITY

Plum Cottage and Apple cottage are a pair of traditional 18th century Self catering cottages. Immaculately decorated. Log burner, Guest quotes, The bedrooms had lovely linen and were so comfortable. Will stay again

Holiday Cottage in Wimborne Minster, Dorset

3 reviews

from

£820 - £3197

a week

LATE AVAILABILITY

Dairy Cottage - delightful superb accommodation in rural setting in ideal location. Easy access to the New Forest, south coast beaches and medieval Salisbury.

Holiday Cottage in Fordingbridge, Dorset

LATE AVAILABILITY

Luxury Self catering Holiday Lodge with Country Views, Private Garden, Decked Balcony & BBQ Cabin in Dorset’s Peaceful Countryside Near Sherborne and Dorchester. Rated 4 star by Visit England. Wood burner. Book direct

Lodge in Middlemarsh, Sherborne, Dorset

from

£565 - £1095

a week

LATE AVAILABILITY

Beautifully furnished Cottage With Open Parkland Views + alpacas! Near coast, perfect for walkers and cyclists luxury refurbishment. Guests quote The cottage was spotlessly clean and furnished beautifully

Holiday Cottage in Dorchester, Dorset

66 reviews

from

£693 - £1120

a week

LATE AVAILABILITY

Village location near Dorset’s Jurassic Coast. Beautiful countryside views across the valley from the Juliette balcony. Off road private parking with EV charger. Great pub nearby. Family pass to local animal park.

Apartment in Dorset, England

16 reviews

from

£910

a week

LATE AVAILABILITY

Experience Comfort and Convenience at Number 14: Your Ideal Short Term Rental in Yeovil

Apartment in Yeovil, Somerset

LATE AVAILABILITY

Making memories: A private garden home of your own - 5 mins walk one way to gorgeous North Beach sheltered by the cliffs, or path up to the Downs and over to Studland the other way. For couples or families this is a gem!

House in Swanage, Dorset

Best Price

8 reviews

from

£1124 - £2027

a week

LATE AVAILABILITY

Detached, 4 Star cottage. Two bedrooms each en-suite. Sleeps 4. Open plan living. Garden, Games Room. Walking/Cycling, Moors Valley activities. New Forest/Dorset border, choice of beaches. No fees. Best Price Guaranteed.

Holiday Cottage in Verwood, Dorset

Best Price

6 reviews

from

£920 - £1360

a week

LATE AVAILABILITY

Quaint cottage on the Jurassic Coast in the conservation area of Swanage. Near Swanage beach and town centre. (ten min walk) Ramblers and walkers dream location. Child friendly. Parking

Holiday Cottage in Dorset, England

1 review

from

£546 - £882

a week

LATE AVAILABILITY

Hidden away 16th century thatched self catering cottage for four people in Wiltshire. String of picturesque villages close by.. Guests quote 'we wouldnt hesitate to stay there again.'

Holiday Cottage in Ebbesbourne Wake, Wiltshire

30 reviews

from

£485 - £975

a week

LATE AVAILABILITY

Peaceful Dorset Cottage with Decked Patio, BBQ Hut, Woodland Grounds & Games Room Near Sherborne, Dorchester & Cerne Giant

Barn in Middlemarsh, Sherborne, Sherborne

1 review

from

£310 - £500

a week

LATE AVAILABILITY

Townsend Cottage near to beach, 5 mins walk from the town centre and Steam Railway.. Perfect for families or couples wanting a cosy retreat. Walk to coastal path , lighthouse, walkers love it. Chill out room wiith sea v

Holiday Cottage in Swanage, Dorset

Best Price

183 reviews

from

£1215 - £1440

a week

LATE AVAILABILITY

Beautiful, dog friendly barn, set on a rural working farm on the edge of the stunning New Forest National Park.

Barn in The New Forest, Ringwood

from

£550 - £1075

a week

Apple Cottage - Adorable cottage in pastoral peace with views to Wimbourne Minster

Holiday Cottage in Wimborne Minster, Dorset

4 reviews

from

£970 - £3780

a week

LATE AVAILABILITY

Beautiful, dog friendly barn, set on a rural working farm on the edge of the stunning New Forest National Park with wifi and a log burner

Barn in The New Forest, Ringwood

from

£550 - £1400

a week

LATE AVAILABILITY

Edwardian villa with fabulous sea views, 4 bedrooms, 4 bathrooms, (sleeps 8), free parking, garden, pet friendly. Reviewers praise the best location and views of the sea and bay. Near to Jurassic path - 5 mins walk.

House in Swanage, Dorset

56 reviews

from

£2541

a week

1 min walk to Swanage north beach, private enclosed garden, dogfriendly, ideal for 2 families or 4 couples looking for spacious, well located accommodation

House in Swanage, Dorset

58 reviews

from

£1190 - £3101

a week

LATE AVAILABILITY

Dorset Cottage near coast (Puncknowle, Dorchester) 1.5 miles from Chesil Beach on the Jurassic coast and near to Weymouth., Bridport and Lyme Regis.Book with me the owner direct and pay NO fees or commissions.. Pet free.

Holiday Cottage in Dorchester, Dorset

1 review

from

£808 - £1041

a week

LATE AVAILABILITY

Victorian ground floor apartment with sea glimpses & parking. Near town, blue flag beach and Durlston Country Park.

Apartment in Swanage, Dorset

96 reviews

from

£525 - £805

a week

LATE AVAILABILITY

New Forest Thatched Cottage with hot tub and games room - June 2026 Offer. HALF PRICE HOT TUB when you book a break for 2026!*

Holiday Cottage in The New Forest, England

24 reviews

from

£3127 - £5685

a week

LATE AVAILABILITY

* CHECK OUT OVER 200 AMAZING GUEST REVIEWS ON AIRBNB &VRBO * To Check Calendar Availability, Or Make A Reservation, CLICK ON THE SEND MESSAGE TO OWNER LINK, As I do NOT update this calendar-I will respond within 24hrs

Holiday Cottage in Poole, Dorset

15 reviews

from

£700 - £1295

a week

LATE AVAILABILITY

Anchor Cottage, Wyke Regis, Weymouth, Dorset. Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast

House in Weymouth, Dorset

LATE AVAILABILITY

Weymouth 60 yards from Beach -Entire home in Dorset. NEWLY REFURBISHED THROUGHOUT Period property. Additional rental properties very close. Book direct with me the owner, get the Simply Owners Free Payment Protection.

House in Weymouth, Dorset

7 reviews

from

£2233

a week

LATE AVAILABILITY

Cosy Dorset Retreat with Decked Patio, Woodland Grounds, BBQ Hut & Recreation Room Near Sherborne, Dorchester & the Cerne Giant

Barn in Middlemarsh, Sherborne, Dorset

from

£310 - £500

a week

Holiday Cottage in Portland, Dorset

5 reviews

from

£851 - £1260

a week

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Holiday Cottages in Bere Regis, Dorset