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

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

House in Milborne Saint Andrew, Dorset

26 reviews

from

£1575 - £2415

a week

New Listing LATE AVAILABILITY

The Old Dairy – Romantic Rural Retreat near Lulworth Cove & Durdle Door, with King Bedroom, En-Suite, Countryside Views, Pergola & Easy Access to Dorset’s Stunning Coast

Holiday Cottage in East knighton, Dorset

3 reviews

from

£545 - £799

a week

LATE AVAILABILITY

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

Cabin in Dorchester, Dorset

55 reviews

from

£740 - £1050

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

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

£843 - £1505

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

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

£1100 - £1714

a week

LATE AVAILABILITY

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

18 reviews

from

£621 - £900

a week

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

Countryside-coastal ‘gem on SW coast Dorset in village nr iconic Durdle Door & Lulworth Cove. Perfect retreat for families/couples. Dog friendly, good pub, well equipped & comfortable. Garden & Parking. Super reviews!

Holiday Cottage in Dorchester, Dorset

43 reviews

from

£944 - £1680

a week

A beautiful self catering cottage in the centre of town, close to shops and beach. A great place to spend time with family. 11 x 5 star reviews, 'very clean, our second time here and already booked again for next year.

House in Swanage, Dorset

11 reviews

from

£1795 - £1820

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

Delightful Sea Front Apartment over 2 floors, sleeps 8, in Swanage, England. Literally just a few steps from the sea. Lovely view over Swanage Bay

Apartment in Swanage, Dorset

6 reviews

from

£630 - £1638

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

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

Quay House is a Georgian mansion in the bustling town of Christchurch with spacious accommodation - Dorset *July 2026 Offer. FREE HOT TUB when you book a Summer break for 2026!*

House in Christchurch, Dorset

Best Price

20 reviews

from

£3156 - £6030

a week

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 - £1540

a week

LATE AVAILABILITY

Arniss Lodge in the heart of the New Forest Sleeps 6 + 2 with hot tub, spacious lounge/diner and woodburner - *July 2026 Offer. FREE HOT TUB when you book a Summer break for 2026!*

Lodge in The New Forest, United Kingdom

Best Price

7 reviews

from

£1243 - £2355

a week

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

4 bedroom home close to Weymouth Harbour, Newton's Cove and Weymouth beach. Ideal for a family group to enjoy a seaside holiday.

House in Weymouth, Dorset

Best Price

10 reviews

from

£1323 - £1813

a week

Luxury Swanage Apartment, 5 minute walk to beach and town centre, Steam Train attraction, Modern Interiors, Sky TV, Wi-Fi, great for walking The Jurassic Coast. No Dogs.

Apartment in Swanage, Dorset

3 reviews

from

£645 - £1837

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

18 reviews

from

£910

a week

Beautiful, 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 - £1075

a week

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

LATE AVAILABILITY

Stunning house with large garden in the heart of Salisbury, Sleeps 17 +2 - *July 2026 Offer. FREE HOT TUB when you book a Summer break for 2026!*

House in Salisbury, Hampshire

Best Price

17 reviews

from

£3544 - £6835

a week

LATE AVAILABILITY

Seven bed Georgian house in Wimborne, Dorset. Perfect for parties & celebrations

House in Wimborne Minster, Dorset

7 reviews

from

£2830 - £11597

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

Cosy Retreat Perfect For Couples And Young Families With Private Parking, Alfresco Dining Area, Sunset Views And Monsoon Shower - Eco Conscious Holiday Cottage

Holiday Cottage in Sherborne, Dorset

LATE AVAILABILITY

Modern barn conversion close to Sherborne, sleeps 6 with dedicated EV charger

Barn in Sherborne, Dorset

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

Quay Corner is a Coastal Town House in the heart of Christchurch, Dorset with hot tub woodburner - *July 2026 Offer. FREE HOT TUB when you book a Summer break for 2026!*

House in Christchurch, Dorset

Best Price

15 reviews

from

£2267 - £4335

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

30 reviews

from

£1225 - £2310

a week

LATE AVAILABILITY

The Barn - a peaceful dog friendly cottage with a fully enclosed courtyard in the picturesque Dorset village of Puncknowle which has numerous thatched properties including The Crown Inn - a 5 minute stroll from The Barn.

Holiday Cottage in Puncknowle, Dorset

Best Price

52 reviews

from

£518 - £791

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 - £1325

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

Farmhouse in the heart of the New Forest with paddock - *July 2026 Offer. FREE HOT TUB when you book a Summer break for 2026!*

Farmhouse in The New Forest, United Kingdom

Best Price

17 reviews

from

£2290 - £4335

a week

The Quays in Christchurch Dorset a lovely house the sleeps 25 for large groups - *July 2026 Offer. FREE HOT TUB when you book a Summer break for 2026!*

House in Christchurch, Dorset

Best Price

11 reviews

from

£5157 - £9850

a week

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

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

Best Price

26 reviews

from

£1628 - £3140

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

64 reviews

from

£1190 - £3101

a week

Beautiful, 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

Best Price

from

£399 - £1400

a week

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