Winterborne Monkton Holiday Rentals, Dorchester: Private House Rentals

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Our top choices for Winterborne Monkton hotels

A two-story building with a traditional architectural style, featuring a prominent sign for 'The George Red & Breakfast'.

A gravel driveway leading to a residential area with parked cars and a stone wall.

A hotel room with a bed, a chair, a television, and a sliding glass door leading to an outdoor area.

1. The George B&B

Melcombe Regis

Krisztina

฿3,378

฿4,053 total

includes taxes & fees

21 Oct - 22 Oct

A restaurant with a large copper dome, wooden tables, and potted plants.

A bar area with a checkered floor, wooden staircase, and bar stools.

A bar with copper tap handles, a sign reading "Fursy Fergret," and a "Seedors Gold" beer tap.

A view through a window with a book on a windowsill.

2. The Duchess of Cornwall Inn

Dorchester

Colin

฿2,607

฿3,128 total

includes taxes & fees

15 Nov - 16 Nov

A room with a purple sofa, a grey sofa, and a white table with a vase of flowers.

A two-story building with a flag, windows, and a street in front.

A cozy living room with a plaid sofa, a wooden side table, and a lamp.

A reception area with a fireplace, a mirror, and a bookshelf with books.

3. Sleeping Bear Hotel Dorchester

Dorchester

Alan Peter

฿2,229

฿2,674 total

includes taxes & fees

1 Nov - 2 Nov

A wooden table with a fruit basket, two glasses of champagne, and small white cups on a wooden board.

A traditional thatched-roof cottage with brick walls, multiple windows, and potted plants.

A dining table set with plates, glasses, and candles, with a fireplace in the background.

A cozy living room with a brick fireplace, two armchairs, and a patterned sofa.

4. Yalbury Cottage

Dorchester

Ardyce

฿2,849

฿3,418 total

includes taxes & fees

21 Oct - 22 Oct

An indoor swimming pool with a glass ceiling, clear poolside railing, and a no diving sign.

A bar area with a wooden counter, two chairs, a wine glass, a bottle, and a vase with flowers.

A bar area with a tap system, shelves of liquor bottles, and a display of beer taps.

An indoor patio area with a stone wall, a white fence, and a row of metal chairs.

5. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

฿3,653

฿4,384 total

includes taxes & fees

8 Nov - 9 Nov

A table with various bottles and glasses of drinks, including a raspberry liqueur, tonic water, pink grapefruit gin, and fever-tree tonic water, set outdoors with a green umbrella and a stone wall in the background.

A bar area with a brick wall, hanging pendant lights, and a counter with various bottles and glasses.

A stone building with two banners reading "The Frampton Arms" and "FREE HOUSE." There are windows, a red door, and a small garden area with plants.

A wooden play structure with a slide and climbing area.

6. The Frampton Arms

Dorchester

Robert

฿2,206

฿2,648 total

includes taxes & fees

25 Oct - 26 Oct

A traditional pub with a clock, wooden beams, and outdoor seating.

The Smugglers Inn with a traditional thatched roof, a visible clock, and a sign for Hall & Woodhouse.

A bedroom with a white metal bed frame, a white upholstered chair, a bedside table with a lamp, and a window with curtains.

A bathroom with a bathtub, toilet, and sink.

7. The Smugglers Inn

Weymouth

Mr C J

฿3,485

฿4,182 total

includes taxes & fees

22 Oct - 23 Oct

A neatly arranged bedroom with a bed, two bedside tables with lamps, a small side table, and a wardrobe.

A living room with a fireplace, blue patterned sofa, wooden coffee table, and a stone wall.

A window with a view of a road and greenery, a bench with cushions, and a floral valance.

A dining area with wooden tables and chairs, stone walls, and large windows.

8. The Heritage Bed & Breakfast

Weymouth

Carol

฿3,537

฿4,245 total

includes taxes & fees

25 Oct - 26 Oct

A balcony with a wicker sofa, a woven coffee table, and a large vase.

A spacious indoor dining area with high ceilings, large windows, and wicker furniture.

A cozy living room with a fireplace, a chandelier, and a large portrait.

A sunlit room with large windows overlooking a beach, furnished with yellow armchairs and a wooden table.

9. Moonfleet Manor

Weymouth

Andreea

฿5,213

฿6,256 total

includes taxes & fees

5 Nov - 6 Nov

A building with a green door and a sign that reads "DRIFTWOOD BED & BREAKFAST".

A reception desk with a plant, a sign, and a stack of magazines.

A kitchen with a green countertop, a coffee machine, and jars of spices.

A mirror with a wooden frame mounted on a wall.

10. Driftwood B&B

Westham

Andrew

฿2,450

฿2,450 total

includes taxes & fees

21 Oct - 22 Oct

A modern dining area with a round table set for six, large windows, and a view of the garden.

A modern building with large glass sliding doors, a brick facade, and potted plants outside.

A modern bedroom with a flat-screen TV, a round mirror, a dresser, and a small ottoman.

A courtyard with potted plants, a small table, and chairs.

11. Bay Tree House

Dorchester

John

฿3,351

฿4,021 total

includes taxes & fees

22 Oct - 23 Oct

A window with binoculars and a mug on the windowsill, overlooking a beach with waves and a cloudy sky.

A row of colorful Victorian-style buildings with bay windows and a pub sign.

A bedroom with a sloped ceiling, a bed with orange bedding, a decorative pillow, and a wall with a jungle-themed wallpaper.

A room with a bed, two wicker chairs, a small table with a glass, and a view of the sea through a bay window.

12. Channel View Guest House

Weymouth Town Center

Anthony

฿3,835

฿4,603 total

includes taxes & fees

4 Nov - 5 Nov

A crowded beach with people sunbathing and swimming.

A bar area with wooden paneling, a dog menu sign, and a patterned floor.

A hotel room with two beds, a sofa, and large windows with curtains.

A hotel room with two beds, a sofa, a TV, and a balcony with a view of the sea.

13. The Jubilee Hotel West- with Spa Facilities

Weymouth Town Center

Mihai

฿2,607

฿3,128 total

includes taxes & fees

21 Oct - 22 Oct

A beach with a statue, people, and buildings in the background.

A breakfast buffet with various food items and beverages.

A two-story building with a sign reading "Alexandra" above the entrance. There are outdoor seating areas with tables and chairs.

A hotel room with two beds, a desk with a mirror, a television, and a window with curtains.

14. Alexandra Hotel

Weymouth Town Center

sheelagh

฿2,698

฿3,237 total

includes taxes & fees

22 Oct - 23 Oct

A hotel room with two beds, a desk, and a view of the sea.

A coastal building with a parking lot and a view of the sea.

A row of traditional terraced houses with a street in front.

A reception area with a wooden reception desk, a mounted star decoration, and a wall-mounted sign with guidelines.

15. The Jubilee Hotel East- with Spa Facilities

Weymouth Town Center

Sukhchain

฿2,554

฿3,065 total

includes taxes & fees

21 Oct - 22 Oct

A corner building with a white awning labeled "Timid."

A bedroom with a bed, two chairs, a nightstand, a lamp, and a window with curtains.

A marina with multiple sailboats docked, surrounded by terraced buildings.

Two patterned chairs facing a window with a checkered blind.

16. Timrick Lodge Hotel

Weymouth Town Center

Martin

฿2,266

฿2,719 total

includes taxes & fees

22 Oct - 23 Oct

A bedroom with a bed, two bedside tables, a chandelier, and a geometric-patterned wall.

A building with a prominent sign reading "ASHMIRA."

A hallway with a chandelier, a staircase, and a door with frosted glass panels.

A garden with potted plants and a barbecue grill.

17. Ashmira Guest House

Greenhill

฿4,189

฿4,189 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a large window with curtains, and a view of a cityscape.

A restaurant interior with wooden tables and blue chairs, large windows with views, and a curved ceiling.

A stone building with a sign reading "HOTEL AQUA" and a list of amenities including boats, shop, cafe, air, nitrox, trinity, and mooring.

A bathroom with a window, a sink, and a toilet.

18. The Aqua

Portland

John

฿4,543

฿5,452 total

includes taxes & fees

29 Oct - 30 Oct

A coastal promenade with a beach, a grassy area with small plants, and a row of traditional houses.

A modern kitchen with white cabinets, a stainless steel sink, and a tiled backsplash.

A harbor with boats docked, buildings along the waterfront, and a bird flying in the sky.

A modern kitchen with a sink, a dining area with a table, and a living room with a sofa.

19. St Johns Guest House

Weymouth Town Center

Paul

฿4,096

฿4,915 total

includes taxes & fees

21 Oct - 22 Oct

A table with a view of a beach and the Olympic rings sculpture.

A reception area with a receptionist desk, two chairs, a round table, and a sign that reads "RECEPTION".

A hotel sign with "The Heights Hotel" and a "Welcome" sign below it.

A coastal landscape with a natural rock arch formation, a sandy beach, and grassy cliffs.

20. Heights Hotel

Portland

Jean

฿4,273

฿5,128 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Winterborne Monkton attractions

Maiden Castle

9.2/10 (9 reviews)

Enjoy spectacular views and discover fascinating history at one of England's largest Iron Age hill forts, home to temples, battlements and ancient burial sites.

See properties

Top Winterborne Monkton Hotel Reviews

The Frampton Arms

8/10 Good

"Literally 5 m from the functional train rails. Train stops from 12 pm to 5:30 am. Pub music stops at 11 pm. Dinner was ok. We skipped breakfast due to amazing reviews. Pictures do not match the actual result."

The Manor Hotel by Greene King Inns

8/10 Good

"I will definitely stay here again. Great location, staff are superb and very friendly. Restaurant is really nice with plenty of menu choices. Only thing worth noting is the room I was in was adjoining on both sides and you hear everything if you are a light sleeper."

The Jubilee Hotel East- with Spa Facilities

8/10 Good

"Mattress bit worn could do with grab rail in shower cubicle but overall a pleasant stay. Very good food and good staff"

Durdle Door Hotel

8/10 Good

"Nice cozy place with a wonderful view. Staff super helpful and accommodating too."

Sleeping Bear Hotel Dorchester

10/10 Excellent

"Lovely place to stay, convenient for town and for visiting Dorsey County Hospital which was my main reason for visiting Dorchester."

Lulworth Cove Inn

10/10 Excellent

"Clean and tidy. The room was larger than expected, the staff where brilliant. I really enjoyed my stay ☺️ ."

Fairhaven Hotel

8/10 Good

"It was a last minute booking . Good value for the money. Breakfast was excellent freshly cooked. very attentive staff. Had the pizza in the evening beautifully cooked very fresh. Ideal hotel if you want to be close to the town. Has lift so easy for people who struggle with mobility issues."

Kingston Country Courtyard

10/10 Excellent

"Stunning views from the garden"

Crown Hotel

10/10 Excellent

"An excellent venue for staying in the Blandford Forum area. Comfortable room with everything we needed. 10/10 breakfast ."

More cheap stays in Winterborne Monkton

Terrace Lodge

16 S Western Terrace Yeovil England

฿2,048

฿2,458 total

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (97 reviews)

Old Ship Inn

High W St Dorchester England

฿2,123

฿2,547 total

1 Nov - 2 Nov

includes taxes & fees

The Warehouse

South Street Yeovil England

฿2,255

฿2,706 total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (69 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

฿2,777

฿4,450 total

2 Nov - 3 Nov

includes taxes & fees

The West Bay Hotel

Station Road Bridport England

฿5,064

฿6,077 total

17 Nov - 18 Nov

includes taxes & fees

Eton House

38 Preston Rd Yeovil England

Get rates

7.8/10 Good! (21 reviews)

Frequently asked questions

Where is the best place to stay in Winterborne Monkton?

Fairhaven Hotel, located 5.8 mi (9.4 km) from the heart of Winterborne Monkton, is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Best Western Weymouth Hotel Rembrandt and Sleeping Bear Hotel Dorchester. See all available top hotels, or vacation rentals in Winterborne Monkton.

If I need to cancel my hotel reservation in Winterborne Monkton, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterborne Monkton.

What is staying in Winterborne Monkton like?

Visitors to Winterborne Monkton will definitely find plenty to explore and enjoy. There are 2775 hotels and other accommodation options in the surrounding area. Find out more about Winterborne Monkton.

What is there to see in Winterborne Monkton?

A couple of favourite places to visit are Maiden Castle and Dorset National Landscape. You'll also find Tutankhamun: The Exhibition and Bowleaze Cove Beach in the area. Take a look at what more there is to see and do in Expedia's Winterborne Monkton guide.

Find hotels in Winterborne Monkton from ฿2,450

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winterborne Monkton

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winterborne Monkton hotels

1. The George B&B

2. The Duchess of Cornwall Inn

3. Sleeping Bear Hotel Dorchester

4. Yalbury Cottage

5. Best Western Weymouth Hotel Rembrandt

6. The Frampton Arms

7. The Smugglers Inn

8. The Heritage Bed & Breakfast

9. Moonfleet Manor

10. Driftwood B&B

11. Bay Tree House

12. Channel View Guest House

13. The Jubilee Hotel West- with Spa Facilities

14. Alexandra Hotel

15. The Jubilee Hotel East- with Spa Facilities

16. Timrick Lodge Hotel

17. Ashmira Guest House

18. The Aqua

19. St Johns Guest House

20. Heights Hotel

Stay near popular Winterborne Monkton attractions

Maiden Castle

Top Winterborne Monkton Hotel Reviews

The Frampton Arms

The Manor Hotel by Greene King Inns

The Jubilee Hotel East- with Spa Facilities

Durdle Door Hotel

Sleeping Bear Hotel Dorchester

Lulworth Cove Inn

Fairhaven Hotel

Kingston Country Courtyard

Crown Hotel

More cheap stays in Winterborne Monkton

Terrace Lodge

Old Ship Inn

The Warehouse

Jurassic Bay Holidays

The West Bay Hotel

Eton House

Frequently asked questions

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