Osmington Holiday Rentals, Weymouth: Private House Rentals

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Our top choices for Osmington hotels

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

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

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

A bathroom with a bathtub, toilet, and sink.

1. The Smugglers Inn

Weymouth

Mr C J

2.699.021 ₫

3.238.826 ₫ total

includes taxes & fees

22 Oct - 23 Oct

An outdoor patio with a wooden bench, a table, and chairs.

A stone cottage with a window and two signs reading 'WOODBINE' and 'COTTAGE'.

A modern kitchen with wooden cabinetry, a central island, and a skylight.

A single bed with a patterned bedspread, a pillow, and a rolled towel. There is a white door and a closet in the background.

2. Woodbine Cottage

Weymouth

19.882.789 ₫

23.859.347 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A room with large windows offering a view of a coastal landscape.

A wooden deck with a round table and four chairs, surrounded by a wooden railing.

A house with a sloped roof, a brick exterior, and a garden with a lawn and various plants.

A view from a window overlooking a wooden staircase leading to a balcony with a stone floor, surrounded by greenery and a clear sky.

3. Waterson

Weymouth

Nigel

26.647.643 ₫

31.977.172 ₫ total

includes taxes & fees

6 Nov - 7 Nov

A cozy room with a stone wall, a fireplace, a sofa, and a window.

A dining area with a wooden table set for four, a fireplace, and a staircase leading to another room.

A cozy kitchen with wooden cabinets, a stone countertop, and a red teapot.

A stone house with a garden, a gravel path, and a chair outside.

4. Norden Cottage

Weymouth

"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...

Hilary

16.970.960 ₫

20.365.152 ₫ total

includes taxes & fees

31 Oct - 1 Nov

A stone cottage with a thatched roof, a wooden deck, and a round metal table with chairs and a small table set for tea.

A cozy living room with a stone fireplace, a flat-screen TV, a wooden coffee table with tea set, and a sofa with patterned cushions.

A stone building with a thatched roof, a white door, and a small window.

A cozy living room with a stone wall, a flat-screen TV, a wooden coffee table, and a staircase.

5. Laurel Cottage

Weymouth

14.529.730 ₫

17.435.676 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A vintage-themed restaurant interior with a wooden table, cushioned bench, and rope-wrapped stool.

A cozy room with a fireplace, leather armchairs, a round table, and a wicker chair.

A building with a sign reading "THE SPICE SHIP" and a welcome sign for a restaurant, accommodation, and live sports.

A hotel room with a bed, two pillows with nautical designs, a framed botanical illustration, bedside lamps, and a tray with glasses and a bottle.

6. The Spice Ship

Weymouth

Joe Moore

3.045.049 ₫

3.045.049 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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 modern bedroom with a large bed, two bedside tables with lamps, a desk with a chair, and a wardrobe.

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

A wooden play structure with a slide and climbing area.

7. The Frampton Arms

Dorchester

Robert

1.708.515 ₫

2.050.218 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A well-maintained garden with neatly trimmed hedges and a traditional house with a sloped roof in the background.

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.

8. Yalbury Cottage

Dorchester

Ardyce

2.205.931 ₫

2.647.117 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A traditional thatched-roof building with a white picket fence, labeled "CASTLE INN PUB & ROOMS," featuring outdoor seating and planters.

A bedroom with a brick fireplace, a wooden headboard, and a bedside table with a lamp.

A door with the number 8 and the words "Tossil Forest" in gold lettering.

A cozy room with a grey armchair, a small wooden table with a kettle, and a coffee machine.

9. Castle Inn

Wareham

Paul

3.344.941 ₫

4.013.929 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

A neatly made bed with white linens, a black headboard, and a bedside table with a lamp.

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

10. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

2.829.070 ₫

3.394.884 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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 restaurant with a view of the water, wooden tables and chairs, and a modern interior design.

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

11. Heights Hotel

Portland

Jean

3.308.896 ₫

3.970.675 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious dining area with multiple tables and chairs, large windows offering views of the countryside, and a skylight above.

A wooden deck with outdoor seating and a view of a parking lot and greenery.

A two-story house with a garage, a small outdoor seating area, and a car parked in front.

A bedroom with a bed, two bedside tables, a lamp on each table, and a large picture above the bed.

12. Durdle Door Hotel

Wareham

Carla

3.744.632 ₫

4.493.558 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

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

A bedroom with a large bed, a wooden nightstand, a chair, a TV, and a window with a view.

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

13. The Duchess of Cornwall Inn

Dorchester

Colin

2.076.170 ₫

2.491.404 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

14. Sleeping Bear Hotel Dorchester

Dorchester

Alan Peter

1.725.817 ₫

2.070.980 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, a nightstand, a lamp, a wardrobe, and a view of the outdoors through large windows.

A dining area with wooden tables and chairs, framed artwork on the walls, and a large window providing natural light.

A building with a sign stating "EATING SLEEPING DRINKING" and a mural on the side.

A room with a bed, a bathtub, a TV, and a view of the outdoors.

15. Lulworth Cove Inn

Wareham

Michael Hugh

2.526.858 ₫

3.032.230 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A restaurant interior with brick walls, wooden tables, and leather chairs.

A white building with a black roof, labeled 'The Countryman Inn East Knighton,' featuring a large decorative wall design and hanging flower pots.

A bar area with wooden furniture, hanging lights, and shelves with bottles.

A hotel room with a bed, a chair, a table, and a window with curtains.

16. The Countryman Inn

Dorchester

Gavin

3.114.255 ₫

3.114.255 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A view from a window overlooking a busy street with a beach and ocean in the background.

A hotel lobby with a check-in desk, seating area, and large windows.

A breakfast buffet with various food items and condiments.

A hotel room with a large bed, a desk, a chair, and a TV. There is a window with a view of the beach.

17. Fairhaven Hotel

Weymouth Town Center

Shaun

1.981.287 ₫

2.377.544 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 building with a sign reading "Alexandra" and a café bar sign below it.

18. Alexandra Hotel

Weymouth Town Center

sheelagh

2.080.351 ₫

2.496.422 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A dining area with a wooden table, chairs, and a blue patterned rug.

A bedroom with a large bed, a chair, a desk, a fireplace, and a wardrobe.

A traditional thatched-roof house with a wooden extension, surrounded by a well-maintained garden and neighboring houses.

A spacious living room with a large window, a blue cabinet, a teal sofa, and a dining area with chairs and a table.

19. Barton Cottage Bed and Breakfast

Dorchester

Roger

3.517.955 ₫

4.221.546 ₫ 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 harbor with multiple boats and a distant shoreline.

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

20. The Aqua

Portland

John

3.518.070 ₫

4.221.892 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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Learn more about Osmington

Check out the local area in Osmington—home to attractions like Weymouth Bay and Dorset and East Devon Coast.

See all hotels in Osmington

A coastal landscape with a sandy beach, rocky cliffs, and sparse vegetation.

Top Osmington Hotel Reviews

Fairhaven Hotel

8/10 Good

"For some reason I could only rate 4*’s for each section when if allowed I would have marked the full 5, will definitely be going back to fair haven, lovely little find"

Lulworth Cove Inn

8/10 Good

"Lovely staff and very helpful beautiful room"

Best Western Weymouth Hotel Rembrandt

8/10 Good

"Breakfast was excellent, location is good. We are a family and they put us in a 3 bed room so great for the kids. Only negative was the shower, low water pressure and not very hot water. Would stay there again."

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 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"

Harbour Heights Hotel

8/10 Good

"Not what I expected is good."

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."

The Knoll House

10/10 Excellent

"Great place stayed many times"

More cheap stays in Osmington

Old Ship Inn

High W St Dorchester England

1.643.635 ₫

1.972.362 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Seascape

11 The Esplanade Weymouth England

2.842.716 ₫

3.411.259 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (118 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

2.141.458 ₫

3.431.179 ₫ total

2 Nov - 3 Nov

includes taxes & fees

The West Bay Hotel

Station Road Bridport England

3.921.539 ₫

4.705.985 ₫ total

17 Nov - 18 Nov

includes taxes & fees

Lemon Tree

The Coast Road Dorchester England

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8.2/10 Very good! (20 reviews)

Herston Caravan & Campsite

Washpond Lane Swanage England

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Hotels in Osmington with star rating

Frequently asked questions

What's the weather like in Osmington?

The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are February and January, with an average of 8°C. Average annual precipitation for Osmington is 813 mm.

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Cars

Car hire near Tudor House

Find hotels in Osmington from 1.972.362 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Osmington

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Osmington hotels

1. The Smugglers Inn

2. Woodbine Cottage

3. Waterson

4. Norden Cottage

5. Laurel Cottage

6. The Spice Ship

7. The Frampton Arms

8. Yalbury Cottage

9. Castle Inn

10. Best Western Weymouth Hotel Rembrandt

11. Heights Hotel

12. Durdle Door Hotel

13. The Duchess of Cornwall Inn

14. Sleeping Bear Hotel Dorchester

15. Lulworth Cove Inn

16. The Countryman Inn

17. Fairhaven Hotel

18. Alexandra Hotel

19. Barton Cottage Bed and Breakfast

20. The Aqua

Learn more about Osmington

Top Osmington Hotel Reviews

Fairhaven Hotel

Lulworth Cove Inn

Best Western Weymouth Hotel Rembrandt

The Frampton Arms

The Jubilee Hotel East- with Spa Facilities

Harbour Heights Hotel

Durdle Door Hotel

Sleeping Bear Hotel Dorchester

The Knoll House

More cheap stays in Osmington

Old Ship Inn

Seascape

Jurassic Bay Holidays

The West Bay Hotel

Lemon Tree

Herston Caravan & Campsite

Hotels in Osmington with star rating

Frequently asked questions

Explore a world of travel with Expedia

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