Osmington Holiday Rentals, Weymouth: Private House Rentals

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Go beyond your typical stay in Osmington

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Pool

Condo

Spa

Family friendly

Hot tub

Cottage

Waterpark

Check prices for these dates

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Our top choices for Osmington hotels

Hypo-allergenic bedding, free WiFi, bed sheets

Comfy Double Room | Hypo-allergenic bedding, free WiFi, bed sheets

1. The Smugglers Inn

Weymouth

Mr C J

฿5,189

฿6,226 total

includes taxes & fees

1 Oct - 2 Oct

2. Rose Cottage

Weymouth

฿27,416

฿32,900 total

includes taxes & fees

15 Sept - 16 Sept

3 bedrooms, free WiFi, individually decorated, individually furnished

3. Woodbine Cottage

Weymouth

฿25,813

฿30,975 total

includes taxes & fees

21 Sept - 22 Sept

4. Laurel Cottage

Weymouth

฿18,863

฿22,636 total

includes taxes & fees

6 Sept - 7 Sept

Cottage | Private kitchen | Fridge, toaster, cookware/dishes/utensils

Cottage | 1 bedroom, free WiFi, individually decorated, individually furnished

5. Bracken Cottage

Weymouth

"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...

michael

฿17,520

฿21,024 total

includes taxes & fees

12 Sept - 13 Sept

Electric kettle, toaster, cookware/dishes/utensils

6. 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

7. The Frampton Arms

Dorchester

Jacqueline

฿2,665

฿3,198 total

includes taxes & fees

6 Sept - 7 Sept

8. The Spice Ship

Weymouth

Paul

฿3,998

฿3,998 total

includes taxes & fees

1 Oct - 2 Oct

In-room safe, iron/ironing board, free WiFi, bed sheets

9. The Aqua

Portland

John

฿4,744

฿5,693 total

includes taxes & fees

14 Sept - 15 Sept

10. Aaran Guesthouse

Weymouth Town Center

Paul

฿4,109

฿4,931 total

includes taxes & fees

7 Sept - 8 Sept

Minibar, desk, iron/ironing board, free WiFi

11. Castle Inn

Wareham

anne

฿7,150

฿8,580 total

includes taxes & fees

20 Sept - 21 Sept

12. Barton Cottage Bed and Breakfast

Dorchester

Roger

฿5,013

฿6,015 total

includes taxes & fees

16 Sept - 17 Sept

13. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

Lee

฿3,706

฿4,447 total

includes taxes & fees

1 Oct - 2 Oct

Family room - En suite | Free WiFi, bed sheets

14. Driftwood B&B

Westham

Andrew

฿4,482

฿4,482 total

includes taxes & fees

13 Sept - 14 Sept

15. Heights Hotel

Portland

Ann

฿4,932

฿5,919 total

includes taxes & fees

1 Oct - 2 Oct

Hypo-allergenic bedding, desk, free WiFi, bed sheets

Indulgence Plus Double Room | Hypo-allergenic bedding, desk, free WiFi, bed sheets

16. The Duchess of Cornwall Inn

Dorchester

Dominic

฿4,455

฿5,346 total

includes taxes & fees

6 Sept - 7 Sept

17. Yalbury Cottage

Dorchester

John

฿3,530

฿4,236 total

includes taxes & fees

14 Sept - 15 Sept

18. The Red Lion

Dorchester

Vicky

฿3,229

฿3,875 total

includes taxes & fees

6 Sept - 7 Sept

Superior Double Room, Sea View | Desk, bed sheets

19. Durdle Door Hotel

Wareham

dario

฿4,804

฿5,765 total

includes taxes & fees

1 Oct - 2 Oct

Romantic Double Room | Free WiFi, alarm clocks, bed sheets

20. Lulworth Cove Inn

Wareham

Michael Hugh

฿5,466

฿6,559 total

includes taxes & fees

2 Sept - 3 Sept

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Learn more about Osmington

Check out the local area in Osmington—home to attractions like Osmington Bay Beach and Weymouth Bay.

See all hotels in Osmington

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

Top Osmington Hotel Reviews

The Jubilee Hotel East- with Spa Facilities

10/10 Excellent

"Can’t wait to stay again!"

Sleeping Bear Hotel Dorchester

10/10 Excellent

"Excellent hotel, highly recommended"

George Albert Hotel & Spa

8/10 Good

"The inside of the hotel is great, clean and modern. Big rooms and comfy bed, decent breakfast. Don’t be put off by the exterior and surroundings."

Harbour Heights Hotel

8/10 Good

"The view of the harbour is why you stay here and it doesn’t disappoint- just stunning. Locals and visitors flock to the outside terrace to enjoy a cocktail overlooking the harbour. We ate at the restaurant and both food and drinks were good but our dinner order was misplaced so we waited 75 minutes between starter and main. As an apology we weren’t charged. The room looked a bit tired and in need of a refurb but it was clean and the bed was comfy. We also had a view of the harbour (free upgrade). Staff was friendly but service is a bit chaotic - the staff lack set routines and need some training. The breakfast was tasty."

Durdle Door Hotel

10/10 Excellent

"Amazing sea views!!"

The Smugglers Inn

8/10 Good

"Excellent breakfast, great location, car parking could be better, especially for electric cars who need to charge. Electric car charging spaces were regularly occupied by non electric cars because the car park is very busy. Comfortable room and lovely, helpful staff."

More cheap stays in Osmington

Old Ship Inn

High W St Dorchester England

฿2,240

฿2,689 total

7 Sept - 8 Sept

includes taxes & fees

7.6/10 Good! (28 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

฿3,023

฿4,751 total

2 Sept - 3 Sept

includes taxes & fees

8.6/10 Excellent! (10 reviews)

The West Bay Hotel

Station Road Bridport England

฿5,203

฿6,244 total

30 Sept - 1 Oct

includes taxes & fees

9.2/10 Wonderful! (162 reviews)

The Clarence

20 Esplanade Weymouth England

Get rates

10/10 Exceptional! (242 reviews)

Herston Caravan & Campsite

Washpond Lane Swanage England

Get rates

8.4/10 Very good! (32 reviews)

Penn House Hotel

21 Brunswick Terrace Weymouth England

Get rates

9.6/10 Exceptional! (30 reviews)

Frequently asked questions

What's the best place for a stay in Osmington?

Based on our traveller data, The Smugglers Inn is one of the top choices for your stay. This hotel offers a restaurant and free parking. Two other options for your visit to the area are Fairhaven Hotel and Sandbanks Hotel. See all available top hotels, or vacation rentals in Osmington.

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

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Osmington.

What's the best dog-friendly place to stay in Osmington?

The Smugglers Inn is a top dog-friendly hotel, and offers a restaurant and a bar/lounge for its human guests. See more pet-friendly hotel accommodations in Osmington.

What are some accommodation options with pools in Osmington?

Sandbanks Hotel: Hotel located near Bournemouth Beach. Provides a sauna, an indoor pool and a snack bar/deli. Haven Hotel and Best Western Weymouth Hotel Rembrandt are two additional hotels that feature an on-site pool. View all hotels with pools in Osmington.

What is staying in Osmington like?

Visitors will definitely enjoy all that Osmington has to offer. In Osmington, there are 58 hotels and other accommodation options to choose from. Find out more about Osmington.

What should I see while I'm in Osmington?

Natural beauty is on display at Osmington Bay Beach, Weymouth Bay and Dorset and East Devon Coast. A couple of additional sights to add to your itinerary are Ringstead Beach and Dorset National Landscape. Take a look at what more there is to see and do in Expedia's Osmington guide.

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.

Find hotels in Osmington from ฿2,689

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. Rose Cottage

3. Woodbine Cottage

4. Laurel Cottage

5. Bracken Cottage

6. Norden Cottage

7. The Frampton Arms

8. The Spice Ship

9. The Aqua

10. Aaran Guesthouse

11. Castle Inn

12. Barton Cottage Bed and Breakfast

13. Best Western Weymouth Hotel Rembrandt

14. Driftwood B&B

15. Heights Hotel

16. The Duchess of Cornwall Inn

17. Yalbury Cottage

18. The Red Lion

19. Durdle Door Hotel

20. Lulworth Cove Inn

Learn more about Osmington

Top Osmington Hotel Reviews

The Jubilee Hotel East- with Spa Facilities

Sleeping Bear Hotel Dorchester

George Albert Hotel & Spa

Harbour Heights Hotel

Durdle Door Hotel

The Smugglers Inn

More cheap stays in Osmington

Old Ship Inn

Jurassic Bay Holidays

The West Bay Hotel

The Clarence

Herston Caravan & Campsite

Penn House Hotel

Frequently asked questions

Go further with the Expedia app