Best Cottages in Osmington in 2026

A coastal landscape with a rocky shoreline and calm sea under a clear sky.

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Our top choices for Osmington cottages

1. Rose Cottage

Weymouth

includes taxes & fees

28 Sept - 29 Sept

2. Laurel Cottage

Weymouth

includes taxes & fees

9 Oct - 10 Oct

3. Woodbine Cottage

Weymouth

includes taxes & fees

10 Oct - 11 Oct

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

includes taxes & fees

26 Sept - 27 Sept

5. Waterson

Weymouth

Nigel

includes taxes & fees

10 Oct - 11 Oct

6. Sea Spray

Overcombe

includes taxes & fees

2 Oct - 3 Oct

7. 1 bedroom accommodation in Ibberton, Blandford Forum

Ibberton, Blandford Forum

Paul Mitchell

includes taxes & fees

2 Oct - 3 Oct

8. Secluded Hut with a Private Hot Tub

Blandford Forum

"Stillness was a lovely property which had everything we needed while visiting family. It's set in a beautiful area and there are lots of lovely touches around the grounds, such as giant chess, woodland walks and a Forget me not garden. The property was small but perfect for us, I didn't realise the back gate and through the garden was the only entrance, this was a little challenging to navigate with my nervous rescue dog when the daily hot tub maintenance was due to happen, but this only took...

Anonymous traveller

includes taxes & fees

27 Sept - 28 Sept

1 bedroom, iron/ironing board, free WiFi

9. Secluded Woodland Cottage with Private Hot Tub

Blandford Forum

amanda p.

includes taxes & fees

27 Sept - 28 Sept

10. 2 bedroom accommodation in Poole

Poole

Paul Kenny

includes taxes & fees

1 Oct - 2 Oct

11. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

Glanvilles Wootton, near Sherborne

Caroline H.

includes taxes & fees

12 Oct - 13 Oct

12. Ash Corner Cottage

Overcombe

includes taxes & fees

25 Sept - 26 Sept

13. Brewery View

Rodwell

Helen

includes taxes & fees

13 Oct - 14 Oct

14. Chandlers Nook

Portland

includes taxes & fees

5 Oct - 6 Oct

15. Hide-a-way

Weymouth

Kim

includes taxes & fees

27 Sept - 28 Sept

16. The Little Cottage

Weymouth

Lea

includes taxes & fees

27 Sept - 28 Sept

17. 2 Bathsheba Terrace

Dorchester

Rachael

includes taxes & fees

24 Sept - 25 Sept

18. Flat 6, Thornlow Heights

Southlands

includes taxes & fees

5 Oct - 6 Oct

19. Coastguard Lookout

Wyke Regis

includes taxes & fees

10 Oct - 11 Oct

2 bedrooms, free WiFi, individually decorated, individually furnished

20. Seagull and Chips

Weymouth Town Center

includes taxes & fees

26 Sept - 27 Sept

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Top Osmington Hotel Reviews

The Knoll House

8/10 Good

"Lovely location, lots of facilities and great breakfast"

Haven Hotel

10/10 Excellent

"Despite mixed reviews we have nothing but praise for this hotel and its staff. The location and views were wonderful. The room was clean, the staff were friendly and the food in the restaurant and breakfast was excellent. Yes, the hotel is a bit tired and dated but fully understand why with the continuous battle for it to remain open and not be developed into flats. That must be worrying for all staff, but I could not fault them one bit on their service and attitude. Please let this hotel remain here and invest in its future for people to come and stay for many more years to come."

Sandbanks Hotel

8/10 Good

"We stayed in a family room on the first floor which was spacious and clean with a sea view. The furnishing in general was adequate but quite dated. This was reflected throughout the hotel. The bath was rusty which meant we relied on the shower which was good. The balcony door wasn’t secure with a flimsy catch. The radiator although not used was very rusty in need of maintenance. The decoration in the public areas was better in general it felt like the hotel needed a refurb"

Fairhaven Hotel

8/10 Good

"The hotel is in a great location and there was a great view of the sea from the window. The cooked breakfast was excellent but I was a little disappointed that the cost was additional on top of the price for the hotel room. The beds were very comfortable but the bathroom could do with a little upgrading. Overall though, a good experience and the staff were friendly and helpful. A hotel I would return to."

Best Western Weymouth Hotel Rembrandt

8/10 Good

"Liked the proximity to the beach and for walking into town. Bus stops close by. Would have liked a fridge in the room, not the cool box that was provided as it was inadequate. Great stay, staff were very friendly, restaurant was decent. Would probably stay at the Rembrandt again."

Durdle Door Hotel

10/10 Excellent

"Wonderful stay here. Staff were top notch and welcoming. Perfect spot to enjoy Lulworth Cove. If you’re GF they take care of you but also catered for coeliac. Full English breakfast was delicious and we were able to drink in the views from the dining room. We were on our honeymoon and we would go back. Thank you to the lovely staff!"

Find out more about Osmington

Osmington Cottages information

Number of reviews	66
Accommodation	1457 Cottages
Lowest Price	£138
Highest Price	£924

Frequently asked questions

How much do cottages in Osmington cost?

You'll pay between £138 and £924 per night for cottages in Osmington. Whatever your budget, a wonderful stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Osmington?

Osmington has multiple cottages with a total average guest review rating of 9.3. Oceana is a terrific option if you like natural surroundings and an unhurried pace. Guests staying at this 3.5-star stay can enjoy amenities such as individually decorated rooms and a furnished patio. The Lookout - The House With A View is another popular pick. This 3.5-star cottage offers a garden and individually decorated rooms.

How many cottages are there in Osmington?

Take advantage of your holiday days and pick from 1457 cottages in Osmington. Imagining a place where you can surround yourself with nature? Expedia can help you find the ideal escape in a simple click or two.

What are the best cheap cottages in Osmington?

Cottages start from only £138 per night, so your Osmington holiday doesn't need to take a big chunk out of your finances! Redcliff View Lodge is a wallet-friendly option and comes with many amenities, including individually decorated rooms and WiFi. Sea Breeze is another of our sought-after cheap cottages. Conveniences here include individually decorated rooms and WiFi. Visiting free attractions in Osmington will stretch your holiday budget even further. Sandsfoot Castle and Weymouth Beach are favourites. With the dollars you save, why not sightsee some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly cottages in Osmington?

Many visitors needing a family-friendly cottage in Osmington pick Oceana. With a 3.5-star rating and amenities like WiFi and a picnic area, it'll get your crew's nod of approval. Another top option for families seeking some time out close to nature is Tidmoor Barn. WiFi and a fridge help make this 4-star cottage an ideal base for your Osmington getaway. Osmington boasts an array of family-friendly attractions to explore when the kids are getting restless. Sandsfoot Castle and Nothe Fort guarantee a fun day out for travellers young and old.

Why book your cottage in Osmington with Expedia?

Expedia has some superb cottages in Osmington, so start packing your bags for an unforgettable stay on nature's doorstep. If you're on a budget, click on how much you'd like to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect fit whatever your escape looks like.

How can I find cheap cottages in Osmington?

With Expedia's convenient filter tool, sourcing cheap cottages in Osmington is a snap. To discover properties that'll make your wallet happy, narrow your search by budget, star rating and amenities.

Search Osmington Cottages

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osmington cottages

1. Rose Cottage

2. Laurel Cottage

3. Woodbine Cottage

4. Norden Cottage

5. Waterson

6. Sea Spray

7. 1 bedroom accommodation in Ibberton, Blandford Forum

8. Secluded Hut with a Private Hot Tub

9. Secluded Woodland Cottage with Private Hot Tub

10. 2 bedroom accommodation in Poole

11. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

12. Ash Corner Cottage

13. Brewery View

14. Chandlers Nook

15. Hide-a-way

16. The Little Cottage

17. 2 Bathsheba Terrace

18. Flat 6, Thornlow Heights

19. Coastguard Lookout

20. Seagull and Chips

Find holiday rentals that suit your style

Top Osmington Hotel Reviews

The Knoll House

Find out more about Osmington

Osmington Cottages information

Frequently asked questions

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