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Osmington Vacation Rentals

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Vacation Rentals in Osmington

Our top choices for Osmington vacation rentals

The Dorset Resort
Deluxe Chalet, 3 Bedrooms, Resort View, Garden Area | 3 bedrooms, desk, laptop workspace, blackout drapes

The Dorset Resort

4.0 star property
9.8 out of 10, Exceptional, (40)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
The Dorset Resort
Beachcomber Holiday Apartments
View from property

Beachcomber Holiday Apartments

3.0 star property
8.2 out of 10, Very Good, (41)
"Lovely apartment, close to the beach. Comfy beds, clean, tidy place"
Beachcomber Holiday Apartments
Herston Caravan & Campsite
Tent | View from room

Herston Caravan & Campsite

2.0 star property
8.2 out of 10, Very Good, (28)
"Martin welcomed us and was friendly. You could see the team work hard to maintain the showers for so many people and the tent was peaceful and dark at night aiding restful sleep. It has lovely views and so many places to visit with easy driving distance. Great stay for families "
Herston Caravan & Campsite
The Victorian Barn self catering holidays with pool & hot tubs
Exclusive House, 4 Bedrooms, Hot Tub, Garden Area | Dining room

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed in Helena, it was very clean and well equipped. Concern about escape routes in the event of a fire. Some rooms didn’t have a large enough window to get out of. Swimming pool great, as was the hot tub. Lovely setting near Blandford. Would recommend getting shopping delivered as quite remote. "
The Victorian Barn self catering holidays with pool & hot tubs
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Exterior detail

Self Contained Garden Studio With Private Decked Terrace, close to town and sea

9.6 out of 10, Exceptional, (139)
"Lovely studio with everything you needed very friendly and helpful hosts "
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Quayside Quarters
Deluxe Double Room (Church View) | View from room

Quayside Quarters

3.0 star property
9.8 out of 10, Exceptional, (60)
"I had a very pleasant stay at Quayside Quarters. It’s in a quiet street just off the quay in Poole. My room was clean and comfortable and the owners made sure I got in OK and allowed me to leave my bag in the building for a couple of hours after I vacated the room. I would certainly like to stay again when next I need accommodation in Poole."
Quayside Quarters
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
TV

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

9.2 out of 10, Wonderful, (88)
"Great location for a peaceful family stay. beautiful surroundings."
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Terrace/patio

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (48)
"This is our second visit to Blue Horizon. Another fantastic stay, felt like coming home. Love the addition of the summer room, especially great on a rainy day. Lots of walking routes directly from the property. We explored Portland, the quarry park, walking to Portland Bill along the coastal path. Highly recommend a stay at this beautiful property."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Beach nearby, sun loungers

Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

9.4 out of 10, Exceptional, (46)
"Plenty of room and a few minutes away from the beach. Would stay again. "
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
$360 nightly
The price is $431
Sep 2 - Sep 3
Total with taxes and fees
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Outdoor spa tub

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

9.6 out of 10, Exceptional, (44)
"A lovely relaxed stay, nice peaceful area, plenty of places to walk, highly recommend gor a bit of r&r."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Glamping Cabin - Great for Hikers - Breakfast Inc!
Cabin | Property grounds

Glamping Cabin - Great for Hikers - Breakfast Inc!

3.0 star property
$142 nightly
The price is $142
Sep 23 - Sep 24
Total with taxes and fees
Glamping Cabin - Great for Hikers - Breakfast Inc!
Luxury mobile home with spectacular sea views.
Beach nearby

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (118)
"Very clean, great communication, amazing views."
Luxury mobile home with spectacular sea views.
Private detached cottage to rent on Chesil Beach
Dining

Private detached cottage to rent on Chesil Beach

10.0 out of 10, Exceptional, (67)
"It was once again a perfect stay."
Private detached cottage to rent on Chesil Beach
18 Chamberlaine Road
Dining

18 Chamberlaine Road

2.5 star property
$446 nightly
The price is $535
Sep 4 - Sep 5
Total with taxes and fees
18 Chamberlaine Road
Apartment near the beach with private parking and pet friendly
Fridge, microwave, oven, stovetop

Apartment near the beach with private parking and pet friendly

9.2 out of 10, Wonderful, (28)
"Couldn't as for more, clean, lovely little property about 10 mins from the beach and town center."
Apartment near the beach with private parking and pet friendly
Jasmine Cottage
Interior

Jasmine Cottage

3.0 star property
8.0 out of 10, Very Good, (2)
"Pretty nice place, easy to get into due to clear instructions. Easy parking, good wifi. Had a lot of spiders in the bathroom though, don't know why."
$405 nightly
The price is $486
Sep 4 - Sep 5
Total with taxes and fees
Jasmine Cottage
Private indoor heated pool, sauna + snooker room next to Jurassic. Coastal Path
Indoor pool, a heated pool

Private indoor heated pool, sauna + snooker room next to Jurassic. Coastal Path

9.8 out of 10, Exceptional, (38)
"Thanks for a lovely stay at your property. The property is in a lovely location just outside Swanage, ith handy access to the costal path for walks from your door. The pool and sauna were very much appreciated by us all. My husband and teenage son loved the full size snooker table. The property is a great size, was very clean with access to a huge garden too. We stayed as a family of 4 and would love to return. The owners were very helpful too."
Private indoor heated pool, sauna + snooker room next to Jurassic. Coastal Path
Dorchester Nook
1 bedroom, iron/ironing board, free WiFi, bed sheets

Dorchester Nook

9.6 out of 10, Exceptional, (4)
"Fiona is a very friendly host, and we had a nice room, well located in the centre of the town! "
$116 nightly
The price is $116
Sep 2 - Sep 3
Total with taxes and fees
Dorchester Nook
For Students Only Corfe House in Poole
Game room

For Students Only Corfe House in Poole

2.0 star property
For Students Only Corfe House in Poole
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osmington Hotel Reviews

Find out more about Osmington

Find out more about Osmington

Everything you need to know about Osmington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osmington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osmington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osmington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osmington. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osmington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osmington rentals

At Expedia, we put the best Osmington vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osmington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osmington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osmington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Osmington?

Yes, there are vacation rentals near popular attractions in Osmington, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Osmington?

The Victorian Barn self catering holidays with pool & hot tubs: You might want to consider this vacation home rental near Osmington, which is located in a rural location and has an indoor pool, a patio, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Osmington?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Osmington stay.

What can I see and do in Osmington?

Osmington Bay Beach and Weymouth Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Dorset Area of Outstanding Natural Beauty and Dorset and East Devon Coast are other places worth a visit.

What are vacation rentals like in Osmington?

Vacation rentals are privately owned properties you can book for a couple days or more in Osmington. Vacation rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.