Osmington Vacation Rentals

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Our top choices for Osmington vacation rentals

Norden Cottage

Norden Cottage
2.5 star property
Weymouth
The price is CA $889
CA $1,066 total
includes taxes & fees
Mar 8 - Mar 9
Norden Cottage

Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is CA $761
CA $913 total
includes taxes & fees
Feb 28 - Mar 1
Laurel Cottage

Waterson

Waterson
3.0 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"lovely location , inside house a little tired "
United Kingdom
Nigel
The price is CA $1,395
CA $1,674 total
includes taxes & fees
Mar 2 - Mar 3
Waterson

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is CA $591
CA $767 total
includes taxes & fees
Mar 5 - Mar 6
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
The price is CA $207
CA $253 total
includes taxes & fees
Feb 26 - Feb 27
Glamping Cabin - Great for Hikers - Breakfast Inc!

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (7 reviews)
"We booked 3 nights at the shepherd's hut, it was absolutely beautiful with gorgeous views. It was well equipped with everything you need,our small dog lily loved it. We would definitely come back again as it was lovely to unwind here. Thanks Andy and penny. Regards Sally and Andrew"
United States
Sally Newman
The price is CA $276
CA $276 total
includes taxes & fees
Mar 2 - Mar 3
1 bedroom accommodation in Ibberton, Blandford Forum

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (3 reviews)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is CA $166
CA $505 total
includes taxes & fees
Mar 8 - Mar 9
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is CA $183
CA $303 total
includes taxes & fees
Mar 1 - Mar 2
Brand NEW 3 bedroom house - garden & parking +wifi

Stunning Little House on Poole Quay -Free Parking

Stunning Little House on Poole Quay -Free Parking
Poole Old Town
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful little house right in the heart of Poole old town would definitely stay again! The quay is less than 5 mins away with boat trips to Brownsea island and out into the bay a beautiful place"
United Kingdom
Chris
The price is CA $142
CA $262 total
includes taxes & fees
Feb 26 - Feb 27
Stunning Little House on Poole Quay -Free Parking

Bobbin Cottage

Bobbin Cottage
3.0 star property
Swanage
The price is CA $607
CA $728 total
includes taxes & fees
Feb 28 - Mar 1
Bobbin Cottage

Beautiful NEW 3 bedroom house - garden & parking

Beautiful NEW 3 bedroom house - garden & parking
Poole
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
The price is CA $189
CA $309 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful NEW 3 bedroom house - garden & parking

Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay, the apartment was clean, spacious and well equipped. Being located in old town Poole it was perfect for local restaurants, Poole Museum and the Quay. Will recommend and will be returning next year."
United Kingdom
Gillian
The price is CA $102
CA $222 total
includes taxes & fees
Feb 28 - Mar 1
Modern Apartment -Parking & WiFi

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (5 reviews)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is CA $170
CA $244 total
includes taxes & fees
Mar 2 - Mar 3
Private Luxury By The Sea

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (24 reviews)
"Booked this apartment for 4 friends visiting me. Excellently presented and in a great location. All correspondence was easy and straightforward and would highly recommend. "
United Kingdom
Steve B.
The price is CA $155
CA $276 total
includes taxes & fees
Feb 26 - Feb 27
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

THE BOATHOUSE. The gateway to the Jurassic Coast

THE BOATHOUSE. The gateway to the Jurassic Coast
Poole
9.6 out of 10, Exceptional, (4 reviews)
"First class in every respect - perfect for a family with active children."
United Kingdom
Steve
The price is CA $231
CA $325 total
includes taxes & fees
Mar 10 - Mar 11
THE BOATHOUSE. The gateway to the Jurassic Coast

Beautiful 2 Bedroom Apartment inc. Parking & Wifi

Beautiful 2 Bedroom Apartment inc. Parking & Wifi
Poole Old Town
9.8 out of 10, Exceptional, (8 reviews)
"What a great apartment so comfortable and immaculate. The location is really good right on the high st. Loved the stay everything from booking to our stay was so well managed. Beds were very comfortable, all utensils etc were in the property we genuinely wanted for nothing.Nice to have secure parking too."
United Kingdom
Tania s.
The price is CA $142
CA $263 total
includes taxes & fees
Feb 26 - Feb 27
Beautiful 2 Bedroom Apartment inc. Parking & Wifi

Elegant Apartment inc. Parking

Elegant Apartment inc. Parking
Poole Old Town
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $163
CA $283 total
includes taxes & fees
Mar 8 - Mar 9
Elegant Apartment inc. Parking

Beautiful Couples Retreat - FREE Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
The price is CA $102
CA $222 total
includes taxes & fees
Mar 1 - Mar 2
Beautiful Couples Retreat - FREE Parking & WiFi

Stylish 2 Bedroom Apartment - Free Parking & WiFi

Stylish 2 Bedroom Apartment - Free Parking & WiFi
Poole Old Town
8.8 out of 10, Excellent, (5 reviews)
"Nice area, clean and good space for needs. Off street free parking was a bonus. "
United States
Judith
The price is CA $142
CA $263 total
includes taxes & fees
Feb 27 - Feb 28
Stylish 2 Bedroom Apartment - Free Parking & WiFi

The Cabin

The Cabin
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is CA $527
CA $632 total
includes taxes & fees
Mar 10 - Mar 11
The Cabin
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Osmington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Beautiful, family friendly Cottage with sea views of Chesil Beach : You might want to consider this vacation rental near Osmington, which is located in a rural location and has a fireplace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Osmington?

With 6 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.