Vacation rentals in Osmington

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Top-rated vacation rentals in Osmington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Chalet in Dorset

4.97 out of 5 average rating, 35 reviews

Our Plaice by the Sea

'Our Plaice by the Sea' is a 2 bedroom caravan, on the flagship Littlesea Haven holiday park. Our Plaice feels like a home from home, reminding us of a beach hut with its pale- blue cladding, decking out front and stunning views of Chesil Beach; it stands out, giving a relaxed seaside vibe. There’s plenty to do on-site with an indoor and outdoor pool, adventure golf, arcade, day and night entertainment (Haven passes to be purchased) fabulous coastal path walks and near to the Jurassic coastline.

Guest favorite

Home in Dorset

4.93 out of 5 average rating, 91 reviews

BEACH HOUSE: sleeps 14 right on Sea / Beach / Sand

- Stunning sea and beach views: >80 reviews! - Right on beach without crossing any road - safe for children - Large 1840s period house, superbly equipped, quirky charm - Quieter end of town, exclusive use + 2 car permits - Space for several families to spread out, great privacy - Beach for a mile in both directions - Recent upgrades, was guesthouse - "Weymouth Best Beach in UK" (2023 Sunday Times) - UK's 3rd sunniest place - Harbour boat trips, sailing - Jurassic coast, unspoilt countryside

Top guest favorite

Condo in Canford Cliffs

4.96 out of 5 average rating, 68 reviews

Beach Retreat 1 - 400m to beach-Luxury 2 bed Flat

Luxury, family friendly apartment in an outstanding location with everything on your doorstep! On a quiet street in exclusive Canford Cliffs village, moments from top restaurants, bakery/deli, 2 gastropubs and Tesco. 5 min scenic woodland walk to stunning award winning Sandbanks beach and children's Pirate playground. Ideal luxury family holiday with the perfect location to park the car and enjoy the beach, watersports and entire holiday on foot. Free parking provided & no Airbnb cleaning fees!

Guest favorite

Tent in Corfe Castle

4.96 out of 5 average rating, 53 reviews

Farm glamping close to Swanage coast (2 of 5)

Glamping in one of our 5 rustic and very comfortable safari tents on our working dairy farm close to Swanage. Tents sleep up to 4 guests in a king bed, twin beds or double cabin style bed. Beds made up. Bring your own towels. Own shower room. Cook on the wood burning stove (with oven) or BBQ outside. Basic electricity providing overhead lanterns and a couple of sockets for charging mobiles. Firewood included. Dog welcome at an extra £25 (must be booked in and paid for prior to arrival)

Guest favorite

Cottage in Upton Scudamore

4.94 out of 5 average rating, 212 reviews

*New Luxury 5 * “Cosy-Up Cottage” Near Longleat

A delightful chocolate box, cosy-up, Romantic cottage set in a charming friendly, peaceful village. Recently renovated and decorated throughout . It has so much charm and character. Bright and contemporary style. Retaining the beautiful exposed oak beams and open fire. private enclosed garden with country views. Truly romantic get away. Surrounded by stunning countryside where you can enjoy plenty of walking, cycling, bird watching, amazing views, paragliding, golf Award Winning village pub.

Top guest favorite

Home in Friars Cliff

4.99 out of 5 average rating, 203 reviews

Whole seaside apt, stones throw to the new forest.

Relax with the whole family at this peaceful & child friendly place. Well presented holiday home with exclusive use of home and private garden / patio area. A short walk to award winning Avon beach, Saltwater Sauna & Mudeford Harbour. New forest close also. ideal for a family of four, with one double bed with ensuite and premier metal action sofa bed easily made up located in the living room. Bars and restaurants are all within a short stroll. Explore / relax in this bright comfortable annexe.

Guest favorite

Home in Parkstone

4.88 out of 5 average rating, 171 reviews

Cottage close to beaches and restaurants

A beautiful two bed house with garden and off street parking in an excellent location in Poole Dorset. The property features a new luxury bathroom installed in June 2021. There is an additional double sofa bed in the second living room. The property is moments from popular Ashley Cross with its bustling bars and restaurants and only a five minute drive to the award winning beaches of Sandbanks and Branksome Chine. Guests also have the open spaces of Poole Park only 5 minutes walk away.

Superhost

Cottage in Bridport

4.9 out of 5 average rating, 122 reviews

5* Cottage on Chesil Beach Dorset Jurassic Coast

SHORT HOUSE, CHESIL BEACH; beautiful 'Switch off the world', 5* Seaside Cottage on Dorset's World Heritage Jurassic Coast. Private access to Chesil Beach; 400m. Dogs welcome. Spectacular ocean views, dining terrace, large living space, fully equipped kitchen, 2 double ensuite bedrooms, king size (or twin) beds, Egyptian linen, fluffy towels & sandpit in a lovely garden. 43" Sony UHD TV + SKY Q, DVD & Bose Sound. A peaceful place to isolate, recuperate & build sandcastles.

Superhost

Cottage in Blandford Forum

4.84 out of 5 average rating, 323 reviews

Ranmoor Estate - Kestrel Lodge - Hot Tub & A/C

Experience the charm of a unique, pet-friendly glamping lodge featuring two cozy bedrooms. Enjoy the luxury of private hot tubs and a barbecue on your patio, perfect for relaxing evenings under the stars. This fully air-conditioned retreat comes equipped with a modern kitchen, complete with a fridge, ensuring you have everything you need for a comfortable stay. Each room is fitted with smart TVs, providing entertainment at your fingertips for a delightful getaway.

Top guest favorite

Home in Dorset

4.95 out of 5 average rating, 39 reviews

Beachside Cottage with Panoramic views of the sea

New to Airbnb for 2022 - under our ownership Beachside Cottage was the GOLD WINNER Best for Beaches 2019 Sykes Gems award that recognises the very best properties in the collection. The upstairs balcony has panoramic views of the sea and it is literally a 20 second stroll to the beach. Excellent water sports can be enjoyed directly from the front of the property, or perhaps you would prefer to observe, with excellent views from the balcony or living room.

Superhost

Condo in East Southbourne

4.85 out of 5 average rating, 107 reviews

The White House - Lux Southbourne beach 3 bed stay

Relax with the whole family at our peaceful apartment. [*] Newly renovated and lovingly refurbished art deco apartment. [*] 2 minutes walk from 9 miles of Dorset blue flagged sandy beach. [*] Top class modern finish. [*] Luxury, three bedroom modern apartment. [*] Ideal for families, couples and remote working. With access to Fast Wifi and Netflix, you can really make yourself at home. If you have any questions about our family run apartment,let us know!

Guest favorite

Home in Tisbury

4.98 out of 5 average rating, 118 reviews

Spacious 4-bedroom holiday home in Tisbury

Beech House is a new, stone-built 4-bedroom house with a large open-plan living area and beautiful views over rooftops to the countryside beyond. Nestled in the heart of the popular small town of Tisbury, it’s a convenient stroll away from high-street shops, pubs and the train station. Despite its central location, the house is tucked away just off a quiet lane, making it wonderfully peaceful and homely.

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What guests are saying

Lovely studio annex in Lilliput

4.95 out of 5 average rating, 43 reviews1 month ago

My husband and I came down to Poole for a family wedding. We wanted to be near to the venue so we looked around Poole and Lilliput and came across Teresa's apartment. When we arrived Teresa was so welcoming and showed us around. The studio was exceptionally clean and beautifully decorated. Everything we needed was there. The wet room at the end was clean and again beautiful. We had a wonderful weekend, made all the better by staying here. Every morning we had the option of a frothy coffee or herbal tea made by Teresa. Thank you Teresa we will be coming back. Sarah and Ian xx

Place to stay in Parkstone

What guests are saying

Spacious 40x13 ft Lodge Hoburne Bashley New Forest

4.98 out of 5 average rating, 40 reviews1 month ago

I can't thank Carolyn enough, after finding out I was surprising my 12 year old son to a birthday getaway birthdays banners and signs plus sweets etc all put out for when we arrived! above and beyond for us. Carolyn was very responsive, informative and so kind. wonderful localaton, amenities etc. caravan was like home to home, well equipped and very clean. thank you again! highly recommend! 5🌟😁

Home in Hampshire

What guests are saying

Stunning Townhouse By The Sea, Hot Tub, Sleeps 17

5 out of 5 average rating, 14 reviews1 month ago

Our stay was absolutely perfect! The host went above and beyond, communicating quickly and making everything effortless. The house is stunning—beautifully decorated, incredibly homely, and so spacious. With 15 of us, including children, there was plenty of room for everyone to relax. The huge dining table was perfect for group meals, and the kitchen had everything we needed—loads of crockery, cutlery, and top-quality appliances. The beds were super comfortable, the showers worked perfectly, and every detail was well thought out. The location was spot-on, and nothing was scrimped on. We couldn’t have asked for a better stay—highly recommend!

Home in Devon

What guests are saying

Central Village flat, close to beach

4.96 out of 5 average rating, 24 reviews6 months ago

Despite unpredictable weather we enjoyed our week at Richard's place. The flat was cosy and handy for local amenities and for heading off to explore the New Forest. Everything we needed (and more!) was provided, with the added bonus of a breakfast basket full of local produce. The parking space was appreciated too. There was a bit of noise from the Social Club next door but really our only niggle was not being able to contact Richard either by phone or by the message box provided online by Airbnb when we wanted to ask what to do with the keys when we left. In the end, we left them on the table in the flat and hoped that was ok. We would happily recommend this property to anyone looking to stay in this area.

Apartment in Milford on Sea

What guests are saying

Waterfront Lodge With Log Burner - Club Casita

4.85 out of 5 average rating, 13 reviews2 months ago

We had a wonderful stay at Club Casita, the view over Stanpit marshes is stunning, in January, you see the sun rise by the Isle of Wight travel over Hengistbury Head and set within the window viewport, and the wide variety of birdlife is beautiful to watch, like an animated painting. The lodge was very warm and cosy and had everything we needed, even a whirlpool bath! A freezer would have been useful for our longer stay but we managed fine without it. The beds were very comfy. Ample parking for 2 cars. It is a short (< 10 mins), flat walk along a picturesque riverside path to Christchurch where there is an M&S for groceries, and plenty of pubs and restaurants. Our hosts, Candice and Dan were lovely and gave us a very warm welcome with a breakfast basket, festive decorations and a bottle of wine, and were very responsive to messages. Would definitely recommend Club Casita to family and friends!

Home in Bournemouth, Christchurch and Poole

What guests are saying

Walk to beaches & river. Luxury Jacuzzi hot tub.

4.97 out of 5 average rating, 64 reviews1 month ago

We had a fantastic stay at Hengistbury Reach. The spacious bungalow was impeccably clean and the amenities were well - stocked. The location was perfect to explore Dorest with its gorgeous beaches. We would definitely stay here again, infact I could move here tomorrow, it's a wonderful part of the country xxx

Bungalow in East Southbourne

What guests are saying

Orlando Cottage

4.96 out of 5 average rating, 24 reviews3 months ago

I stayed at Orlando Cottage for a NY getaway and it was perfect. The accomodation had everything you would need (incl. toiletteries, cooking salt, pepper, oil, T bags etc) and the hosts even kindly supplied a bag of treats and some milk. After a long day walking, a quick check in and a hot cuppa with 0 faff are so so needed! The location is ideal - an easy 20 min walk into Sidmouth and handy (car wise) to all the other local villages and attractions. I wouldnt hesitate to revisit and/or recommend this place and the hosts. Thank you!

Cottage in Bulverton

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