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Top Holiday Rentals in Woolland

Superior House, 4 Bedrooms, Hot Tub, Garden View | Egyptian cotton sheets, premium bedding, memory-foam beds
The Victorian Barn self catering holidays with pool & hot tubs
4.0 star property
9.4 out of 10, Exceptional, (3)
"A lovely venue for a few days R&R in this part of Dorset. The accommodation is modern, spacious and of good quality, with great on-site facilities (pool, sauna, etc). Recommended."
The Victorian Barn self catering holidays with pool & hot tubs
Fridge, microwave, oven, stovetop
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
10.0 out of 10, Exceptional, (166)
"We travelled to Thatch Cottage for a three night stay for my 50th birthday extravaganza. The communication with our hosts as excellent and the check-in process was simple. The property is amazing and the facilities were perfect for our needs. The local area is lovely with plenty of things to do for all ages and interests and the property is the perfect base if you just want to relax. Thank you to Susanna, Steven & Timo for making my birthday everything I wanted, and very much needed, after an...
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Fridge, microwave, oven, stovetop
Apartment near the beach with private parking and pet friendly
9.4 out of 10, Exceptional, (14)
"Stayed over the bank holiday weekend. Nice quiet location with a very short walk to Weymouth centre. And the parking space was a bonus! The apartment had everything we needed and we had no problems."
Apartment near the beach with private parking and pet friendly
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Apartment, Ensuite, Garden View | Miscellaneous
Streamside Apartments
3.5 star property
10.0 out of 10, Exceptional, (35)
"We were in Yeovil for a few days to visit the Fleet Air Arm Museum and Haynes Motor Museum. It had everything we needed for a self catering stay but was also close to shops and some restaurants. It was just like the photos and felt quite indulgent. I'd happily go back there."
The price is £110
per night
1 Jun - 2 Jun
Streamside Apartments
Exterior
Coach House In The Picturesque Village Of Mere
9.6 out of 10, Exceptional, (96)
"We loved the property and town. Coach home was part modern and part rustic. Owner was close and very responsive to any request. We wish that we had scheduled this part of our trip for a longer time. Mere is a lovely little town."
Coach House In The Picturesque Village Of Mere
Fridge, microwave, oven, stovetop
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
9.4 out of 10, Exceptional, (16)
"Lots of room for the kids house was delightfully cool despite the heat-wave Barbecues excellent!!Well equipped for family getaways.Great position for coast & walks .Enjoyed by all!"
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Outdoor dining
The Heart of a Dorset Village
The Heart of a Dorset Village
Beach
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, (166)
"A very comfortable place to stay on the harbour of Poole. We very much enjoyed our stay."
Stunning Waterside Cottage in Poole Harbour
Sun-loungers
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
10.0 out of 10, Exceptional, (47)
"Amazing vineyard views, the hide is done out beautifully with all the pots and pans you need for indoor or outdoor hob or bbq cooking so you need to bring nothing. Wood burners in each room and a fire pit outside for cooking/ marshmallow toasting makes it so cozy! Hot tub is so much fun to heat with the wood burner and so relaxing to look over the vineyard sat with a glass of vino. Completely isolated and so peaceful. hosts are so friendly and helpful. We booked the vineyard tour and cheese and...
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
Apartment, 1 Bedroom | Front of property
Little Norton Mill
4.0 star property
10.0 out of 10, Exceptional, (26)
"Fantastic property, great owners. Location was wonderful. Highly recommend. We will definitely return. "
Little Norton Mill
Fridge, microwave, oven, stovetop
Luxury Detached House and Grounds, also benefits from full disabled facilities.
9.4 out of 10, Exceptional, (65)
"Perfect property for our trip with teens, grandparents, extended family and our 2 well behaved dogs. Wonderful space, facilities and views. Host very attentive and excellent communication. We needed somewhere we could access with a wheelchair abd this property was well designed for easy access, a lift and multiple wet rooms. Enjoyed large family dining and quality time in the open planned living space. Highly recommend !"
Luxury Detached House and Grounds, also benefits from full disabled facilities.
View from property
No.26 Marina View apartment, parking permit, harbour and Marina views
10.0 out of 10, Exceptional, (5)
"Fabulous location and great accommodation. We were first time visitors to the area and absolutely loved it. The apartment is spacious and well cared for with everything you need for a short stay. Would definitely recommend and we hope to return."
No.26 Marina View apartment, parking permit, harbour and Marina views
Chalet, Multiple Beds | Private kitchen | Fridge, microwave, oven, stovetop
Beautiful 3-bed Caravan at Rockley Park Poole
3.0 star property
Beautiful 3-bed Caravan at Rockley Park Poole
Signature Chalet, 3 Bedrooms, Accessible, Sauna | Desk, laptop workspace, blackout curtains, iron/ironing board
The Dorset Resort
4.0 star property
10.0 out of 10, Exceptional, (22)
"Everything was great with our visit! The lodge was easy to locate, immaculate, and the staff at the check in desk were fantastic. Would definitely stay here again! The private sauna in the lodge was brilliant too! Couldn't fault the visit at all"
The Dorset Resort
Beach nearby, sun-loungers, beach towels
Harbour Lights lovely sea and beach views with a Caribbean style
10.0 out of 10, Exceptional, (26)
"Amazing!!!"
Harbour Lights lovely sea and beach views with a Caribbean style
Fridge, microwave, oven, stovetop
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
9.8 out of 10, Exceptional, (30)
"This is probably the very best holiday accommodation i have ever stayed in. It was clean, spacious and the kitchen was superbly well equipped. The grounds are extensive, wirh beautiful views. We were here in late spring when rhe blossom and birdsong are amazing. We had an age range of 9 to 70 and everybody was happy. The games room got a lot of use! The hosts were pleasant and gracious. A very very big thank you to our hosts. Worth every penny!,"
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Exterior
Charming Cottage in idyllic location on Stourhead Estate
10.0 out of 10, Exceptional, (16)
"Lovely property full of character, but what sets it apart is the beautiful location on the edge of the National Trust estate. Such a lovely setting. Communication with the owner was excellent, and it was very reasonably priced compared to other options we looked at. Highly recommend!"
Charming Cottage in idyllic location on Stourhead Estate
Beach
The hideaway with free parking
9.6 out of 10, Exceptional, (5)
"Georgous coach house, beautiful decor and had eveything you needed. It was very clean and just lovely. Annabelle, th host, couldnt have been more helpful. Would love to stay here again."
The hideaway with free parking
Luxury House, 4 Bedrooms | 4 bedrooms, individually decorated, individually furnished, desk
Four Corners Holiday Home with Hot Tub & Sauna
5.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed for a weekend around a wedding. Excellent communication from booking onwards. A couple of tiny niggles were sorted straight away Everything was clean and we all had enough room (not your typical holiday let without enough room to open a suitcase)"
Four Corners Holiday Home with Hot Tub & Sauna
Marina
Quayside Quarters * Great Location * Old Town Poole * Free Secure Parking
10.0 out of 10, Exceptional, (1)
"Thank you Jenny for your warm welcome in your delightful property. The location was perfect for our days out, particularly the Birds of Poole harbour boat trip. Ideally located for lots of restaurants and cafes in Poole Quay but tucked away in a quiet and beautiful mews. We look forward to our next visit."
Quayside Quarters * Great Location * Old Town Poole * Free Secure Parking
Don't see what you're looking for?
See all available properties in Woolland
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.

Woolland Holiday Rental Travel Info

Number of holiday rentals
13
Popular accommodation
Woolland cottages
Known landmarks
Blandford Forum Town Museum, Ashley Wood Golf Club and The Art Stable
International airport
Southampton (SOU)

Other types of properties in Woolland you may be interested in

Deluxe Quadruple Room, Sea View | Desk, bed sheets
Fairhaven Hotel
2.5 star property
8.8 out of 10, Excellent, (304)
"Very clean and quiet room. The staff were very friendly and helpful."
The price is £70
per night
16 Jun - 17 Jun
Fairhaven Hotel
Restaurant
Best Western Weymouth Hotel Rembrandt
3.0 star property
8.2 out of 10, Very good, (1000)
"Overall a good stay. Spoilt a little as we stayed previously and didn't have to pay for the pool etc. This time however we did as we booked through Expedia, although we tried to book direct there was no room availability. I think it should be as it says on the best western website,if your a resident then it's all included."
The price is £107
per night
2 Jun - 3 Jun
Best Western Weymouth Hotel Rembrandt
Garden
Holiday Inn Express Poole, an IHG Hotel
3.0 star property
8.0 out of 10, Very good, (1002)
"The Holiday Inn in Poole offers a friendly atmosphere, though it appears to be in need of some renovation to enhance its appeal. The service, especially during the night shift, was commendable, showcasing the staff's dedication and hospitality. While the food was acceptable, there seems to be room for improvement to elevate the dining experience to meet higher expectations. Room service was efficient and satisfactory, adding to the comfort of the stay. Overall, the hotel delivers a decent...
The price is £99
per night
2 Jun - 3 Jun
Holiday Inn Express Poole, an IHG Hotel
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.

Everything you need to know about Woolland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woolland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Woolland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woolland holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woolland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woolland holiday rentals we have selected for you start as low as £110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woolland rentals

At Expedia, we put the best Woolland holiday 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 Woolland 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 Woolland holiday.

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

Frequently asked questions

Can I find a holiday rental in Woolland?

Yes, there are holiday rentals close to the most popular sights in Woolland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woolland has to offer?

The Victorian Barn self catering holidays with pool & hot tubs: This highly rated holiday home rental in Woolland 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 that you can immerse yourself in your holiday. Another good choice for your trip to Woolland is Stunning Barn Conversion with Exclusive Bar, Pool, Hot Tub & Countryside Charm.

How many holiday rentals will I find in Woolland?

Expedia has 6 holiday rentals for your stay in Woolland.

What can I see and do in Woolland?

Explore the area and family-friendly sights such as Monkey World Ape Rescue Center, or get out into nature at a spot like Dorset Area of Outstanding Natural Beauty. In the wider area, you’ll find Hardy's Cottage and Sculpture by the Lakes.

What are holiday rentals like in Woolland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woolland. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for small groups.

Recent reviews of Woolland properties
Expedia verified reviews

The Manor Hotel by Greene King Inns

The Manor Hotel by Greene King Inns

5/5 Excellent
"Polite staff, good service and knowledgeable of the area. Property could do with some general attention, as it looks tired. Food in the restaurant was excellent. Breakfast was also very good, with a good selection. Would definitely recommend to others"
A verified traveller stayed at The Manor Hotel by Greene King Inns
Posted 2 days ago
The Manor Hotel by Greene King Inns