Holiday Rentals Penselwood from £138: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Penselwood has to offer?

Cliff Cottage - Cookswood : This holiday home rental outside of Penselwood offers a fireplace, a balcony and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Penselwood holiday rentals

A wooden sign with "PEAR ASH FARM" written on it, surrounded by rocks and plants.

1. The Old Bull Stall

Wincanton

includes taxes & fees

9 Oct - 10 Oct

A compact living space with a kitchenette, a dining area, and a sofa.

2. The Orchid

Gillingham

Suzanne B.

includes taxes & fees

25 Sept - 26 Sept

A stone building with a traditional architectural style, featuring multiple chimneys and a symmetrical facade.

3. Rook Lane House

Frome

Susan

includes taxes & fees

30 Sept - 1 Oct

A stone house with a tiled roof, a covered patio with a table and chairs, and a small attached structure with a window.

4. Stunning annexe near Bruton

Lamyatt

Jane

includes taxes & fees

24 Sept - 25 Sept

A two-story building with a blue storefront labeled "The Dorsel Store."

5. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

Shaftesbury Dorset

Martin K.

includes taxes & fees

4 Oct - 5 Oct

A stone cottage with a tiled roof, a front porch, and a sign indicating it is a private residence.

6. Brook Cottage

Gillingham

Catherine

includes taxes & fees

30 Sept - 1 Oct

A dining table set with plates, glasses, cutlery, a loaf of bread, and floral centerpieces.

7. King Arthur’s Rest - Country House, Garden & Hot Tub. Sleeps 10. Pet friendly!!

yeovil

Shannen H.

includes taxes & fees

30 Sept - 1 Oct

An outdoor seating area with a fire pit, benches, and a pergola.

8. The Hideaway

Shepton Mallet

Caroline

includes taxes & fees

23 Sept - 24 Sept

A picnic table with a view of a field with sheep.

9. 1 Bed Hut - Sleeps 2 - Parking - Smoking

Bristol

Kayleigh

includes taxes & fees

24 Sept - 25 Sept

A bedroom with a large bed, two bedside tables, and a canopy.

10. Midsummer Cottage Retreat

West Compton, near Shepton Mallet

Helen Parkhouse

includes taxes & fees

12 Oct - 13 Oct

A bedroom with a bed, a window with curtains, a radiator, a hanging light fixture, and a painting on the wall.

11. The Victorian Post House - Central Frome

Frome

Eryl M.

includes taxes & fees

27 Sept - 28 Sept

A stone house with a tiled roof, a stone entrance, and a garden with flowers and plants.

12. Greyfield Farm Cottages

Bristol

Tracey

includes taxes & fees

11 Oct - 12 Oct

A white door with a small window, a stone wall, and a sign above the door.

13. 1 The Maltings Apartments

Shepton Mallet

"Decent property for a single night stay with a family. Hard to find in the dark and no parking, though on-street parking and car parks are available locally. Three bedrooms with a small kitchen and wet room. Nowhere specific to eat as a family but small tables in each room were fine. Had to phone on the day to get the key code. This could be made more obvious - or the owner could communicate more proactively. "

David

includes taxes & fees

23 Sept - 24 Sept

A garden with lavender and rose bushes, a stone wall, and a view of a green field and trees in the background.

14. ❤️ Large & Spacious room fast wifi on 55 acres AONB

Radstock

Anonymous traveller

includes taxes & fees

23 Sept - 24 Sept

A view from a window overlooking a green landscape with a swimming pool in the foreground.

15. The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub

Tarrant Gunville

includes taxes & fees

23 Sept - 24 Sept

A historic building with a gravel courtyard, classical architecture, and a covered entrance.

16. Milton Manor

Gillingham

includes taxes & fees

27 Sept - 28 Sept

A room with a window overlooking a garden, a table with chairs, and a radiator.

17. 2 bedroom accommodation in Dilton Marsh, near Westbury

Dilton Marsh, near Westbury

Clemens P.

includes taxes & fees

30 Sept - 1 Oct

A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

18. 2 bedroom accommodation in Goathill, near Sherborne

Goathill, near Sherborne

Jill Leeson

includes taxes & fees

15 Oct - 16 Oct

A small wooden structure with a door and steps leading up to it, surrounded by greenery and a picnic table with cushions.

19. 1 bedroom accommodation in Ibberton, Blandford Forum

Ibberton, Blandford Forum

Paul Mitchell

includes taxes & fees

2 Oct - 3 Oct

A window with a view of a garden and trees.

20. La Casetta

Trowbridge

Kathryn C.

includes taxes & fees

25 Sept - 26 Sept

View all properties

Find holiday rentals that suit your style

Apartments

Condos

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Penselwood Hotel Reviews

Best Western Shaftesbury The Royal Chase Hotel

8/10 Good

"Breakfast very good"

Wookey Hole Hotel

10/10 Excellent

"This is our regular Hotel when visiting wells to see family, Always get a good welcome, nice big rooms, with a traditional bath tub which we both love as only have wet room at home, it was very busy at breakfast,we were greeted and sat down smoothly, the Breakfast offer gets better every time we visit, food quality was excellent, looking forward to our next visit."

The Moonraker Hotel

8/10 Good

"Delicious evening meal, both the tomato soup and the lamb and belly pork in gravy, very nice polite waitress. Basic bar available. Clean bathroom, very nice gel soap for bath, lovely large bed and crisp bedding No real facilities other than restaurant and the bar closes at 10. Very few comfy seats in the restaurant to retire to after dinner and these were taken over by a large group, so we had to either continue to sit at our table or go back to our room. Outside town so not an easy walk to other restaurants or bars Overall however the price reflects this and the hotel was very good value."

Market House

10/10 Excellent

"Everything was great, friendly staff and everything maintained to a high standard. The breakfast was great and in a lovely setting. The only issue I had was I couldn’t connect to the WIFI when I needed to as the code wasn’t in the visitor guide. It simply said speak to a member of staff if you are having trouble, but it was too late for that and unfortunately this is a far greater inconvenience that maybe it should be. But such is the world we live in. This is, however, surely a very simple fix. In any case, I do plan on staying here again on a regular basis, needing to stay in Glastonbury at least once per month for the foreseeable future. I will just make sure I get connected during check in moving forward and that’s the one tip I would give to others, as that small hiccup aside, you couldn’t ask for a nicer place reasonably priced."

The Cornerhouse

8/10 Good

"The staff were very nice and genuine. Breakfast was straightforward and decent. The room was clean and comfortable, pressure on the shower was good. The hotel is at the top of a hill, which isn't an issue unless you have real mobility problems. The property has no lifts. There is a patrons car attached with an exit onto a small one way road, which was easy to exit."

Find out more about Penselwood

Everything you need to know about Penselwood 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 Penselwood 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 Penselwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Penselwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penselwood. 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 Penselwood 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 Penselwood holiday rentals we have selected for you start as low as £138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Penselwood rentals

At Expedia, we put the best Penselwood 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 Penselwood 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 Penselwood 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 Penselwood. 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

Are there holiday rentals in Penselwood?

Yes, there are holiday rentals close to the most popular sights in Penselwood, 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 Penselwood has to offer?

Cliff Cottage - Cookswood: This holiday home rental outside of Penselwood offers a fireplace, a balcony and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What can I see and do in Penselwood?

Explore the area and family-friendly sights such as Longleat Safari and Adventure Park, or get out into nature at a spot like Cranborne Chase and the West Wiltshire Downs. Stourhead and Stourhead Garden are a couple of places you'll find in the wider area.

What are holiday rentals like in Penselwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Penselwood. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Penselwood holiday rentals

1. The Old Bull Stall

2. The Orchid

3. Rook Lane House

4. Stunning annexe near Bruton

5. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

6. Brook Cottage

7. King Arthur’s Rest - Country House, Garden & Hot Tub. Sleeps 10. Pet friendly!!

8. The Hideaway

9. 1 Bed Hut - Sleeps 2 - Parking - Smoking

10. Midsummer Cottage Retreat

11. The Victorian Post House - Central Frome

12. Greyfield Farm Cottages

13. 1 The Maltings Apartments

14. ❤️ Large & Spacious room fast wifi on 55 acres AONB

15. The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub

16. Milton Manor

17. 2 bedroom accommodation in Dilton Marsh, near Westbury

18. 2 bedroom accommodation in Goathill, near Sherborne

19. 1 bedroom accommodation in Ibberton, Blandford Forum

20. La Casetta

Find holiday rentals that suit your style

Top Penselwood Hotel Reviews

Best Western Shaftesbury The Royal Chase Hotel

The Swan Hotel Wells

Wookey Hole Hotel

The Moonraker Hotel

Market House

Crown Hotel

George Hotel

The Crossways

The Cornerhouse

Find out more about Penselwood

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Penselwood

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Penselwood holiday rentals

1. The Old Bull Stall

2. The Orchid

3. Rook Lane House

4. Stunning annexe near Bruton

5. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

6. Brook Cottage

7. King Arthur’s Rest - Country House, Garden & Hot Tub. Sleeps 10. Pet friendly!!

8. The Hideaway

9. 1 Bed Hut - Sleeps 2 - Parking - Smoking

10. Midsummer Cottage Retreat

11. The Victorian Post House - Central Frome

12. Greyfield Farm Cottages

13. 1 The Maltings Apartments

14. ❤️ Large & Spacious room fast wifi on 55 acres AONB

15. The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub

16. Milton Manor

17. 2 bedroom accommodation in Dilton Marsh, near Westbury

18. 2 bedroom accommodation in Goathill, near Sherborne

19. 1 bedroom accommodation in Ibberton, Blandford Forum

20. La Casetta

Find holiday rentals that suit your style

Top Penselwood Hotel Reviews

Best Western Shaftesbury The Royal Chase Hotel

Find out more about Penselwood

Frequently asked questions

Go further with the Expedia app