A historic cityscape with a river, a castle, and a church.

Gillingham Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Gillingham vacation homes

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

1. Milton Manor

Milton Manor
3.5 star property
Gillingham
The price is CA $8,054
CA $9,665 total
includes taxes & fees
Oct 22 - Oct 23
Milton Manor
A stone house with a gravel pathway leading to a wooden fence.

2. The Dog House, Mere - Dog Friendly with EV Charger

The Dog House, Mere - Dog Friendly with EV Charger
Mere
The price is CA $166
CA $166 total
includes taxes & fees
Oct 19 - Oct 20
The Dog House, Mere - Dog Friendly with EV Charger
A bedroom with a bed, bedside lamps, a window, and a ceiling light.

3. Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town

Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town
Shaftesbury
The price is CA $227
CA $357 total
includes taxes & fees
Oct 19 - Oct 20
Newly Renovated 2-Bed House w/ Parking – Sleeps 5 Near Shaftesbury Town
A two-story building with a blue storefront labeled "The Dorsel Store."

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

A spacious, well equipped private annexe with garden and parking in Shaftesbury.
Shaftesbury Dorset
10.0 out of 10, Exceptional, (20 reviews)
"Superb apartment in a very quiet neighbourhood! Super clean and very comfortable! Highly recommend!"
United Kingdom
Virginia
The price is CA $160
CA $228 total
includes taxes & fees
Oct 25 - Oct 26
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A modern bathroom with a glass-enclosed shower, a white toilet, and a sink with a mirror.

5. Rook Lane House

Rook Lane House
4.0 star property
Frome
10.0 out of 10, Exceptional, (54 reviews)
"Great little b&b , host accommodating for an early breakfast. Plenty of restaurants nearby."
United Kingdom
Susan
The price is CA $173
CA $207 total
includes taxes & fees
Oct 21 - Oct 22
Rook Lane House
A view from a window overlooking a green landscape with a swimming pool in the foreground.

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

The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
Tarrant Gunville
The price is CA $336
CA $336 total
includes taxes & fees
Nov 2 - Nov 3
The Retreat ~ Charming & Cozy Gem ~ Sauna ~ HotTub
An outdoor seating area with a fire pit, benches, and a pergola.

7. The Hideaway

The Hideaway
4.0 star property
Shepton Mallet
10.0 out of 10, Exceptional, (5 reviews)
"Such a great stay at the hideaway. The accommodation and views were stunning. Had such a warm welcome from the hosts and the breakfast and attention to detail just made it that bit more special. Highly recommend and we can’t wait to come back and stay again "
United Kingdom
Caroline
The price is CA $282
CA $338 total
includes taxes & fees
Oct 19 - Oct 20
The Hideaway
A living room with a television, a sofa, a coffee table, and a chair. There is a sliding glass door leading to an outdoor area with a table and chairs.

8. Modern 2-bedroom house with spacious large garden in beautiful Westbury

Modern 2-bedroom house with spacious large garden in beautiful Westbury
Westbury
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised. We enjoy the tavern in the towne center!"
United States
Bethany C.
The price is CA $377
CA $432 total
includes taxes & fees
Oct 19 - Oct 20
Modern 2-bedroom house with spacious large garden in beautiful Westbury
A wooden cabin with a covered porch, a dining table, and outdoor seating.

9. Primrose

Primrose
3.0 star property
Shepton Mallet
10.0 out of 10, Exceptional, (4 reviews)
"Very nice property and very peaceful "
United Kingdom
Ht
The price is CA $631
CA $757 total
includes taxes & fees
Oct 23 - Oct 24
Primrose
A hallway with a brick wall, a door with frosted glass, and a skylight.

10. Bright And Airy Cottage Close To Salisbury Centre

Bright And Airy Cottage Close To Salisbury Centre
Salisbury
The price is CA $197
CA $227 total
includes taxes & fees
Oct 20 - Oct 21
Bright And Airy Cottage Close To Salisbury Centre
A living room with a sofa, a coffee table, and a TV. There is a dining area with a table and chairs in the background.

11. Salisbury Residences by Charles Hope

Salisbury Residences by Charles Hope
4.0 star property
Salisbury
The price is CA $458
CA $550 total
includes taxes & fees
Oct 23 - Oct 24
Salisbury Residences by Charles Hope
A room with a large window, a bed with white bedding, and a view of the outdoors.

12. Luxury & spacious house near Wimborne, Dorset with country views & large garden

Luxury & spacious house near Wimborne, Dorset with country views & large garden
Wimborne
8.0 out of 10, Very good, (1 review)
"Beautiful house and we enjoyed our time there , only complain being there was no TV and we wanted to watch FIFA. But otherwise we were very comfortable. Thankyou"
United States
piyali d.
The price is CA $483
CA $768 total
includes taxes & fees
Oct 25 - Oct 26
Luxury & spacious house near Wimborne, Dorset with country views & large garden
A stone wall with a sign reading "The Cowshed."

13. The Cowshed - Country Retreat

The Cowshed - Country Retreat
Woolverton
The price is CA $398
CA $592 total
includes taxes & fees
Oct 27 - Oct 28
The Cowshed - Country Retreat
A room with a large mirror reflecting a green sofa with yellow cushions, a white fireplace, and a wall-mounted lamp.

14. Large Country Cottage with Air Con, Fireplace, Parking Sleeps 8 Nr Bath

Large Country Cottage with Air Con, Fireplace, Parking Sleeps 8 Nr Bath
Bradford-on-Avon
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful surroundings. Wonderful if you have animals."
United States
Neil O.
The price is CA $334
CA $424 total
includes taxes & fees
Nov 4 - Nov 5
Large Country Cottage with Air Con, Fireplace, Parking Sleeps 8 Nr Bath
A conservatory with a glass table set for breakfast, including croissants and orange juice.

15. Hollies Cottage, Willow (2 bed)

Hollies Cottage, Willow (2 bed)
Bower Hinton
The price is CA $569
CA $569 total
includes taxes & fees
Oct 19 - Oct 20
Hollies Cottage, Willow (2 bed)
A modern kitchen with a wooden accent wall, a large painting, and a breakfast setup with croissants and orange juice.

16. Hollies Coach House

Hollies Coach House
Bower Hinton
The price is CA $569
CA $569 total
includes taxes & fees
Oct 19 - Oct 20
Hollies Coach House
Exterior

17. The Country Cottage | Sleeps 6 | Free Parking

The Country Cottage | Sleeps 6 | Free Parking
Freshford
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful scenery and comfortable cottage!"
United States
Gayle P.
The price is CA $407
CA $709 total
includes taxes & fees
Oct 26 - Oct 27
The Country Cottage | Sleeps 6 | Free Parking
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

18. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (2 reviews)
"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...
United States
Stacia B.
The price is CA $620
CA $709 total
includes taxes & fees
Nov 10 - Nov 11
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A modern house with a covered porch, a wooden deck, and a small garden area.

19. Bluebell

Bluebell
2.0 star property
Shepton Mallet
The price is CA $631
CA $757 total
includes taxes & fees
Oct 21 - Oct 22
Bluebell
A window with a view of a garden and trees.

20. La Casetta

La Casetta
Trowbridge
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect! La Casetta is immaculately clean, private, and comfortable. The hosts live right next door, and are very kind and thoughtful. They set up a table and chairs so I could enjoy the beautiful garden, and brought me tiramisu my last evening. I look forward to staying here again. "
United Kingdom
Kathryn C.
The price is CA $220
CA $271 total
includes taxes & fees
Oct 29 - Oct 30
La Casetta
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 Gillingham Hotel Reviews

Bear Inn, Somerset by Marston's Inns

Bear Inn, Somerset by Marston's Inns

10/10 Excellent
"A small srve to Glastonbury, but close enough"
Ian 1-night trip
Posted 17 hours ago
Bear Inn, Somerset by Marston's Inns

Find out more about Gillingham

Gillingham Vacation Homes information

Number of reviews
137
Accommodation
344 Vacation Homes
Lowest Price
CA $166
Highest Price
CA $9,665