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Fleet Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Fleet holiday rentals

A beach with people, a large striped tower, and buildings in the background.

1. The Sailors Studio|Sleeps2|Weymouth Beach|

The Sailors Studio|Sleeps2|Weymouth Beach|
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
The price is HK$727
HK$1,505 total
includes taxes & fees
12 Oct - 13 Oct
The Sailors Studio|Sleeps2|Weymouth Beach|
A cozy living room with a green sofa, a dining table set with plates and cups, and a variety of wall art.

2. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth Town Center
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
The price is HK$821
HK$1,246 total
includes taxes & fees
11 Oct - 12 Oct
Cosy Peacehaven. Free on site Parking! Pet friendly!
A compact kitchen with a built-in oven, a stainless steel range hood, and a window above the sink.

3. Walkersbase - Nutallergy Friendly - Stay3 - Petsok

Walkersbase - Nutallergy Friendly - Stay3 - Petsok
3.0 star property
Bridport
The price is HK$721
HK$1,488 total
includes taxes & fees
4 Nov - 5 Nov
Walkersbase - Nutallergy Friendly - Stay3 - Petsok
A bathroom with a window, a sink, and two potted plants.

4. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is HK$1,661
HK$1,900 total
includes taxes & fees
26 Oct - 27 Oct
Hardy View Farm House
A beach with a natural rock arch formation.

5. 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, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is HK$934
HK$2,855 total
includes taxes & fees
11 Oct - 12 Oct
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A stone house with a thatched-roof extension, a stone well, and a grassy yard.

6. The Apple House at Moorbath Farm

The Apple House at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (6 reviews)
"Really nice property ,all nicely finished to a high standard.liked the oak used. We had a nice few days-if you want somewhere peaceful and quiet this is ideal. "
United Kingdom
christopher b.
The price is HK$1,131
HK$1,909 total
includes taxes & fees
14 Oct - 15 Oct
The Apple House at Moorbath Farm
A living room with a television, dark-colored furniture, a white door, and a window with blinds.

7. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is HK$3,368
HK$4,041 total
includes taxes & fees
12 Oct - 13 Oct
Chandlers Nook
A brick house with a sloped roof, a patio with a table and chairs, and a garden with various plants.

8. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (7 reviews)
"Host was very helpful with good communication. The property was very well presented and very clean. It was a really nice stay."
United Kingdom
James A.
The price is HK$1,736
HK$2,515 total
includes taxes & fees
14 Oct - 15 Oct
Battys Barn at Moorbath Farm
A two-story house with a sloped roof, a front porch with chairs, and a small garden area.

9. Cosy country cottage for couples

Cosy country cottage for couples
BRIDPORT
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay ...house was lovely, well equipped & communication was very good with owner."
United Kingdom
Tracey H.
The price is HK$1,556
HK$2,452 total
includes taxes & fees
13 Oct - 14 Oct
Cosy country cottage for couples
A row of colorful beach huts with numbered doors, each featuring a small window and a door handle.

10. Holiday Cottage with seafront beach hut - sleeps 4

Holiday Cottage with seafront beach hut - sleeps 4
Lyme Regis
9.4 out of 10, Exceptional, (121 reviews)
"Great central location."
United Kingdom
Shane H.
The price is HK$1,661
HK$1,900 total
includes taxes & fees
21 Oct - 22 Oct
Holiday Cottage with seafront beach hut - sleeps 4
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

11. 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 HK$3,468
HK$3,935 total
includes taxes & fees
2 Nov - 3 Nov
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

12. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is HK$3,807
HK$4,568 total
includes taxes & fees
13 Oct - 14 Oct
2 Bathsheba Terrace
Property grounds

13. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is HK$3,592
HK$4,310 total
includes taxes & fees
13 Oct - 14 Oct
Hide-a-way
A bedroom with a green upholstered headboard, a floral bedspread, and a painting of flowers on the wall.

14. Rodwell Holt

Rodwell Holt
2.0 star property
Weymouth
The price is HK$3,883
HK$4,660 total
includes taxes & fees
14 Oct - 15 Oct
Rodwell Holt
A residential property with a patio, a sliding glass door, and a brick exterior.

15. Cedar Drive

Cedar Drive
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"So clean I could roll around in the property, also very thoughtful of the host, even a fly squatter was available. Would highly recommend if you’re in the area."
United Kingdom
David
The price is HK$4,518
HK$5,422 total
includes taxes & fees
6 Nov - 7 Nov
Cedar Drive
A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

16. Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is HK$4,315
HK$5,178 total
includes taxes & fees
13 Oct - 14 Oct
Mermaid Cottage
A coastal view with boats on the water, a sandy beach, and a clear sky.

17. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is HK$6,327
HK$7,593 total
includes taxes & fees
21 Oct - 22 Oct
Beach View House
A grassy area with a view of a calm body of water and distant landforms.

18. Lobster Cottage

Lobster Cottage
3.5 star property
Rodwell
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is HK$4,386
HK$5,263 total
includes taxes & fees
17 Oct - 18 Oct
Lobster Cottage
A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

19. Home From Home

Home From Home
3.0 star property
Portland
The price is HK$3,936
HK$4,723 total
includes taxes & fees
13 Oct - 14 Oct
Home From Home
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

20. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is HK$4,174
HK$5,009 total
includes taxes & fees
17 Oct - 18 Oct
Sea Spray
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 Fleet Hotel Reviews

Moonfleet Manor

Moonfleet Manor

10/10 Excellent
"Absolutely lovely place ran by people that know what they are doing and care about their guests. We've been here before and it's only gotten better."
Andreea 4-night trip
Posted 4 hours ago
Moonfleet Manor

Find out more about Fleet

Search for holiday rentals in Fleet on Expedia! You can easily find your home rentals, villas, holiday apartments in Fleet using one of the methods below:

  • View our selection of featured holiday rentals in Fleet
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  • Enter your travel dates to view the best deals on holiday rentals in Fleet while they last

Look no further and take a look at our great range of rental properties in Fleet!

Frequently asked questions

Are there holiday rentals in Fleet?

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

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This holiday home rental outside of Fleet is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 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 a selection of games.

What can I see and do in Fleet?

Chesil Beach and Dorset and East Devon Coast are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Dorset National Landscape and Weymouth Harbour.

What are holiday rentals like in Fleet?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fleet. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family gatherings.