Fleet Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Fleet vacation rentals

Interior
Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is P35,066
P42,080 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Old Higher Lighthouse Branscombe Lodge
Dining
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is P48,824
P68,109 total
includes taxes & fees
Dec 29 - Dec 30
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Exterior
Badgers Cottage

Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is P33,662
P40,394 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Badgers Cottage
Private kitchen
Way's Forge

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is P34,257
P41,108 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Way's Forge
Fridge, dishwasher, electric kettle, toaster
Half Pint Cottage

Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
United Kingdom
nikki
The price is P28,457
P34,148 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Half Pint Cottage
Exterior
10 Bay View Court

10 Bay View Court

10 Bay View Court
3.0 star property
Lyme Regis
10.0 out of 10, Exceptional, (1)
"The bottom lock on the front door is too stiff. One side of the double bed is broken. There is no mention of the parking permit and car park on the agents website. "
United Kingdom
Laura
The price is P28,862
P34,635 total
includes taxes & fees
Dec 29 - Dec 30
10 Bay View Court
Interior
The Barn

The Barn

The Barn
3.5 star property
Beaminster
10.0 out of 10, Exceptional, (1)
"Absolutely lovely stay at the Barn. Such a great location: a friendly host, comfortable beds, super clean with large living areas. We will certainly be back. Great few days fossil hunting."
United Kingdom
Anonymous traveler
The price is P29,038
P29,038 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Barn
Marina
2 Driftwood

2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2)
"2 Driftwood was a perfect place to stay at the perfect location of West Bay. The flat is very new, immaculate and well equipped with all you need for a holiday stay. Only one issue we had was finding the meter cupboard where the key safe was located. This is outside of the rear entrance of the building at ground level. One of the residents advised us of the key safe location and said many other guests had struggled with this. Everything else was perfect and Iwould love to live there."
United Kingdom
Debbie
The price is P28,997
P34,797 total
includes taxes & fees
Dec 29 - Dec 30
2 Driftwood
Interior
1 Coppers Knapp

1 Coppers Knapp

1 Coppers Knapp
3.5 star property
Lyme Regis
10.0 out of 10, Exceptional, (1)
"Great location for short visit, property clean and as described, parking on site and added bonus in this area"
United Kingdom
Steve
The price is P33,920
P40,704 total
includes taxes & fees
Dec 29 - Dec 30
1 Coppers Knapp
Property grounds
Hide-a-way

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is P22,793
P27,352 total
includes taxes & fees
Dec 29 - Dec 30
Hide-a-way
Terrace/patio
Home Waters

Home Waters

Home Waters
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is P40,015
P48,018 total
includes taxes & fees
Dec 29 - Dec 30
Home Waters
Interior
Meadow View Barn

Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is P31,762
P38,114 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Meadow View Barn
Interior
Badbury Lodge

Badbury Lodge

Badbury Lodge
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is P34,811
P41,773 total
includes taxes & fees
Dec 30 - Dec 31
Badbury Lodge
Marina
Day Cottage

Day Cottage

Day Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is P25,956
P31,147 total
includes taxes & fees
Dec 29 - Dec 30
Day Cottage
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

The Frampton Arms

The Frampton Arms

10/10 Excellent
"Staff were extremely polite and helpful, especially Molly. Room was very clean and comfortable. Parking was great and easy. Convenient location for The tank museum. Highly recommend. "
Terry 1-night trip
Posted 2 days ago
The Frampton Arms

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:

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

Frequently asked questions

Are there vacation rentals in Fleet?

Yes, you can find vacation rentals close to the most popular points of interest in Fleet, or you can select a more remote option if you're looking for a relaxing stay.

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 larger area, you’ll find Dorset Area of Outstanding Natural Beauty and Weymouth Harbour.

What are vacation rentals like in Fleet?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Fleet. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for small groups.