Fleet Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Fleet vacation rentals

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is CA $774
CA $929 total
includes taxes & fees
Jun 7 - Jun 8
Mermaid Cottage

Duck Cottage, Sutton Poyntz

Duck Cottage, Sutton Poyntz
Weymouth
The price is CA $1,037
CA $1,037 total
includes taxes & fees
Jun 6 - Jun 7
Duck Cottage, Sutton Poyntz

Half Pint Cottage, Beaminster.

Half Pint Cottage, Beaminster.
Beaminster
The price is CA $846
CA $846 total
includes taxes & fees
Jun 6 - Jun 7
Half Pint Cottage, Beaminster.

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is CA $611
CA $611 total
includes taxes & fees
Jun 11 - Jun 12
The Halt Maiden Newton, Dorset

Fisherman's Rest, Wyke Regis

Fisherman's Rest, Wyke Regis
Weymouth
Fisherman's Rest, Wyke Regis

Broadstones, Bridport

Broadstones, Bridport
Bridport
The price is CA $1,044
CA $1,044 total
includes taxes & fees
Jun 19 - Jun 20
Broadstones, Bridport

Pebbles Foxglove Way, West Bay

Pebbles Foxglove Way, West Bay
Bridport
Pebbles Foxglove Way, West Bay

South Lodge, Hazelbury Bryan

South Lodge, Hazelbury Bryan
Sturminster Newton
The price is CA $765
CA $765 total
includes taxes & fees
Jun 19 - Jun 20
South Lodge, Hazelbury Bryan

2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (29 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is CA $792
CA $792 total
includes taxes & fees
Jun 5 - Jun 6
2 bedroom accommodation in Glanvilles Wootton, near Sherborne

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (2 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 CA $289
CA $328 total
includes taxes & fees
Jun 17 - Jun 18
Hardy View Farm House

Bracken Cottage

Bracken Cottage
2.0 star property
Weymouth
The price is CA $713
CA $855 total
includes taxes & fees
Jun 7 - Jun 8
Bracken Cottage

Lavender Cottage - sleeps 4 guests in 2 bedrooms

Lavender Cottage - sleeps 4 guests in 2 bedrooms
Lyme Regis
8.8 out of 10, Excellent, (49 reviews)
"We had a wonderful time staying at Lavender cottage. Everything you need including outdoor space and two bathrooms. Perfect location close to the beach."
United States
Ruth A.
Lavender Cottage - sleeps 4 guests in 2 bedrooms

Teal House - Character House in Old Lyme Regis

Teal House - Character House in Old Lyme Regis
Lyme Regis
9.2 out of 10, Wonderful, (47 reviews)
"The house had everything we needed for our long weekend stay. It was comfortable and well equipped. The garden was a great space to sit out in with our dog. The location was excellent with lots of places to eat and drink nearby and a short stroll to the sea."
United States
Jenny M.
Teal House - Character House in Old Lyme Regis

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, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is CA $279
CA $639 total
includes taxes & fees
Jun 5 - Jun 6
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

4 Riverside Cottages

4 Riverside Cottages
3.5 star property
Bridport
The price is CA $771
CA $926 total
includes taxes & fees
Jun 16 - Jun 17
4 Riverside Cottages

Coastguard Lookout

Coastguard Lookout
2.0 star property
Weymouth
The price is CA $710
CA $851 total
includes taxes & fees
Jun 20 - Jun 21
Coastguard Lookout

Beach View House

Beach View House
3.5 star property
Weymouth
The price is CA $1,136
CA $1,363 total
includes taxes & fees
Jun 7 - Jun 8
Beach View House

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is CA $584
CA $701 total
includes taxes & fees
Jun 19 - Jun 20
Jay Cottage

Manor Farm House

Manor Farm House
3.0 star property
Wareham
The price is CA $1,048
CA $1,258 total
includes taxes & fees
Jun 20 - Jun 21
Manor Farm House

Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1 review)
"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 CA $684
CA $821 total
includes taxes & fees
Jun 7 - Jun 8
Half Pint 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fleet Hotel Reviews

Find out more about Fleet

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fleet. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 are some of the best vacation rentals that Fleet has to offer?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This vacation home rental outside of Fleet is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 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 larger area, you’ll find Dorset Area of Outstanding Natural Beauty and Durdle Door.

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.