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Fleet Vacation Rentals

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Check prices for these dates

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

Our top choices for Fleet vacation 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 ￥14,618
￥30,280 total
includes taxes & fees
Oct 11 - Oct 12
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 ￥16,513
￥25,077 total
includes taxes & fees
Oct 11 - Oct 12
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 ￥14,507
￥29,942 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥33,413
￥38,216 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥18,795
￥57,428 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥20,450
￥36,117 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥67,807
￥81,368 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥34,926
￥50,593 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥31,324
￥49,373 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥33,413
￥38,216 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥69,769
￥79,169 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥76,571
￥91,884 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥72,244
￥86,693 total
includes taxes & fees
Oct 21 - Oct 22
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 ￥78,102
￥93,722 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥90,909
￥109,091 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥86,800
￥104,160 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥127,271
￥152,725 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥88,246
￥105,895 total
includes taxes & fees
Oct 17 - Oct 18
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 ￥79,190
￥95,028 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥83,960
￥100,752 total
includes taxes & fees
Oct 29 - Oct 30
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 less than an hour 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:

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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 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 National Landscape 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.