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Fleet Vacation Rentals

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Our top choices for Fleet vacation rentals

1. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is CA $813
CA $976 total
includes taxes & fees
Sep 24 - Sep 25
Badgers Cottage

2. 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 CA $648
CA $777 total
includes taxes & fees
Sep 27 - Sep 28
Hide-a-way

3. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is CA $907
CA $1,088 total
includes taxes & fees
Sep 21 - Sep 22
The Little Cottage

4. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is CA $719
CA $863 total
includes taxes & fees
Sep 21 - Sep 22
Brewery View

5. 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 CA $815
CA $977 total
includes taxes & fees
Oct 3 - Oct 4
Cedar Drive

6. Bay Cottage

Bay Cottage
3.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
The price is CA $1,631
CA $1,957 total
includes taxes & fees
Sep 21 - Sep 22
Bay Cottage

7. Marina Vista

Marina Vista
3.5 star property
Southlands
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
The price is CA $1,048
CA $1,258 total
includes taxes & fees
Sep 29 - Sep 30
Marina Vista

8. Two @ No36

Two @ No36
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
The price is CA $918
CA $1,102 total
includes taxes & fees
Oct 2 - Oct 3
Two @ No36

9. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is CA $967
CA $1,161 total
includes taxes & fees
Oct 3 - Oct 4
Home Waters

10. Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Ideally placed to have a stroll to the harbour with the convenience of secure parking within the gated community. Within easy reach of pubs/restaurants (try the burgers at the Northe tavern 100 yards away) but a quiet area. It's in a residential block, most of residents friendly but there are rules on no ball games or storing of fishing rods/beach equipment outside of apartment to keep area clear. Designated space for car, big enough for my range rover, even though 1 neighbour came and checked...
United Kingdom
Richard
The price is CA $733
CA $880 total
includes taxes & fees
Oct 3 - Oct 4
Admiral's Quarter Apartment 5

11. Weymouth Bay Apartment C

Weymouth Bay Apartment C
3.5 star property
Greenhill
10.0 out of 10, Exceptional, (1 review)
"Awesome morning earky dips into sea even if 10.5oc ..apartment very close for hot tea and shower..weymouth beach walking along kings beach lovely into town shops 15min or very slow paced 45mins beach combing...bowleazes walking along beach opp way to prestons fiishships mealout very tasty ..staring at the sea starring at the skys hofizons yachts tjme stopped perfect days..☀ 🛳 🌊 "
United Kingdom
STEVEN
Weymouth Bay Apartment C

12. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is CA $713
CA $855 total
includes taxes & fees
Sep 21 - Sep 22
Coastguard Lookout

13. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is CA $899
CA $1,079 total
includes taxes & fees
Sep 21 - Sep 22
Harbour Reach 7

14. 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 CA $1,141
CA $1,369 total
includes taxes & fees
Sep 21 - Sep 22
Beach View House

15. Bliss On The Bay

Bliss On The Bay
3.5 star property
Weymouth Town Center
The price is CA $1,101
CA $1,321 total
includes taxes & fees
Sep 21 - Sep 22
Bliss On The Bay

16. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is CA $966
CA $1,159 total
includes taxes & fees
Sep 25 - Sep 26
Manhattan Beach

17. The Nightingale

The Nightingale
3.0 star property
Rodwell
The price is CA $845
CA $1,014 total
includes taxes & fees
Oct 16 - Oct 17
The Nightingale

18. Day Cottage

Day Cottage
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"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 CA $627
CA $752 total
includes taxes & fees
Sep 29 - Sep 30
Day Cottage

19. Redcliff View Lodge

Redcliff View Lodge
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,048
CA $1,258 total
includes taxes & fees
Sep 27 - Sep 28
Redcliff View Lodge

20. Wessex View

Wessex View
3.5 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"Stunning view, great location. We loved the property so much we booked to go again as soon as we got home. Looking forward to our next trip!"
United Kingdom
Kimberley
The price is CA $773
CA $928 total
includes taxes & fees
Sep 28 - Sep 29
Wessex View
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

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.

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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?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Fleet comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.