Holiday Rentals in Wiltshire

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Our top choices for Wiltshire holiday rentals

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is €111
includes taxes & fees
17 May - 18 May
Bev Rosevilla

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is €115
includes taxes & fees
17 May - 18 May
Serenitys Hideaway Montego Bay

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is €76
includes taxes & fees
18 May - 19 May
Sunshine Lodge- Your Home Away From Home

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (27 reviews)
"Very close to the airport and safe."
United States
Chukwufumnaya
The price is €71
includes taxes & fees
17 May - 18 May
Montego Bay Ironshore Luxury Studios

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is €98
includes taxes & fees
17 May - 18 May
Short and longTerm ,Vacational rental home.

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is €73
includes taxes & fees
24 May - 25 May
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is €403
includes taxes & fees
18 May - 19 May
Half Hill 3BR

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
8.8 out of 10, Excellent, (10 reviews)
"Had a good experience shower pressure, and bathroom flushing was a lil problem otherwise all was well for me"
United States
Kevin D.
The price is €183
includes taxes & fees
17 May - 18 May
Hospitality Expert CB1: Pool, Beach & Chef

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is €64
includes taxes & fees
17 May - 18 May
The Artist cabin is a mountain cabin overlooking the sea and coastline

Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"The place was beautiful. Staff was friendly and helpful with the check in process. Will be planning another visit in the near future."
United States
Kelleia
The price is €301
includes taxes & fees
18 May - 19 May
Eden Luxe 1

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is €80
includes taxes & fees
1 Jun - 2 Jun
Firefly cottage with Ocean view

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is €72
includes taxes & fees
18 May - 19 May
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
The price is €111
includes taxes & fees
17 May - 18 May
Unity Villa

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is €205
includes taxes & fees
17 May - 18 May
Hospitality Expert CP

Impeccable Spacious 3 Bedroom Home Near Beach!

Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
9.0 out of 10, Wonderful, (7 reviews)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
The price is €141
includes taxes & fees
10 Jun - 11 Jun
Impeccable Spacious 3 Bedroom Home Near Beach!

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
montego bay
marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is €196
includes taxes & fees
19 May - 20 May
Hospitality Expert SWF104 - Pool, Beach, Chef

Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is €77
includes taxes & fees
19 May - 20 May
Angels Hideaway Blue Room

Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
The price is €89
includes taxes & fees
31 May - 1 Jun
Dragon fly Cottage

Rose Hall

Rose Hall
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Great house and wonderful caretaker! Wish we had more time there!"
United States
Deborah
The price is €424
includes taxes & fees
17 May - 18 May
Rose Hall
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 Wiltshire Hotel Reviews

Find out more about Wiltshire

Everything you need to know about Wiltshire holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wiltshire holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wiltshire holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wiltshire holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiltshire. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wiltshire holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wiltshire holiday rentals we have selected for you start as low as €71 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wiltshire rentals

At Expedia, we put the best Wiltshire holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wiltshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wiltshire holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wiltshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Wiltshire?

Yes, there are holiday rentals close to the most popular sights in Wiltshire, or you can select a more secluded option if you're looking for a relaxing stay. Wiltshire is known for its beaches and sporting events. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best holiday rentals that Wiltshire has to offer?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: This holiday home rental outside of Wiltshire is located next to a golf course, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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’s there to see and do in Wiltshire?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Freeport Peninsula. In the wider area, you’ll find Montego Bay Cruise Ship Terminal and Saint James Parish Church.

What’s a holiday rental in Wiltshire like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wiltshire. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.