Holiday Rentals in Hailey

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Our top choices for Hailey holiday rentals

Cottage in Witney

The Paddock
3.0 star property
The price is €1,468
includes taxes & fees
6 Jan - 7 Jan 2026
The Paddock
2.0 star property
3 bedroom accommodation in Chipping Norton

Cottage in Witney

The Clealings
3.5 star property
10.0 out of 10, Exceptional, (1)
"The perfect stay for a holiday in the Cotwolds with friends and family. The owners are very nice and the property has everything we needed and more"
United Kingdom
Alessandro
The price is €1,542
includes taxes & fees
29 Dec - 30 Dec
The Clealings

Aparthotel in Lechlade

The Lakes By YOO
5.0 star property
8.8 out of 10, Excellent, (32)
"A very peaceful stay "
United Kingdom
Fiona
The price is €269
includes taxes & fees
6 Jan - 7 Jan 2026
The Lakes By YOO
3.5 star property
10.0 out of 10, Exceptional, (11)
"The host is very responsive and helpful, we had a good time in the apartment."
Hong Kong SAR China
Cheuk Lam
The price is €209
includes taxes & fees
28 Dec - 29 Dec
Apple Perch 2BR Flat-Free Parking
10.0 out of 10, Exceptional, (3)
"This place was amazing. It has been lovingly converted into accommodation with so much attention to detail that you don’t want to leave. The additional Christmas decorations were super cute and appreciated as well as the full service kitchen (with coffee and milk), games and fabulous top floor 360°window to watch the sunrise/sunset, wildlife etc. Highly recommend a stay here. "
United Kingdom
Tracy
The price is €426
includes taxes & fees
7 Jan - 8 Jan 2026
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

Cottage in Cheltenham

Oakey Cottage
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is €515
includes taxes & fees
29 Dec - 30 Dec
Oakey Cottage
2.0 star property
10.0 out of 10, Exceptional, (2)
"Super cute, like being in your own romantic little bubble in the countryside. We came to watch a friend do a parachute jump at the airfield for charity. It was the perfect place to stay for a night or two. Loved the BBQ, the view through the windows and the way the space was designed. So compact and yet everything was so considered and well designed. "
United Kingdom
James
The price is €146
includes taxes & fees
8 Jan - 9 Jan 2026
Shepherdshut-cotswolds-petfriendly-woodburner
10.0 out of 10, Exceptional, (1)
"We had a very nice stay. Just one night but used the washer and kitchen amenities. Would stay here again. It is a bit snug but cozy. "
United States
Zach G.
The price is €151
includes taxes & fees
1 Jan - 2 Jan 2026
Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire
9.6 out of 10, Exceptional, (10)
"Had a great stay. Lovely property "
United Kingdom
Lucy O.
The price is €283
includes taxes & fees
1 Jan - 2 Jan 2026
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds
10.0 out of 10, Exceptional, (1)
"We stayed for one night and loved it! The apartment is new, spotless, and in an excellent location. We really appreciated the free parking, as well as the thoughtful touches like tea, coffee, and all the kitchen utensils we needed. The beds were very comfortable, which made for a good night’s sleep. Our only suggestion would be to have a few extra pillows, but overall it was a wonderful stay and we’d happily come back!"
United Kingdom
Salma
The price is €244
includes taxes & fees
30 Dec - 31 Dec
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Apartment in South Oxford

Central and Modern One Bedroom Flat
10.0 out of 10, Exceptional, (1)
"We originally booked a one bedroom flat from the owners, but had to switch to a studio due to some emergency renovations being done. However, the studio turned out to be just fine and the owner adjusted the cost accordingly. The kitchenette came in handy and the location was great for walking into town. "
United States
Mary Jo N.
The price is €101
includes taxes & fees
25 Dec - 26 Dec
Central and Modern One Bedroom Flat

Cottage in Banbury

Stone Wheel Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our stay at Stone Wheel cottage. The property is lovely and spacious, the pool is nice, the owners are very helpful and we loved the village. Look forward to returning again in the future."
United Kingdom
Jonathan
The price is €828
includes taxes & fees
29 Dec - 30 Dec
Stone Wheel Cottage

Holiday Home in Chipping Norton

Charming 2BD in the Heart of Kingham
3.0 star property
10.0 out of 10, Exceptional, (1)
Charming 2BD in the Heart of Kingham

Apartment in Oxford City Centre

Luxurious & Modern Home
4.0 star property
Luxurious & Modern Home

Holiday Home in Chipping Norton

Cosy 2BD Cottage Near Daylesford
2.0 star property
The price is €367
includes taxes & fees
2 Jan - 3 Jan 2026
Cosy 2BD Cottage Near Daylesford

Cottage in Todenham, near Moreton-in-Marsh

1 bedroom accommodation in Todenham, near Moreton-in-Marsh
9.6 out of 10, Exceptional, (5)
"Loved this charming little cottage property. The english countryside surrounding this place is simply lovely"
United Kingdom
Daniel
The price is €210
includes taxes & fees
7 Jan - 8 Jan 2026
1 bedroom accommodation in Todenham, near Moreton-in-Marsh
9.2 out of 10, Wonderful, (31)
"Perfect place and house "
United States
ALEX I.
The price is €228
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful self contained character Cotswold style cottage 15
9.0 out of 10, Wonderful, (37)
"Really easy check in and perfect accomadation"
United Kingdom
Emma G.
The price is €100
includes taxes & fees
11 Jan - 12 Jan 2026
Recently converted self-contained apartment with garden in Cotswold village

Apartment in South Oxford

Modern city centre studio apartment
9.0 out of 10, Wonderful, (7)
"Very clean and cozy. It had everything I needed"
United Kingdom
Tamara
The price is €95
includes taxes & fees
25 Dec - 26 Dec
Modern city centre studio apartment
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 Hailey Hotel Reviews

Find out more about Hailey

Everything you need to know about Hailey 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 Hailey 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 Hailey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hailey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hailey. 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 Hailey 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 Hailey holiday rentals we have selected for you start as low as €93 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hailey rentals

At Expedia, we put the best Hailey 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 Hailey 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 Hailey 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 Hailey. 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 Hailey?

Yes, there are holiday rentals close to the most popular sights in Hailey, or you can select a more secluded option if you're looking for a relaxing stay.

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

Impeccable Entire Home: This holiday home rental outside of Hailey is equipped with a selection of games, laundry facilities and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Hailey?

While exploring the area, visit family-friendly sights like Crocodiles of the World, or get outside and enjoy nature at River Windrush. Cogges Manor Farm and Witney Lakes Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Hailey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hailey. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.