Vacation rentals in Hailes

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Top-rated vacation rentals in Hailes

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Cheltenham

4.9 out of 5 average rating, 411 reviews

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

Nov 3 – 10

G$26,552 GYD per night
Guest favorite

Guesthouse in Cheltenham

4.95 out of 5 average rating, 218 reviews

Boutique Cotswold bolt hole - Ford Manor Cottage

Entire cottage set in grounds of owner's home with own gravelled and gated parking area, in the heart of the Cotswolds and National Hunt racing. Luxury open plan living/bedroom (approx. 25 sq m) which is light and airy with 4 post bed , well equipped galley kitchen and wet room. Complete privacy. Ideal retreat for short or long stays. A great base for walking and exploring the Cotswolds, with the Cotswold Way on the doorstep, Sudeley Castle a few miles away and Daylesford a 15 minute drive.

Jul 9 – 16

G$27,176 GYD per night
Guest favorite

Guest suite in Winchcombe

4.94 out of 5 average rating, 116 reviews

The Annex Self contained suite on a working farm

A self-contained annex on a working farm in the beautiful Cotswold town of Winchcombe. Sitting above the medieval town, the room has spectacular views of the surrounding cotswold hills. Situated 10 minutes walk from the centre of town with lots of pubs, shops and restaurants. Right on the Winchcombe Way and close to the Cotswold Way its ideal for walkers. Secure cycle storage is also available. Broadway, Stow-on-the Wold, Bourton-on-the -Water Cheltenham, Stratford and Oxford are all drivable

Jul 31 – Aug 7

G$20,871 GYD per night

Popular amenities for Hailes vacation rentals

Other great vacation rentals in Hailes

Guest favorite

Cottage in Stanley Pontlarge

4.99 out of 5 average rating, 153 reviews

Stunning Cotswold cottage, log burner, Winchcombe

Nov 18 – 25

G$39,311 GYD per night
Guest favorite

Cottage in Winchcombe

4.92 out of 5 average rating, 224 reviews

No. 15 North Street, Cotswolds cottage

Jun 17 – 24

G$57,791 GYD per night
Guest favorite

Cottage in Winchcombe

4.97 out of 5 average rating, 216 reviews

No61 - Cosy Cotswold Cottage in Winchcombe

Nov 22 – 29

G$27,932 GYD per night
Guest favorite

Cottage in Winchcombe

4.91 out of 5 average rating, 418 reviews

Cotswold77 - Heart of the Cotswolds

Dec 11 – 18

G$60,344 GYD per night
Guest favorite

Cottage in Broadway

4.91 out of 5 average rating, 128 reviews

Holly Cottage Childswickham Broadway

Feb 2 – 9

G$23,505 GYD per night
Guest favorite

Guest suite in Cheltenham

4.97 out of 5 average rating, 379 reviews

Cotswolds studio apartment with breathtaking views

Sep 13 – 20

G$23,505 GYD per night
Superhost

Apartment in Hailes

4.86 out of 5 average rating, 14 reviews

Peaceful rural retreat

Aug 14 – 21

G$24,552 GYD per night
Guest favorite

Tiny home in Toddington

4.97 out of 5 average rating, 37 reviews

Delightful Studio with private Terrace and parking

Jul 7 – 14

G$24,379 GYD per night
Guest favorite

Guesthouse in Toddington

4.96 out of 5 average rating, 26 reviews

Stunning Cotswold Cottage near Cheltenham

Apr 7 – 14

G$31,682 GYD per night
Guest favorite

Guesthouse in Toddington

4.95 out of 5 average rating, 85 reviews

Cotswold retreat: a stylish stay at Little Orchard

Sep 16 – 23

G$28,771 GYD per night
Guest favorite

Home in Winchcombe

5.0 out of 5 average rating, 82 reviews

'Fifteen off the Green'- 1 Bedroom Cotswolds Home

Oct 5 – 12

G$27,772 GYD per night
Guest favorite

Shepherd’s hut in Cheltenham

4.95 out of 5 average rating, 37 reviews

Outbak Shepherd's Hut & Hot Tub, Hailes, Cotswolds

Sep 27 – Oct 4

G$36,638 GYD per night

Destinations to explore

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  5. Hailes