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Cheltenham Luxury Holiday Homes

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    AU$892 Average
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    Travellers to Cheltenham are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in CheltenhamView all 118 rentals
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    Tower Hill, Cheltenham1 / 45
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Parking
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lovely modern family home finished and decorated to a very high standard, ideally located for Cheltenham Racecourse just two miles away. Located in the picturesque village of Woodmancote with views over the surrounding Cotswold hills, and a leisurely 10 minute stroll to a beautiful country pub...
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    Cheltenham, Cotswolds GL52 9HL
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    5 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Shared Garden
    • Parking
    • Grill
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Regency town-house was built in the early 1800s and overlooks Montpellier Gardens in the heart of Cheltenham. today it is Cheltenham's most indulgent house rental - ideal for family get togethers and larger celebrations including hen party weekends. In 2012 it was fully restored to its...
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    Cheltenham, Cotswolds GL50 1UX
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 9
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    Stylish Cheltenham ALL YEAR POOL(26-30C) & hot tub1 / 21
    (15)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 December 2017
    We absolutely loved our stay, the house is beautiful - pictures don’t do it justice! The facilities were great, especially the swimming pool / hot tub, and the layout and size...
    Reviewed 8 August 2017
    Just back from the most AMAZING weekend at Skyhaus in Cheltenham. The house was everything and more. The most amazing pool and garden. Our group ranges from 23-54 and 16 of us...
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    About this property
    ***** Weekenders - 3 night rates slightly more than 2 nights, contact us ***** A stunning contemporary house in a quiet residential area. All year heated (26-30degC - YES heated ALL YEAR - even in the depths of winter!) outdoor constant depth (1.4m) pool with childsafe electric cover (open/close...
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    Prestbury, Cheltenham GL525JA
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is an old Castle Grade 11 Listed property and Chapel. It is magnificent Kings and Queens residence dating 1639. Breathtaking grounds, Lovely Bridge and Gardens. Grandeur entrance to the building and flat from the main entrance. Luxury feel. Delightful gardens. Close to the Race...
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    Charlton Kings, Cheltenham GL54 5SP
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Montpellier House1 / 34
    (29)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Parking
    • DVD Player
    • Washer
    • Terrace
    • Balcony
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2017
    Thanks again for a wonderful stay. The house is amazing. Such a fantastic location opposite the beautiful Montpellier gardens and lovely boutique shops, bars and restaurants...
    Reviewed 4 January 2017
    33 Montpellier Terrace exceeded all expectation. Greeted on arrival by Thomas, who showed us the ropes. Incredible central location, brilliant social/dining area, brilliantly...
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    About this property
    Experience the elegance of Regency living - with 21st century comforts in Cheltenham in this magnificently refurbished Regency terraced house in the heart of the cultural capital of England. Following a two year refurbishment this townhouse showcases the latest in sustainable 21st technology, in...
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    Cheltenham, Cotswolds GL50 1UX
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 9
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    Modern House For Holiday Breaks1 / 100
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2018
    We had a lovely 3 night midweek stay. There are plenty of bedrooms. Given the number of people that can now stay the kitchen is rather small and the house would definitely...
    Reviewed 19 April 2017
    I booked this house for 2 night for 12 girls for my cousin's hen weekend. The kitchen/living space was absolutely perfect for us to eat, drink and have fun, and the bedrooms...
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    About this property
    This large, modern house is on the western edge of Cheltenham and is perfect for family gatherings and group holidays. Located in an easily accessible area and perfectly located for exploring The Cotswolds and beyond. The Space: Thank you for looking at our listing for our home on the western edge...
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    Cheltenham, Cotswolds GL51 0WP
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of this beautifully restored Grade II listed building the Montpellier Apartment offers you space and luxury in Cheltenham's most fashionable location overlooking Montpellier Gardens. Furnished with beautiful antiques and artworks, with all the 21st century comforts you'd expect in a five star...
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    Cheltenham, Cotswolds GL50 1UX
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Patio
    • Washer
    • Outdoor Dining Area
    • Private Garden
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This light and spacious house has just been totally renovated to a high standard. It is ideally situated on the fringe of Pittville close to the racecourse and the Pittville Pump Rooms. With the flexibility of zip and link beds the house is great for family reunions or company staff. An added bonus...
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    Cheltenham, Cotswolds GL52 3JJ
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Regency Mews, Cheltenham Gem!1 / 15
    (2)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • DVD Player
    • Grill
    • Central Heating
    • Balcony
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2014
    The location is great on the edge of town centre and I well situated to travel to the race course.Unfortunately the downstairs area was not cleanRoom are small but worked...
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    About this property
    This townhouse is a hidden gem, situated on a private road in the town centre, and offers off road parking, terrace and garden! With 5 bedrooms and 3 bathrooms it is ideal for company staff requiring a room each, family re-unions, girlie get-togethers or families between house purchases. A...
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    Cheltenham, Cotswolds GL52 2NR
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Bushcombe House Farm Bushcombe Lane  Woodmancote1 / 80
    (46)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Grill
    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    An amazing weekend with some friends for a 40th birthday and such a lovely house for us for the whole weekend. Huge kitchen area with the ability to cook anything, huge table...
    Reviewed 27 December 2017
    What a beautiful place to stay. Every amenity catered for and even a Christmas tree decorated. Stayed with my two daughters and their families for a family Christmas get...
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    About this property
    *** Awarded Quality in Tourism 4 Star Gold *** Detached Cotswold stone farmhouse situated in an area of outstanding natural beauty. Situated above Woodmancote near Bishops Cleeve, the farmhouse enjoys incredible panoramic views across Cheltenham, Tewkesbury and towards the Malverns. Bushcombe...
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    Cheltenham, Cotswolds GL52 9QL
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Queens Circus1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Central Heating
    • DVD Player
    • Parking
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Loved the location of the apartment near all the lovely shops and bars/restaurants. A few stairs to climb but it didn't bother us. 5 of us stayed at the apartment for a reunion...
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    About this property
    This beautiful three bedroom apartment, is in a prime location right next to the promenade, and Montpelier with its' abundance of designer shops, restaurants and pavement cafes.It boasts great views of the town centre, from 3 stories high, boasting large sash windows around the apartment providing...
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    Cheltenham, Cotswolds GL50 1RX
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Washer
    • Grill
    • DVD Player
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lovely chalet style bungalow with 2 downstairs bedrooms and a family bathroom with shower and bath, 3 upstairs bedrooms and 3 bathrooms upstairs, making this a fantastic house for family reunions, those re-locating, sedate hen parties and anyone looking for a home from home when working away...
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    Cheltenham, Cotswolds GL50 4NN
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A light and bright modern home located on the western edge of Cheltenham. With a communal dining area and large living room this is a lovely place to relax with family or friends The Space: This three storey town house offers plenty of space with two en suite bedrooms on the top floor and a large...
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    Cheltenham, Cotswolds GL51 0WN
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Private Garden
    • Patio
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Coach House is a detached property in the grounds of the Grade II listed 16th century Old Rectory. The property itself dates back to the 14th century and has stunning views over meadows to distant fields below. Hawling is an unspoilt village eight miles from Cheltenham and situated at the...
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    Guiting Power, Cheltenham GL54 5TA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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