
Holiday rentals with a pool in Tewkesbury Borough
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Top-rated rentals with a pool in Tewkesbury Borough
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

The Poolhouse
Surrounded by fields, our poolhouse is set away from the main house. Providing the ideal base for business and leisure guests. Well placed for the many regional attractions. Inside there is a large, light reception area overlooking pool terrace, galley kitchen, lobby, wet room, basement TV room with large modular sofas/optional beds, and a galleried mezzanine - please note that the sleeping platform has steep, space-saver stairs and restricted headroom which may not be suitable for all guests.

100 Howells Mere - 100HM - Lakeside Spa Property
SLEEPS 9: Max. of 8 x ADULTS + 1 x CHILD + COTS VILLAGE: Howells Mere ASPECT: Sunset Facing + 360 Panoramic Designed by the renowned architect, William Iles, the lodge’s clever modernist cube design provides elevated panoramic views of the untouched Swillbrook Lake and nature reserve - a protected special site of scientific interest (SSSI). This flexible & popular detached 4-bed property simultaneously provides guests with both modern architecture and simple quintessential outdoor holidaying.

Cotswolds House w/ private Swimming Pool in Garden
Four bedrooms, sleeps eight, large family home in Kingham, Chipping Norton, with private heated swimming pool in garden for guests' sole use. Pet friendly and enclosed garden, safe for dogs. Enjoy spacious open plan living, loads of natural light. Huge kitchen, lounge, log-burning stove, dining area opening onto garden patio for summer entertaining. Comfy bedding - 1 superking bed (can be split into 2 x singles), 1 king bed in main bedroom (with bath!) and 2 double beds. Perfect for groups!

Hayloft Cottage - hot tub & indoor swimming pool
Beautiful barn conversion, sleeps up to 4 + an infant with stunning mezzanine level bedroom, king size bed with vaulted ceiling. Open plan living optional use of double sofa bed. Well equipped kitchen including Nespresso coffee machine. Use of indoor swimming pool and outdoor Hydropool hot tub. Private garden with rattan furniture. Award winning artisan Farm Shop with café and bakery all onsite. Keys are collected using a keybox so this gives you flexibility on arrival and departure times.

Serafina cottage with hot tub
Serafina cottage is part of a 200yr old grade two listed barn conversion in a small rural hamlet in Herefordshire. It comes with its own car port parking, garden, private decking area and hot tub. It’s perfect for couples to relax or a small family to get out and about. There is plenty of local woodland walks on the doorstep and yet only 2 miles from the local market town of Leominster with its shops and pubs. What more could you ask for? If you think of anything, be sure to let me know!

Stunning Regency Retreat; pool, garden and parking
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

Cosy, rural apartment with breakfast hamper
Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

Deluxe Coach House at Bretforton Manor with pool
The Coach House makes up part of Bretforton Manor, a Grade II-listed Jacobean estate that’s a 10-minute drive from Chipping Campden in the picturesque north Cotswolds. We only have the one property which is luxurious and very spacious for two people. Guests have access to our incredible facilities (5 acres of grounds with an indoor swimming pool, which is open April to Sept and a tennis court). Bretforton is a brilliant base to explore the Cotswolds, Stratford upon Avon, Oxford.

Luxury Cosy Cottage with Garden
Luxury newly renovated 2 bedroom coach house set in the grounds of a Georgian Manor House with its own private gardens and duck pond over looking the National Trust Tithe Barn. The Coach House is within walking distance of the quaint village of Bredon which boasts 2 pubs, a village shop and playground. Bredon is ideally located for Malvern, Cheltenham and the Racecourse, Worcester and the rest of the Cotswolds. The Owners live in the Manor House so are at hand for any questions.

“Wild-Wood” Shepherds Hut
Escape to a romantic shepherd’s hut nestled on the Worcestershire/Herefordshire border, surrounded by breathtaking countryside in an Area of Outstanding Natural Beauty. Located just off the Worcestershire Way, it’s ideal for walkers and nature lovers. Enjoy access to a natural swimming pool, hot tub and sauna (3–7:30pm). Part of Wild Wood UK, offering optional extras including wild swimming, reformer Pilates and yoga sessions.

Scotland End Barn Luxury 5 Bedroom Cotswolds Home
Scotland End Barn is a stunning contemporary Cotswolds retreat combining eco-friendly living with historic charm. Set on a 1-acre plot with gardens, terraces, and an Endless Pool, the barn features vaulted ceilings, exposed beams, full-height glass, and dual-aspect views. Sleeps 10 with 5 bedrooms, games room, lounges, and modern kitchen. Walk to village pubs, Hooky Brewery, and scenic countryside walks from the doorstep.

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
The Potting Shed is the quintessential 5* Cotswold escape. Following an 18 month restoration completed in May 2019, this stone barn conversion is the perfect weekend and holiday retreat. Located within the grounds of an elegant Grade II listed Georgian town house on Cecily Hill - this romantic getaway is accessed by a private stone bridge which leads through through a formal kitchen garden to a stunning private terrace.
Popular amenities for Tewkesbury Borough rentals with a pool
House rentals with a pool

Modern contemporary home in beautiful setting

Minety Lake lodge | Hot tub | Games room | Views

Lakeside House, Hot Tub, Swimming Pools, Spa

Beautiful Cotswold Lakefront Home with Hot Tub.

Cotswold Farmhouse with Swimming Pool

Thames Rest (MV26), Lower Mill Estate, Cotswolds

Botany Breaks

The Landers
Apartment rentals with a pool

Reed Warbler HM111 Penthouse Lake Retreat & Spa

Penthouse apartment with lake views & spa access

Self contained studio apartment

Tranquility - Modern Lakeside Retreat in Cotswolds
Other holiday rentals with a pool

The Dovecote, a cottage set in a peaceful garden

Dog friendly with hot tub and Pool -The Pool House

"La Villa Olli" -Natural pool & Hot tub

Lakeside Cotswolds | Hot Tub | Lower Mill Estate

Granary, The Mount Barns & Spa

Bauhinia House: Spa Access and Lakeside Home

Luxury Dog Friendly Barn, Hot tub, enclosed garden

The Parlour Farm Stay With Pool
When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $512 SGD | $456 SGD | $771 SGD | $989 SGD | $487 SGD | $493 SGD | $492 SGD | $507 SGD | $385 SGD | $277 SGD | $290 SGD | $338 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Quick stats about holiday rentals with a pool in Tewkesbury Borough

Total holiday rentals
Explore 60 holiday rentals in Tewkesbury Borough

Nightly prices starting at
Tewkesbury Borough holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,900 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Tewkesbury Borough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tewkesbury Borough rentals

4.8 Average rating
Tewkesbury Borough stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Tewkesbury Borough’s top spots include Cheltenham Racecourse, Sudeley Castle and Cotswold Farm Park
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- Rentals with pools Gloucestershire
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Silverstone Circuit
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Sudeley Castle
- Ludlow Castle
- National Exhibition Centre
- Puzzlewood
- No. 1 Royal Crescent
- Coventry Cathedral
- University of Warwick
- The Iron Bridge
- Eastnor Castle
- Shakespeare's Birthplace
- Dyrham Park
- Hereford Cathedral
- Bowood House and Gardens




