Vacation rentals with a pool in Cherwell

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Cherwell

  • Total vacation rentals

    Explore 40 vacation rentals in Cherwell

  • Nightly prices starting at

    Cherwell vacation rentals start at G$6,284 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Cherwell vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cherwell rentals

  • 4.9 Average rating

    Cherwell stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Cherwell

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming entrance is framed by a rustic brick wall, adorned with climbing greenery. A distinctive black door leads into the building, which features a medieval-style knight figure beside it. A flag flutters above, adding a touch of character to the serene garden setting.
Tiny home in Warwick
5 out of 5 average rating, 130 reviews

Castle Folly- Unique castle experience for two

This cute 200 year old castle folly with a hot tub was restored with help from BBC’s ‘My Unique B&B' to give you a romantic experience in a beautiful rural setting. Medieval themed features include panelled walls, skylight above the bed, and a knight! Facilities include shower, TV, fridge freezer, heating, hob and outside seating. A large hot tub with a beautiful view is available for an additional charge. Substantial breakfast pack provided. With a village pub close by what’s not to love?

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Guest favorite
A well-maintained garden features a stone pathway leading to the cottage, bordered by green lawns and vibrant red flowers. Various outdoor seating options are scattered throughout the area, with potted plants adding a charming touch. A distant shed is visible, complementing the serene landscape.
Cottage in Cuddington
4.95 out of 5 average rating, 190 reviews

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

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Guest favorite
A natural swimming pond is surrounded by lush wildflowers and vibrant greenery. Wooden platforms extend over the water, providing seating areas amidst a tranquil landscape that invites relaxation and exploration.
Cottage in Saunderton
4.93 out of 5 average rating, 208 reviews

Idyllic escape - wild swimming, stunning walking

Tucked into the Chilterns, The Old Stable is a bright, vaulted 17th Century barn conversion. Lavished with love & attention to detail - inside you'll find a king sized bed, a huge power shower, underfloor heating, a fully equipped kitchen (with Nespresso and dishwasher) and Smart TVs with Netflix. Step outside to find a croquet lawn, tennis court, hammocks and a natural swimming pond. Footpaths run straight from the property. We were on BBC's Countryfile! 3rd May on BBC iPlayer for a peek.

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Guest favorite
Home in Kingham
4.76 out of 5 average rating, 148 reviews

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8

A relaxed Cotswolds escape for long lunches, countryside walks, and relaxing dips in the heated swimming pool. Perfect for families and groups. Walk to Kingham's pubs and only a short drive to Daylesford. Spacious open plan living, plenty of natural light. Huge kitchen, log-burning stove, large dining area opening onto garden/patio for entertaining. Luxurious primary bedroom with its own freestanding bath - three other bedrooms, sleeps 8. Pet friendly and enclosed garden, safe for dogs.

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Guest favorite
An outdoor sauna is featured prominently on a wooden deck, illuminated by warm lighting. A hot tub is positioned beside the sauna, and the cottage's brick facade and chimney provide a cozy backdrop under a dusk sky.
Farm stay in Buckinghamshire
4.95 out of 5 average rating, 162 reviews

Farm stay in Buckinghamshire

Come and relax in our beautiful farm cottage with a private deck and garden surrounded by amazing rolling countryside. Perfect for spending some special time with your family. You can also book to take a dip in our heated indoor swimming pool which is perfect for all ages. We are a great central spot for visits to London and Oxford and have some lovely attractions within 20mins of us including Waddesdon Manor, Bletchley Park and Whipsnade Zoo. *Outside Sauna and copper bath coming Jan 2025*

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Guest favorite
A clear, inviting swimming pool reflects the blue sky, surrounded by a spacious decking area adorned with colorful flower pots. A shaded seating area is positioned nearby under a pergola, creating a relaxing space for outdoor enjoyment.
Guesthouse in Drayton Parslow
4.91 out of 5 average rating, 197 reviews

The Pool House, for 2 adults & up to 2 children

The Pool House is a contemporary spacious, private, hideaway, perfect for a romantic getaway or just a stay to explore the surrounding area. Styled with a shabby chic vibe. THE SPACE IS ONLY SUITABLE FOR 2 ADULTS & 2 CHILDREN AGE 12 AND UNDER A HOT TUB SPA AVAILABLE ALL YEAR ROUND. If I have late availability, I will reduce the rate a week before. The pool will close at the end of September 26 THE POOL WILL BE HEATED IN JUNE, JULY & AUGUST, IT WILL NOT BE HEATED IN MAY & SEPTEMBER

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Guest favorite
A cozy living area features a brown leather sofa adorned with decorative pillows. A large, ornate mirror reflects the warm brick wall and connects the space to a well-equipped kitchen in the background. A tripod lamp and a small coffee table with fresh flowers complement the inviting atmosphere.
Cottage in Warwickshire
4.96 out of 5 average rating, 207 reviews

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.

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Guest favorite
Condo in Chedworth, Cheltenham
4.93 out of 5 average rating, 395 reviews

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)

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Top guest favorite
A tranquil garden scene is displayed, featuring a central pond with a fountain. Surrounding the pond are neatly trimmed hedges and vibrant purple flowers. Lush trees provide shade in the background, contributing to the serene atmosphere of the outdoor space.
Home in Bretforton
4.98 out of 5 average rating, 319 reviews

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.

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Guest favorite
An indoor pool features a striking wooden ceiling with exposed beams. The tiled area includes a hot tub and a spacious swimming pool, both surrounded by large windows that allow natural light to fill the space. Scenic wall murals enhance the relaxation atmosphere.
Condo in High Wycombe
4.88 out of 5 average rating, 112 reviews

Country retreat with extensive leisure facilities

An opportunity for a relaxed and luxurious break in a large comfortable apartment. With the exclusive use of a fantastic pool, hot tub, games room and tennis court. Towels, gowns and spa slippers are provided, and massage and beauty treatments are also available. Surrounded by 4 acres of gardens and woods for walks, BBQs and chilling out. Great for families too with lots of play areas for kids with a football pitch, large trampoline, swings, slide, climbing wall and treehouse.

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Top guest favorite
The exterior of The Dovecote is characterized by its unique brick design and a distinctive pyramid-shaped roof. Surrounded by well-maintained lawns and greenery, the peaceful setting features numerous plants and garden areas, enhancing its tranquil ambiance amidst the medieval manor backdrop.
Cottage in Letcombe Regis
5 out of 5 average rating, 102 reviews

The Dovecote, a cottage set in a peaceful garden

The Dovecote is an elegant peaceful cottage, set in a garden of a medieval Manor. In Tudor times the Dovecote providing doves to the Royal Palaces Today, the dovecote has undergone extensive restoration, converting it into a charming living space, with modern facilities and fast Wifi. Now it's ideal for different purposes from a relaxing getaway, to a home from home for a business traveller or a quiet space to study. The Dovecote has a modern kitchen with a dining Table.

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Guest favorite
Guesthouse in Chipping Norton
4.94 out of 5 average rating, 139 reviews

Hoarstone - Cosy country cottage

Peaceful and with stunning views, you will find Hoarstone Cottage the perfect place from which to enjoy everything that the Cotswolds countryside has to offer with a wealth of walks, cycle routes, bridleways and wildlife right outside your window. You will also find yourself within easy reach of plenty of renowned towns, such as Burford, Woodstock, Bourton-on-the-Water and Stow-on-the-Wold, all of which will enable you to enjoy a fantastic Cotswold holiday.

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Popular amenities for Cherwell rentals with a pool

Destinations to explore