
Vacation rentals with a pool in Ashford
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ashford
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Blackthorn is a luxurious, rural retreat for two.
Blackthorn is a luxurious retreat for two. Attached to the owner's home, and situated on the edge of Icklesham village, the property lies halfway between the ancient towns of Rye and Hastings. There is a distant view of the sea, and the garden is surrounded by beautiful AONB countryside. The cottage has a private, south facing verandah, and guests are welcome to use the heated, indoor swimming pool and outdoor hot tub throughout their stay but exclusively between the hours of 8.00am and 8.00pm.

Plantagenet: A Historic Country Cottage with Pool
A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

The Orangery, Organic Vineyard stay with pool.
The Orangery is a studio space situated at Coes Farm an organic vineyard and orchard making natural wines and ciders and offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room. We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Spectacular BEACH VIEW chalet on the cliff
Set on the white clifftops over looking Kingsdown private beach with far reaching views; This Scandinavian style chalet is both quirky and unique. The back decking is Perfectly positioned on the cliff edge allowing for a perfect place to relax and soak up the sounds and view of the sea. Kingsdown is a pretty village with its beach framed by the magnificent white cliffs of Dover; offering wonderful clifftop walks. There is also a promenade taking you along the seafront directly into Deal.

Badgers Den - Covehurst Bay Holiday Cottage
Luxury self-catering holiday cottage in the countryside near Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. 2 bedrooms and 2 bathrooms, suitable for up to 4 people. Kitchen, dining & living room are open plan with a large Smart TV & free Netflix. Free high-speed WiFi throughout. Sunny conservatory, private garden with a deck & sun loungers. Glass-roofed veranda with gas BBQ and seating for socialising. Amazing coastal and countryside walks right from the doorstep.

Countryside barn conversion with stunning views
This stunning, renovated Victorian Farm, red brick barn is nestled on the idyllic Romney Marsh Ridge. The Cowshed Port Lympne benefits from a spacious garden to the rear and amazing views across the fields towards the North Downs area of outstanding natural beauty to the front. A short drive to many beaches, the coastal towns of Hythe and Folkestone (with its Harbour and Pier) and under a mile from Port Lympne Animal Reserve. It is also near many vineyards incl Gusborne and Chapel Down.

Kent Pool Cottage ~ Private Indoor Heated Pool
o Designed for families o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o Free EV charger o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions, with VR headset

Magical Yurt, Outdoor Bath & Cinema - City Centre
✨ A Hidden Yurt Retreat with Outdoor Bath, Cinema & Tiny Home A private escape designed for slow evenings, cosy nights, and memorable stays xx Perfect for couples looking for a romantic stay - also loved by families thanks to the magical layout and secret cinema snug. The perfect date night: ⭐Soak under the stars 🍿 Watch a film in your hidden cinema 🚶 Order a takeaway or stroll into town for a meal out 📍 Canterbury Centre + the sea (and the train!) with lots of fun activies

A touch of serenity in Romney sands
Our 2018 Holiday home is situated within the Romney sands Park dean holiday resort, nestled between the RSPB Dungeness nature reserve and 7 miles of golden sand. Whilst sitting on the decking you overlook the resort fishing lake and are within easy reach of the entertainment complex which provides food,a bar, mini golf, arcade, kids club, swimming pool. Open in season March - Oct. This area is a real hidden gem, somewhere to come and unwind. We love the calm relaxing atmosphere

Sycamore Lodge - Two bedroom's & EV car charger.
Sycamore Lodge is a newly renovated detached guesthouse in the garden of Sycamore house. It is all on one level has two bedrooms, sleeps four people and has a bathroom, Livingroom and use of the full kitchen in Sycamore House. Guests will have access to a beautiful large garden where you can sit, relax and enjoy the countryside or there is play equipment to keep the children entertained. It is in a perfect location to explore the beautiful Kent countryside and beaches.

Pool Cottage, peaceful retreat close to London.
Pool Cottage is a trendy little place, perfect for couples. It’s attached a 16th century Farmhouse but has a separate entrance and garden. The pool is a shared space in front of the cottage and guests are welcome to swim any time but it is not heated. The area is rural yet close to Tunbridge Wells, London, beautiful Kent / Sussex countryside and the South coast. Lots of walks and great pubs within walking distance. Sauna is available by prior arrangement.

Secluded Shepherds Hut with Nightingales in Nature
A 2-person secluded Shepherds Hut nestled in trees situated in a wildflower meadow farmed for Wildlife. Staying toasty in the Spring with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the countryside and to reconnect with nature. With your own private garden, wake up in nature and in the evenings enjoy the magical sound of the Nightingales in the evening which takes place only in Spring.
Popular amenities for Ashford rentals with a pool
House rentals with a pool

Jacobs Lodge - Beauport Holiday Park

Luxury Whitstable Caravan

Barn Heated Pool Oasis: Hot Tub, Bar, Retreat

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Spring Farm Sussex

Burleigh House

The Manor Coach House

95 & 96 Kingsdown Park Sleeps 12 Indoor Pool
Condo rentals with a pool

Excl. apartment 9 mins walk to ExCel up to 5

New Romney Holiday Flat

Seaview Park Luxury Holiday Home, Whitstable.

Penthouse | Workspace | CityViews + Elizabeth Line

One bed apartment in the heart of Tonbridge
Other vacation rentals with a pool

Grasmere Holiday Home in Camber

Modern Coastal Caravan with Lake View

The Hideaway. Romantic retreat

A11 Caravan Coghurst Hall Holiday

Luxury Seasalter Holiday Home

Haven Holiday Park, Kent Coast

Beachside Holiday Caravan (pet friendly)

Cosy Seaside Retreat
When is the best time to visit Ashford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,545 GYD | G$74,670 GYD | G$55,009 GYD | G$35,557 GYD | G$36,394 GYD | G$37,021 GYD | G$43,296 GYD | G$44,760 GYD | G$46,434 GYD | G$43,505 GYD | G$44,969 GYD | G$46,224 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Quick stats about vacation rentals with a pool in Ashford

Total vacation rentals
Explore 50 vacation rentals in Ashford

Nightly prices starting at
Ashford vacation rentals start at G$18,824 GYD per night before taxes and fees

Verified guest reviews
Over 2,610 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Ashford vacation rentals include wi-fi access

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

4.8 Average rating
Ashford stays are highly rated by guests—averaging 4.8 out of 5!
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