
Holiday rentals with a pool in North Dorset District
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Top-rated rentals with a pool in North Dorset District
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Heated Pool, Hot Tub, Sauna, Games - Upton Bourn
🍾 Luxury celebration house with private heated pool, hot tub & sauna ✨ Made for unforgettable birthdays, reunions & weekends away together 🚶 Walk to 3 fantastic pubs through Somerset countryside Welcome to Upton Bourn Lodge — a stylish large-group escape designed for bringing everyone together. Perfect for milestone birthdays, hen weekends, family gatherings and reunions, the lodge combines huge sociable spaces with luxury leisure facilities, all surrounded by peaceful Somerset countryside
FamilyLocationCheck-in
4.91 out of 5 average rating, 312 reviews
Everdene shepherd's hut
Lovely views of the Blackmore Vale (amazing sunsets weather permitting!) Our huts are in a secluded area of the farm. Kingsize bed/twin beds opposite ends with curtains for privacy. Woodburner, hot/cold running water, fridge, hob, microwave, wardrobe. Picnic bench & fire pit outside. Wonderful walks, only 10 minutes on foot to village shop and pub. Great for families. Short walk to luxury wetrooms, w/m, drier. Fishing on farm. Indoor exercise pool payable locally. (Subject to availability)
ValueLocationBiking
4.89 out of 5 average rating, 212 reviews
Pony View Lodge
Welcome to Pony View Lodge a beautifully designed holiday retreat with the added luxury of a hot tub. This self-catering accommodation is located in the countryside of Dorset. Sleeping up to 4 guests. The space offers two bedrooms, a kingsize bed and single bed- converting to a double. A family shower room, well equipped kitchen with intergrated appliances and breakfast bar for dining. Outside offers a private garden, hot tub, barbecue and secure parking. A Smart TV, Wifi & Alexa included.
LocationValueKitchen
4.98 out of 5 average rating, 155 reviews
A luxury unique home spa - White Stones Retreats.
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.
ValueLocationAccuracy
4.85 out of 5 average rating, 206 reviews
Secluded hideaway, heated pool, walks, fossils
The Annex is bright, comfortable and cosy with a wood burner for winter. The public footpath crossing our garden next to the river Char links with many others - great for dog walkers. We are close to Charmouth beach and Lyme Regis – renowned for their fossil treasures. Love swimming? our freshwater pool is generally heated to a very cosy 29 - 30 degrees (warm bath temperature) and can be used from April to October With advance notice, the twin beds can be connected to form a king size bed
LocationFamilyBeach
4.95 out of 5 average rating, 244 reviews
Clover Carriage with pool, sauna and outdoor bath
Nestled into our working farm, this lovingly restored railway carriage is the perfect spot for a romantic stay away. The views are out of this world and all viewable from the large glass doors so you can stay tucked up in bed or on the sofa in front of the fire, with great wifi, free access to our beautiful heate pool & sauna (located in the pool house), beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and a romantic outdoor bath
ValueFamilyCheckout
4.99 out of 5 average rating, 333 reviews
Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th
LocationFamilyPets
4.8 out of 5 average rating, 203 reviews
Unique, romantic & private luxury country retreat
Unique. private & very ancient dovecote near Salisbury & Stonehenge with a fabulous swimming pool in gorgeous peaceful countryside with wonderful walks straight from the door. Beautifully furnished, very well equipped, romantic & spacious. Thick stone walls make it warm & cosy in winter, cool in summer as well as very quiet. It has an exceptionally comfortable super kingsize bed, rolltop bath, huge velvet sofa, sound system, 50" TV, fully equipped kitchen, dining area & shower room.
ValueLocationCheck-in
5.0 out of 5 average rating, 182 reviews
16 Century cottage at foothills of Glastonbury Tor
16th Century farmhouse, boutique cottage, with large tranquil gardens and private swimming pool. Ample Parking. Walk across fields to Glastonbury Tor. Built with stone from Glastonbury Abbey, renovated to show old beams & flagstones, using traditional lime and Eco-friendly paints. Drinking water filter. Log burner in fireplace, and underfloor heating in the kitchen make it extra cosy in winter. Double room, views through stone mullions across valley. Twin room with En-suite.
ValueLocationTV
4.96 out of 5 average rating, 169 reviews
Barford St Martin - The Apple House
Built in 2015 this AWARD WINNING architect designed house is within an" Area of Outstanding Natural Beauty " 6 miles from Salisbury , 7 miles from TISBURY and 10 miles from Stonehenge . With far reaching views across the Nadder Valley . Sleeps 4 + infant ( travel cot suitable for babies up to 12 months only )Special reduced rates for 1-2 people booking midweek using one bedroom and bathroom - enquire via messages Natural swimming pond available to use with prior consent
LocationFamilyBathroom
4.98 out of 5 average rating, 102 reviews
The Duck House. A child/dog friendly rural chalet
The Duck House is a lovely child/dog friendly chalet nestling in the orchard at Plenty Cottage. Quiet and peaceful it's the perfect retreat for a family - and dogs are especially welcome! Open plan living it’s a comfortable and home from home. A wonderful rambling garden, summerhouse, BBQ and a (free) heated swimming pool (1st April - 31st Sept). The mantra is 'No Stress'. Ample parking, dog/child friendly pub 7 mins walk away. Wonderful NT beaches just five min drive.
LocationFamilyTV
4.89 out of 5 average rating, 242 reviews
Secret Rural Retreat
An idyllic countryside hideaway set amongst the rolling hills of Dorset, just two miles north of the historic market town of Sherborne. Escape to our cosy, converted barn, relax in the lovely gardens, take a walk around our lake or swim in our pool. Peace, quiet and beautiful surroundings await. There is Wifi and Netflix for entertainment in wet weather as well as a number of games and a library of books.
FamilyLocationWi-Fi
4.91 out of 5 average rating, 446 reviewsPopular amenities for North Dorset District rentals with a pool
House rentals with a pool

Cosy barn conversion with connecting indoor pool
FamilyValueOutdoor spaces
4.87 out of 5 average rating, 119 reviews
Cosy Chesil Beach Getaway - Weymouth *no fees!*
LocationFamilyParks
4.97 out of 5 average rating, 293 reviews
Country House - Pool Jacuzzi Escape Room Karaoke
FamilyValueIndoor spaces
4.91 out of 5 average rating, 292 reviews
Pet friendly 2 bed holiday home
ValueFamilyIndoor spaces
4.95 out of 5 average rating, 110 reviews
Coastal, New Forest 3 Bed Home Facilities Included
LocationValueCheckout
4.89 out of 5 average rating, 201 reviews
Fontwood Cottage – Woodland Hideaway with Hot Tub
LocationValueSleep quality
4.91 out of 5 average rating, 32 reviews
The Lindens
LocationFamilyBathroom
4.98 out of 5 average rating, 44 reviews
6-Bedroom Retreat w/ Pool, Sauna, Garden & Bar
LocationFamilyLayout
5.0 out of 5 average rating, 56 reviewsCondo rentals with a pool

Relax and unwind. Pool/gym great village pub
FamilyValueLayout
4.91 out of 5 average rating, 333 reviews
Luxurious, romantic courtyard barn conversion
LocationFamilyCheckout
4.97 out of 5 average rating, 58 reviews
Meadow View -set on its own with use of pool & gym
FamilyLocationCheck-in
5.0 out of 5 average rating, 23 reviews
2-BR Penthouse Apt. close to Beach with Pool*.
FamilyValueSleep quality
4.81 out of 5 average rating, 91 reviews
Old Brewery home with pool and gym access
ValueLocationDecor
4.86 out of 5 average rating, 63 reviews
The Palms, Apartment 20
LocationValueKitchen
4.97 out of 5 average rating, 34 reviews
Seascape Apartment
LocationFamilyBeach
4.62 out of 5 average rating, 65 reviews
Studio in beautiful Charmouth
ValueLocationGetting around
4.95 out of 5 average rating, 75 reviewsOther holiday rentals with a pool

Luxury Barn Conversion, Indoor Pool, Gym, Tennis
FamilyLocationHeating
4.96 out of 5 average rating, 135 reviews
Chalet with beautiful views on slopes of Tor
FamilyValueCheckout
4.92 out of 5 average rating, 116 reviews
Sandy Balls Holiday Village New Forest Hampshire
FamilyLocationHeating
4.99 out of 5 average rating, 216 reviews
Luxury flat with indoor pool
LocationFamilyLayout
4.96 out of 5 average rating, 206 reviews
Cottage Pye - Beautiful Barn In The New Forest
FamilyLocationPets
4.88 out of 5 average rating, 154 reviews
Charming cottage with pool in the New Forest
FamilyValueCheckout
4.98 out of 5 average rating, 105 reviews
Lovely 'Seaside Lodge’ Hoburne Naish Nr New Forest
FamilyLocationBeach
4.96 out of 5 average rating, 164 reviews
Piilopirtti - a traditional Finnish log cabin
LocationValueKitchen
4.94 out of 5 average rating, 318 reviewsDestinations to explore
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- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Brean Beach
- Boscombe Beach
- Lower Mill Estate
- Highclere Castle
- Mudeford Quay
- Durdle Door Holiday Park
- The Tank Museum
- Winchester Cathedral
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Marwell Zoo
- No. 1 Royal Crescent





