Holiday rentals with a pool in Chesil Beach

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chesil Beach rentals with a pool

House rentals with a pool

Top guest favourite
Home in Buckland Newton
5 out of 5 average rating, 6 reviews

Woodcutter's Cottage

PeteRating, 5 stars5 months ago
The cottage was beautiful and we loved that there were Christmas decorations up. It had everything that we needed and more. The hosts were very friendly and helpful. Would highly recommend to anyone looking for a relaxing place to stay.
Superhost
Home in Preston Road
4.84 out of 5 average rating, 113 reviews

Spacious Caravan near sea Weymouth Bay Haven

SuzanneRating, 5 stars5 months ago
This is our second time staying in this lovely caravan. It’s always pristine and lovely. I always felt like a home away from home there. The bedrooms are a good size and the extra full bathroom is a definite plus! I’d highly recommend staying here.
Guest favourite
Home in Crossways
4.95 out of 5 average rating, 41 reviews

Stunning Home with Roof Terrace at Silverlake

LaurenceRating, 5 stars3 weeks ago
What a gorgeous place especially up on the roof terrace. Enjoyed the amenities in the leisure centre. Very peaceful setting
Guest favourite
Home in Long Sutton
4.9 out of 5 average rating, 258 reviews

Heated Pool, Hot Tub, Sauna, Games - Upton Bourn

NaomiRating, 5 stars2 days ago
We had the most amazing stay at Upton Borne Lodge for my best mates Hen. Nothing was too much trouble for the host and they came with so many recommendations of activities & food from the local area. The house was spotless and just as described with flexible options for sleeping arrangements. The hot tub, pools, sauna were perfect additions. We didn’t leave all weekend as we had everything we needed! Gill & George were so helpful with everything and it’s well worth the price!
Guest favourite
Home in Branscombe
5 out of 5 average rating, 31 reviews

Idyllic country house, organic swim pond, hot tub

MillieRating, 5 stars3 weeks ago
We had a phenomenal time! The whole house was spotless and the kitchen was so well equipped. We cooked all meals at home and had lovely dinners outside. The garden is absolutely stunning and a dip in the pond was a great thing to do every morning. Thank you so much Ian, we hope to come back again!
Guest favourite
Home in Somerset
4.91 out of 5 average rating, 246 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

MiaRating, 5 stars2 weeks ago
I booked this wonderful property for my best friend's hen do. 10 of us stayed here and hired the property for the weekend. We paid for the garden games, escape room, wine tasting and bbq use for one day. We had the most amazing weekend, we had an entire packed itinerary for almost every hour of the whole weekend from everything available on site and had the best time, we almost didn't have enough time to enjoy every amenity. Not only was the property expansive and full of activities ,even if we didn't pay for extras, but the hosts were incredibly welcoming. From taking time out of their own weekends to check we had everything we needed to setting up games, awarding prizes and giving the bride keepsakes for her wedding they couldn't have made us felt more welcome. Waking up in the morning there were horses, sausage dogs and incredible views paired with a kareoke room and a swimming pool. A site that can accommodate a plethora of activities, we would definitely revisit.
Superhost
Home in Dorset
4.88 out of 5 average rating, 8 reviews

East Creek + beach side + pool, dog Ringstead Bay

ZaraRating, 5 stars9 months ago
location was absolutely perfect for a relax and a decent walk everyday, we paddle boarded up the coast both ways and the scenery was stunning and finished most days with a swim in the pool. if you're after a close too everything place too stay this isn't the place for you but if you're looking for a break away from the world then this will tick all your boxes 🤗
Guest favourite
Home in Blandford Forum
4.98 out of 5 average rating, 55 reviews

Flint Cottage for two with indoor pool & sauna

Noelle And SamRating, 5 stars3 months ago
We had a blissful few days at Flint cottage. Wonderful kitchen to cook in, and multiple fabulous farm shops nearby. We ordered a heat and eat pie and a DIY breakfast pack for our first night, which made the start of the holiday so much more chilled out. The outdoor bath was also really special. We were so comfortable throughout we just relaxed completely. Can’t wait to come back!

Apartment rentals with a pool

Apartment in Portland
4.63 out of 5 average rating, 60 reviews

Seascape Apartment

IreneRating, 5 stars2 weeks ago
We have stayed here a number of times and are always made to feel very welcome. Philippa is a wonderful and friendly host. You can’t beat the location with gorgeous sea views close to the beach, pubs and sailing facilities! There is a spacious kitchen diner fully equipped and ample free parking available.
Superhost
Apartment in Woolland
5 out of 5 average rating, 6 reviews

Cosy ground floor apartment for 4 below Bulbarrow

KateRating, 5 stars7 months ago
Beautiful and peaceful setting. The pool and activities room and playgrounds were wonderful. You could book private sessions in the pool although we also found the communal sessions generally weren’t busy and we often had the pool to ourselves. It was perfect for our daughter as it wasn’t too deep which really helped her build confidence at swimming. We loved playing table tennis and badminton with our older child while the plentiful toys (especially the pedal tractor) kept the little one very happy! Lots to do in the surrounding area, although the peaceful/remote location meant they were all a fair drive away. Apartment was as pictured. It had everything we needed and was always warm- important for October half term break!
Superhost
Apartment in Woolland
4.8 out of 5 average rating, 5 reviews

Ground Floor with Views | Hot Tub + Pool Access

JamesRating, 5 stars7 months ago
A very nice location, that was as advertised. Great amenities and great staff. Thank you.
Apartment in Dorset

Holiday apartment own heated indoor pool & sauna

GrahamRating, 5 stars34 months ago
Awesome location and full length swimming pool with Sauna. Only a 15 min walk into Swanage, beautiful castle only 10 min away and views of the sea. Fantastic full size swimming pool and sauna, our 8 and 10 year old loved it. We weren't able to use the snooker table due to the age of our kids and the lounge is not the most sociable set up for the evenings but the swimming pool made up for it ;-)
Apartment in Portland
4.88 out of 5 average rating, 33 reviews

Quayside Apartment - Large and Spacious Duplex

GaryRating, 5 stars5 months ago
Lovely apartment. Had all equipment and items we required. Access to and from was simple and positioned well for local amenities and activities. Would stay again.
Guest favourite
Apartment in Dorset
4.96 out of 5 average rating, 67 reviews

Studio in beautiful Charmouth

AnnRating, 5 stars2 months ago
The reason for our stay was so that we could help our daughter & her partner with some renovations to their house. So we already know this lovely area well, but for this visit, we were sanding down paintwork rather than enjoying the sand on the beach! We certainly appreciated the hot showers in this lovely clean chalet after a tiring day! There are lovely views of the countryside from the outside seating area - ideal place to sit with a glass of wine. Fortunately, we had lots of sunshine throughout our stay, and as it's the Easter holidays, we expected to see all the chalets occupied, but it was very quiet and we barely saw a soul. The adjacent hotel was also closed for refurbishment during our stay. The chalet is ideally placed for Charmouth, Lyme Regis and coastal walks. We only contacted the owners once during our stay (Netflix query) & Jules responded immediately. We happy to recommend Popple’s Nook and would certainly stay here again.

Destinations to explore