Vacation rentals with a pool in Chesil Bank

Headland Hideaway Shepherd's Hut in Lyme Regis

SHEPHERDS HUT An opulent hideaway retreat nestled on the Lyme Bay headland with uninterrupted ocean views, perfect for romantics & family adventurers. With an expansive sundeck, fire pit & swimming pool & endless expanse of garden. Embark on the most charming private adventure from bedroom shepherd's hut & adjacent shower room to the architectural wonder of the glass framed kitchen, diner & sitting room with freestanding log burner & stylish interior. Sit and wonder at the expanse of ocean views

Family · Value · Layout

1 Haven - studio/sea views/indoor pool/steam room

Welcome to 1 The Haven - spacious studio with kitchen and separate shower room. Enjoy stunning sea views across the gardens from your room or from outdoor seating. Take a swim in our award winning, heated, indoor private pool, enjoy our steam room - open 8am to 8pm daily. Guests take turns to have private, sole use. Easy access to S W coast path, village and beach. This is 1 of 2 studios on the ground floor of our home, 2 The Haven (www.airbnb.com/h/haven2-beer-uk) also available or book both!

Location · Family · Hiking

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.

Location · Value · Layout

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)

Location · Value · Biking

Summer Lodge

The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

Location · Family · Outdoor spaces

Buzzard Yurt - A unique eco holiday in East Devon

Unique and comfortable yurt (sleeps 5+), large terrace, stunning views - also you could check out Kingfisher yurt (bigger kitchen) by the swimming pond. Private kitchen, chill-out cabin, shower, rustic flushing loo, compost loo with a view, campfire area. Wild swimming pond (fenced) Hot tub (can be advance booked by EITHER Kingfisher or Buzzard yurt). Dog friendly, footpaths. Kid heaven! By booking you take responsibility for safety of your group. Check-in form /waiver on arrival please.

Location · Family · Bathroom

Large coastal cottage with spa and private pool

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.

Family · Value · Hiking

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

Location · Value · Quiet

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

Location · Family · Indoor spaces

Quackers! An eco/dog friendly shepherd's hut

With open skies and rural tranquility, enjoy lovely views and no neighbours. You are NOT on a campsite!There's no noise/light pollution and dogs can be free in your fenced off area. Quackers includes a lovely wood burner, two bunk beds (bottom bunk can take two) and all the usual amenities. Adjacent is your private bathroom with hot shower and flush toilet - so pretty! Enjoy your fire pit, BBQ and use of the heated swimming pool. A child/dog friendly pub is just seven minutes walk away.

Location · Value · Backyard

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

Location · Family · Accuracy

Cosy Chesil Beach Getaway - Weymouth *no fees!*

Welcome to our beautiful static caravan, situated on the 5* award wining Chesil Beach Holiday Park. You can enjoy views across Chesil beach towards to the Isle of Portland. Ideal for making the most of all that Weymouth has to offer, as well as Portland and the Jurassic Coast. It is also perfectly located for walking the infamous South West Coast Path, which runs along the bottom end of the site. ** PLEASE NOTE, WE DON'T PROVIDE BED LINEN** One dog per booking welcome.

Family · Value · Accuracy