Holiday rentals with a pool in Chickerell

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Top-rated rentals with a pool in Chickerell

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Top Guest favourite

Shepherd’s hut in Lyme Regis

4.99 out of 5 average rating, 111 reviews

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

Guest favourite

Chalet in Dorset

4.94 out of 5 average rating, 264 reviews

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge down its own drive at the edge of Swanage Bay View. Adjoining Townsend Nature Reserve it enjoys utter tranquillity and spectacular views over the bay, as seen on 'A Place in the Sun'. With its tasteful modern furnishings, central heating and double glazing, Seascape is a cosy winter retreat, while in Spring and Summer use of a 1903 beach hut on a private beach is included. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

Guest favourite

Chalet in Weymouth

4.96 out of 5 average rating, 202 reviews

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.

Top Guest favourite

Yurt in Colyford

4.99 out of 5 average rating, 102 reviews

Kingfisher yurt, A unique eco holiday in Devon

Unique yurt (sleeps 5+) surrounded by oak trees and next to our (fenced) wild swimming pond (shared). Private large, rustic, open plan kitchen (+ games, maps and books), shower, compost loo and fire pit. The shared games/music cabin adjoins your kitchen. Homegrown produce available in season. Dog friendly. Use of our 26 acre rewilding woodland a 45 minute hike away. Bookable hot tub. The safety of your group is your responsibility. Check-in form /waiver to sign on arrival please.

Top Guest favourite

Campervan/RV in Dorset

4.99 out of 5 average rating, 76 reviews

Littlesea Holiday Park - High Spec ‘Silver’ Van

2 Bedroom Caravan (Max 6 people) with large south facing side patio. Our van is ideally located on the park in the ‘Wey Valley’ area (see site map in photos) with 1 neighbour each side, none to the rear or immediately in front. Less than a 2 min level walk to the front door of the main Park facilities. A brand new in 2022 van, with a high specification. Sun all day on the patio and front deck where you will enjoy the evening sun setting as you look towards Chesil Beach and the Fleet Lagoon.

Guest favourite

Bungalow in Charmouth

4.95 out of 5 average rating, 200 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

Top Guest favourite

Train in Axminster

4.99 out of 5 average rating, 258 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 sauna in the pool house (pool closed for winter!), beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights. It's a winter dream.

Superhost

Home in Preston Road

4.84 out of 5 average rating, 112 reviews

Spacious Caravan near sea Weymouth Bay Haven

Our holiday home is spacious with a well equipped kitchen. Located 12-15min flat walk (buggy friendly) from the seaside. The Haven park offers a swimming pool, live entertainment and play areas for kids until 14th November (access to indoor complex is an additional fee on a first come first serve basis) We are opposite the activity field. One car parking space next to the caravan.. CHANGEOVER DAYS ARE MONDAY OR FRIDAY. Please contact us to make a shorter booking or with any questions.

Guest favourite

Apartment in Whitchurch Canonicorum

4.94 out of 5 average rating, 262 reviews

The Duck Wing, quirky dog friendly apartment

The Duck Wing is a quirky, self contained apartment on the first floor within Plenty Cottage. It's beautifully appointed for a relaxed, carefree stay in a wonderfully rural environment. Nothing is too much trouble. It sleeps two in double bed in a pretty bedroom and has a double sofa bed too. Own bathroom/shower, a separate WC and a warm spacious living area. The pub is 7 mins walk away and the beaches a 5 mins drive. The private, heated swimming is available 1st April - 31 Sept

Guest favourite

Cottage in Charmouth

4.9 out of 5 average rating, 126 reviews

Daisy Cottage on the Jurassic Coast

A cosy and stylish, dog-friendly cottage, set amid the beautiful fields and woodlands of the Fernhill Estate with easy walking access to the coastal village of Charmouth and only 2 miles to Lyme Regis. The South West Coastal Path runs opposite our front door and our guests have seasonal access to a heated outdoor pool. Our cottage sleeps four and is furnished and equipped to a very high standard with everything you need for a relaxing holiday on the Jurassic Coast in West Dorset.

Guest favourite

Home in Dorset

4.97 out of 5 average rating, 231 reviews

Cosy Chesil Beach Getaway - Weymouth

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.

Guest favourite

Tiny home in East Coker

4.94 out of 5 average rating, 187 reviews

The Little Stable & Indoor Pool, Flo’s Cottages

Edge of picturesque village converted stable at Flo's Cottages for 2 only 2K from town, countryside setting with rural views. A bolthole for couples with countryside walks from the doorstep. A fully equipped kitchen, living area, shower room, indoor heated pool & EV charger (extra charge). Enjoy the patio in the evening sun, enjoy the views or grab a blanket, snuggle up & enjoy a beautiful starry evening after a day out exploring the local countryside & coastline.