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Holiday rentals in Hollesley

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Top-rated holiday rentals in Hollesley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming building with a thatched roof is surrounded by a lush garden. A small pond reflects the structure and trees, while colorful flowers and tall grasses line the water's edge, creating a serene outdoor setting.
Tiny home in Orford
4.99 out of 5 average rating, 112 reviews

The Bindery Orford: a peaceful space for two . . .

Enjoy a unique getaway for two in The Bindery, a converted bookbinding workshop set in a secluded garden belonging to your hosts Jamie & Frances. In the heart of the historic village of Orford, you are a short walk from the River Ore, Orford Quay, Pump Street Bakery, Pinneys, Oysterage Restaurant, Crown & Castle Hotel, two pubs, shop & butcher. Orford is a short drive to Snape, Aldeburgh, Woodbridge & Framlingham. Ideal for couples wishing to relax in this beautiful setting on the Suffolk Coast.

Top guest favourite
A serene landscape is captured at dusk, showcasing the River Deben with small boats in the distance. The grassy foreground is dotted with trees and wildflowers, while a gentle slope leads to the water, creating a peaceful natural setting.
Cottage in Suffolk
4.96 out of 5 average rating, 357 reviews

Unique getaway in stunning riverside setting

The Stables is in a beautiful peaceful part of Suffolk, on the River Deben, with footpaths, wild swimming, pubs within walking distance, birdwatching, views for artists, and fabulous lanes for cycling. Perfect for paddle boarders and kayaks too. The Stables have been converted into a cosy country cottage with contemporary furnishings, fitted kitchen, bedroom with super king bed, en suite bathroom, shower room, wood burner, 2 TVs and wifi, books and games, and tennis court (by arrangement).

Top guest favourite
Shepherd’s hut in Hollesley
4.99 out of 5 average rating, 116 reviews

Secret Paddock, Secluded Hut

Fire Wood Included! Escape to our handcrafted Shepherd’s Hut in Hollesley, set in a private paddock within an Area of Outstanding Natural Beauty. Surrounded by trees and discreetly enclosed with a dog-proof fence, it has stunning views of rolling fields and absolute tranquility. Perfect for couples, solo adventurers, or pet-friendly stays, the hut combines rustic charm with modern comfort. Wake to birdsong, explore scenic walks, and relax in nature, a true hidden gem for a peaceful getaway.

Top guest favourite
The interior features exposed wooden beams and a decorative chandelier hanging from the ceiling. A blend of natural light and warm tones is present, complemented by a cozy seating area with a leather armchair. A wooden dining table with several chairs is positioned nearby.
Barn in Suffolk
5.0 out of 5 average rating, 124 reviews

Red Hare Barn

Newly converted barn in a peaceful rural location 10 mins from the coast in a dark sky area. The barn is all on one level and benefits from fantastic views over the large rear garden and fields beyond. Fast Starlink broadband and electric car charger. Two miles from the historic market town of Saxmundham with Waitrose and Tesco. Close to the seaside resorts of Aldeburgh, Thorpness, Southwold and Walberswick plus Minsemere RSPB bird reserve, Snape Maltings concert hall and Latitude festival a

Top guest favourite
An open-plan living area is featured, with two sofas and an armchair arranged around a wooden coffee table. Natural light enters through large windows, illuminating the modern decor. A dining table is positioned beside the kitchen area, and soft rugs are placed on the tiled flooring.
Home in Chelmondiston
4.98 out of 5 average rating, 161 reviews

Stylish Pin Mill Boathouse - Stunning River Views

The Blackhouse Boatshed is a stylish new small house boasting stunning panoramic views over the boatbuilding and sailing hamlet of Pin Mill and the famous Butt and Oyster pub. Designed and built by local architects and craftspeople, the house is a perfect base for couples, close to the waterfront and in the heart of beautiful Suffolk countryside. There is a fantastic choice of walks, cycling, and horse rides, as well as opportunities to get onto or into the water or stay in and be cosy.

Top guest favourite
A charming thatched cottage is set amidst lush greenery, showcasing a red brick exterior adorned with climbing plants. An arched front door adds character, while a gravel pathway leads to the entrance. Surrounding trees and shrubs enhance the secluded atmosphere of the property.
Cottage in Sutton
4.92 out of 5 average rating, 184 reviews

Amy's Cottage, Sutton Street, Woodbridge, Suffolk

Beautiful Chocolate Box Cottage, with large fully enclosed cottage garden, in a the private grounds of Sutton Hall Estate, Woodbridge - an Area of Outstanding Natural Beauty. Renovated and well equipped to a high standard. Top quality Vispring King Size bed, stone floors in kitchen and dining room. If you like the cottage in the film The Holiday, then this comes close to it!! Pets welcome (Free). A large paddock is also available for horse holidays. Bawdsey beach just 10 mins drive

Guest favourite
Apartment in Woodbridge
4.92 out of 5 average rating, 210 reviews

Elegant town centre apartment with parking space

Freshly refurbished, Georgian first floor 2 bed apartment in a historic town centre building. The building is the former head office of Suffolk seed stores & was converted into shops & two luxury apartments in the 90s. The location is in the centre of town with a parking space behind the building in a private courtyard. A 2 minute walk will take you to the train station & waterfront & historical Sutton Hoo is just a 5 minute drive. You won’t find a better spot to explore the town & county!

Top guest favourite
A charming brick and flint cottage is set in a gravel-filled outdoor area, featuring a neatly manicured shrub and vibrant flowers in terracotta pots. The exterior of the building showcases classic roofing and decorative windows, framed by greenery and a sunny blue sky.
Guest house in Bawdsey
4.84 out of 5 average rating, 204 reviews

Old Bakery Flinthouse

An ideal holiday base for discovering the delights of Suffolk, it is wonderful place set in AONB (Area of Outstanding Natural Beauty) in which to relax and unwind. This comfortable and charming brick and flint cottage boasts light and airy accommodation. It is well placed for exploring the area’s many delights, walking, cycling and bird watching. Bawdsey was also the home of the world's first operational radar station and is close to Sutton Hoo the world famous Anglo Saxon burial site.

Top guest favourite
A bright living room features an L-shaped sofa with a mix of patterned and solid cushions, accompanied by an armchair. A round coffee table sits on a textured area rug with soft lighting from the floor lamp. Potted plants add a touch of greenery, enhancing the inviting space.
Home in Woodbridge
5.0 out of 5 average rating, 236 reviews

Cottage with parking in the heart of Woodbridge

Refurbed in 2022 to a high standard Jasmine Cottage is a hidden gem on a quiet lane in the heart of Woodbridge. With off street parking for two mid size cars and a south facing (sun trap) garden, Jasmine Cottage is a perfect base for a Suffolk getaway. The cottage happily sleeps four but is perfect as a luxurious retreat for two. Location is amazing - Just a few minutes walk from the Market Hill, the Thoroughfare and glorious River Deben. Dogs welcome (fully enclosed garden).

Top guest favourite
The living area features a wood burner, beech wood flooring, and a circular area rug. Two vibrant blue armchairs and a dark sofa are complemented by a small round table. Natural light enters through the shuttered windows, highlighting cozy decorative elements and shelving.
Home in Woodbridge
4.97 out of 5 average rating, 289 reviews

Tide House

Tide House is in the heart of Woodbridge, a beautiful and vibrant market town, on the River Deben. The house is close to the market square, shops, pubs and restaurants A unique home from home, spacious and freshly decorated A perfect base to explore the Suffolk coast and countryside There are lovely riverside walks along the quay and River Deben Close to the station too, a perfect getaway A cot and highchair are available Dogs are very welcome (fully enclosed garden)

Top guest favourite
A charming grey cottage with a white door is framed by lush greenery and blooming white roses. The setting includes green lawns and healthy shrubbery, creating a serene outdoor atmosphere. The cottage's design complements the natural surroundings.
Cottage in Suffolk
4.99 out of 5 average rating, 289 reviews

Charming cottage in idyllic setting

The Cottage is at the end of a pretty tree-lined drive set in the 12 acre grounds of Street Farm. It is a beautiful setting with water meadow and streams, surrounded by an abundance of wildlife. The cottage is detached and well away from the farmhouse making it a wonderfully peaceful and secluded place to relax. There are many footpaths to explore straight from the Cottage, with both the River Deben and Newbourne Springs Nature Reserve in easy walking distance.

Top guest favourite
An aerial view captures the expansive gardens surrounding the farmhouse, featuring neatly trimmed hedges and shrubs in geometric formations. The lush greenery blends with the surrounding fields, extending towards the horizon. The house is visible in the distance, nestled among trees.
Home in Suffolk
4.99 out of 5 average rating, 162 reviews

Idyllic house and gardens on estuary

A beautiful large farmhouse, dating from approximately 1600 and listed Grade II, in acres of idyllic gardens and overlooking a mile-wide river estuary. There is direct access from the bottom of the garden onto the ‘sea wall’ along the river, for walks and wonderful birdwatching. There is a duckpond (fenced) by the house and chickens (collect the eggs), and a large summerhouse with veranda in the garden, as well as a paddock of alpacas!

Popular amenities for Hollesley holiday rentals