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Holiday houses 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, 110 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, 353 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, 110 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
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, 156 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 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.
Guesthouse in Bawdsey
4.84 out of 5 average rating, 202 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 charming brick holiday home is surrounded by blossoming yellow daffodils and lush greenery. The front features a blue door, complemented by vibrant pots and ornamental plants. A sunny sky casts a bright light over the garden, enhancing the inviting atmosphere of the space.
Tiny home in Felixstowe
4.95 out of 5 average rating, 383 reviews

Delightful Victorian Garden Room. Seaside walks.

This memorable place is anything but ordinary. Once the site office for the builders of this row of Victorian town houses, this is now a delightful and characterful holiday home. We offer a beautifully decorated sitting and dining area, comfortable bed and a compact modern shower room. You will have fast broadband, tv with Sky/Netflix. Microwave, kettle & toaster, bread & cereal to make breakfast. You have your own entrance and can sit in our garden where you may be joined by our pets.

Top Guest favourite
A charming cabin exterior is showcased, featuring two wooden chairs positioned on a paved patio. Flower baskets adorn the windows, adding splashes of color. The landscaped grass area is complemented by various planters, contributing to a welcoming outdoor space.
Guesthouse in Essex
4.96 out of 5 average rating, 258 reviews

Bijou cabin next to the sea

The cabin lies in the grounds of the hosts main dwelling which is situated within 200 yards of Frinton's spectacular greensward and beautiful sandy beaches. The cabin is within a very leisurely 10-15 mins walk to the facilities of both Frinton and Walton where there is an abundance of shops, cafes, eating establishments and entertainment. Further afield and depending on your interests there are many other outstanding places to visit which I'd be only too happy to discuss with you.

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, 233 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 exterior of The Annexe is depicted, showcasing a dark-clad structure with a charming roof and well-maintained gardens. The surrounding grassy area is spacious and includes a gravel driveway. Fencing enhances the sense of privacy, while open countryside views are visible beyond the property.
Guest suite in Woodbridge
4.98 out of 5 average rating, 219 reviews

Near Woodbridge The Annexe Eyke fantastic views

Copse House is the old village Police House. situated outside of the village in two acres, with its own paddock/stables. The garden and paddock are totally dog safe and secure. Guests have total access to the paddock if required to exercise their dog. One main bedroom with double bed. However the lounge has a sofa bed that we can provide bedding for existing guests/child. The Annexe is totally self contained, it has its own drive and enterance. Completed to a high standand

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, 181 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. Newly renovated, which is 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.

Top Guest favourite
The exterior of a stylish single-storey barn is presented, featuring a sloped roof and large glass doors. Comfortable outdoor seating is arranged on a paved area, framed by greenery. A dog stands on the grass, adding to the welcoming ambiance of the space.
Barn in Gosbeck
5.0 out of 5 average rating, 107 reviews

Suffolk country barn, perfect for a quiet escape.

The Cowshed is a lovingly converted stylish single storey barn providing luxury spacious self catering, child & pet friendly accommodation with a large enclosed private garden. Situated up a bridleway 1/4 mile from a single track lane this is the perfect quiet escape. Enjoy walking the numerous footpaths straight from your door taking in the wildlife and countryside views. Located within easy access to Woodbridge, Framlingham and the Heritage Coast.

Top Guest favourite
A cabin with a modern wooden deck features an enclosed area for an outdoor spa bath, positioned on a green lawn. A small table and chairs are visible on the deck, and a gentle steam rises from the spa. A firepit is situated nearby.
Hut in Rendham
4.91 out of 5 average rating, 274 reviews

Off grid cabin with luxury spa bath with jets

The perfect place to leave life behind and disconnect. Upper Grove Farm is a rural retreat nestled in 100 acres of farmland. Just 10 miles from Suffolks Heritage coastline. This cabin features: - An outdoor spa bath which will comfortably fit two with air Jets on a completely private, enclosed deck. - Rainfall shower. - King bed with memory foam mattress. - Underfloor heating. - Dog friendly, with walks across the farm. - Meet our pigs.

Popular amenities for Hollesley holiday rentals