Vacation rentals in Old Bolingbroke

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Top-rated vacation rentals in Old Bolingbroke

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Guest favorite

The charming cottage exterior features rustic brick walls and a pitched roof, framed by lush green foliage and flower beds. Seating areas with wooden chairs are situated on the lawn, inviting relaxation amidst the serene garden surroundings.

Cottage in Hagworthingham

4.94 out of 5 average rating, 228 reviews

Fairytale Cottage in a Beautiful Garden

Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

Top guest favorite

The exterior of a red brick building is shown, featuring large windows and a white door. A patio area is visible, with a neatly maintained gravel surface and a lawn beyond. The sky is overcast, hinting at the tranquil countryside setting.

Cottage in Old Leake

4.96 out of 5 average rating, 182 reviews

The Scholars

A light open planned living space, with fitted kitchen, washing machine and fridge and cooker. Two comfy sofas, one of which is a bed settee, TV and Wi-fi . A dining table and chairs, complete this lovely holiday accommodation. Two large airy double bedrooms, with ample storage. A lovely walk in shower, complete with heated luxury towel rail. USB charging points throughout the property. It will be deep cleaned between guests , is self contained to ensure peace of mind with social distancing

Top guest favorite

A modern glamping pod features a unique arched roof and a wooden deck with slatted railing. The exterior showcases a brown shingle design, set against a softly lit sky. The surrounding grassy area provides a natural setting for relaxation.

Cabin in Hagworthingham

4.98 out of 5 average rating, 135 reviews

Lovely Glamping Pod with Hot Tub

Experience luxury and comfort in our spacious glamping pods at Pepperwood Pods. The pod is fully centrally heated and features an ensuite bathroom, a well-equipped kitchen with a coffee machine, dishwasher, cooking utensils, and condiments. Relax in the double bed or on the sofa bed, and enjoy entertainment with the TV and WiFi. The unique glass end wall entrance offers stunning views and natural light. Unwind in your private hot tub or lounge around the fire pit for a serene evening.

Top guest favorite

The caravan is set on a grassy area, featuring a spacious deck. Surrounding trees provide a natural backdrop, while a gravel pathway leads to the entrance. The exterior is light-colored, with multiple windows allowing ample natural light.

Camper/RV in Stickford

4.95 out of 5 average rating, 524 reviews

Static Caravan on private garden

Situated in Stickford at the base of the Lincolnshire Wolds this is a great place to explore Lincolnshire. Wonderful dog friendly beaches 25 minutes away with plenty of walking and fishing locally. The historic city of Lincoln is 45 minutes, and the seaside town of Skegness is 15 miles away. The caravan is situated in our garden which has a large pond so children must be supervised at all times. We have 3 dogs, 3 flightless ducks and free ranging chickens so visiting dogs must be on leads.

Guest favorite

A spacious indoor heated pool area features a serene swimming pool surrounded by artificial grass. Expansive windows allow natural light to flood the room, framing views of the outdoor landscape. Comfortable seating areas are placed nearby, creating a relaxed atmosphere.

Barn in Kirkby on Bain

4.95 out of 5 average rating, 253 reviews

Luxury Annex beside the River Bain Nr Woodhall Spa

A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

Top guest favorite

A charming brick structure is visible, set amidst an open landscape. Lush hedges and a gravel driveway frame the entrance, while a modest white door offers access. The sloped roof and chimney add character, complemented by a serene sky with scattered clouds.

Cottage in Spilsby

4.96 out of 5 average rating, 138 reviews

Retreat to a former Chapel, relax in privacy.

With unspoilt views over countryside, our former Chapel on the Lincolnshire Wolds doorstep offers the perfect place to enjoy a memorable relaxing stay. Visit all that this County has to offer, including miles of lovely beaches, followed by snug winter evenings in front of a Log Burner, or warm summer evenings relaxing on the Patio, perhaps observing the wildlife. There is a myriad of tracks and paths around for walkers and cyclists alike. We offer comfort with a homely feel.

Top guest favorite

The bathroom features a large copper bath set against exposed brick walls and timber beams. Natural light enters through a skylight and the space is complemented by antique-style decor, with fluffy white bathrobes hanging and decorative framed prints on the walls.

Cottage in Lincoln

4.99 out of 5 average rating, 318 reviews

Granary Digby, Luxury rural cottage nr Lincoln

Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Top guest favorite

The exterior of a semi-detached cottage displays a whitewashed facade and a traditional green front door. Two brick chimneys rise from a sloped roof, while windows with white frames provide symmetry across the front. A sign above the doorway details the establishment's historical significance.

Home in Stickney

4.86 out of 5 average rating, 517 reviews

Honeysuckle Cottage, 2 bedroom cottage

A historically significant building,Honeysuckle Cottage has been beautifully restored. The front has been kept with the original front door but actually it is semi detached. It has exposed ceiling beams and natural wood furniture. The vintage decor adds to the homely feel of this two-bed cottage, perfectly equipped for a couple or small family to stay. Easy to access by car or bus, this cottage provides the escape of the countryside with the convenience of a large village.

Top guest favorite

Vibrant pink coneflowers fill the foreground, showcasing their large petals and distinctive center. Behind them, a cozy green Shepherds Hut can be seen, nestled within a well-tended garden. Lush greenery and flowering plants frame the scene under a bright blue sky.

Shepherd’s hut in Lincolnshire

4.99 out of 5 average rating, 111 reviews

Fully equipped, comfortable, Shepherds Hut.

Nestled in the AONB Lincolnshire Wolds at the heart of Tennyson country this cosy, comfortable, well equipped Shepherds Hut is the ideal getaway for 1/2 adults craving unspoiled countryside and a place to recharge. The Hut is in a peaceful country garden with its own fenced in area for privacy. Enjoy views over fields and hills beyond. Zero light pollution, so starry skies. Nominated for top 10 self-catering accommodation 2024 and 2025 by Lincolnshire Life Mag.

Top guest favorite

The exterior of a uniquely shaped wooden pod is depicted, featuring a sloping roof and a large arched window. The door is made of natural wood and is flanked by potted plants. The pod is surrounded by greenery, including shrubs and flowering plants.

Place to stay in Lincolnshire

4.95 out of 5 average rating, 157 reviews

♥cosy; parking; garden; rural cycle/walks+more

Idyllic, rustic, quiet self contained private 1 bed Pod in the meadow style garden of a Victorian house on the edge of the Lincolnshire Wolds and also within walking distance of Horncastle market place, shops and amenities. Private entrance with self check in and own parking space, use of large garden, galley kitchen (with sink, small fridge, microwave), dining area and bedroom (double bed) with en-suite suitable for 1-2 adults only (sorry no children or pets).

Guest favorite

The exterior of a charming brick barn reveals a well-maintained driveway leading to the entrance. Bright blue skies and scattered clouds provide a serene backdrop, while hedges and greenery border the property, enhancing the sense of privacy in a peaceful rural setting.

Barn in Mareham on the Hill

4.98 out of 5 average rating, 208 reviews

The Barn, Mareham On The Hill

Welcome to The Barn — a luxurious detached retreat in the peaceful village of Mareham on the Hill. Originally built in 1904, The Barn was once part of a working farm and has been thoughtfully converted into a stylish, comfortable living space, blending rustic charm with modern comforts. Whether you’re looking to explore the Lincolnshire Wolds, visit nearby Horncastle, or simply enjoy a restful countryside escape, The Barn provides the perfect base.

Superhost

An outdoor area features a charming patio with a round wooden table and two chairs, surrounded by a gravel pathway. Green foliage and potted plants enhance the space, while the brick walls and a wooden trellis offer structural elements that define the inviting setting.

Condo in Lincolnshire

4.73 out of 5 average rating, 226 reviews

Self contained double room, lounge and bathroom

Situated on the edge of the Lincolnshire Wolds (AONB) in the historic market town of Spilsby. The Carriage House is a unique property close to the market square with good bus links to neighbouring towns. Boston is 17 miles away, Skegness 11 and Lincoln 25. The area is known for its close links to aviation history with museum and RAF Coningsby 15 minutes away. Bolingbroke Castle is 10 minutes by car and Gunby Hall just one of many places to visit.