Holiday houses in Boston

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Top-rated holiday rentals in Boston

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Guest favourite
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,298 reviews

Adults Only Cabin With Log Burning Hot Tub

Lakeside Fishing Retreats offers peaceful lakeside stays in the middle of nowhere, yet perfectly placed. Just 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the coast with award-winning RSPB marshes. We have 28 Cabins set on a 3 acre lake: - Adult Only Double Cabin with Log Burning Hot Tub (Pet friendly/Non Pet friendly Cabins) - Standard Double (Child/Pet friendly/Non Pet friendly Cabins). - Twin Cabin (Child/Pet friendly) You can also enjoy our onsite Pizza Shed & Bar!

Top Guest favourite
The image captures a view of Boston Stump, a prominent church tower, rising above the landscape against a clear blue sky. Surrounding trees and a grassy area add a natural touch, while a decorative fence frames part of the scene on the right.
Home in Boston
4.93 out of 5 average rating, 101 reviews

A lovely 2 bedroomed residential home in Boston

A perfect place to stay, this recently renovated two bedroomed Victorian terraced house is in a delightful setting on the bank of the river Witham with stunning views of Boston Stump. Guests benefit from being in a great location, within a 5 minute walk you are in Boston town centre where you will find historic buildings, great shops, pubs & restaurants. Boston train station and a large ASDA supermarket are both within a 10 minute walk. This home from home also has its own private parking space.

Top Guest favourite
The exterior of the Annex@Ormiston is shown, featuring a charming brick facade adorned with greenery and flowering planters. Large, multi-paned windows allow natural light to illuminate the interior. A gravel area in front provides a welcoming approach to the property's entrance.
Home in Boston
4.92 out of 5 average rating, 244 reviews

The Annex @ Ormiston House

*MAY/JUNE OFFER* £69p/n The Annex@Ormiston offers unique accommodation for up to 4 guests, in a self-contained building adjacent to our family home. It has ample private parking, a secure entrance, a private courtyard & access to a large garden. Downstairs, there's a kingsize bedroom, shower room, lounge and fully equipped kitchen. Upstairs, an additional bedroom contains one or two single beds. The property is a 10 minute walk from the town centre and less than a mile from Pilgrim Hospital.

Top Guest favourite
The tranquil river reflects the surrounding greenery and the rustic barn structure. A pontoon is visible by the water's edge, alongside outdoor seating that invites relaxation. Trees frame the scene, creating a peaceful atmosphere for enjoying nature.
Barn in Brothertoft
4.98 out of 5 average rating, 236 reviews

The Barn at White House Farm 1800's 3 bed Barn

The Barn is situated in the grounds of White House Farm, on the banks of the River Witham. It's a wonderfully cosy and private barn conversion with a separate private garden which is fully enclosed ideal for Dogs. Self-contained, 2 bedrooms, newly renovated bathroom, kitchen, wood burner and 65” HD TV with Netflix and Free WiFi. Quiet and very peaceful. We also now have a pontoon on The River behind the Barn from which you can launch your paddle boards, canoes or even go wild water swimming!

Superhost
Farm stay in Freiston
4.84 out of 5 average rating, 86 reviews

Country annexe set within former Priory grounds

The Monks House is a beautiful, self-contained holiday home available to rent set within the courtyard of a 17th Century Manor House sited on the grounds of a former Priory in the village of Freiston nr Boston in Lincolnshire. Whether its tracing the steps of the Pilgrim Fathers or enjoying the wildlife at Freiston Shores Nature Reserve, visiting the historic town of Boston or walking on the beach at nearby Skegness then this is the ideal getaway country bolt hole for you. Small dog acceptable

Superhost
The entrance features a green door with a polished brass handle and a mail slot. The door is framed by a stone arch and numbered '15' in brushed metal. Surrounding greenery adds a natural touch to the facade of the historic building.
Apartment in Boston
4.79 out of 5 average rating, 85 reviews

Ground Floor Apartment, Town Centre.

Our town center flat has lots to offer. It is very close to all amenities, shops, several pubs, restaurants, takeaways and historic areas are all within a short walk. Boston is a historic town and is a great place to explore Lincolnshire. Frampton Marsh RSPB wetland is only a 10min drive, Spalding Outlet and Skegness on the beautiful East Coast is not far. The flat offers sky Q and movies package, Superfast broadband and much more. Free road side parking. Free Washer drier located on 1st floor.

Top Guest favourite
A well-equipped kitchenette features wooden countertops and cabinetry in a muted green shade. Decorative shelves display plants and curated items, while a microwave and kettle enhance functionality. Bright lighting illuminates the space, providing a warm atmosphere for cooking and meal preparation.
Guest suite in Friskney
4.96 out of 5 average rating, 103 reviews

Cosy guest room, pet friendly with outdoor space

Named after our resident Robins, Robins Nest Guestroom is our self-contained accommodation offering a peaceful getaway for comfort and rest. Relax in your own private garden or explore the nearby attractions. Furthermore, we know that your fur babies are an important part of your family. We are pleased to welcome well-behaved pups. Together you can explore dog friendly beaches and Nature trails. Conveniently close to Skegness and Boston. Book your stay today. We look forward to welcoming you.

Guest favourite
Home in Boston
5 out of 5 average rating, 8 reviews

6 bedrooms, 6 bathrooms, 2 x Parking, Pets Welcome

Very Large House - Pets welcome - Free Wi fi - 6 Bedrooms & 6 Bathrooms - Contractors and Families & Pets, 2 parking spaces. All bedrooms have large flat-screen smart TV's and their own bathroom. It has a fully equipped kitchen that provides guests with a microwave, a fridge/freezer, a washer / dryer, a dishwasher an oven & ceramic hob, a toaster, etc. Fresh Towels and bed linen are supplied. The lounge has a fantastically comfortable Lazy boy Sofa's with recliners and a huge 65" smart TV.

Guest favourite
An open living area is depicted with a brown leather sofa and armchair set. A soft area rug with muted tones covers the floor. A decorative wall art piece adds character, and a television is positioned against the far wall, complemented by a green plant in a decorative pot.
Home in Fishtoft
4.88 out of 5 average rating, 25 reviews

The Chapel Retreat

Charming Renovated 125m2 2-Bedroom Retreat Welcome to your home away from home! This beautifully renovated 2-bedroom space combines modern comfort with timeless charm. Perfect for couples, families, or friends, the chapel features an open-plan living area, a fully equipped kitchen, and two cosy bedrooms designed for restful sleep. Located in a quiet but convenient countryside just outside of Boston, you’re just 5 minutes away from the hospital, local cafes, shops, and attractions.

Superhost
Home in Boston
4.95 out of 5 average rating, 42 reviews

Miles House - 3 Bedroom Luxury House

Nestled on the quaint Hartley Street in Boston, this charming home exudes warmth and character. With classic brickwork and a cozy facade, it welcomes you with a blend of traditional charm and modern comfort. Inside, spacious rooms bathed in natural light create a relaxing atmosphere, while tasteful fixtures and a well-appointed kitchen make it perfect for family life. The property also includes a lovely garden, ideal for outdoor gatherings or quiet evenings.

Guest favourite
A well-appointed bedroom features a vibrant floral headboard above a spacious bed, complemented by two cushions. Soft light is emitted from bedside lamps on either side of the bed. Natural light enters through a window adorned with a light fabric shade.
Guest suite in Lincolnshire
4.95 out of 5 average rating, 74 reviews

Mrs Hortons Luxury Guest Room close to Boston

Mrs Hortons offers high end, luxe guest accommodation in the heart of Sutterton village, only 6 miles from Boston. Small, non destructive dogs are very welcome and whilst our accommodation is ideal for couples our comfortable sofa bed is also perfect for children or a third adult. A self contained part of our home including a well appointed kitchenette, as well as a beautiful bathroom with luxury fittings and toiletries for your use.

Top Guest favourite
Condo in Frampton
5 out of 5 average rating, 34 reviews

Woodpecker Lodge

Woodpecker Lodge is situated on the edge of our family home,in the beautiful village of Frampton. The apartment is located on the first floor of our newly built garage. It has a very spacious, modern feel whilst being nestled in countryside. If you enjoy walking and nature, this is the perfect place for you. A 40 minute walk or 5 minutes in the car and you will arrive at Frampton Marsh, where you can grab a coffee and enjoy the views.

Popular amenities for Boston holiday rentals

When is the best time to visit Boston?

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Avg. price$189 NZD$199 NZD$201 NZD$180 NZD$182 NZD$189 NZD$240 NZD$202 NZD$197 NZD$195 NZD$190 NZD$211 NZD
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Frequently Asked Questions

  • What are the best places to stay in Boston?

    Boston has characterful neighborhoods near the historic town centre, leafy residential streets, and the vibrant waterfront area around the River Witham. Staying near the market square, on tree-lined avenues, or close to local parks is often suggested for exploring the town’s heritage and culture.

  • What are the best things to do in Boston with kids?

    Families often explore Boston’s riverside parks, outdoor play areas, and the local nature reserve. The Guildhall Museum shares stories of the town’s history in nearby interactive displays, making it an engaging stop for children.

  • What are some of the best things to do in Boston?

    Explore Boston’s historic Guildhall, climb the tower at St Botolph’s Church—known locally as 'The Stump,'—and wander the market square. The central park and riverside paths invite casual walks.

  • How is the weather in Boston?

    Boston has cool, damp winters averaging 34–46°F (1–8°C), while summers are mild with highs near 72°F (22°C). Rainfall spreads throughout the year, so a waterproof layer is practical.

  • When is the best time to visit Boston?

    Late spring and summer are often recommended for outdoor activities, riverside events, and festivals, when temperatures are milder and days are longer. Spring blooms and autumn foliage give Boston a distinct seasonal atmosphere.

  • What are the best places to visit in Boston?

    Frequently suggested spots include the Guildhall Museum, St Botolph’s Church, and the market square. Many also explore the riverside paths and the Central Park for local greenery.

  • What are some hiking trails in Boston?

    Boston has gentle riverside trails, paths through the nearby nature reserve, and walking routes around Central Park. The fens and wetlands surrounding the town also provide opportunities for relaxed, scenic walks.

  • What are some family activities we can do in Boston?

    Families often enjoy picnics and playgrounds in Central Park, boat rides on the river, and interactive exhibits at the Guildhall Museum. Exploring markets or attending local fairs adds to the experience.

  • What are some of the best day trip ideas from Boston?

    You can explore the countryside around the Lincolnshire Fens, visit local seaside villages, or tour historical market towns nearby. Nature reserves and wildlife centers are also commonly suggested for day excursions.

  • Are there any pet friendly accommodations available in Boston?

    Many accommodations in Boston welcome pets, especially near the riverside, Central Park, and the quieter residential areas. Parks and open spaces around the town make outdoor time easy to enjoy with a dog.

  • What are some local tips for visiting Boston?

    Bring layers and a waterproof jacket, as weather can change quickly. Sampling local produce at market days, exploring historic churches, and paying attention to special town traditions or fairs enhances your visit.

  • What is Boston known for?

    Boston is known for its role in migration history, particularly connections to the Pilgrims, the grand tower of St Botolph’s Church, and its historic market legacy. The town has riverside walks, Georgian and medieval architecture, and longstanding agricultural roots.

  • What are the best hidden gems to explore in Boston?

    Boston has charming alleys lined with independent shops, peaceful riverside gardens, and local art displays in community centers. The nature reserve around the fens is often mentioned for less crowded scenery.

  • What are the best foods to try in Boston?

    Local favorites often include Lincolnshire sausages, plum bread, fresh fish dishes, and produce from nearby markets. Cream teas and traditional pastries are also frequently suggested in local bakeries.

  • What should I bring for a trip to Boston?

    Pack comfortable walking shoes, layers for varied weather, and a waterproof jacket. A reusable tote bag is helpful for browsing outdoor markets or carrying picnic supplies.

  • What is the nightlife in Boston like?

    Boston’s nightlife includes cosy pubs with live folk or acoustic music, relaxed riverside bars, and occasional community events in the market square. Many venues have a friendly, down-to-earth atmosphere rooted in local tradition.

  • What are the most popular events or festivals in Boston?

    Boston has the annual May Fair, traditional market days around the historic marketplace, and heritage-themed celebrations that showcase local history. Seasonal fairs are also frequently suggested in the community.

  • Are there family friendly vacation rentals in Boston?

    Boston has a range of family-friendly rentals, especially in quiet residential streets, the historic centre, and areas near Central Park. Many homes include access to outdoor space or easy routes to local attractions.

Quick stats about holiday rentals in Boston

  • Total holiday rentals

    Explore 130 holiday rentals in Boston

  • Nightly prices starting at

    Boston holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Boston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Boston rentals

  • 4.6 Average rating

    Boston stays receive an average rating of 4.6 out of 5 from guests

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  5. Boston