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Holiday rentals in Boston

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Boston

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

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Guest favourite
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,288 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 Lincolnshire
4.93 out of 5 average rating, 100 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
A bright dining area is featured, highlighting a wooden table set for dining and a plush sofa against a wall. Natural light floods through sliding doors that open to the patio, where outdoor seating is visible. Decorative elements include a modern clock and artwork.
Cottage in Lincolnshire
4.99 out of 5 average rating, 268 reviews

One bedroom boutique cottage NEW refurb & VIEWS

The Stables at The Laurels cottages Relax in this calm, stylish space. A newly refurbished 1 bedroom cottage in the picturesque village of East Keal. Close to Horncastle, Skegness & all the gorgeous market towns. local pubs amazing walks & cycle paths and antique shops. Luxury bathroom Bring your dog and feel free to roam in our paddock. Footpaths on the door stop . Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

Top guest favourite
The exterior of a charming brick annex is visible, featuring distinctive arched windows framed by greenery. The facade is adorned with hanging flower baskets, adding a touch of colour. A gravel driveway offers ample parking space, contributing to a welcoming entrance.
Home in Lincolnshire
4.92 out of 5 average rating, 240 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
A large hot tub is housed in a separate garden building, featuring illuminated water jets that create soft ripples in the turquoise water. The surrounding area is designed for privacy, with subtle lighting enhancing the serene atmosphere.
Bungalow in Horbling
4.96 out of 5 average rating, 165 reviews

Garden Bungalow, Hot tub and Gazebo

Relax in this calm peaceful bungalow set in our one and half acre garden with open views Kitchen has appliances Shower room Two bedrooms One single bed One 4ft bed ( small double) Good wardrobe space. WiFi and Alexa. Free view TV plus fire stick Fan Pool table Views to side and rear across Lincolnshire countryside. Fire pit Separate garden building which houses large hot tub overlooking fields and is private. Pub within walking distance. Local shops and butcher in next village, 20 minute walk

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, 231 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
The exterior of a charming brick cottage is showcased, framed by a well-maintained green fence. Lush greenery surrounds the entrance, and a small seating area is visible on the patio. The roof features traditional tiles and the sky is dotted with fluffy clouds.
Farm stay in Freiston
4.84 out of 5 average rating, 85 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
A spacious bedroom features a king-size bed adorned with patterned bedding in light blue, showcasing bird and floral designs. Two decorative pillows rest at the head of the bed, while a wooden nightstand with a patterned lamp is positioned alongside.
Flat in Boston
4.78 out of 5 average rating, 83 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.

Superhost
Flat in Lincolnshire
4.94 out of 5 average rating, 18 reviews

Stylish 1-Bedroom Apartment Walk to Town & College

Welcome to Ivy House, a charming period building in Boston, Lincolnshire, now home to four beautifully modernised apartments. Ideally located right next to Boston College and just a short walk from the town centre, Ivy House offers a perfect blend of convenience and character. Each apartment is fully self-contained. You'll enjoy a fully equipped kitchen, private bathroom with shower and toilet, washing machine, a comfortable double bed, and a large flat-screen TV for relaxing evenings in.

Guest favourite
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, 273 reviews

Fairytale Cottage in a Beautiful Garden

Step into this charming cottage, tucked away in sunny rambling gardens with plenty of spots to sit and soak up the view. Inside, you’ll find a cosy, thoughtfully styled space full of warmth and character. Wake in peaceful bedrooms nestled in the eaves, with birdsong drifting through the garden. After days spent wandering nearby walks and country lanes, curl up by the log burner or fire up the BBQ. Venture into nearby villages for traditional pubs, local shops and a slower pace of life.

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, 24 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 Haven Village
5 out of 5 average rating, 3 reviews

4 big bedrooms, Wi-Fi, 5 TV's, Car / Van Parking

Ideal for families, leisure guests and workers It is only a half a mile walk from the high street. The space : 4 bedrooms (1 King size bed with en suite) (1 Double Bed) (1 Double Bed) (1 small double bed) 1 large open plan kitchen/dining/lounge space, comfy sofas for you to relax in. 5 x Netflix TVs Fully equipped kitchen tea/Coffee/sugar complimentary Shampoo & soap complimentary Professionally laundered linen Crisp bed sheets and fluffy white towels

Popular amenities for Boston holiday rentals

When is the best time to visit Boston?

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Avg. price$141 SGD$148 SGD$150 SGD$134 SGD$135 SGD$141 SGD$179 SGD$151 SGD$147 SGD$146 SGD$142 SGD$157 SGD
Avg. temp4°C5°C7°C9°C12°C15°C17°C17°C15°C11°C7°C5°C

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 $51 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    130 of Boston holiday rentals include wifi 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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