Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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Guest favourite
An outdoor deck area features comfortable seating with dark wicker furniture, providing views of sandy dunes and the sea. A glass balustrade surrounds the space, allowing unobstructed sightlines of the coastal landscape. Natural light fills the area, enhancing the inviting atmosphere.
Cottage in Anderby Creek
4.93 out of 5 average rating, 317 reviews

Beach-front cottage. Sea view from every room.

Anderby Creek was voted one of the UK's best undiscovered beaches by AOL, The Times & The Telegraph. The house has simply beautiful views of the beach, sea and sand dunes with extensive decking surrounded by glass balustrade where you can sit outside and enjoy the sea air. It's a family home, fully centrally heated and comfortable. Expect mismatched crockery & imperfection! It's a steep drive up to the house & steps to the beach (although you can go around the drive way) so not suitable for all

Guest favourite
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,297 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, 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
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 Boston
4.92 out of 5 average rating, 243 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, 235 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
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
4.79 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.

Superhost
Flat in Boston
4.95 out of 5 average rating, 19 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.

Superhost
Townhouse in Boston
4.75 out of 5 average rating, 8 reviews

Silk Hotel entire house Six Beds, Kitchen,Dinning

Welcome to your home away from home! Enjoy our brand-new private six-bedroom house, thoughtfully designed for comfort, relaxation, and convenience. The property offers spacious living areas, comfortable bedrooms, and everything needed for a pleasant stay. A hot tub and sauna are also available at an additional cost for extra relaxation. Two similar six-bedroom houses are located next door, making this an excellent choice for larger group stays while still enjoying your own private space.

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.

Top guest favourite
The exterior of Welby Cottage is characterized by natural stone walls and a pitched roof. A small tree and grassy area are visible in front of the cottage, alongside a paved path leading to the entrance. The nearby hedged wall adds a sense of privacy.
Home in Market Deeping
4.96 out of 5 average rating, 138 reviews

Beautiful Cosy Cottage Retreat

Welby Cottage is a hidden gem in the heart of Market Deeping. A stone's throw from the High Street. You walk out of the cottage through a beautiful listed historic arch, to be welcomed by a range of shops, bars and restaurants. You are getting more than just a gorgeous place to hang out. We will provide a complimentary welcome box. The moment you arrive here you will feel at ease. The walls are decorated in soft relaxing colours complimented by high quality flooring and furniture.

Top guest favourite
A charming brick building with white window frames and a gable roof is set against a clear blue sky. Lush green trees provide shade in the foreground, while a wooden fence outlines the property, enhancing its countryside appeal.
Apartment 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.

Guest favourite
Flat in Boston
4.98 out of 5 average rating, 63 reviews

The Duke Suite at The Rooftops

This beautiful victorian building comprises of 3 immaculately refurbished and beautifully presented apartments. Climbing over 3 floors views the rooftops provide wonderful views. The property is tucked away in a quaint lane close to the historic market place. our USP is to provide bespoke wish lists from arranging dinner reservations to booking hair & beauty appointments to cater for all events.

Popular amenities for Boston holiday rentals

When is the best time to visit Boston?

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Avg. price$141 SGD$149 SGD$150 SGD$135 SGD$136 SGD$141 SGD$180 SGD$152 SGD$148 SGD$146 SGD$143 SGD$158 SGD
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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 $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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