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Vacation rentals in Boston

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Top-rated vacation rentals in Boston

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Top guest favorite
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
4.91 out of 5 average rating, 234 reviews

The Annex @ Ormiston House

*AUGUST SPECIAL OFFERS* 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 and 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 favorite
A scenic outdoor area is highlighted with a picnic table and a firepit, overlooking the tranquil lake. Nearby, a black storage unit is present, and several cabins are visible in the background against a clear blue sky.
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,258 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!

Guest favorite
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, 95 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 favorite
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, 146 reviews

Garden Bungalow and Hot Tub

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 favorite
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, 223 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!

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, 349 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
A quaint dining area is visible, featuring a small table set with tableware. A large window allows natural light to illuminate the space, showcasing greenery outside. A stable door is open, providing additional access to the outside garden.
Cottage in Lincolnshire
4.98 out of 5 average rating, 162 reviews

School Cottage - Cosy 1 bedroom Country Cottage

A cosy mid terraced 1 bedroomed cottage in the small village of Ewerby, near Sleaford. Ideally situated for weddings, sight seeing, or a romantic break in the country. The cottage features an open plan lounge & kitchen with log burner, smart TV, cooker, fridge/freezer & microwave. Winding stairs lead up to the luxurious & cosy bedroom with a standard double bed & en-suite shower room. This is a non smoking cottage & parking is on the street in this safe & peaceful village.

Superhost
A cozy sleeping area features a double bed with a patterned quilt and neatly arranged pillows. A small bedside table sits on each side, equipped with lamps. Natural light enters through a window, while a radiator is positioned against the wall.
Apartment in Boston
4.8 out of 5 average rating, 54 reviews

Studio Apartment. Close to Hospital. Town centre

Ideal for hospital students, work or holidays, this flat is central to shopping, town and historic areas all within a short walk. Boston 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, Netflix and movies, Superfast broadband and everything you will need for a comfortable and enjoyable stay. Roadside parking available.

Top guest favorite
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.
Condo in Frampton
5 out of 5 average rating, 28 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.

Top guest favorite
A charming blue shepherd's hut is surrounded by a fenced garden featuring gravel pathways and green foliage. The structure includes large windows for natural light, and a deck area with seating is visible in front, inviting guests to relax outdoors.
Shepherd’s hut in King's Lynn
5 out of 5 average rating, 604 reviews

Luxury Shepherds Hut in West Norfolk

Willowfen Retreat is a single Luxury Shepherds Hut which is accessed by its own private gravel track. It sits in its own (dog/pet friendly) fenced garden away from the owners own property. Inside there is a kitchen and ensuite shower room. It is a very peaceful setting ideal location for exploring The Fens, The Wash and The Broads. Complementary basket of milk, bread, butter, jam, free range eggs etc is supplied to help you settle in.

Top guest favorite
A charming garden space surrounds the cottage, featuring a wooden pergola with seating and an umbrella. Lush greenery and colorful flower pots add vibrancy to the scene, while the textured brick facade of the cottage is visible in the background.
Cottage in Langrick
5 out of 5 average rating, 77 reviews

Cosy riverside cottage in peaceful Lincolnshire

Hello, I’m Kathy, and I live with my husband Alan in a charming riverside corner of the Lincolnshire countryside. We’ve styled Witham Cottage with a cosy, country-inspired feel, featuring soft pastel tones, a big leather sofa, and inviting furnishings that make it a perfect retreat. The cottage is nestled within beautiful gardens that wrap around the property, and the riverbank is just a short walk away alongside the gardens.

Guest favorite
A modern kitchen is featured with sleek grey cabinetry and warm wooden accents. The space is arranged with a dining area showcasing a wooden table set for four, complemented by blue dishware. Exposed brick details add texture, while soft lighting creates a welcoming ambience.
Apartment in Lincolnshire
4.98 out of 5 average rating, 55 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 vacation rentals

When is the best time to visit Boston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,759 GYDG$22,177 GYDG$22,805 GYDG$21,968 GYDG$22,177 GYDG$23,014 GYDG$29,291 GYDG$24,688 GYDG$24,060 GYDG$23,851 GYDG$23,223 GYDG$25,734 GYD
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 vacation rentals in Boston

  • Total vacation rentals

    Explore 130 vacation rentals in Boston

  • Nightly prices starting at

    Boston vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Boston vacation 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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