Vacation rentals in Boston

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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$8,332 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 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

Top-rated vacation rentals in Boston

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

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Guest favorite
A cozy bedroom features an arched window with garden views, allowing natural light to illuminate the space. The brick wall adds character, and a chandelier hangs overhead. A full-length mirror and patterned bedding contribute to the room's inviting feel.
Guesthouse in Lincolnshire
4.94 out of 5 average rating, 31 reviews

Honey Cottage

Welcome to Honey Cottage, a charming Grade II listed converted stable in the heart of Lincolnshire. This cozy retreat offers a spacious double bedroom with garden views, an open-plan living area, private entrance, and free nearby parking. Enjoy local spots like the Wheatsheaf Pub and Apple Tree Resort, perfect for golf and dining. Explore scenic riverside paths for walking or cycling. Just 10 minutes from Boston and 45 minutes from Skegness beach, Honey Cottage is your perfect countryside escape

Guest favorite
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,315 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 favorite
A traditional log cabin is featured with an inviting wooden exterior. The structure includes a covered porch with wooden railings and several windows that allow natural light to fill the interior. Surrounding greenery complements the peaceful setting.
Cabin in Anton's Gowt
4.98 out of 5 average rating, 96 reviews

Traditional Log Cabin Lodge in a Peaceful Location

Cider Lodge is a traditional two bedroom log cabin, situated in a tranquil location along side a river, ideal for family breaks. Perfect for relaxing, exploring and visiting the local historic town. We are located in a small village featuring a great family pub called 'The Malcolm Arms which is within walking distance. We are 2 miles north-west of Boston and are 150 yds from the river Witham which is great for walking, cycling, fishing and paddleboarding. One well behaved pet is welcome to stay.

Top 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 Boston
4.93 out of 5 average rating, 105 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
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, 247 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.

Guest favorite
Guesthouse in Donington
5 out of 5 average rating, 9 reviews

Sycamore Stay - A Tranquil, Peaceful, Rural Stay

Welcome to Sycamore Stay, a peaceful quiet guest house nestled in a quiet rural setting. Well positioned for easy travel and excellent road connections nearby for the A52, A16, and the A17. Perfect for one person, families, or couples looking to slow down and unwind, Sycamore stay offers the best of both worlds - with local amenities just a short drive away. Whether you are enjoying a family break, or base to travel and explore the area, Sycamore Stay provides a comfortable and welcoming space.

Guest favorite
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, 89 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

Guest favorite
Apartment in Boston
5 out of 5 average rating, 9 reviews

Touch of luxury at affordable price close to town

This ground floor apartment has a spacious bedroom with a comfortable king size bed, quality bed linen, TV and sofa. Workspace with superfast broadband is optional. The kitchen diner has a fridge freezer, oven, hob, coffee maker and microwave. We offer a complimentary pack for a light breakfast. The bathroom has a huge walk-in shower with heated towel rail, fluffy bath sheets, vanity unit and complimentary toiletries. There is free off-street parking for one car in our large tree-lined garden.

Superhost
Apartment in Boston
4.91 out of 5 average rating, 22 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.

Top guest favorite
The exterior of The Annexe is shown, featuring a rustic brick facade with three windows and a prominent red door. Flower planters add color along the pathway, which is bordered by gravel. A fenced area is visible in the background.
Guesthouse in Lincolnshire
4.98 out of 5 average rating, 81 reviews

The Annexe @Hornsland Barn

The Annexe is the perfect spot to explore the beauty that Lincolnshire has to offer. Local amenities on the doorstep with the historic market town of Boston 9 minutes away, 3 local golf courses within 20 minutes drive by car, popular fishing destination Westwood Lakes within walking distance & the city of Lincoln just 50 minutes away. This is the perfect space for those looking for a relaxing getaway. A dog friendly, private garden ensures a perfect area to chill after a busy day!

Guest favorite
A modern glamping cabin is illuminated by soft outdoor lighting, showcasing a wooden exterior and a unique curved design. The spacious outdoor area includes a sheltered pergola with seating and a central chimney, creating a cozy ambiance against the twilight sky.
Cabin in Lincolnshire
4.95 out of 5 average rating, 106 reviews

Luxury Rural Cabin with Wood Fired Hot Tub

Crowtree by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 9 ensuite cabins, including 2 new Premium Cabins (no pets allowed in this cabin), and the capacity to accommodate for families, dogs and group bookings. Located near the banks of the River Welland in rural Lincolnshire, Crowtree by Wigwam Holidays offers a peaceful glamping retreat near Spalding.

Superhost
Home in Boston
5 out of 5 average rating, 4 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 vacation rentals

When is the best time to visit Boston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,912 GYDG$24,161 GYDG$24,370 GYDG$21,870 GYDG$22,079 GYDG$22,912 GYDG$29,160 GYDG$24,578 GYDG$23,953 GYDG$23,745 GYDG$23,120 GYDG$25,619 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.

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