
Holiday rentals in Boston
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Top-rated holiday rentals in Boston
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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.

Peaceful, dog friendly 1 bed barn in lovely garden
Barn conversion annexe for up to 2 adults all on 1 level, set in a peaceful garden with private drive and entrance, fully 6ft fenced & secure for 2 small-medium dogs. Vaulted ceiling with beams and skylights in lounge, open plan kitchen. Large bedroom looking into the garden. 2 single orthopedic rise & fall beds with mattress & pillow protectors, put together to make 1 super king or kept as singles. Modern en-suite shower / wet room with non-slip flooring, high seated toilet with arm support.

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!

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.

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.

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!

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

The Loft at Peace Haven near Woodhall Spa
Self contained peaceful loft studio with far reaching views over farm fields & Lincoln Cathedral. Access via private stairs. Parking space. 5 minutes from the inland resort of Woodhall Spa. Private oak balcony with seating area & beautiful views across countryside. Hotel designed King size bed (can be split into twin beds) (orthopaedic mattress). Tea, coffee & toast facilities only (tea/coffee/cereals/porridge/snacks & milk included). Fridge. En suite shower room. Table & chairs. Tv & radio.

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.

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.

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.

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.
Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston

Ideal for Pilgrim Hospital, cereal included.

Apartment Two, where luxury, and splendour are!

Paris inspired deluxe apartment.

Large double en-suite to let

Willows Lane Ideal for pilgrim hospital.

The Coach House

Stylish En-Suite Double Bedroom, in Boston Town

Dog friendly, Hidden Gem in rural Lincolnshire
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 SGD | $135 SGD | $139 SGD | $134 SGD | $135 SGD | $140 SGD | $178 SGD | $150 SGD | $147 SGD | $145 SGD | $142 SGD | $157 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Boston?
Boston has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in hotel rentals in Boston?
Experience the best of Boston with our hotel rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Boston?
Four-legged friends are welcome in Boston. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Boston?
Yes! Work meets play with ease at over 70 vacation rentals in Boston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Boston?
Make yourself at home in Boston by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in Wyberton, over 190 vacation rentals in Fishtoft, and over 190 vacation rentals in Boston.
Do house rentals in Boston have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Boston. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Boston have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Boston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Boston have free parking?
Absolutely! We offer over 20 house rentals with free parking in Boston. Enjoy a tailored experience with all the comforts you desire.
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 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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- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Fantasy Island Theme Park
- Wicksteed Park
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- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
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- Queensgate Shopping Centre
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