Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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Top guest favourite
The exterior of the Annex@Ormiston is shown, featuring a charming brick facade adorned with greenery and flowering planters. Large, multi-paned windows allow natural light to illuminate the interior. A gravel area in front provides a welcoming approach to the property's entrance.
Home in Lincolnshire
4.91 out of 5 average rating, 229 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.

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, 257 reviews

Fairytale Cottage in a Beautiful Garden

Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

Guest favourite
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, 1,207 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 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, 218 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 favourite
A rural road bordered by neatly trimmed hedges leads to a charming brick cottage, partially shaded by a large birch tree. Surrounding greenery contributes to the tranquil countryside setting, with fields visible in the background under a clear blue sky.
Cottage in Lincolnshire
4.96 out of 5 average rating, 435 reviews

Bresby Cottage, 3 Bedroom Country Cottage

Bresby Cottage is set in a rural farm location surrounded by private secure gardens. The Cottage is fully modernised and is a warm and comfortable. Comprises a cosy living room, fully fitted kitchen, electric oven and hob, fridge freezer, microwave and dishwasher. The washing machine and dryer are situated in the utility. There are two large bedrooms, one twin and a double, a third bedroom is situated off the double and can be utilised as a single bedroom/cot room or simply a dressing room.

Top guest favourite
A charming exterior of a loft studio is visible, featuring a wooden staircase leading to a private entrance. Lush greenery and colorful flowers, including purple blooms and green foliage, surround the base, enhancing the serene garden setting.
Loft in Horsington
4.97 out of 5 average rating, 775 reviews

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.

Top guest favourite
An open-plan living area features two large sofas, one leather, and one plush, arranged around a wooden coffee table on a traditional patterned rug. A large chandelier hangs from the ceiling, illuminating the space, while a smart TV is positioned near the opposite wall.
Home in Wainfleet All Saints
4.95 out of 5 average rating, 128 reviews

The Lodge at Thorpe House

Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

Guest favourite
A spacious indoor heated pool area features a serene swimming pool surrounded by artificial grass. Expansive windows allow natural light to flood the room, framing views of the outdoor landscape. Comfortable seating areas are placed nearby, creating a relaxed atmosphere.
Barn in Kirkby on Bain
4.95 out of 5 average rating, 278 reviews

Luxury Annex beside the River Bain Nr Woodhall Spa

A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

Top guest favourite
The exterior features a rustic brick building with two wooden doors, numbered and flanked by ornamental pots. A hanging planter adds a touch of greenery. Sunlight casts shadows from the structural supports, highlighting the welcoming entrance.
Place to stay in Deeping Saint Nicholas
4.97 out of 5 average rating, 172 reviews

Cosy 1 bedroom space with wetroom and safe parking

Rest and relax in this cosy self-contained room with king sized bed and large wet-room with walk-in shower, surrounded by fields and open spaces, waking up to the peace and tranquility of its semi rural setting. Access to main routes to Stamford, ideal location for visiting events at Burghley House, Rutland Water, Peterborough, Boston and Norfolk. The room is equipped with fridge, microwave, toaster and tea making facilities. Relax just outside your own front door on the terrace.

Top guest favourite
Barn in Kirkby on Bain
5 out of 5 average rating, 110 reviews

Bluebell Cottage - Woodhall Spa, Cosy Farm retreat

Escape to the countryside and enjoy some “peace & quiet” at the converted (2023) Bluebell Cottage at Grange Farm, Woodhall Spa. Cosy up and enjoy the open plan living area with smart TV or enjoy the freedom of nature, forests and walks surrounding the farm yard. This is a working farm, with cattle grazing in the fields from April - October . Woodhall Spa is just a 5 minute drive away, where you can enjoy an abundance of independent shops, and the award winning golf course

Top guest favourite
The exterior of The Granary is visible with a charming stone facade. Lush lavender and greenery decorate the garden, framed by a black picket fence. French windows invite natural light, while a shaded seating area is seen in the background, nestled in a peaceful countryside setting.
Cottage in Lincoln
4.99 out of 5 average rating, 343 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 favourite
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, 160 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.

Popular amenities for Boston holiday rentals

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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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