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Search Guest Houses in Winchester

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Check prices for these dates

Compare 7 Guest Houses in Winchester with updated reviews, rates, and availability.

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (125)
"It’s a beautiful property and walking distance to everywhere. "
The Burrell House

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (87)
"Owners were very helpful and accommodating. Room was charming. Extremely quiet- I got two terrific nights of sleep staying there. "
The price is SAR 273
SAR 452 total
includes taxes & fees
5 May - 6 May
Blooming Inn

In town, newly remodeled studio with private balcony

10.0 out of 10, Exceptional, (104)
"Great place. Quiet, clean and spacious - thank you so much "
The price is SAR 356
SAR 586 total
includes taxes & fees
12 May - 13 May
In town, newly remodeled studio with private balcony

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Exceptional service beautiful place "
The price is SAR 694
SAR 763 total
includes taxes & fees
4 May - 5 May
The Inn At Quail Run

Relax in a Unique Treehouse Getaway - in Southwest NH

10.0 out of 10, Exceptional, (13)
"Meticulously thought out treehouse. Very warm accommodations and a peaceful setting."
The price is SAR 938
SAR 1,371 total
includes taxes & fees
4 May - 5 May
Relax in a Unique Treehouse Getaway - in Southwest NH

Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi

10.0 out of 10, Exceptional, (3)
"Gene’s house a gem! A veritable retreat nestled in the trees with a crystal water creek running by. We loved the cathedral ceilings and the views over the forest all around the house. The deck with BBQ is perfect for enjoying nature. The place is brand new, fully equipped and nicely decorated. The perfect spot in beautiful Vermont. Our only regret is not to have been here during the fall season. We can only imagine how magical the place will be when the leaves turn and show their colors! We will...
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi

Angels Rest Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Angel's Rest is sooo peaceful. We had a delicious and super healthy breakfast in the breakfast nook, surrounded by lovely plants and a small fountain, looking out over the rolling hills of Western Mass. The fall colors were nice. "
Angels Rest Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winchester

Story Book Lake Front Chateau with Private Beach!

10.0 out of 10, Exceptional, (6)
"We loved staying here! The property was sparkling clean and very well stocked with everything you need. Comfortable beds and space. The view was beautiful and the privacy and yard created great memories for our family. Thank you sharing your beautiful house with us!"
Story Book Lake Front Chateau with Private Beach!

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Such a large house with so many areas for activities. Close to a lot of fun things to do like axe throwing, an escape room, distilleries, breweries, etc."
GAMERS HAVEN, River Wine Inn!

Riverfront 2 Bedroom Unit 2

9.6 out of 10, Exceptional, (17)
"We had a lovely time in central Mass"
Riverfront 2 Bedroom Unit 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.