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Search Guest Houses in Winchester

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The Burrell House
Exterior
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (118)
"Really enjoyed it. Quaint area, great room and friendly service!"
The price is HK$1,254
HK$1,361 total
includes taxes & fees
10 Nov - 11 Nov
The Burrell House
Blooming Inn
Front of property
Blooming Inn
3.0 star property
9.0 out of 10, Wonderful, (70)
"Very quaint place that makes you feel right at home"
The price is HK$525
HK$890 total
includes taxes & fees
10 Nov - 11 Nov
Blooming Inn
Vermont Mirror House
Exterior
Vermont Mirror House
2.5 star property
9.4 out of 10, Exceptional, (12)
"Such a beautiful comfy unique place in the woods! Christina was easy to work with on checkin, and we were so happy to have such a comfortable night of sleep after a lovely sauna. Morning coffee overlooking the beautiful terrain was superb"
The price is HK$2,449
HK$2,669 total
includes taxes & fees
11 Nov - 12 Nov
Vermont Mirror House
The Inn At Quail Run
Seasonal outdoor pool
The Inn At Quail Run
2.5 star property
9.0 out of 10, Wonderful, (63)
"Meiling greeted up upon arrival and kept in text touch with me throughout our stay. I will return as soon as we can. A great stay. "
The price is HK$1,360
HK$1,496 total
includes taxes & fees
11 Nov - 12 Nov
The Inn At Quail Run
In town, newly remodeled studio with private balcony
Smart TV, Netflix, streaming services
In town, newly remodeled studio with private balcony
10.0 out of 10, Exceptional, (92)
"Cute, clean, cozy and great location! We enjoyed our stay and would stay here again. "
The price is HK$739
HK$1,216 total
includes taxes & fees
13 Nov - 14 Nov
In town, newly remodeled studio with private balcony
Relax in a Unique Treehouse Getaway - in Southwest NH
Interior
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 HK$1,943
HK$2,884 total
includes taxes & fees
11 Nov - 12 Nov
Relax in a Unique Treehouse Getaway - in Southwest NH
Perfect Workcation Space - Waterfalls, Very Fast internet - Cozy Fireplace
Property grounds
Perfect Workcation Space - Waterfalls, Very Fast internet - Cozy Fireplace
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay. Being only 15 minutes from places to eat, we had total privacy and quiet. The surrounding forest and nearby river are great and make you feel like you have escaped somewhere. Plenty of room for a family of four with a loft and a private room. Living space was nicely setup. If you want to prep your own meals during a stay, this place has all that you would need. Coffee maker, grinder, and some coffee were there. A dishwasher was excellent. A washer and drier on site make it...
Perfect Workcation Space - Waterfalls, Very Fast internet - Cozy Fireplace
Copley’s Guest House on Lake Monomonac
Fridge, microwave, oven, stovetop
Copley’s Guest House on Lake Monomonac
10.0 out of 10, Exceptional, (2)
"Great one bedroom on the lake with wonderful views"
Copley’s Guest House on Lake Monomonac
Angels Rest Retreat
View from property
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

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (41)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Fridge, microwave, oven, stovetop
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
10.0 out of 10, Exceptional, (48)
"The House, Lands and View of this place are all amazing. Great for big family gathering to escape and rejoice and relax. We came to explore a bit of Vermont, which we did, but we also found ourselves reluctant to go out as the house and property were so captivating all on their own!"
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Smart TV, fireplace
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
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.