Search Guest Houses in Chesterfield from CA $188

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Check prices for these dates

Next weekend
Mar 21 - Mar 23
In two weeks
Mar 28 - Mar 30
In one month
Apr 11 - Apr 13
In two months
May 9 - May 11

Browse Select Chesterfield Guest Houses

The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (123)
"We have a very sweet room that suits us fine. Is strange that we have not seen another person at this property since we have been here. No check in to speak of. Our friend is also staying here, and his room is essentially like a closet… so small. Close to town though, so very convenient"
The price is CA $188
CA $205 total
includes taxes & fees
Mar 16 - Mar 17
The Burrell House
The Inn At Quail Run
Seasonal outdoor pool

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Very nice "
The price is CA $266
CA $292 total
includes taxes & fees
Apr 15 - Apr 16
The Inn At Quail Run
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 CA $359
CA $522 total
includes taxes & fees
Mar 16 - Mar 17
Relax in a Unique Treehouse Getaway - in Southwest NH
Renovated guest house. Min from Lake and Skiing.
Fridge, microwave, oven, stovetop

Renovated guest house. Min from Lake and Skiing.

10.0 out of 10, Exceptional, (2)
"This place was a pleasant surprise. Exactly what we were looking for. Thoroughly enjoyed this visit "
Renovated guest house. Min from Lake and Skiing.
Magical Retreat Cottage - 15 min to Mt Snow - Ideal workcation
Property grounds

Magical Retreat Cottage - 15 min to Mt Snow - Ideal workcation

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...
Magical Retreat Cottage - 15 min to Mt Snow - Ideal workcation
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 Chesterfield

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

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Fridge, microwave, oven, stovetop

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Bright three-level home with water views, jetted tub, firepit, and pool table
Fridge, microwave, oven, stovetop

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
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.