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Compare 7 Chalets in Middlesex with updated reviews, rates, and availability.

Secluded Oasis: Luxurious Retreat with Stunning Views
Welcome to our charming hillside chalet in Naples, NY!

Secluded Oasis: Luxurious Retreat with Stunning Views

10.0 out of 10, Exceptional, (24)
"This is our second trip to this property, and it continues to be a stress free and relaxing excursion. The home is set up with everything you could want, and stuff you didn’t know you needed (like a towel warmer!). And the hosts are the best… friendly, organized, and just good people."
Secluded Oasis: Luxurious Retreat with Stunning Views
Level Seneca Lakefront Chalet-Gorgeous Sunsets 3,510 sq. ft.
View at Sunset

Level Seneca Lakefront Chalet-Gorgeous Sunsets 3,510 sq. ft.

9.8 out of 10, Exceptional, (13)
"Wonderful place to stay. Great location. The host was VERY responsive to questions. "
Level Seneca Lakefront Chalet-Gorgeous Sunsets 3,510 sq. ft.
Amenity packed home set on 40 acres with sweeping views of Canandaigua Lake.
Exterior

Amenity packed home set on 40 acres with sweeping views of Canandaigua Lake.

10.0 out of 10, Exceptional, (1)
"I booked this beautiful home through Kelly for a bachelorette weekend. This home had the most serene and breathtaking location with unbelievable views! Everything is modern, clean, and very accommodating. The local wineries are nearby, along with only being a short drive from Canandaigua. Kelly is a fantastic host, checking in and offering advice, along with leaving thoughtful treats for us. If you’re looking to have an amazing experience with lots to do, look no further!"
Amenity packed home set on 40 acres with sweeping views of Canandaigua Lake.
The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

10.0 out of 10, Exceptional, (5)
"We were so happy with our stay at the cottage. Our favorite part was cozying up by the indoor fireplace after enjoying time on the deck with friends. The location is so quiet and secluded, however not too far away from restaurants and wineries. Danielle is very responsive to messages and makes sure you have all the information you need before your stay! The cottage is well stocked and very homey. Would definitely stay again."
The price is AED 767
AED 1,483 total
includes taxes & fees
15 Jan - 16 Jan
The Johnson Chalet in Bristol/Canandaigua*HOT TUB*
The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

10.0 out of 10, Exceptional, (1)
"The Chalet was a perfect place for a weekend getaway. Great sleeping options, the duel porch levels were incredible and the view from the hot tub was spectacular. Everything you could possible need is stocked from kitchen tools to board games."
The Lakeview Chalet: Cozy & Chic, Hot Tub, Games
Welcome to Twin Creeks. A brand-new Chalet with hot tub,WiFi, and AC on 32 acres
Exterior

Welcome to Twin Creeks. A brand-new Chalet with hot tub,WiFi, and AC on 32 acres

The price is AED 1,781
AED 3,428 total
includes taxes & fees
12 Jan - 13 Jan
Welcome to Twin Creeks. A brand-new Chalet with hot tub,WiFi, and AC on 32 acres
Finger Lakes Chalets offers a family friendly stay by Canandaigua Lake, & Pool!
Pool

Finger Lakes Chalets offers a family friendly stay by Canandaigua Lake, & Pool!

10.0 out of 10, Exceptional, (4)
"This property was great! The house was perfect for the two of us and the property itself was just beautiful!! It was so quiet and relaxing. We will definitely be back! "
Finger Lakes Chalets offers a family friendly stay by Canandaigua Lake, & Pool!
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 Middlesex

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (196)
"The location was ideal for what we wanted to do. The views were incredible"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
WELCOME! WE ARE PET FRIENDLY.
porch

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (263)
"My husband and I enjoyed our 3 night visit to Grouse Haven. It was extremely peaceful and relaxing. The surrounding area was beautiful and we enjoyed walking in the snow covered woods on the property. We enjoyed our time at Grouse Haven so much that we hated to leave. Phyllis was a delight to get to know and was very helpful to us. We can’t wait to make a return visit to this lovely property."
WELCOME! WE ARE PET FRIENDLY.
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
THE GRAPE ESCAPE

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (46)
"Beautiful view. Hard to overstate how gorgeous it is. Host provides a lot of helpful mod-cons that we didn't expect. Only major issue is ticks! If you bring a pet, do not let it stray from stone driveways and make sure it's up to date on preventive meds. Our (always leashed) dog must have brushed some high grass on walking trails on property and had more ticks on her than I have ever seen at once. "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
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.