Photo by Matthew Jay

Search Chalets in Middlesex

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 6 Chalets in Middlesex with updated reviews, rates, and availability.

Secluded Oasis: Luxurious Retreat with Stunning Views
10.0 out of 10, Exceptional, (23)
"We had a great stay at the chalet! The amenities exceeded expectations, and it was secluded and peaceful while still being close enough to everything we wanted to visit. "
Secluded Oasis: Luxurious Retreat with Stunning Views
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.
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*
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 Johnson Chalet in Bristol/Canandaigua*HOT TUB*
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
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.
Don't see what you're looking for?
See all available properties in Middlesex
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middlesex

Naples Valley Getaway! Private home with hot tub.
10.0 out of 10, Exceptional, (299)
"Clean, cozy, comfortable stay."
Naples Valley Getaway! Private home with hot tub.
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
9.8 out of 10, Exceptional, (45)
"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!
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.6 out of 10, Excellent, (186)
"Nice fall quiet anniversary getaway to the naples area. Went to Bristol Mountain festival, did some hiking, great diner at the Naples Hotel. ...all beautiful in the fall. My husband loved the arcade 🕹 game, and we enjoyed the hot tub, and firepit. "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
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.