A pier with a red lighthouse at dusk, reflecting on calm water.

Search Middlesex Cottage Rentals from CA $211

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middlesex cottages

Exterior

1. Lovely 1 Bed Ranch Close to all Attractions

Lovely 1 Bed Ranch Close to all Attractions
Canandaigua NY
4.0 out of 10, (1 review)
"There is NO house number on the building. The host did NOT provide us with info prior to arrival, we had to message him to get access. It appeared that check in was at 4:00, but turned out it was 3:00. The actual property appearance does NOT look like the pictures online. Outside is overgrown, dirty and cobweb’s everywhere. Inside smells musty and gross. Flies everywhere, spiders in the bathroom and shower. It was not clean under the bed. There’s no bathroom soaps or wash clothes and the towels...
United States
Anonymous traveller
The price is CA $63
CA $211 total
includes taxes & fees
Nov 1 - Nov 2
Lovely 1 Bed Ranch Close to all Attractions
A red wooden deck with two white chairs and a barbecue grill.

2. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is CA $114
CA $237 total
includes taxes & fees
Nov 1 - Nov 2
Finger Lakes Cottage
A wooden deck with two Adirondack chairs, a stone wall, and a view of a lake and distant mountains.

3. Lakefront Canandaigua Home w/ Grill, Fire Pit

Lakefront Canandaigua Home w/ Grill, Fire Pit
Canandaigua
9.8 out of 10, Exceptional, (37 reviews)
"Highly recommend! Great stay and very beautiful area."
United States
A.G.A. N.
The price is CA $216
CA $559 total
includes taxes & fees
Oct 30 - Oct 31
Lakefront Canandaigua Home w/ Grill, Fire Pit
A single-story house with a garage, a front porch, and a small front yard with a flag.

4. Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.

Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
Canandaigua
10.0 out of 10, Exceptional, (26 reviews)
"Everything was wonderful. Only comment I have is the “lake view” is just a small view between 2 houses across the street."
United States
John
The price is CA $368
CA $720 total
includes taxes & fees
Nov 1 - Nov 2
Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
A single-story white house with a porch, surrounded by a well-maintained lawn and trees.

5. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
9.8 out of 10, Exceptional, (7 reviews)
"This house was excellent. Very clean and had a well-stocked kitchen with everything you need. Also had plenty of towels for the family. The beds were very comfortable and it’s very quiet. Very easy to get to Penn Yan by car in a few minutes. We will definitely rent this property again."
United States
Amie M.
The price is CA $339
CA $587 total
includes taxes & fees
Nov 2 - Nov 3
Private Backyard & Deck · Family-Friendly
A wooden deck with outdoor furniture and a barbecue grill.

6. Backyard Fire Ring Evenings · Grill & Cornhole

Backyard Fire Ring Evenings · Grill & Cornhole
Stanley
9.6 out of 10, Exceptional, (24 reviews)
"We had a wonderful time at this property!! Super cozy and perfect for a weekend away."
United States
Lauryn N.
The price is CA $336
CA $542 total
includes taxes & fees
Nov 5 - Nov 6
Backyard Fire Ring Evenings · Grill & Cornhole
A wooden deck with two Adirondack chairs, a stone wall, and a view of a lake and distant mountains.

7. Lakefront Canandaigua Home w/ Grill, Fire Pit

Lakefront Canandaigua Home w/ Grill, Fire Pit
3.0 star property
Canandaigua
10.0 out of 10, Exceptional, (1 review)
"Great Lake "
United States
Barbara Corazon
The price is CA $280
CA $532 total
includes taxes & fees
Oct 30 - Oct 31
Lakefront Canandaigua Home w/ Grill, Fire Pit
A deck with two chairs and a table, overlooking a body of water and a tree.

8. Quiet/charming 2-bedroom Sunset-Lake view cottage lovely Seneca lake, wine trail

Quiet/charming 2-bedroom Sunset-Lake view cottage lovely Seneca lake, wine trail
Geneva
9.8 out of 10, Exceptional, (22 reviews)
"Comfortable layout, spectacular lake and sunset views, quiet private street, very clean home"
United States
Mike I.
The price is CA $193
CA $636 total
includes taxes & fees
Oct 29 - Oct 30
Quiet/charming 2-bedroom Sunset-Lake view cottage lovely Seneca lake, wine trail
A wooden deck with a railing overlooking a body of water, a tree, and a dock extending into the water.

9. 1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Penn Yan
9.6 out of 10, Exceptional, (105 reviews)
"It was the perfect size and location of a space for our overnight stop along the finger lakes!"
United States
Jen B.
The price is CA $393
CA $504 total
includes taxes & fees
Nov 14 - Nov 15
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
A red brick house with a steeply pitched roof, a chimney, and a front porch.

10. Lakeview and relax at the heart of Seneca lake

Lakeview and relax at the heart of Seneca lake
Geneva
9.4 out of 10, Exceptional, (15 reviews)
"Very nice property, host was very helpful and easy to contact. We enjoyed our stay!"
United States
Sandra D.
The price is CA $405
CA $756 total
includes taxes & fees
Nov 2 - Nov 3
Lakeview and relax at the heart of Seneca lake
Enjoy meals, morning coffee, or evening chats on this spacious covered porch. Rain or shine, it's the perfect hangout.

11. Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.

Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.
Lodi
10.0 out of 10, Exceptional, (1 review)
"Great place with a great lakefront! Worked out perfectly."
United States
Karen M.
The price is CA $387
CA $848 total
includes taxes & fees
Nov 16 - Nov 17
Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.
A rustic wooden building with a metal roof, a front door, and a small porch area with a chair and potted plants.

12. Cozy Cottage with 45' Lake Frontage and Kayaks

Cozy Cottage with 45' Lake Frontage and Kayaks
Lodi
9.6 out of 10, Exceptional, (100 reviews)
"Loved everything"
United States
Syes S.
The price is CA $330
CA $544 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Cottage with 45' Lake Frontage and Kayaks
Private fire pit area with Adirondack chair. Bring your own wood and lighting materials and enjoy the view with your favorite glass of wine.

13. Cottage #15 · Brand New 2 Bedroom Cottage on Seneca Lake

Cottage #15 · Brand New 2 Bedroom Cottage on Seneca Lake
Himrod
9.6 out of 10, Exceptional, (4 reviews)
"Gorgeous property! Loved the decor and all the little touches that made it feel like home away from home. Super clean and very comfortable beds. It was a short and easy walk down to the lake and the Dockside Grill which had amazing food. "
United States
Rebecca
The price is CA $412
CA $713 total
includes taxes & fees
Nov 3 - Nov 4
Cottage #15 · Brand New 2 Bedroom Cottage on Seneca Lake
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

Americas Best Value Inn Farmington

Americas Best Value Inn Farmington

10/10 Excellent
"No coffee in room, only coffee in lobby in am. Dunkin next door, great breakfast diner next door. No tissues in room"
Joel 1-night trip
Posted 2 hours ago
Americas Best Value Inn Farmington

Find out more about Middlesex

Middlesex Cottages information

Number of reviews
304
Accommodation
242 Cottages
Lowest Price
CA $211
Highest Price
CA $848

Frequently asked questions

How much do cottages in Middlesex cost?
Prices for cottages in Middlesex range between CA $211 and CA $848 per night. No matter your budget, you're sure to find the ideal place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Middlesex with Expedia?
Booking a cottage in Middlesex is as simple as clicking on your travel dates and picking an ideal place for a vacation in the outdoors. From upmarket retreats to inexpensive stays and cottages that have amenities like laundry facilities, Expedia has something for all tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Middlesex?
A good way to spot cheap cottages in Middlesex is with Expedia's useful filter tool. Narrow down your search by star rating, amenities and budget to take advantage of awesome prices in just a few clicks.
What is there to do in Middlesex near my cottage?
If you're eager to make the most of your time in Middlesex, make tracks to Clarks Gully. It's a favorite with locals and tourists alike.

Explore a world of travel with Expedia