Search Cottages in Pittsford

  • 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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 46 Cottages in Pittsford with updated reviews, rates, and availability.

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (50)
"This was my first experience with Vrbo. It was wonderful. Checking in and out of the property was simple! My fiancé and I were seeking a Christmas getaway in Vermont. We certainly found it! The property is in close distance to Brandon and Middlebury. Both towns have lots of dining options and shopping. We visited a brewery and winery. Our cottage in Leicester was pristine. Our host, David. was accommodating and friendly. The cottage is well built and you can see how much work David has put into...
The price is AED 477
AED 745 total
includes taxes & fees
26 Jan - 27 Jan
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Cottage on Lake Saint Catherine

10.0 out of 10, Exceptional, (8)
"Looking for a quiet getaway on a Lake in Vermont in the Poultney area, this is where you would like to be. Comfortable rooms and great Lake views."
Cottage on Lake Saint Catherine

The Mendon Cottage: Charming Home Close to Killington. Discounted Lift Tickets!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location close to Killington. Accurate listing. Nothing fancy but all the necessities available. Was clean and comfortable. Driveway was plowed early for easy access in/out."
The Mendon Cottage: Charming Home Close to Killington. Discounted Lift Tickets!

Quaint lakefront home with great views & full kitchen

8.4 out of 10, Very Good, (21)
"The cabin was pretty clean when we got there and it was a beautiful view."
Quaint lakefront home with great views & full kitchen

Lakefront oasis with amazing sunsets

10.0 out of 10, Exceptional, (1)
"Our family had a wonderful week at Camp Happy! Everything we needed was there. Outside, we spent the days using the SUPs, kayaks, Lily Pad float. We relaxed on the deck for countless hours, along with the other lounging areas. There was ample room at the docks for our boat rental and fishing. I do want to note that if old, the many steps from the house are steep. My 83 year old mom managed them fine, but we usually helped her. She really loved sitting up on the deck overseeing the activities...
Lakefront oasis with amazing sunsets

Quaint, friendly cottage with lakefront location & water views

9.4 out of 10, Exceptional, (57)
"Enjoyed the screened in front porch facing the Lake Recommend a new mattress for the double bed"
Quaint, friendly cottage with lakefront location & water views

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

8.4 out of 10, Very Good, (20)
"Accommodations were very clean and pleasant. Rooms are a nice size and very comfortable beds. Look forward to staying here again."
The price is AED 331
AED 453 total
includes taxes & fees
3 Feb - 4 Feb
Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (4)
"The location was perfect for us, close to family. The cottage is beautifully renovated and was very ready for us to move in for an extended stay. We hated leaving that shower! There's plenty to do within a short distance ... so many little businesses and beautiful places to explore! Very quiet, we slept very well in our comfortable bed! I took many morning strolls, such a pretty little area!"
The price is AED 624
AED 1,222 total
includes taxes & fees
3 Feb - 4 Feb
Comfy Cottage in Historic East Poultney

Lake St Catherine Vermont Camp Rockytop

9.6 out of 10, Exceptional, (39)
"Always a great stay. Clean and comfortable."
Lake St Catherine Vermont Camp Rockytop

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

10.0 out of 10, Exceptional, (8)
"We spent Christmas 2024 at this lovely ski house. We’d return again! How’s an amazing. Seamless communication and great location !"
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

10.0 out of 10, Exceptional, (75)
"Cottage was as described, from the beautiful wood floors and furnishings to its’ unique window trim. Super clean and comfortable. But what raised the barr on this rental that tickled my grits was the welcome reception into Kay and Glenn’s home each morning for breakfast. Kay is quite delightful and put out a breakfast each morning that was over the top. Glenn was at the ready with a welcoming coffee and great tips on everything from day trips to accessible biking routes. Would definitely spend...
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

Lakefront Cottage w/Breathtaking Views! Hiking.PaddleBoat.Doc.Fishing.WiFi

9.4 out of 10, Exceptional, (55)
"This cottage on Lake Saint Catherine is perfect for a quiet getaway in a quaint Vermont town, especially if you love to fish or boat. The house has been updated with new kitchen features and a new shower. It has been stocked with a thoughtful supply of kitchen items and linens and was squeaky clean throughout. Sandy, the property manager, responded quickly to an issue we reported and seemed very committed to helping guests. The only drawback was the presence of thick milfoil in the water. We...
Lakefront Cottage w/Breathtaking Views! Hiking.PaddleBoat.Doc.Fishing.WiFi

Dog-Friendly cottage w/free WiFi, water views, great location

6.0 out of 10, (4)
"Very nice, quiet and comfortable. Easy access to the lake. Parking is a little cramped for 3 cottages but rest of property is very spacious. Cottage was well stocked with kitchen necessities and games and books, etc."
Dog-Friendly cottage w/free WiFi, water views, great location

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
Idyllic Wallingford Retreat - Near Skiing & Hiking

Waterfront Adirondack Style Rustic Cottage great sunsets

8.8 out of 10, Excellent, (15)
"Had a great stay at the camp!! Great views and lots of time on the water"
Waterfront Adirondack Style Rustic Cottage great sunsets

Historic Vermont Ski House w/ Mountain Views!

3.0 star property
Historic Vermont Ski House w/ Mountain Views!

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!

Cozy Castleton Cabin With Fire Pit + Water Access!

3.0 star property
Cozy Castleton Cabin With Fire Pit + Water Access!

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Killington Area Escape w/ Deck, Views & Hot Tub!
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 Pittsford
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsford

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (226)
"Such a cute, quaint space. Would love to come back in the summer to take full advantage of the area. Came in the winter time so we could not use the deck and fire pit. Definitely a great feature for extra space to eat on the deck during warmer time. Pull up coffee table inside is convenient for eating during Winter, since there is no other dining area. Winter time is great if you ski/snowboard, close to ski areas. We went into Rochester for lunch one day, and was a nice small "downtown". The...
Cozy Loft for two with Hot Tub

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (181)
"Our goal was to unplug a bit, play games, watch movies and explore a new VT town during our 2 night stay. Our expectations were fully met! We enjoyed spending a day in Middlebury and all of our time in the cabin. It was nice to have wifi access as well! We look forward to coming back during the warmer weather! "
The price is AED 514
AED 658 total
includes taxes & fees
27 Jan - 28 Jan
Ultimate relaxing vacation
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.

Frequently asked questions

Why book your cottage in Pittsford with Expedia?
Expedia has some excellent cottages in Pittsford, so get ready for a memorable vacation on nature’s doorstep. If you have a fixed budget, click on how much you want to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a kitchen or a pool. We’ll help you find the perfect digs whatever your trip looks like.
How can I find cheap cottages in Pittsford?
A wonderful way to score cheap cottages in Pittsford is with Expedia’s user-friendly filter tool. Narrow down your search results by amenities, budget and star rating to grab unbeatable rates in just a few clicks.