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Featured Cottages in Pittsford

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (48)
"Our stay at Camp Tiger Ted was so wonderful. The amount of detail and care David put into building and now maintaining the property is second to none. The house was meticulously clean and had so many charming details. David also gave us both massages in his in home studio which waA the most relaxing way to end our stay!"
The price is AU$304
includes taxes & fees
1 Dec - 2 Dec
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

8.4 out of 10, Very good, (19)
"This cottage had everything we needed for our overnight stay. It is well stocked with the basics. The beds were very comfortable. Our interactions with the owner were pleasent. Thank you "
The price is AU$357
includes taxes & fees
1 Dec - 2 Dec
Historic Cottage 2 Bedroom 2 Bath Fast Wifi

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

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

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 AU$458
includes taxes & fees
24 Nov - 25 Nov
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, (7)
"Obsessed with this house! It was perfect for 2 couples and our pups for a relaxing fall weekend. Rooms were cozy, updated and super clean. The hot tub, fire pit by the river and big kitchen were highlights. I really appreciated the hospitality of having amenities like spices, coffee filters, shampoo & conditioner, laundry detergent, etc. Would book again!"
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!

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!

Home w/ Sauna - Close to Pico & Killington Mtns!

3.0 star property
Home w/ Sauna - Close to Pico & Killington Mtns!
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 Pittsford

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (39)
"Amazing house great price but note that there are only two split units cooling down the house which means one bed room only gets ac if the other bedrooms split unit is on and both doors are open"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (220)
"The Cozy Loft was the perfect place to get away from everyday work and left stressors. It provided us a place to rest and relax. It was also not far from towns to explore (great hiking, restaurants, antique shopping). Would highly recommend to others traveling to that area. "
Cozy Loft for two with 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What is there to do in Pittsford near my cottage?
Pittsford has enough experiences and sights to keep you amused for weeks, starting with Paramount Theatre. Brandon Museum, Neshobe River Winery and Otter Valley Winery are other awesome attractions. If you’re hanging around a while, Green Mountain Rock Climbing Centre and Pine Hill Park are worthwhile additions to your itinerary.