A sign for the Green Mountain National Forest Observation Site in Texas Falls.

Pittsford Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Pittsford vacation rentals

Living area

Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
The price is AED 608
AED 1,755 total
includes taxes & fees
13 Jul - 14 Jul
Beautiful 3-bedroom house with AC in charming Bridgewater
TV

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"convenient to okemo"
United States
marcus l.
The price is AED 675
AED 2,540 total
includes taxes & fees
15 Jul - 16 Jul
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Terrace/patio

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Bethel
The price is AED 2,479
AED 4,817 total
includes taxes & fees
20 Jul - 21 Jul
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Exterior

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is AED 698
AED 2,850 total
includes taxes & fees
6 Jul - 7 Jul
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Smart TV, fireplace, video games, books

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is AED 562
AED 1,896 total
includes taxes & fees
2 Jul - 3 Jul
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Interior

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is AED 382
AED 578 total
includes taxes & fees
3 Jul - 4 Jul
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Microwave, oven, stovetop, dishwasher

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is AED 2,204
AED 3,914 total
includes taxes & fees
22 Jul - 23 Jul
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Smart TV

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Killington
The price is AED 1,263
AED 2,365 total
includes taxes & fees
12 Jul - 13 Jul
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Exterior

New Luxury Home in Killington with Hot Tub, Sauna and Fireplace

New Luxury Home in Killington with Hot Tub, Sauna and Fireplace
Killington
10.0 out of 10, Exceptional, (3 reviews)
"We had a fabulous time enjoying this lovely property! The host, Erin, was super responsive and helpful, we will definitely be returning for future visits! "
United States
jeannie g.
New Luxury Home in Killington with Hot Tub, Sauna and Fireplace
Terrace/patio

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is AED 1,363
AED 4,126 total
includes taxes & fees
27 Jul - 28 Jul
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Outdoor spa tub

Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.

Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
Killington
9.6 out of 10, Exceptional, (73 reviews)
"This is a great house. Super comfortable and the location is amazing. Real ski in ski out. "
United States
Zvi
Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
Interior

SunBear- AC, Pool, Game Room, Fireplace, Hiking!

SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Killington
9.8 out of 10, Exceptional, (31 reviews)
"Clean and perfect"
United States
Cyle D.
The price is AED 790
AED 2,089 total
includes taxes & fees
5 Jul - 6 Jul
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Smart TV, fireplace, offices, computer monitors

Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail

Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail
Killington
Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail
Interior

7 Bedrooms in the Heart of Killington - Game Room, Hot Tub, Easily Sleeps 16

7 Bedrooms in the Heart of Killington - Game Room, Hot Tub, Easily Sleeps 16
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Host was very communicative throughout our stay. Place was as described and plenty big enough for our family."
United States
Dawn L.
7 Bedrooms in the Heart of Killington - Game Room, Hot Tub, Easily Sleeps 16
Terrace/patio

Wade`s World- AC, Pool, Tennis, Bike to Mountain

Wade`s World- AC, Pool, Tennis, Bike to Mountain
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Gorgeous little spot. Slept for comfortably had a fantastic vacation weekend. Great snow first class owners. Perfect for a ski weekend."
United States
Michael K.
The price is AED 778
AED 1,603 total
includes taxes & fees
5 Jul - 6 Jul
Wade`s World- AC, Pool, Tennis, Bike to Mountain
Terrace/patio

BlueBird Escape- Pool, Near Bike Park and Golf!

BlueBird Escape- Pool, Near Bike Park and Golf!
Killington
The price is AED 1,055
AED 2,272 total
includes taxes & fees
2 Jul - 3 Jul
BlueBird Escape- Pool, Near Bike Park and Golf!
Smart TV, fireplace

BearHug AC, Pool, Hot Tub, Tennis, Close to Resort

BearHug AC, Pool, Hot Tub, Tennis, Close to Resort
Killington
10.0 out of 10, Exceptional, (10 reviews)
"Great experience staying at Bear Hug for a New Year’s ski trip. Hosts Dan and Holly were very responsive and the unit was as advertised. Made great use of he fireplace and close access to slopes. "
United States
Matthew M.
The price is AED 1,366
AED 2,904 total
includes taxes & fees
7 Jul - 8 Jul
BearHug AC, Pool, Hot Tub, Tennis, Close to Resort
Terrace/patio

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
The price is AED 447
AED 1,007 total
includes taxes & fees
26 Jul - 27 Jul
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Terrace/patio

Little Bear Landing- Pool, Bike to resort!

Little Bear Landing- Pool, Bike to resort!
Killington
The price is AED 778
AED 1,595 total
includes taxes & fees
2 Jul - 3 Jul
Little Bear Landing- Pool, Bike to resort!
Indoor pool

⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.
Killington
10.0 out of 10, Exceptional, (27 reviews)
"Great location. Clean & comfortable. "
United States
Roy S.
The price is AED 992
AED 1,747 total
includes taxes & fees
3 Jul - 4 Jul
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.
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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Top Pittsford Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"This place is adorable. It's a beautiful location - just gorgeous. Staff was lovely, and we enjoyed the sauna and hot tub on site. Hot breakfast was good, and we liked the fresh cookies that were available during the day, along with the coffee and hot cocoa. Didn't use the smores station but was intrigued by it. Only complaint was the barn door on the bathroom wouldn't stay closed (so we just used a pillow to keep it shut), but we would definitely stay here again."
Allison 1-night trip
Posted 17 hours ago
Mountain Meadows Lodge

Frequently asked questions

Can I find a vacation rental in Pittsford?

Yes, there are vacation rentals close to well known points of interest in Pittsford, or you can select a more remote option if you want a relaxing place to stay. Pittsford is known for its ski areas and shopping. Make sure you have time to check out the restaurants and museums during your trip.

What are some of the best vacation home rentals in Pittsford?

Spectacular 4 Bed Killington Home: This vacation home rental outside of Pittsford is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Pittsford?

Cultural attractions include New England Maple Museum, whereas Green Mountain National Forest is a spot to enjoy nature. In the larger area, you’ll find Proctor-Pittsford Country Club and Hathaway Farm.

What’s a vacation rental in Pittsford like?

Vacation rentals are private properties you can book for a short or long stay in Pittsford. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.