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
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Pittsford vacation rentals

Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is SAR 335
SAR 870 total
includes taxes & fees
20 Jul - 21 Jul
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Coffee/tea maker, fridge, microwave, oven

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (81 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is SAR 499
SAR 782 total
includes taxes & fees
2 Aug - 3 Aug
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (28 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is SAR 293
SAR 874 total
includes taxes & fees
21 Jul - 22 Jul
Mountain Green
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (20 reviews)
"Awesome places today stay "
United States
James L.
The price is SAR 673
SAR 1,112 total
includes taxes & fees
16 Aug - 17 Aug
Unique family-friendly Vermont cabin!
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (12 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is SAR 342
SAR 780 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Rutland Retreat
Smart TV, fireplace

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (16 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
The price is SAR 534
SAR 1,801 total
includes taxes & fees
21 Jul - 22 Jul
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
TV, fireplace, DVD player, books

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Condo had everything we wanted—comfortable beds, TVs in every room, 2 bathrooms, a balcony-the views are amazing of Killington! We stayed on really hot days but somehow the condo stayed cool (and had fans if needed). Outdoor pool is around the back, and the kids had a blast. It’s so close to Killington resort, too. I received a text from the management co when we arrived which was great, in case we needed anything! We’d go definitely stay again, would like to come back during ski season. The gym...
United States
Corinna
The price is SAR 252
SAR 1,283 total
includes taxes & fees
20 Jul - 21 Jul
Resort condo with mountain views, full kitchen, and free WiFi
Coffee/tea maker, fridge, microwave, oven

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is SAR 493
SAR 1,238 total
includes taxes & fees
19 Jul - 20 Jul
Centrally located apartment for the skier & outdoor enthusiast
Coffee/tea maker, fridge, microwave, oven

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"Great stay as always. "
United States
debbie r.
The price is SAR 321
SAR 654 total
includes taxes & fees
19 Jul - 20 Jul
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
TV, DVD player

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
The price is SAR 394
SAR 1,620 total
includes taxes & fees
23 Jul - 24 Jul
Quaint, friendly cottage with lakefront location & water views
1 bedroom, desk, iron/ironing board, travel crib

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (15 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is SAR 473
SAR 1,023 total
includes taxes & fees
19 Jul - 20 Jul
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Property grounds

Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
The price is SAR 422
SAR 557 total
includes taxes & fees
20 Jul - 21 Jul
Beautiful 1-bedroom cabin with AC in wonderful Wells
Outdoor dining

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is SAR 334
SAR 850 total
includes taxes & fees
19 Jul - 20 Jul
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Indoor pool

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
The price is SAR 276
SAR 1,088 total
includes taxes & fees
19 Jul - 20 Jul
Welcoming condo near the slopes with free WiFi and full kitchen
Living area

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is SAR 372
SAR 1,209 total
includes taxes & fees
30 Jul - 31 Jul
Killington condo 5 min to killington 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.
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.
Spa

Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is SAR 807
SAR 1,459 total
includes taxes & fees
22 Jul - 23 Jul
Comfy Cottage with Private Hot Tub in Historic East Poultney
Dining

Killington resort: Walk to Mountain, Biking & Pool

Killington resort: Walk to Mountain, Biking & Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is SAR 458
SAR 1,329 total
includes taxes & fees
22 Jul - 23 Jul
Killington resort: Walk to Mountain, Biking & Pool
Golf

BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
United States
Matthew S.
The price is SAR 453
SAR 1,242 total
includes taxes & fees
19 Jul - 20 Jul
BearNecessities- Pool, Hot Tub, Gym
Interior

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is SAR 473
SAR 1,023 total
includes taxes & fees
21 Jul - 22 Jul
CozyDen - AC, Grill, Bike to Mountain, Porch!
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

Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Super clean room! Easy self check-in, self park right outside your door! Great amenities, community room was a huge plus with water, ice, chips and even the makings for s’mores all provided! Would and will stay again!!⭐️⭐️⭐️⭐️⭐️"
Laurie 1-night trip
Posted 12 hours ago
Sleep Woodstock Motel

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?

Lakefront retreat with stunning sunsets, scenic lake and mountain view’s: This vacation home rental outside of Pittsford has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Taconic Mountains Ramble State Park.

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.