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

Pittsford Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Pittsford holiday rentals

1. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 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 HK$643
HK$1,384 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

2. 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 HK$726
HK$1,848 total
includes taxes & fees
26 Aug - 27 Aug
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

3. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (13 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is HK$882
HK$2,842 total
includes taxes & fees
27 Aug - 28 Aug
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

4. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is HK$1,029
HK$2,583 total
includes taxes & fees
8 Sept - 9 Sept
Centrally located apartment for the skier & outdoor enthusiast
A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

5. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 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 HK$612
HK$1,824 total
includes taxes & fees
8 Sept - 9 Sept
Mountain Green
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

6. 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, (88 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
The price is HK$968
HK$1,541 total
includes taxes & fees
26 Aug - 27 Aug
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

7. 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, (16 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A wooden deck with a hot tub, a table, and chairs.

8. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very good, (13 reviews)
The price is HK$1,164
HK$3,529 total
includes taxes & fees
26 Aug - 27 Aug
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

9. Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
3.0 star property
Killington
Cozy Hotel Room Style Studio Condo With Pool
A living room with a fireplace, a sofa, a coffee table, and a television.

10. 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)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is HK$732
HK$2,976 total
includes taxes & fees
26 Aug - 27 Aug
Resort condo with mountain views, full kitchen, and free WiFi
A rustic cabin with a wooden porch, a door, and a large potted plant.

11. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (23 reviews)
"Awesome places today stay "
United States
James L.
The price is HK$1,404
HK$2,321 total
includes taxes & fees
30 Aug - 31 Aug
Unique family-friendly Vermont cabin!
A spacious living room with leather sofas, a wooden ceiling, large windows, and a kitchen area.

12. Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Mendon
The price is HK$1,959
HK$4,266 total
includes taxes & fees
26 Aug - 27 Aug
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

13. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (5 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is HK$1,520
HK$3,108 total
includes taxes & fees
22 Sept - 23 Sept
4BR Home | Walk Downtown Rutland + Trails
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

14. 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 HK$852
HK$2,618 total
includes taxes & fees
26 Aug - 27 Aug
Killington resort: Walk to Mountain, Biking & Pool
A rustic interior with a stone fireplace, wooden beams, leather furniture, and a balcony with a view.

15. 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, (21 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
The price is HK$1,114
HK$3,759 total
includes taxes & fees
26 Aug - 27 Aug
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
A cozy living room with a stone fireplace, leather sofas, and a framed sign on the wall.

16. Robin`s Nest- Pool, Gym, Fireplace, Near the AT

Robin`s Nest- Pool, Gym, Fireplace, Near the AT
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Great location to Pico Mountain, clean, warm and spacious! "
United States
Leslie D.
The price is HK$2,352
HK$4,988 total
includes taxes & fees
28 Aug - 29 Aug
Robin`s Nest- Pool, Gym, Fireplace, Near the AT
A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

17. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (13 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
The price is HK$845
HK$2,485 total
includes taxes & fees
27 Aug - 28 Aug
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

18. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (71 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is HK$836
HK$2,788 total
includes taxes & fees
26 Aug - 27 Aug
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

19. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center

20. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is HK$1,043
HK$4,603 total
includes taxes & fees
26 Aug - 27 Aug
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Very clean and modern , Loved the hot tub just a side note it takes 2/3hrs to heat"
Mike 1-night trip
Posted less than an hour ago
Emrose Luxury Cabins

Find out more about Pittsford

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Look no further and take a look at our great range of rental properties in Pittsford!

Frequently asked questions

Can I find a holiday rental in Pittsford?

Yes, there are holiday rentals close to the most popular sights in Pittsford, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Pittsford has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: This holiday home rental outside of Pittsford is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 wider area, you’ll find Proctor-Pittsford Country Club and Wilson Castle.

What’s a holiday rental in Pittsford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsford. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.