Pittsford Holiday Rentals

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Holiday Rentals in Pittsford

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (225)
"This was just the best to go away for mini work break. Quiet, peaceful and exactly what we needed. Jeff, the owner checked in on us which doesnt often happen, so that was a plus!! Waitsfield just a few miles away, so had some fun shopping. Must get mad taco!! MAD Highly recommended property"
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, (179)
"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 AU$293
includes taxes & fees
27 Jan - 28 Jan
Ultimate relaxing vacation

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

10.0 out of 10, Exceptional, (475)
"Perfect place to get away just the two of us! Jeff was great and made our stay amazing. Can’t wait to go again Jeff thank you!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

10.0 out of 10, Exceptional, (162)
"Spacious, comfortable and had everything we could have wanted for a holiday ski vacation. The weather wasn't entirely cooperative as far as the skiing, but we didn't mind with such a lovely place to settle in for a couple of cozy and relaxing winter days. "
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

8.8 out of 10, Excellent, (40)
"Located next to everything in Killington and property was clean. Use of hot tub and pool was a plus. Will stay here again "
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (161)
"What a cute condo! It had everything we needed from cooking supplies to board games to sleds! The host was super kind to make sure we could arrive ahead of the New Years Eve celebration at K-1. We also checked out the sports club - indoor pool and hottub - which was nice. Plenty of wood meant we could have a nice fire roaring as the snow fell. Truly picturesque. We lucked out with fresh powder for ski on/off one day which was an adventure. If you enjoy quieter slopes, Sunrise is perfect. Sunrise...
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (18)
"Gorgeous property with everything that we needed! It was relaxing and comfortable for everyone. The kids had a blast! The property management team was great with communication and offered early check in and late check out. Would absolutely stay here again!"
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.6 out of 10, Excellent, (26)
"We were a bit disappointed with this property. The pictures are a bit misleading as it felt dark and stuffy, which we didn’t expect. There was a strong cigarette odor that was hard to adjust to and the room kept dropping down to very cold temperatures (50s) even after we adjusted the thermostat. This was stressful since we have a 15 month old and were worried about her being too cold all night. The deck was completely blocked by a mound of treacherous ice from water dripping off the roof, which...
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Amazing Mountain Condo - Right across the street to Killington Resort

9.8 out of 10, Exceptional, (167)
"Me and my daughter stayed for three nights and loved the condo! It was so cute clean and comfortable. We got on the shuttle right in front of the condo for a two minute ride to the main base of Killington resort. The first day we literally walked because it was so close. I highly recommend this condo!"
Amazing Mountain Condo - Right across the street to Killington Resort

Comfortable mountain gem with pool, mountain views, & indoor parking space

8.4 out of 10, Very good, (26)
"This is a perfect property very close to the Snowden lodge. Easy access and perfect size. Great amenities. Will definately stay here again."
The price is AU$561
includes taxes & fees
20 Jan - 21 Jan
Comfortable mountain gem with pool, mountain views, & indoor parking space

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (198)
"We had a great stay. Cabin was cozy and warm while it was cold and blustery outside. Hot tub was a welcome perk. Bed was comfy. Regulating the heat upstairs took a littlelittleexperimentation.but we gor it. Stairs are steep! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views

8.4 out of 10, Very good, (7)
"Great location and the host was right on the money anytime I had a problem with question I was able to email them and they got right back to me. That’s the way to do it."
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views

Doc's Lake house 1st floor, 2 bedroom apartment

10.0 out of 10, Exceptional, (60)
"Beautiful area… had everything we needed! Loved the quiet."
The price is AU$351
includes taxes & fees
27 Jan - 28 Jan
Doc's Lake house 1st floor, 2 bedroom apartment

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (20)
"Very peaceful & relaxing. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.8 out of 10, Excellent, (13)
"The property was exactly as advertised and clean. The pool was open and it was a good option to relax. The acces to parking was terrible - muddy, sandy, icy gravel. It is clear that nobody was thinking about this at all. The access to lifts was not ski in/out, but shuttle was great, and running all time! There was a ski locker, which was convenient, though nobody told us about it and we figured it out ourselves. Card for pool did not work but the office was open and provided the correct one,...
The price is AU$677
includes taxes & fees
16 Jan - 17 Jan
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (106)
"Beautiful area for short 4 day stay . Cabin was clean and cozy. Well stocked for pretty much anything . Only dislike was the bedroom was in a loft area with narrow steps , and a bit tough to navigate in the middle of the night when the restroom was needed . Loved the quaintness otherwise . "
Classic Vermont Cabin on 2.5 acres Lake Frontage

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

9.4 out of 10, Exceptional, (25)
"Beautiful property with amazing view of the lake the directions were a little off according to the website but we found it very enjoyable and relaxing stay"
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views

9.0 out of 10, Wonderful, (17)
"My friends and I enjoyed the house immensely. My husband loved the sauna, while my friends enjoyed the hot tub. The kitchen was well equipped and had everything we needed to prepare meals for 16 people. Lots of space for a large group. Small issue with the deck furniture but was resolved immediately. Very impressed with Irina and her responsiveness to queries. Recommend very highly."
Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
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 types of properties in Pittsford you may be interested in

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1004)
"Enjoyed my stay. A nice steakhouse next door too."
The price is AU$238
includes taxes & fees
16 Jan - 17 Jan
Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1001)
"Super convenient to ski slopes. The hot tub was not functioning, also water was out when we arrived. Water was murky & cold through the next day once it started working. Check in for 1 of the rooms out of the 2 we reserved, was well past check in time. "
The price is AU$395
includes taxes & fees
22 Jan - 23 Jan
Killington Mountain Lodge, Tapestry Collection by Hilton

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1001)
"Convenient location to the ski resort"
The price is AU$225
includes taxes & fees
16 Jan - 17 Jan
Days Inn by Wyndham Rutland/Killington Area
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

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?

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi: This holiday home rental outside of Pittsford offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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 can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Pittsford?

Expedia has 4 holiday rentals for your stay in Pittsford.

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 Paramount Theater.

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.