Pittsford Vacation Rentals from ￥33,122: Search Short-Term Rentals

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

Rustic home with a private hot tub, cable, & washer/dryer : This vacation home rental outside of Pittsford is located in the city center and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Our top choices for Pittsford vacation rentals

1 bedroom, desk, WiFi (free), bed sheets

1. Cozy Rutland Retreat

Rutland

Valerie

￥30,730 total

includes taxes & fees

Sep 29 - Sep 30

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

Mendon

Aurore H.

￥36,997 total

includes taxes & fees

Sep 23 - Sep 24

Coffee/tea maker, fridge, microwave, oven

3. Centrally located apartment for the skier & outdoor enthusiast

Rutland

￥52,706 total

includes taxes & fees

Sep 23 - Sep 24

1 bedroom, desk, iron/ironing board, travel crib

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

Killington

Joseph S.

￥42,723 total

includes taxes & fees

Sep 21 - Sep 22

5. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester

Laura Ann

￥33,122 total

includes taxes & fees

Oct 18 - Oct 19

6. Mountain Green

Killington

troy

￥36,512 total

includes taxes & fees

Sep 21 - Sep 22

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

Killington

Jason B.

￥59,576 total

includes taxes & fees

Sep 21 - Sep 22

8. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

Killington

Olaf G.

￥72,095 total

includes taxes & fees

Sep 21 - Sep 22

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Top Pittsford Hotel Reviews

Middlebury Inn

8/10 Good

"I love this place and will always opt to stay here when I’m in the area. If I had to give any feedback it would be to make the toiletries a bit higher end and please provide non-milk alternatives for coffee 🙏"

Emrose Luxury Cabins

10/10 Excellent

"I thought the cabins were very unique and very nicely done. Everything was clean when we arrived. It was a little confusing about the check-in, but someone came to our aid. We enjoyed our stay. One thing that was wrong. Was we came home at night after dinner out and we were planning to take a shower and the water was trickling and cold. It was like there was no water on the property. It was already late so we did not contact anyone and the next morning, the water was working. This is a problem that needs to be looked at."

Sleep Woodstock Motel

10/10 Excellent

"Clean, cozy, and comfortable. I stayed here for a quick work trip and loved the cozy room. The hand drawn paintings on the wall were super cute. The room was clean and I could easily control the temperature. Although it’s on a busy road, the road noise was minimal at night and they provided ear plugs just in case. I would happily stay here again."

Lake Bomoseen Lodge

10/10 Excellent

"We had a great stay here! This was a long weekend girls' trip. There was easy access to the lake, a clean property, and really good food on-site at the restaurant with live music. The sweet potato hummus is a must-try! The pool was refreshing with plenty of activities to choose from: cornhole, volleyball, and pickleball. There's a little ice cream shop open in the afternoon. You can take a ride on the catamaran or the tiki boat for a small fee. Our stay was reasonably priced. The staff was friendly. Just an easy, no-nonsense, enjoyable getaway. We loved it and are thinking about making this a yearly girls' trip! Thank you so much for a great stay!"

Find out more about Pittsford

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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?

Rustic home with a private hot tub, cable, & washer/dryer: This vacation home rental outside of Pittsford is located in the city center and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.

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Check prices for these dates

Our top choices for Pittsford vacation rentals

1. Cozy Rutland Retreat

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

3. Centrally located apartment for the skier & outdoor enthusiast

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

5. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

6. Mountain Green

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

8. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

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

10. Welcoming condo near the slopes with free WiFi and full kitchen

11. Spacious mountain studio with free WiFi & full kitchen - close to skiing

12. Beautiful 1-bedroom cabin with AC in wonderful Wells

13. Luxury Condo Tucked in the Heart of Killington

14. Killington resort: Walk to Mountain, Bike, Pool

15. Killington Retreat | Deck-Fire Pit-Mountain Views!

16. large ski ranch hot tub close to killington pets ok

17. BearNecessities- Pool, Hot Tub, Gym

18. Unique family-friendly Vermont cabin!

19. Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

20. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Find vacation rentals that suit your style

Top Pittsford Hotel Reviews

Middlebury Inn

Emrose Luxury Cabins

Bentley House Bed and Breakfast

Brandon Inn

Sleep Woodstock Motel

Mountain Meadows Lodge

Lake Bomoseen Lodge

Snowed Inn

North Star Lodge and Resort

Find out more about Pittsford

Frequently asked questions

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