Pittsford Holiday Rentals from NZ$262: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Pittsford has to offer?

Rustic home with a private hot tub, cable, & washer/dryer : This holiday home rental outside of Pittsford is located in the city centre, and has a fireplace, 1 hot tub and a BBQ 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 that you can cook with friends or family.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pittsford holiday rentals

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

1. Cozy Rutland Retreat

Rutland

Susan E.

includes taxes & fees

30 Nov - 1 Dec

A spacious living area with a wooden ceiling, a sofa, a chair, a television, and a staircase.

2. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Chittenden

includes taxes & fees

20 Nov - 21 Nov

A kitchen with granite countertops, wooden cabinets, and a built-in oven.

3. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon

Diane

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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

Mendon

Aurore H.

includes taxes & fees

12 Nov - 13 Nov

An aerial view of a residential area with houses, a swimming pool, and a parking lot.

5. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington

Asad B.

includes taxes & fees

12 Nov - 13 Nov

A house with a wooden deck, solar panels, and a well-maintained garden.

6. Kingsley Homestead - 2 Bedroom retreat

Rutland

includes taxes & fees

20 Nov - 21 Nov

A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

7. Mountain Green ground-floor condo with private yard off the patio

Killington

includes taxes & fees

15 Nov - 16 Nov

A bedroom with two beds, a dresser, a window with a view of greenery, and a painting on the wall.

8. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

Killington

Marcus G.

includes taxes & fees

12 Nov - 13 Nov

A modern bedroom with a bed, bedside table, and a window with a view.

9. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

Killington

Nathan H.

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

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

Leicester

Laura Ann

includes taxes & fees

22 Nov - 23 Nov

A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

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

Killington

Susanne B.

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

12. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Killington

Carla M.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

13. Rutland apartment on the bus route with central A/C, near Pico

Rutland

Thomas A.

includes taxes & fees

17 Nov - 18 Nov

Pass snacks across the counter without leaving the conversation in the main room.

14. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Killington

Casey C.

includes taxes & fees

12 Nov - 13 Nov

An outdoor patio with a sofa, a patterned rug, and a lamp.

15. Cozy 1BR/1BA Mt Green Condo with Amenities and Discounted Ski Rentals. Shuttle.

Killington

Kathryn C.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

16. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Killington

John O.

A ski resort with multiple buildings, a ski slope, and a mountain in the background.

17. Jack S`Bearo - Slopes, Fireplace, Pool

Killington

Joseph S.

includes taxes & fees

12 Nov - 13 Nov

A two-story building with a dark brown exterior, a covered porch, and a number '303' sign.

18. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

North Sherburne

Matthew R.

includes taxes & fees

20 Nov - 21 Nov

A rustic interior with a stone fireplace, wooden beams, leather furniture, and a balcony with a view.

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

Killington

Kathleen M.

includes taxes & fees

12 Nov - 13 Nov

A yurt with a red door, a visible interior with a fire, and snow outside.

20. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Poultney

includes taxes & fees

15 Nov - 16 Nov

View all properties

Find holiday rentals that suit your style

Top Pittsford Hotel Reviews

A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.

Comfort Inn Rutland - Killington

Rutland

8/10 Good

Jeff

A stone fireplace with a sign above it reading "Trailside Lodge."

The Trailside Inn

North Sherburne

8/10 Good

Tony

Snowed Inn

Killington

10/10 Excellent

Just like a hallmark card. The most friendliest and helpful staff you can find. We loved relaxing here and taking in the atmosphere. Lots of amazing restaurants within walking distance and the free shuttle was really helpful in getting around. So many small touches that made this place one of our favourite places to stay. AMAZING! We came in summer and hope to comeback one day in the winter and experience the snow and ski fields.

Melissa

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

Sleep Woodstock Motel

Woodstock

10/10 Excellent

Colin

Find out more about Pittsford

Everything you need to know about Pittsford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsford. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsford holiday rentals we have selected for you start as low as NZ$262 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsford rentals

At Expedia, we put the best Pittsford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Rustic home with a private hot tub, cable, & washer/dryer: This holiday home rental outside of Pittsford is located in the city centre, and has a fireplace, 1 hot tub and a BBQ 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 that 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 wider area, you’ll find Proctor-Pittsford Country Club and Taconic Mountains Ramble State Park.

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.

Pittsford Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsford holiday rentals

1. Cozy Rutland Retreat

2. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

3. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

5. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

6. Kingsley Homestead - 2 Bedroom retreat

7. Mountain Green ground-floor condo with private yard off the patio

8. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

9. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

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

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

12. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

13. Rutland apartment on the bus route with central A/C, near Pico

14. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

15. Cozy 1BR/1BA Mt Green Condo with Amenities and Discounted Ski Rentals. Shuttle.

16. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

17. Jack S`Bearo - Slopes, Fireplace, Pool

18. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

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

20. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Find holiday rentals that suit your style

Top Pittsford Hotel Reviews

Comfort Inn Rutland - Killington

8/10 Good

Find out more about Pittsford

Pittsford holiday rentals: An excellent choice for every season

How to find incredible deals on Pittsford rentals

Frequently Asked Questions

Can I find a holiday rental in Pittsford?

What are some of the best holiday rentals that Pittsford has to offer?

What can I see and do in Pittsford?

What’s a holiday rental in Pittsford like?