Pittsford, VT Vacation Homes from AED 291

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Our top choices for Pittsford vacation homes

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.

AED 612 total

includes taxes & fees

11 Nov - 12 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.

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

Mendon

Aurore H.

AED 772 total

includes taxes & fees

8 Nov - 9 Nov

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

3. Kingsley Homestead - 2 Bedroom retreat

Rutland

AED 592 total

includes taxes & fees

7 Nov - 8 Nov

A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

4. Luxury Condo Tucked in the Heart of Killington

Killington

"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...

Melinda D.

AED 906 total

includes taxes & fees

8 Nov - 9 Nov

A house with a covered deck, a barbecue grill, and a wooden pergola.

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

Mendon

Callison A.

AED 1,524 total

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a covered porch and a gabled roof.

6. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Molly T.

AED 1,013 total

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with Adirondack chairs and a table, overlooking a mountainous landscape.

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

Stockbridge

Kevin M.

AED 2,295 total

includes taxes & fees

16 Nov - 17 Nov

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

Stockbridge

Sophie L.

AED 2,295 total

includes taxes & fees

16 Nov - 17 Nov

A rustic cabin with a stone fire pit, wooden deck, and a chimney.

9. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Mendon

Heidi S.

AED 3,318 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

10. CozyDen- Fireplace, Ski Off/ Shuttle On

Killington

Berni H.

AED 940 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a wooden ceiling and large windows.

11. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods

AED 1,292 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

12. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

AED 2,567 total

includes taxes & fees

7 Nov - 8 Nov

A hallway with a wooden wall, a white door, and a wooden staircase.

13. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

AED 1,331 total

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a fireplace, a television, and a dining area with natural light.

14. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Killington

Ron L.

A spacious living room with a sofa, coffee table, and fireplace. There is a large window providing a view of the outdoors.

15. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

Killington

Matthew P.

A stone fireplace with a black mantel, framed picture, and decorative items.

16. SnowArts, Wood Burning fireplace, Close to slopes

Killington

Tammy W.

AED 3,051 total

includes taxes & fees

10 Nov - 11 Nov

A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

17. The Tower House | Hot Tub | Firepit | Dog-Friendly

Killington

Patrick B.

AED 2,909 total

includes taxes & fees

8 Nov - 9 Nov

A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a large island with seating.

18. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Killington

AED 3,511 total

includes taxes & fees

8 Nov - 9 Nov

A cabin with a wooden deck, surrounded by lush greenery and a garden with purple flowers.

19. Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub

Killington

Catherine S.

AED 2,139 total

includes taxes & fees

8 Nov - 9 Nov

A covered porch with a grill, two Adirondack chairs, and a fire pit.

20. Estelle Cottage- Pool, hot tub, Fireplace

The Woods

"Yes!! King beds!! Tall people love king beds and they delivered. This does not diminish the fact that everything was excellent for our stay. From the welcome gifts including some great local coffee and syrup, to the relaxing sauna, the comfortable large living room and bedrooms, and all amenities, we wanted for nothing. Truly a gem on our whole vacation! We looked forward to returning in the late afternoon knowing we had a quiet evening and a good sleep ahead of us. Truly a great place to...

Devin

AED 2,458 total

includes taxes & fees

9 Nov - 10 Nov

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Learn more about Pittsford

Nestled in Vermont's Green Mountains, Pittsford offers hiking trails through New England forest and swimming at the historic Pittsford quarry during summer months. Visit the New England Maple Museum to learn about syrup production or explore nearby Rutland's downtown shops and restaurants.

See all hotels in Pittsford

A forest with a moss-covered rock and a stream.

Top reviews in Pittsford

A two-story house with a porch, surrounded by trees.

Inn at Neshobe River

Brandon

10/10 Excellent

Anonymous traveler

A modern interior with a wooden reception desk, seating area, and large windows.

Hampton Inn Rutland

Rutland

10/10 Excellent

Anonymous traveler

A lakeside setting with a stone fire pit surrounded by logs, a grassy area, and a building with outdoor seating in the background.

Lake Bomoseen Lodge

Bomoseen

10/10 Excellent

Anonymous traveler

A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

Best Western Inn & Suites Rutland-Killington

Rutland

10/10 Excellent

Judie

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

The Trailside Inn

North Sherburne

10/10 Excellent

I've never wrote a review on any product or hotel until now and that is because the Trailside Inn deserves all the recognition it could get! To start, the owners Josh and Ann are fantastic. We arrived Friday night after a long drive from Long Island - we were immediately greeted by Josh who welcomed us to the lodge and took the time to show us the best trails at Killington and offered advice on restaurants near by. It was very cold Saturday so we didn't stay long at the mountain. When we...

Alyssa

A large, two-story house with a driveway leading to a garage, surrounded by a well-maintained lawn and autumn-colored trees.

The Lilac Inn

Brandon

10/10 Excellent

Karen

Snowed Inn

Killington

10/10 Excellent

Tammy

A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

Mountain Meadows Lodge

Killington

10/10 Excellent

Timothy

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

Mountain Sports Inn

Killington

10/10 Excellent

Julianne

Après Inn Killington

Killington

10/10 Excellent

Anonymous traveler

A spacious room with large windows, a stone wall, and a wooden ceiling.

The Mountain Top Inn & Resort

Chittenden

10/10 Excellent

We only stayed for two nights but could not have been happier! The staff was extremely helpful and friendly. The views and grounds are beautiful. We loved the beautiful, quiet setting. It rained one of the days we were at the hotel, but the staff was eager to give recommendations of places to go for other indoor activities! We were extremely pleased to visit the Mountain Top Inn and will definitely return for another stay!

Anonymous traveler

A white building with green shutters and a sign that reads "Storeham Inn."

Shoreham Inn

Shoreham

10/10 Excellent

Nice inn located in a 200 year old house. Rooms with comfortable beds, no tv, but they do have WiFi. Food is very good and the couple that owns and runs the inn is very friendly and accommodating. Some quirks like squeaky floors and no locks on the doors just add to the charm. Nice fireplace and outdoor deck. Coffee is excellent too. Very nice place to stay you have something going on in the area, or if you want a relaxing low key vacation in picturesque Vermont or nearby upstate NY.

Ron

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Goshen Vacations
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Search Vacation Homes in Pittsford

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Pittsford vacation homes

1. Cozy Rutland Retreat

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

3. Kingsley Homestead - 2 Bedroom retreat

4. Luxury Condo Tucked in the Heart of Killington

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

6. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

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

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

9. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

10. CozyDen- Fireplace, Ski Off/ Shuttle On

11. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

12. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

13. 4BR Home | Walk Downtown Rutland + Trails

14. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

15. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

16. SnowArts, Wood Burning fireplace, Close to slopes

17. The Tower House | Hot Tub | Firepit | Dog-Friendly

18. Slopeside Estate Guesthouse: Hot tub, AC, Grill

19. Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub

20. Estelle Cottage- Pool, hot tub, Fireplace

Learn more about Pittsford

Top reviews in Pittsford

Inn at Neshobe River

10/10 Excellent

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