Pittsford Holiday Rentals, Vermont: Private House Rentals

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

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Go beyond your typical stay in Pittsford

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Our top choices for Pittsford hotels

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

A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.

A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.

A lodge with a fire pit, outdoor seating, and a covered area with string lights.

1. The Mountain Top Inn & Resort

Chittenden

Allison

7.636.075 ₫

8.323.321 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A covered outdoor area with a wooden ceiling, potted plants, and a bench.

A conference room with tables, chairs, and a projector screen.

A hotel room with a bed, bedside tables, a chair, and a patterned rug.

A modern kitchen with wooden cabinets, a coffee machine, and a toaster.

2. Hampton Inn Rutland

Rutland

Brent

3.498.358 ₫

3.848.193 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

An indoor swimming pool with clear blue water, surrounded by white tiles and blue pillars.

A modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.

A hotel room with two beds, a desk, a chair, a lamp, and a trash can.

3. Comfort Inn Rutland - Killington

Rutland

krishna

3.062.454 ₫

3.368.700 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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.

A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

A modern hotel lobby with a dining area, stone wall, and a view of the outside.

A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

4. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

4.170.332 ₫

4.587.365 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.

A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.

A spacious dining area with wooden tables and chairs, large windows offering a view of the outdoors, and a modern interior design with a wooden ceiling.

An indoor swimming pool with a high ceiling, multiple ceiling fans, and a seating area with chairs and tables.

5. Days Inn by Wyndham Rutland/Killington Area

Rutland

William

3.058.313 ₫

3.364.144 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.

A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.

A modern gym with a large window, wooden paneling, and illuminated vertical lights.

A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.

6. Emrose Luxury Cabins

Brandon

Mike

4.659.300 ₫

5.265.009 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A hotel room with two beds, a large window with a view of the sea, a TV, and a desk with a lamp.

A waterfront building with a deck and outdoor seating area.

A spacious living room with a large sectional sofa, a wooden coffee table, and a staircase leading to an upper floor.

A spacious living room with a fireplace, a dining area with a wooden table and chairs, and large windows providing natural light.

7. Lake Bomoseen Lodge

Bomoseen

jay

3.377.992 ₫

3.866.112 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A paved patio with outdoor furniture, a decorative garden bed, and a white fence.

A long corridor with tables and chairs, large windows, and a ceiling fan.

A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.

8. Brandon Inn

Brandon

Amelia

3.482.568 ₫

3.830.826 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A cozy living room with a fireplace, wooden furniture, and a television.

A cozy living room with a stone fireplace, wooden furniture, and a television.

A large building with a covered entrance and multiple windows, surrounded by a grassy area and trees with autumn foliage.

9. The Trailside Inn

North Sherburne

Marc

4.734.367 ₫

5.207.804 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

A bedroom with a large bed, two bedside tables, a small table, and a window with curtains.

A room with a high ceiling, wooden beams, and a carpeted floor. There are several wooden tables and chairs arranged for dining.

A golf cart on a golf course with a sign that reads "BREWER WINERY".

10. Inn at Neshobe River

Brandon

John

4.529.875 ₫

4.982.863 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

A sign for Greenbrier Inn and a gift shop, with a snow-covered ground.

A spacious loft-style living area with a high ceiling, wooden beams, and a cozy fireplace. A staircase with a wooden railing leads to an upper level.

A wooden interior with a staircase, a dining area, and a living room with a sofa and a lamp.

11. Greenbrier Inn

Killington

Jeff

4.527.675 ₫

5.218.145 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A building with a modern design, featuring large windows and a covered outdoor seating area.

A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

A lobby with a stone wall, wooden staircase, and a reception desk.

A swimming pool surrounded by snow, with a building in the background.

12. The Mountain Inn at Killington

Killington

Petra

3.471.178 ₫

4.009.326 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A bench with snow accumulation, a fire pit with visible flames, and a wooden fence in the background.

A sign for the Grand Hotel Spa in Killington, Vermont, with a mountain backdrop.

A spacious lobby with leather seating, a stone fireplace, and a staircase leading to an upper level.

A pool area with lounge chairs and a view of a mountainous landscape.

13. Killington Grand Hotel

Base Area

robert

6.010.497 ₫

7.050.556 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

A snow-covered road with a sign reading 'Welcome to Killington.'

A multi-story building with a pool and a covered patio area.

A bar area with a star sign, bicycles, and a patterned carpet.

14. North Star Lodge and Resort

Killington

SUSAN

3.424.585 ₫

3.767.043 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A calm lake surrounded by autumn-colored trees and a clear blue sky.

A cozy living room with a stone fireplace, leather sofas, a round coffee table, and a large window offering a view of the outdoors.

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

A bar area with wooden stools, pendant lighting, and a rustic ceiling.

15. Mountain Meadows Lodge

Killington

Kathy

3.673.082 ₫

4.687.515 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A large, two-story house with a central courtyard, surrounded by a well-maintained lawn and trees.

A dining area with wooden chairs and tables, large windows with arched tops, and a ceiling fan.

A large, two-story house with a well-maintained lawn and garden.

A reception area with a decorative elephant sculpture, a framed picture, a clock, and a vase with flowers.

16. The Lilac Inn

Brandon

Judith M

6.186.515 ₫

6.805.167 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

A golf course with a winding road, surrounded by trees and mountains.

A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.

A cozy living room with a fireplace, wooden furniture, and a stone wall.

17. Snowed Inn

Killington

Melissa

3.287.395 ₫

3.977.748 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".

A modern interior with a kitchen area, seating, and a fireplace.

A wall with a colorful mural featuring the text "Greetings from KELINGTON, VERMONT."

A room with a wooden cabinet containing a television and a vintage-style mini-fridge.

18. Killington Haus

Killington

Ivan

2.818.877 ₫

3.100.765 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a porch, a fountain, and a flag.

A room with a large window, a round glass table with a lace tablecloth, and a potted plant on the table.

A grand staircase with ornate woodwork, a floral-patterned carpet, and a potted plant.

A large, two-story house with a wrap-around porch, a turret, and a flag.

19. Bentley House Bed and Breakfast

Poultney

Joana Marie

3.818.297 ₫

4.161.943 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.

A kitchen with a stove, oven, microwave, sink, and cabinets.

A room with a bed, a wooden wall-mounted bike rack, a microwave, a coffee maker, and a small refrigerator.

A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.

20. Après Inn Killington

Killington

Kylie

3.572.130 ₫

3.929.343 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Pittsford attractions

New England Maple Museum

8.0/10 (11 reviews)

You can spend time browsing the exhibits at New England Maple Museum during your trip to Pittsford. Discover the area's mountain views and cosy cafes.

See properties

Proctor-Pittsford Country Club

9.6/10 (4 reviews)

Enjoy a round of golf in Pittsford at Proctor-Pittsford Country Club. Discover the area's museums and shops.

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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 city centre shops and restaurants.

See all hotels in Pittsford

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

Top Pittsford Hotel Reviews

The Mountain Inn at Killington

10/10 Excellent

"Our family enjoyed our one night stay at The Mountain Inn, including our 7 year old kid and our dog. It was nice to find a hotel that was very welcoming to dogs and only charged $35 per night for him, staff were friendly, and we loved swimming outside in the 95 degree heated pool while the temp outside was near freezing, it was amazing. The room was clean and recently renovated, and the grounds and restaurant were on par with what we expected. The restaurant had live music Saturday night and the old fashioned I had with their house made bourbon from their distillery was delicious, while the burger, salad, and Bavarian pretzels were pretty good, and the cheese pizza was not so good but the kid liked it. We enjoyed the view of the nearby mountains, foliage, and short drive over to Thundering Brook Falls. The continental breakfast was included and could have been better, and had we stayed a few more days we would have explored more of the food and shops in the area, as it seems like there were a few. We could probably suggest some upgrades to the game room but we had fun in there regardless. Overall, we liked our stay at The Mountain Inn and found that it met our expectations for the value, and the welcoming staff, heated pool, and accommodations could have my family going back in the future."

Mountain Sports Inn

8/10 Good

"Best thing was a hot, cooked to order breakfast. Delicious!"

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Very good hotel and nice staff"

Emrose Luxury Cabins

10/10 Excellent

"Such a beautiful place , close by to cafes / restaurants and the hot tub was amazing. I was able to call ahead and reserve it. Amazing !"

Comfort Inn Rutland - Killington

10/10 Excellent

"Great last minute find"

Bentley House Bed and Breakfast

10/10 Excellent

"Our stay was great. It was our first b&b experience and it couldn't have been better. John and Sharon were helpful, friendly and accommodating. The home was historically decorated and comfortable. Breakfast was wonderful. We stayed in the Green Room, where my husband said the shower pressure was 10/10! We definitely recommend!"

Middlebury Inn

10/10 Excellent

"Love the architecture!"

North Star Lodge and Resort

10/10 Excellent

"We found this lodge to be the perfect last minute stay while passing through Killington. The front desk attendant was very helpful , room perfect . Had everything we needed. Great restaurant next door also."

Best Western Inn & Suites Rutland-Killington

10/10 Excellent

"Queen deluxe rooney suite is indeed a spacious, clean 920sq ft. Request for additional pillows and sheetté for 6 people was promptly met Great hotel for group"

More cheap stays in Pittsford

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT

3.058.313 ₫

3.364.144 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

3.062.454 ₫

3.368.700 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,005 reviews)