Rutland Holiday Rentals, Vermont: Private House Rentals

A winding road surrounded by autumn foliage.

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Our top choices for Rutland hotels

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 large bed, a wooden headboard, two bedside tables with lamps, and a framed picture on the wall.

A reception desk with a 'Welcome to Hampton' sign and a 'Hilton Honors' card.

1. Hampton Inn Rutland

Rutland

Brent

฿4,532

฿4,985 total

includes taxes & fees

8 Nov - 9 Nov

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 brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.

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

2. Comfort Inn Rutland - Killington

Rutland

Izatullah

฿4,131

฿4,544 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

3. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

฿5,402

฿5,942 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

4. Days Inn by Wyndham Rutland/Killington Area

Rutland

William

฿3,962

฿4,358 total

includes taxes & fees

25 Oct - 26 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 spacious living room with a fireplace, a dining area with a wooden table and chairs, and large windows providing natural light.

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

A hotel room with two beds, a nightstand with a lamp, a window with curtains, and a view of trees outside.

5. Lake Bomoseen Lodge

Bomoseen

jay

฿4,376

฿5,008 total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.

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

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

6. The Mountain Inn at Killington

Killington

Daniel

฿4,496

฿5,193 total

includes taxes & fees

19 Oct - 20 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 wooden interior with a dining area featuring a round table and benches, large windows with a view of greenery, and a sign that reads "Grateful."

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

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

7. Snowed Inn

Killington

Melissa

฿4,258

฿5,153 total

includes taxes & fees

25 Oct - 26 Oct

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

A spacious living room with a wooden dining table, a sofa, and a coffee table. There is a large rug on the floor and a fireplace in the background.

A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.

A kitchen with wooden cabinets, a refrigerator, a stove, a microwave, and a sink.

8. Mountain Sports Inn

Killington

judith

฿4,661

฿5,127 total

includes taxes & fees

12 Oct - 13 Oct

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

A room with wooden cabinets, potted plants, and hanging light fixtures.

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.

9. Mountain Meadows Lodge

Killington

Kathy

฿5,282

฿6,648 total

includes taxes & fees

27 Oct - 28 Oct

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 cozy living room with a stone fireplace, leather sofa, and a patterned rug.

10. The Mountain Top Inn & Resort

Chittenden

Allison

฿9,891

฿10,782 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.

11. North Star Lodge and Resort

Killington

Corey

฿4,436

฿4,880 total

includes taxes & fees

14 Oct - 15 Oct

A large house with a swimming pool, a fenced yard, and a well-lit entrance.

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.

12. Brandon Inn

Brandon

Amelia

฿4,511

฿4,962 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

13. Greenbrier Inn

Killington

Jeff

฿5,865

฿6,759 total

includes taxes & fees

18 Oct - 19 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.

14. Killington Grand Hotel

Base Area

robert

฿7,786

฿9,133 total

includes taxes & fees

13 Oct - 14 Oct

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

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

A cozy living room with a fireplace, a white sofa, a coffee table with candles, and a bag with the text "Love is All Around".

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

15. The Trailside Inn

North Sherburne

Niall

฿5,341

฿5,875 total

includes taxes & fees

18 Oct - 19 Oct

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.

A patio area with a fire pit, outdoor seating, and a swimming pool.

A spacious loft-style living area with high ceilings, exposed wooden beams, and a mezzanine level.

16. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Richard

฿4,817

฿5,298 total

includes taxes & fees

2 Nov - 3 Nov

A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.

An outdoor seating area with tables and chairs, a stone planter with flowers, and a building with a sloped roof and large windows.

A two-story lodge with a stone facade, wooden balconies, and a well-maintained lawn.

A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.

17. Summit Lodge

Killington

Alex

฿6,880

฿8,466 total

includes taxes & fees

16 Oct - 17 Oct

A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.

A cozy, rustic room with a wooden dining table, benches, and a sofa.

A rustic lodge with a stone chimney, surrounded by autumn foliage.

A grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.

18. Turn of River Lodge

Killington

Jaime

฿4,024

฿4,426 total

includes taxes & fees

14 Oct - 15 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 sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.

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

19. Après Inn Killington

Killington

Christian

฿4,897

฿5,387 total

includes taxes & fees

2 Nov - 3 Nov

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

A bedroom with a red bed, white bedding, a window with blinds, a desk with a chair, and a wall-mounted lamp.

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

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

20. Killington Haus

Killington

Timothy

฿3,651

฿4,017 total

includes taxes & fees

19 Oct - 20 Oct

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Stay near popular Rutland attractions

Paramount Theater

8.6/10 (46 reviews)

This 1914 Victorian-style opera house features gold leaf details and a grand proscenium arch in an intimate setting. Experience live performances from concerts to theatre in this beautifully restored historic venue.

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Vermont State Fairgrounds

8.2/10 (39 reviews)

Home to one of America's oldest agricultural fairs since 1846, the Vermont State Fairgrounds showcases rural heritage. Visitors enjoy livestock exhibitions, carnival rides, and attractions during the mid-August fair.

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Pine Hill Park

8.4/10 (16 reviews)

This 325-acre outdoor haven features over 19 miles of single-track trails through Vermont's forests and meadows. Explore by mountain bike, foot, or snowshoes across terrain suited for all skill levels.

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Hathaway Farm

8.4/10 (7 reviews)

Navigate Hathaway Farm's 12-acre corn maze with interactive clue stations and smartphone challenges. After conquering the maze, meet friendly animals in the petting zoo or enjoy seasonal wagon rides to the pumpkin patch.

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Rutland Country Club

8.4/10 (15 reviews)

This historic golf course combines challenging play with scenic Vermont countryside views since 1902. Enjoy undulating fairways and fast greens, then unwind at Baxter's Restaurant overlooking the course.

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McLaughlin Falls

8.8/10 (9 reviews)

McLaughlin Falls cascades through Vermont's woodland, creating a serene natural retreat. Capture the tranquil beauty after rainfall when the waters of Eddy Brook flow most dramatically.

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Spartan Arena

This collegiate ice hockey hub hosts Vermont State University Castleton teams and community events. Enjoy public skating sessions or watch local tournaments in the arena's upgraded seating area.

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Green Mountain Shopping Plaza

You can browse for the perfect souvenirs at Green Mountain Shopping Plaza during your stay in Rutland. Make time for the shops and ski slopes in this family-friendly area.

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Learn more about Rutland

Nestled in the Green Mountains, this charming city offers world-class skiing and a vibrant university atmosphere. Catch a show at the historic Paramount Theatre or explore nature's wonders at McLaughlin Falls and Green Mountain National Forest.

See all hotels in Rutland

A forest with autumn foliage and a distant view of a town.

Top Rutland Hotel Reviews

Best Western Inn & Suites Rutland-Killington

10/10 Excellent

"Very good breakfast, nice bed and clean room. Good location and close to many restaurants"

Mountain Sports Inn

10/10 Excellent

"This place is great!! I recommend to any travelers in that area needing a room to book it quick! Breakfast is great the rooms are super clean and the staff is very friendly and helpful."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"We stayed two nights, however they were booked at different times so we had to change rooms. Both rooms were excellent, but we preferred the main inn. We loved everything about this property. We’d love to learn to ski so we could return for a winter vacation. The tavern had great food. We highly recommend the cheese board. Also, we really appreciated the self-serve, free coffee, hot cocoa and flavor enhanced water! There is a little town very close for more restaurant option."

Days Inn by Wyndham Rutland/Killington Area

8/10 Good

"Great hotel experience—looking forward to returning!"

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good

"Nice stop during our roadtrip. Loved the layout of the room and we really appreciate the staff's help. They are incredibly friendly and accommodating to customers."

The Mountain Inn at Killington

10/10 Excellent

"perfect!"

Comfort Inn Rutland - Killington

8/10 Good

"Clean room, good staff, good breakfast"

Emrose Luxury Cabins

10/10 Excellent

"Was wonderful"

On The River Inn

10/10 Excellent

"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."

More cheap stays in Rutland

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT

฿3,962

฿4,358 total

25 Oct - 26 Oct

includes taxes & fees

7/10 Good! (1,001 reviews)

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

฿4,131

฿4,544 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,001 reviews)