Rutland, VT Vacation Homes from AED 291

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Our top choices for Rutland 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 656 total

includes taxes & fees

9 Nov - 10 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 1,024 total

includes taxes & fees

16 Nov - 17 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 house with a covered deck, a barbecue grill, and a wooden pergola.

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

5. 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 kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

6. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Rutland

Matthew T.

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

7. 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.

8. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

AED 1,405 total

includes taxes & fees

13 Nov - 14 Nov

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

9. 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 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.

A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

11. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

North Sherburne

"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...

Essa R.

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

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

The Woods

AED 1,333 total

includes taxes & fees

18 Nov - 19 Nov

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

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

Killington

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

14. 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 hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

15. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Killington

Smriti

AED 1,937 total

includes taxes & fees

8 Nov - 9 Nov

A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

16. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

Killington

Gifford F.

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

17. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

Killington

Matthew P.

AED 2,749 total

includes taxes & fees

8 Nov - 9 Nov

A living room with a wooden table, two chairs, a leather sofa, a coffee table, and a brick wall.

18. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

Killington

AED 1,650 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Killington

Ron L.

A hot tub in a lush garden with a wooden deck and stairs leading to a cabin.

20. Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington

Killington

Sarah G.

AED 1,727 total

includes taxes & fees

8 Nov - 9 Nov

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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 Theater 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 reviews in Rutland

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

Hampton Inn Rutland

Rutland

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

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

Inn at Neshobe River

Brandon

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 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

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

Sleep Woodstock Motel

Woodstock

10/10 Excellent

We were extremely impressed with the Sleep Woodstock Motel! If you get the chance- you need to book this place! Rooms were spacious and super clean, and the bed was extremely comfortable. Room had a fully stocked coffee bar; bathroom had plenty of towels, shampoo, conditioner, and lotion. Each room also has a retro mini fridge with a freezer, microwave, and coffeemaker. There is also a small eating area inside the room, and a table and chairs to sit outside your room on the patio. The room...

John

Après Inn Killington

Killington

10/10 Excellent

Anonymous traveler

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 modern two-story building with a wooden facade, large windows, and a covered porch with seating.

Fat Sheep Farm & Cabins

Windsor

10/10 Excellent

Brenda

Search Vacation Homes in Rutland

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Rutland 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. large ski ranch hot tub close to killington pets ok

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

6. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

7. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

8. 4BR Home | Walk Downtown Rutland + Trails

9. Luxury Condo Tucked in the Heart of Killington

10. CozyDen- Fireplace, Ski Off/ Shuttle On

11. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

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

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

14. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

15. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

16. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

17. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

18. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

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

20. Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington

Learn more about Rutland

Top reviews in Rutland

Hampton Inn Rutland

10/10 Excellent