A church interior with stained glass windows and a piano.

Proctor Vacation Rentals

Q: What are some of the best vacation rentals in Proctor?

Centrally located 3-bedroom Basecamp in Proctor VT. : Visitors like this Proctor vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

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Dates

November 2026

December 2026

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Our top choices for Proctor vacation 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.

AED 749 total

includes taxes & fees

9 Dec - 10 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

AED 1,316 total

includes taxes & fees

12 Nov - 13 Nov

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

3. Kingsley Homestead - 2 Bedroom retreat

Rutland

AED 675 total

includes taxes & fees

20 Nov - 21 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.

AED 810 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Rutland

Thomas A.

AED 1,232 total

includes taxes & fees

12 Nov - 13 Nov

A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

6. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden

"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"

Carl P.

AED 2,003 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Mendon

Diane

AED 1,668 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Killington

Susanne B.

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

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

Killington

Carla M.

AED 994 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Rutland

Matthew T.

AED 3,104 total

includes taxes & fees

24 Nov - 25 Nov

A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

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

Killington

Joseph S.

A residential area with houses, a swimming pool, and a mountain backdrop.

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

Killington

Nathan H.

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

13. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

AED 1,274 total

includes taxes & fees

13 Nov - 14 Nov

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

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

Killington

Asad B.

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

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

Killington

Marcus G.

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

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

Killington

AED 1,078 total

includes taxes & fees

14 Nov - 15 Nov

A rustic cabin with a wooden porch, a door, and a large potted plant.

17. Unique family-friendly Vermont cabin!

Fair Haven

leonard

AED 1,080 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

18. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

Killington

Lisa

AED 1,556 total

includes taxes & fees

12 Nov - 13 Nov

A living room with a sofa, armchair, coffee table, TV, fireplace, and artwork on the wall.

19. Newly renovated cozy ski retreat with view of Killington slopes

Killington

Suzanne

AED 1,454 total

includes taxes & fees

22 Nov - 23 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

AED 588 total

includes taxes & fees

13 Nov - 14 Nov

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Find vacation rentals that suit your style

Top Proctor Hotel Reviews

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

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

Inn at Neshobe River

Brandon

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

North Star Lodge and Resort

Killington

10/10 Excellent

Thayer

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

Killington Grand Hotel

Base Area

10/10 Excellent

SUSSIE

Frequently Asked Questions

Can I find vacation rentals in Proctor?

Yes, we offer vacation rentals near popular attractions in Proctor, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Proctor?

Centrally located 3-bedroom Basecamp in Proctor VT.: Visitors like this Proctor vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

How many vacation rentals are there in Proctor?

Choose from 3 Expedia vacation rentals in Proctor for a memorable vacation.

What’s there to see and do in Proctor?

Explore the area and family-friendly sights such as Pond Hill Ranch and Pro Rodeo, or get out into nature at a spot like Dorset Quarry. In the larger area, you’ll find Wilson Castle and Proctor-Pittsford Country Club.

What’s a vacation rental in Proctor like?

Vacation rentals are private properties you can stay in for a long or short time in Proctor. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips.

Proctor Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Proctor vacation rentals

1. Cozy Rutland Retreat

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

3. Kingsley Homestead - 2 Bedroom retreat

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

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

6. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

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

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

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

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

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

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

13. 4BR Home | Walk Downtown Rutland + Trails

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

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

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

17. Unique family-friendly Vermont cabin!

18. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

19. Newly renovated cozy ski retreat with view of Killington slopes

20. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Find vacation rentals that suit your style

Top Proctor Hotel Reviews

Hampton Inn Rutland

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Proctor?

What are some of the best vacation rentals in Proctor?

How many vacation rentals are there in Proctor?

What’s there to see and do in Proctor?

What’s a vacation rental in Proctor like?