Vacation rentals in Proctor

Mountain Getaway Pet friendly

Escape to our charming getaway, ideally located in Rutland just 20 minutes from the world-famous Killington Ski Resort! Whether you're here for skiing, snowboarding, hiking, or simply enjoying the serene beauty of Vermont, our home offers the perfect base for all your adventures. Our home offers a cozy and welcoming environment, perfect for families, couples, and groups of friends. You'll love the combination of comfort, convenience, and proximity to the best of Killington's outdoor adventures.

Location · Family · Heating

Home Sweet Grove Street

Enormous 4 bedroom/1 bathroom apartment. 2000 sq ft.. Second floor. Entrance in front of the house. Parking in rear. Large dining room, living room and kitchen. Covered porch off of kitchen to enjoy some time outside. Tons of natural light. Perfect for large families or groups of friends. Dining room table seats 10+. House is one block from downtown. Walk to the restaurants, bars, movie theater, grocery store, bus depot, train depot,Walmart. Convenience store 3 houses down. Skiing 20 mins away.

Location · Family · Cleanliness

Your Cozy Basecamp for Adventure

We are located 100 feet from a mountain bike trail with hiking paths. 20 minutes to Killington and 15 minutes to Pico Ski resorts. Close to restaurants and stores in the downtown area. The space: - Parking is in the driveway for up to 2 cars. - 3 queen bed with separate rooms. - 1 living room with 50 inch smart TV including a sofa, rocker and rocker chairs. -1 full kitchen with tableware, glassware, and range. Please Note: Must go up 1 flight of stairs to enter & we have two dogs on premises.

Value · Family · Kitchen

Mountain View Apartment

Quiet, second floor, farmhouse apartment in country setting. Two connected bedrooms sleep four, one with a queen bed and the other with two twin beds. Watch the sunrise from the private deck or walk the fields to watch the sun set over the Adirondaks. Plenty of room to roam over the farm fields. Owner on property. 15 minutes from Castleton University. Please see more under "your property" -18 mi to Killington Resort/ 15 mi to Pico Ski Resort -9 miles to Rutland Regional Medical Center

Family · Value · Heating

Waterfront cottage walk-out suite.

Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or children.

Value · Family · Decor

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

Location · Value · Condition

Kingsley Homestead - walking distance to Downtown

Come stay in our quiet and relaxing two bedroom suite. We accommodate 4 people comfortably. We are very close to Rutland Golf ⛳️ , Pine Hill Park, Killington. Walking distance from downtown. There is a queen bedroom with a equipped kitchenette, large living room, and bath with shower and a whirlpool tub to relax in after a long day of outdoor adventures. There is a second bedroom that has two twin beds. Many small appliances. No stove. There is a two-burner portable stove.

Family · Location · Condition

Peaceful Pond View ~30 mins to Killington

Relax with the whole family while taking in beautiful views of this peaceful pond. Kayak, fish and swim in the warmer months, or hit the slopes in the snow. There are also a few hiking trails within walking distance. Close to many restaurants and only half an hour away from Killington/Pico. Close to Chittenden, Lake Bomoseen & Lake George. Enjoy the quiet and get cozy while relaxing and spending quality time with each other. Small dogs considered, but must get owner approval.

Family · Location · Kitchen

Upstairs Adventurer's Retreat

Welcome to this peaceful and centrally-located space in historic Pittsford. Situated near the top ski and mountain bike attractions in central Vermont, incredible trails, Middlebury, Rutland, Killington, Pico, Mountain Top Resort, and 45 minutes east of Woodstock, this couldn't be in a better location. This property has been in existence since 1832, and lovingly maintained with a backdrop of the Adirondacks beyond the picturesque pasture. Small but comfortable.

Location · Value · Hiking

Alynn's Hideaway

Alynn's is a cozy apartment centrally located in a quiet neighborhood 5 minutes outside of downtown Rutland where you'll find a whole list of shops, restaurants, bars, and the Paramount Theater. We're also a short 15min drive from Pico, 20min from Killington, and 10 minutes from the lovely Rutland Country Club. We're pet and kid friendly with a semi private backyard (shared with the main house where we live). You're minutes from just about anything you may need.

Family · Location · Accuracy

Adorable townhouse in Proctor, VT.

Nestled in the quiet town of Proctor, VT, our home is located in a well established, local neighborhood where you'll find it easy to relax with the whole family. Our home makes a perfect basecamp whether you are visiting to hike, bike, fish, hunt, swim, boat, ski, snowboard, or take in the beautiful fall colors while touring the VT countryside, our home's central location will be the perfect place to come home to after your days adventures!

Value · Location · Bathroom

One Room School House. No Cleaning Fees!

Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace. Off-street parking. High speed internet and 65 inch Roku TV with surround sound. Three season screened porch. Also, we have recently introduced a NO CLEANING FEE policy as our way of saying "Thank You" for respecting our property and guidelines.

Family · Value · Indoor spaces