Vacation rentals in Proctor

4.99 out of 5 average rating, 107 reviews

A rustic cabin nestled among tall trees, featuring a porch with sliding glass doors. A wooden picnic table is positioned on the deck, surrounded by a natural forest landscape. The ground is covered with pine needles and soft earth, enhancing the secluded atmosphere.

Tiny home in Castleton

Cabin-by-the-falls

One-bedroom cabin, one double bed, for those who want tranquility. Parking at the main house and then a short walk downhill, then a level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Guest suite in Lake Bomoseen

The serene lakeside view showcases a collection of charming houses nestled among vibrant autumn foliage. Trees display shades of orange, red, and yellow, reflecting a peaceful seasonal transformation. The calm water mirrors the colorful landscape, creating a tranquil atmosphere.

4.96 out of 5 average rating, 194 reviews

My house is your house!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

4.99 out of 5 average rating, 138 reviews

Two red adirondack chairs are positioned on a grassy area overlooking a calm pond. The water reflects a tree-lined shoreline under a partially cloudy sky. A wooden dock extends into the water, enhancing the tranquil outdoor setting.

Apartment in Pittsford

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 young children.

4.96 out of 5 average rating, 178 reviews

The charming tiny house is illuminated by warm string lights, showcasing its welcoming entrance. A cozy wooden door with a decorative wreath invites guests inside, framed by multiple windows allowing for natural light. The surrounding trees accentuate the peaceful outdoor setting.

Tiny home in Pittsford

Charming tiny house with great VT location!

Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

4.9 out of 5 average rating, 907 reviews

The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.

Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

4.96 out of 5 average rating, 137 reviews

A wooden deck offers seating with two lounge chairs, presenting expansive views of a field and distant mountains at sunset. The sky is painted in warm hues, while a solitary tree stands nearby, adding to the serene landscape.

Yurt in Pittsford

Remote Cozy Yurt with Sunset Views

Enjoy some time in a secluded yurt nestled in a quiet valley with spectacular sunset views. It comfortably sleeps 4, but can accommodate more. There is a bathhouse with an outdoor shower, compost toilet, and sink. Complete with propane stovetop, grill, and all necessary kitchenware. Stays in colder months will enjoy the warmth and comfort of a wood stove. Guests can also enjoy a small trail system on property for exercise or leisure. We hope you will come enjoy this peaceful retreat!

Guesthouse in Wallingford

The exterior of a historic guesthouse is shown, featuring white siding and classic black shutters. The structure is located amidst lush green grass and trees, with a red barn visible in the background. A gentle sunset casts a warm glow over the scene.

4.98 out of 5 average rating, 697 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

5 out of 5 average rating, 137 reviews

A charming white schoolhouse is surrounded by a blanket of fresh snow, with snow-covered bushes outlining the property. A tree stands bare nearby, while an American flag is displayed on the facade. The scene conveys a serene winter atmosphere in a quiet setting.

Home in Rutland

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.

A bathroom vanity showcases a marble countertop with a wash basin. Elegant chrome fixtures are paired with a decorative pink and teal backsplash. A clear soap dispenser labeled 'HAND SOAP' and a pastel-colored decorative jar filled with cotton balls add a touch of color.

4.86 out of 5 average rating, 184 reviews

Baby Queens Barbie-core Studio Apt (dog friendly)

Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

4.97 out of 5 average rating, 320 reviews

A fire pit with a stone circle is surrounded by four Adirondack chairs in green and light yellow. The area is grassy, and sunlight filters through nearby trees, creating a serene outdoor space for gathering.

Guesthouse in Castleton

Bomoseen Bungalow

Located near Lake Bomoseen and Castleton University. This is a charming upstairs apartment in a quiet, residential neighborhood. Walking distance to boat rentals and to a local country store. This apartment provides you with a cozy stay - a bedroom with a queen size bed, sofa bed, and air mattress. There is Roku television, a heat pump for air conditioning or heat, Keurig coffee maker, and more. This is a non smoking unit.

A wide road is seen lined with trees, providing shade on a sunny day. Buildings of various heights, including historic red brick structures, line the street. A clear view of the skyline is provided, showcasing the local architecture and inviting outdoor space.

4.96 out of 5 average rating, 609 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

4.95 out of 5 average rating, 349 reviews

A staircase is shown, featuring plush carpeting in a neutral tone. The walls are painted in a soft hue, creating a warm ambiance. At the top, a glimpse of the bedroom is visible, including a bed with light-colored bedding and curtains nearby.

Apartment in Poultney

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

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Popular amenities for Proctor vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Proctor

A modern kitchen features sleek gray cabinetry and stainless steel appliances. A large island with a marble countertop provides seating with several black bar stools. Natural light enters through a nearby window, illuminating the organized workspace with cooking essentials.

5 out of 5 average rating, 41 reviews

Relaxing in Rutland!

TaraRating, 5 stars2 months ago

Came to Vermont The Green Mountain Open Bowling Tournament. James place was clean, quiet and convenient. We had 5 people in our group and there was more than enough room. We will very likely to stay next year if available.

4.97 out of 5 average rating, 58 reviews

A well-appointed bathroom is featured, showcasing a modern shower enclosed in black framing. Marble flooring complements the wood vanity with gold fixtures. Rich green walls and elegant wainscoting add depth, while framed artwork enhances the overall aesthetic.

Home in Rutland

Mountain Getaway Pet friendly

MelanieRating, 5 stars1 week ago

My sisters and I stayed at Mary’s place in Rutland, VT. Everything about the accommodation was terrific. The home has a nicely designed interior with lovely front and back porch and welcoming yard. Very comfortable sleeping, wonderful bedding and pillows, great showers, super kitchen and great location. Thank you, Mary!

A landscaped area features freshly laid dark mulch surrounding a small shrub, with a wooden ramp leading to a white door. Textured mats are placed along the path, facilitating access, while a portion of a concrete driveway is visible in the foreground.

4.86 out of 5 average rating, 95 reviews

Cozy Corner Nook

JoshRating, 5 stars3 months ago

Stayed for a snowboarding trip at Killington and a day at Sugarbush. 20 mins from Killington in the center of town below. 1 hour from Sugarbush. Great stay

4.9 out of 5 average rating, 84 reviews

A compact kitchenette is shown, featuring dark green cabinetry and open shelves. Several white bowls and glassware are neatly arranged, while a stainless steel refrigerator stands beside a microwave. A small sink is positioned beneath warm lighting, adding to the functional design.

Home in Castleton

Cozy Contemporary Downtown Texaco

SherryRating, 5 stars3 weeks ago

Nice location right in the center of town. Walkable to many restaurants . Be advised it can be a bit noisy with traffic and pedestrians. Wenger was very responsive and followed up regularly during my stay to be sure I was comfortable. Place was very clean.

5 out of 5 average rating, 66 reviews

A clear, inviting swimming pool occupies a spacious area with sunlit turquoise water. Surrounding the pool is a textured stone patio, leading to lush green grass and trees in the background, enhancing the outdoor setting.

Farm stay in Clarendon

Dream Catcher Farm

Deborah JRating, 5 stars2 weeks ago

Deanna was a SuperHost as if the word was created for her. I, especially, felt at home. She's delightful, caring and sweet. Deanna's family and her dog Bella are so very welcoming. Bella should be listed as SuperHost #2! Her home is peaceful & beautiful > during the early mornings, there's multitudes of birds which made my Merlin (Bird Identifier) App go wild, including uncommon and rare birds. At night from the deck, viewing white tail deer and a BIG blue heron, and fall asleep with frog murmurs. The location perfectly afforded me several options of my intended adventures (kayaking a different lake each day.) The accommodations and its location, made my daily excursions easy to prepare for each night and leave the day to simply explore and enjoy my day. Location is everything. This was my 2nd time visiting here; and this will be one of MY places to go. CYA in July Deanna!

Place to stay in Middletown Springs

A modern cabin is framed by expansive glass windows, offering views of the surrounding nature. The outdoor area features a wooden deck and two Adirondack chairs positioned on gravel, inviting relaxation amidst the lush greenery.

5 out of 5 average rating, 13 reviews

Off-Grid Meadow Cabin Glamping Retreat

CoreyRating, 5 stars5 months ago

The Meadow Cabin was amazing. I wanted to go somewhere off-grid for a night and couldn’t have asked for a better place. There is a great story behind this cabin as well! I had everything I needed and nothing I didn’t. I spent about 24hrs in total there and never felt the need to play music or open a book. I just enjoyed the space, indoor and out, and took in the scenery. Will absolutely go back next time I need to disconnect!

The image displays a modern, newly renovated apartment interior. A kitchen with a white stove and light cabinetry leads to a dining area featuring a wooden table surrounded by four chairs. Natural light enters through windows, highlighting the warm wood flooring.

5 out of 5 average rating, 10 reviews

Newly Renovated - Free Parking

LeeannRating, 5 stars1 month ago

This place was great! Right in downtown. So many close shops and things to do. The people at the VFW were so helpful and kind. Let us have food and a drink at the bar!! Everyone welcomes us when we came in, they were ready to help with anything we needed. Nicely renovated apartment that we could relax in. We will definitely be starting there our next time in town!