Holiday rentals in Proctor

4.99 out of 5 average rating, 107 reviews

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

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

Flat 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

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

Guest house 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

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!

Guest house in Wallingford

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

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.

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

Guest house 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.

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

Flat 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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Other great holiday rentals in Proctor

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

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!

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

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

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

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!

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!