- Cabin with pets allowed
The best dog-friendly cabin rentals near Middlebury
99% (1.8K) • 63 campsites
Top-rated campgrounds near Middlebury
Adirondack Rustic Retreat
1. Adirondack Rustic Retreat
100%
(70)
44mi from Middlebury · 2 sites
As far as we know, this land has been occupied since shortly after the civil war. It is actually two farms, combined into one around 1900. The main farmhouse was built out of the logs they cleared in 1879, and there are old foundations of the other original farm houses/barns as well. All over the property (now woods) there are piles of stones that the original inhabitants pulled from the fields. The second farm house was built in 1901. Most of the total 240 acres were cleared pasture land at that time. During the twenties and thirties the property was owned by an industrious couple from the City that lovingly turned it into more of a "rustic retreat"; damming a pond, planting ornamentals and upgrading the buildings. There have been many owners over the years, but we are proud to say it has been with us the longest. Our family bought it in 1961 and we have been trying to be good stewards ever since. Come and visit our little patch of wilderness!
Toilets
Campfires
Potable water
from
$99
/ night
Wise Pines
2. Wise Pines
100%
(17)
44mi from Middlebury · 3 sites
Wise Pines is a holistic and sustainable Inn/Hiker Hostel with a unique farm stay experience. It sits on 40 acres of land with wooded trails and a pond to sit by. We have a veggie garden, fruit trees, chickens, and ducks. *electric fencing is LIVE!* We utilize solar energy and have energy efficient rated buildings.
The owners of the property, Chelsey and Jon live with with their two young kids and dogs on the premises. The dogs are unleashed and friendly (though they will come running and barking loudly to say hi)!
We have a yoga studio and offer classes upon request.
We have many games for you to use, a bluetooth movie projector, walking trails (sometimes needing a bit of maintenance), a fire pit and grill.
The property is in the woods rustic woods of Vermont, amongst all of its seasons. Please note that we do our best to maintain the property as weather arises, but the walkways, some of which are a bit steep, may be snowy, icy or otherwise. Please come prepared with a vehicle and shoes that are suited for the season of your arrival (mud, snow and ice) for both our property and the town road we live on. Checking in during daylight hours is advised.
Nearby, the town of Woodstock in only minutes away with cute shops and restaurants. There are many local hikes, national and state parks, the Quechee Gorge, white water rapids, The VAST (snowmobile trails), ski resorts and array of local events to attend.
Toilets
Showers
Campfires
from
$165
/ night
The Rooney Farm
3. The Rooney Farm
99%
(35)
45mi from Middlebury · 1 site
The Rooney Farm is an 820 acre working organic dairy farm and maple sugarbush in Morristown, VT that has been stewarded by the Rooney family for four generations. We milk a herd of fifty holstein, jersey, guernsey, and ayrshire cows. We are right off the Long Trail, Catamount Trail, and VAST trail systems.
We have mountain bike trails on the farm as well as a great swimming hole. We have miles of hiking trails that link up to the Beaver Meadow trail network in the Vermont State Forest as well as Morristown Forest trails. Our camp has two full size beds and sleeps four people. The camp is not winterized: will protect you from wind and snow but not the cold!
Toilets
Showers
Campfires
from
$150
/ night
Little Log Cabin in Vermont
4. Little Log Cabin in Vermont
93%
(22)
50mi from Middlebury · 1 site
Learn more about this land:Special little retreat located next to a mountain stream. Off grid tiny house log cabin. Compleat with kitchen shower and composting toilet. Two beds and a fold out couch .
Toilets
Showers
Campfires
from
$88
/ night
Sky Hollow Farm
5. Sky Hollow Farm
100%
(3)
19mi from Middlebury · 2 sites
Nestled in the heart of the Green Mountains of Vermont, Sky Hollow Farm has a rich history spanning from an 1800s sheep farm to its transformation into a summer camp, and now our beautiful homestead where we keep pigs, horses, chickens, and a lush vegetable garden. This 120-acre property boasts 3 swimming ponds, a wood-fired sauna, a lovely creek, and miles of hiking and biking trails connecting directly to Rochester's network of Ridgeline mountain biking trails and the National Forest. Not to mention, Sky Hollow is minutes from Killington, Sugarbush, and Mad River Glen for world-renowned skiing and snowboarding.
The Hunter Cabin or Creek Cabin are excellent choices for a tranquil nature retreat. These one-bedroom cabins offer a unique stay with minimalistic, quaint furnishings. Both kitchens are equipped with a refrigerator, stove-top, and cooking utensils. These spaces also offer outdoor amenities including an outdoor shower and outhouse.
Dogs are welcome and must be leashed or under voice command at all times. A pet fee of $50 per pet for any length of stay is required. Sorry, but no cats allowed due to allergy concerns. There are free-range chickens on the property.
All walking trails are available to guests and are marked. Please avoid areas around other buildings on Sky Hollow to allow all guests their privacy. All barns and sheds are also private.
The Village of Rochester features great eateries for breakfast, lunch, and dinner, a bakery, a lovely public library, art gallery, antique store, a great playground at the elementary school, swimming holes, yoga studio, and more. It is within driving distance of larger towns like Rutland and Killington, Middlebury, Waitsfield, and Warren, and West Lebanon NH for day trips.
Public transportation is a 20+ minute drive away - a vehicle is necessary (4-wheel drive and snow tires are required in the winter months). Parking for 1-2 vehicles is available.
The owner has golden retriever (Kodak) - he is friendly and (usually!) well-behaved but does bark and run to greet you, so please drive slowly and don't be alarmed! We also have 1 cat and several friendly horses who occasionally graze in view of the cabins. Please be aware of electrified fencing (especially with small children!). Maple syrup and eggs are offered for sale when available. Please consider that you may or may not have cell service during your stay - AT&T has good coverage, but Verizon is spotty... there is a nice rock (Lion King Rock) on the mountaintop where it works well! Check coverage maps for other carriers.
While all of our spaces have high-speed WiFi, incredible views, shared access to the sauna, swimming pond, and trails; Sky Hollow Farm has the ability to offer a variety of experiences.
Check all of our spaces on Sky Hollow Farm:
The Apartment, The Guest House, The Creek Cabin, and The Hunter's Cabin can all be found at skyhollow.com, booking.com, VRBO, and AirBnB.
Toilets
Showers
Campfires
from
$105
/ night
99% (1.8K) • 63 campsites
Top-rated campgrounds near Middlebury
Adirondack Rustic Retreat
1. Adirondack Rustic Retreat
100%
(70)
44mi from Middlebury · 2 sites
As far as we know, this land has been occupied since shortly after the civil war. It is actually two farms, combined into one around 1900. The main farmhouse was built out of the logs they cleared in 1879, and there are old foundations of the other original farm houses/barns as well. All over the property (now woods) there are piles of stones that the original inhabitants pulled from the fields. The second farm house was built in 1901. Most of the total 240 acres were cleared pasture land at that time. During the twenties and thirties the property was owned by an industrious couple from the City that lovingly turned it into more of a "rustic retreat"; damming a pond, planting ornamentals and upgrading the buildings. There have been many owners over the years, but we are proud to say it has been with us the longest. Our family bought it in 1961 and we have been trying to be good stewards ever since. Come and visit our little patch of wilderness!
Toilets
Campfires
Potable water
from
$99
/ night
Wise Pines
2. Wise Pines
100%
(17)
44mi from Middlebury · 3 sites
Wise Pines is a holistic and sustainable Inn/Hiker Hostel with a unique farm stay experience. It sits on 40 acres of land with wooded trails and a pond to sit by. We have a veggie garden, fruit trees, chickens, and ducks. *electric fencing is LIVE!* We utilize solar energy and have energy efficient rated buildings.
The owners of the property, Chelsey and Jon live with with their two young kids and dogs on the premises. The dogs are unleashed and friendly (though they will come running and barking loudly to say hi)!
We have a yoga studio and offer classes upon request.
We have many games for you to use, a bluetooth movie projector, walking trails (sometimes needing a bit of maintenance), a fire pit and grill.
The property is in the woods rustic woods of Vermont, amongst all of its seasons. Please note that we do our best to maintain the property as weather arises, but the walkways, some of which are a bit steep, may be snowy, icy or otherwise. Please come prepared with a vehicle and shoes that are suited for the season of your arrival (mud, snow and ice) for both our property and the town road we live on. Checking in during daylight hours is advised.
Nearby, the town of Woodstock in only minutes away with cute shops and restaurants. There are many local hikes, national and state parks, the Quechee Gorge, white water rapids, The VAST (snowmobile trails), ski resorts and array of local events to attend.
Toilets
Showers
Campfires
from
$165
/ night
The Rooney Farm
3. The Rooney Farm
99%
(35)
45mi from Middlebury · 1 site
The Rooney Farm is an 820 acre working organic dairy farm and maple sugarbush in Morristown, VT that has been stewarded by the Rooney family for four generations. We milk a herd of fifty holstein, jersey, guernsey, and ayrshire cows. We are right off the Long Trail, Catamount Trail, and VAST trail systems.
We have mountain bike trails on the farm as well as a great swimming hole. We have miles of hiking trails that link up to the Beaver Meadow trail network in the Vermont State Forest as well as Morristown Forest trails. Our camp has two full size beds and sleeps four people. The camp is not winterized: will protect you from wind and snow but not the cold!
Toilets
Showers
Campfires
from
$150
/ night
Little Log Cabin in Vermont
4. Little Log Cabin in Vermont
93%
(22)
50mi from Middlebury · 1 site
Learn more about this land:Special little retreat located next to a mountain stream. Off grid tiny house log cabin. Compleat with kitchen shower and composting toilet. Two beds and a fold out couch .
Toilets
Showers
Campfires
from
$88
/ night
Sky Hollow Farm
5. Sky Hollow Farm
100%
(3)
19mi from Middlebury · 2 sites
Nestled in the heart of the Green Mountains of Vermont, Sky Hollow Farm has a rich history spanning from an 1800s sheep farm to its transformation into a summer camp, and now our beautiful homestead where we keep pigs, horses, chickens, and a lush vegetable garden. This 120-acre property boasts 3 swimming ponds, a wood-fired sauna, a lovely creek, and miles of hiking and biking trails connecting directly to Rochester's network of Ridgeline mountain biking trails and the National Forest. Not to mention, Sky Hollow is minutes from Killington, Sugarbush, and Mad River Glen for world-renowned skiing and snowboarding.
The Hunter Cabin or Creek Cabin are excellent choices for a tranquil nature retreat. These one-bedroom cabins offer a unique stay with minimalistic, quaint furnishings. Both kitchens are equipped with a refrigerator, stove-top, and cooking utensils. These spaces also offer outdoor amenities including an outdoor shower and outhouse.
Dogs are welcome and must be leashed or under voice command at all times. A pet fee of $50 per pet for any length of stay is required. Sorry, but no cats allowed due to allergy concerns. There are free-range chickens on the property.
All walking trails are available to guests and are marked. Please avoid areas around other buildings on Sky Hollow to allow all guests their privacy. All barns and sheds are also private.
The Village of Rochester features great eateries for breakfast, lunch, and dinner, a bakery, a lovely public library, art gallery, antique store, a great playground at the elementary school, swimming holes, yoga studio, and more. It is within driving distance of larger towns like Rutland and Killington, Middlebury, Waitsfield, and Warren, and West Lebanon NH for day trips.
Public transportation is a 20+ minute drive away - a vehicle is necessary (4-wheel drive and snow tires are required in the winter months). Parking for 1-2 vehicles is available.
The owner has golden retriever (Kodak) - he is friendly and (usually!) well-behaved but does bark and run to greet you, so please drive slowly and don't be alarmed! We also have 1 cat and several friendly horses who occasionally graze in view of the cabins. Please be aware of electrified fencing (especially with small children!). Maple syrup and eggs are offered for sale when available. Please consider that you may or may not have cell service during your stay - AT&T has good coverage, but Verizon is spotty... there is a nice rock (Lion King Rock) on the mountaintop where it works well! Check coverage maps for other carriers.
While all of our spaces have high-speed WiFi, incredible views, shared access to the sauna, swimming pond, and trails; Sky Hollow Farm has the ability to offer a variety of experiences.
Check all of our spaces on Sky Hollow Farm:
The Apartment, The Guest House, The Creek Cabin, and The Hunter's Cabin can all be found at skyhollow.com, booking.com, VRBO, and AirBnB.
Toilets
Showers
Campfires
from
$105
/ night
Recent reviews from the Hipcamp community
Susie
November 2025
Weekend Trip to Adirondack Rustic Retreat
A short walk down to the pond and into the pines and you’re suddenly unaware of reality or time…
Truly a beautiful piece of land. Perfect little cabin with such character.
A hot wood stove to keep cozy as the falling snow blanketed the silent forest around us.
Comfy sleeping pads, lights, plenty of wood, delicious water, cookware and other supplies. Outhouse was so clean and honestly adorable lol!!
Truly the peaceful escape I needed. I want to come back and experience what energy every different season offers, I’m sure they each offer magic.
See more
B
Bumper
November 2025
2 nights at Adirondack Rustic Retreat
A really nice retreat. Really cool to use the indoor fire stove for heat. Lots to do at the site too with the kayaks, outdoor kitchen, tented seating area. Gonna come back next year during the summer!
See more
A
Amber
October 2025
1 night at Little Log Cabin in Vermont
Loved this place!! so cute and private, the sauna was amazing too
See moreR
Robert
September 2025
With pets
We had a great stay here at the end of September with our dog. The property is beautiful. The place is really peaceful - just the sound of owls at night, no traffic noise at all. There's virtually no light pollution, so we had a really nice view of the stars at night. The beach area was well equipped with a fire pit, propane grill, basic utensils, tiki torches and even a screen room so you can eat without being bothered by bugs (though that wasn't really a problem when we were there). The cabin was cozy too. Overall, a very nice experience. We would love to come back again.
See moreJ
Julie
September 2025
With pets
Our 2nd time at this camp, and we love it. So wekk supplied, it's peaceful and quiet.
See more
c
casey
August 2025
Weekend Trip to Little Log Cabin in Vermont
Pks little cabin get away was awesome. We hike alittle on the property and seen both little water falls. Both where refreshing to swim in. The sauna was realy refreshing as well with a natural cedar sent. The trip was over all amazing. I would definitely come back and stay
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joe
August 2025
2 nights at Adirondack Rustic Retreat
Great little cabin.
Very quiet and secluded.
You must try the hammock.
Overall a great place to get away from it all.
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Amy
June 2025
Group trip
Our weekend at Wise Pines was an incredible experience. The lodging and ammneities far exceeded my expectations. Private rooms had fans and sound machines, very appreciated for the moms in our group enjoying undisturbed night sleep. The bunkhouse offered comfortable accommodation and our group loved the drawn curtains for each bunk. The treehouses were a joy to stay in, very comfortable and cozy. We booked the entire property for our weekend trip and spent a lot of time in the lodge enjoying the art books and games, as well as utilizing the stunning yoga studio for our own restoration. The space offers yoga classes as well!
Highly recommend a trip to Wise Pines whether you're a solo traveler/hiker looking to connect with others or a group seeking a restorative nature getaway.
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E
Emir
June 2025
With pets
Clean, quiet, and felt very private. A perfect little escape into nature.
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T
Tanya
April 2025
With pets
This little cabin was the perfect little get-a-way for a couple of days. The sound of the little brook beside the cabin was soothing. It’s located on a dirt road and it was a bit muddy when we visited so I’d recommend something with AWD or 4WD. The wood stove kept the cabin very warm. PK provided the basic essentials for a short stay. I do wish there had been easier access to walk down to the brook but it was still manageable. PK was very quick to response and a great host!
See moreS
Soham
March 2025
1 night at Little Log Cabin in Vermont
Great stay
Very close to waterfall and jay park.
Host was wonderful
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C
Christopher
February 2025
2 nights at Adirondack Rustic Retreat
Best place I’ve ever stayed in my life. Had a blast couldn’t recommend more. Hosts were great and cabin was super toasty even while a foot of snow fell on the ground.
See moreM
Mark
November 2024
Weekend Trip to Adirondack Rustic Retreat
We had a great time at this cabin. Beautiful views and very close to several great hiking trips. The host recommended Crane Mt. and it was excellent.
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