Book a Middlebury Cottage

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Featured Cottages in Middlebury

A cottage in the mountains
Exterior

A cottage in the mountains

9.6 out of 10, Exceptional, (12)
"Great quiet place to stay on a beautiful piece of land. Would stay here over a hotel any day!"
A cottage in the mountains
On Otter Creek! 1-bedroom cottage with WiFi and AC!
Exterior

On Otter Creek! 1-bedroom cottage with WiFi and AC!

10.0 out of 10, Exceptional, (1)
"A lovely, quiet, peaceful setting with gorgeous, well-kept grounds. Our cottage was very comfortable and conveniently located with easy access to the town of Vergennes."
On Otter Creek! 1-bedroom cottage with WiFi and AC!
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Property grounds

Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

8.4 out of 10, Very good, (18)
"The spectacular views from the back porch were amazing. We were in the area for a retirement party so we did not spend as much time at the house as we would have like to. "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Property grounds

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (60)
"We were visiting family in nearby Brandon. The space was perfect for our needs. Kitchen was set up with breakfast items and fridge had eggs, bread, milk, water, and basic condiments. The piano was a treat and allowed me to work on some preparation for a concert in the coming week. David is a very attentive host and the story behind the place is fascinating. "
The price is NZ$324
includes taxes & fees
29 Sept - 30 Sept
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Property grounds

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

10.0 out of 10, Exceptional, (16)
"We thoroughly enjoyed our stay at Lake Bomoseen. The house was in a great location with incredible lake views. The private dock was very relaxing."
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Cozy Cottage on Beautiful Lake Champlain.
Terrace/patio

Cozy Cottage on Beautiful Lake Champlain.

9.6 out of 10, Exceptional, (181)
"Great cottage in a quiet and picturesque spot on Champlain. Cottage is in good condition and loved it was also pet friendly. Highly recommend this spot for a quiet and romantic getaway "
Cozy Cottage on Beautiful Lake Champlain.
Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!
Property grounds

Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!

10.0 out of 10, Exceptional, (3)
"Wonderful cabin on a lake, all amenities that were wanted were provided, 30 min drive to Burlington. Would recommend. "
Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!
Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.
Outdoor dining

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay very much!"
Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.
Camp Roosevelt on Lake Champlain
Property grounds

Camp Roosevelt on Lake Champlain

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great house with beautiful lake access. It was so quiet and peaceful. Perfect for a family vacation. "
Camp Roosevelt on Lake Champlain
Century-old lakefront Victorian on a private island with boats & beach - dogs OK
Property grounds

Century-old lakefront Victorian on a private island with boats & beach - dogs OK

10.0 out of 10, Exceptional, (1)
"A Maple house on Garden Island was absolutely amazing. This was our second time staying and it definitely lived up to my memories. We stayed there for a family reunion and other members of our extended family rented the other cabins on the island. What a magical trip! Garden Island is one of my favorite places to stay in the summer and one of the best kept secrets in Vermont. Maple has two bunkbed rooms for the kids, even though you only see one room in the pictures. It was perfect for our...
Century-old lakefront Victorian on a private island with boats & beach - dogs OK
Adirondacks Cottage w/ Countryside Views!
Cottage (2 Bedrooms) | Interior

Adirondacks Cottage w/ Countryside Views!

3.0 star property
Adirondacks Cottage w/ Countryside Views!
Dog-friendly bay-front cabin with screened porch & great views - next to trails
Property grounds

Dog-friendly bay-front cabin with screened porch & great views - next to trails

9.4 out of 10, Exceptional, (9)
"Beautiful, serene, idyllic. BUT the cleaning service hired by Vacasa failed completely."
Dog-friendly bay-front cabin with screened porch & great views - next to trails
Cozy Lake Champlain Cottage w/ Beautiful View
Cottage (3 Bedrooms) | Interior

Cozy Lake Champlain Cottage w/ Beautiful View

3.0 star property
10.0 out of 10, Exceptional, (1)
Cozy Lake Champlain Cottage w/ Beautiful View
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!
House (2 Bedrooms) | Interior

Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

3.0 star property
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!
Charming Waitsfield Escape: 10 Mi to Sugarbush!
House (3 Bedrooms) | Interior

Charming Waitsfield Escape: 10 Mi to Sugarbush!

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Waitsfield Escape: 10 Mi to Sugarbush!
Dog-Friendly Lakefront cabin w/Free WiFi, Patio, Deck, Dock, & Water Views
Exterior

Dog-Friendly Lakefront cabin w/Free WiFi, Patio, Deck, Dock, & Water Views

5.8 out of 10, (6)
"Too expensive and bringing everything over on the ferry got old fast !!"
Dog-Friendly Lakefront cabin w/Free WiFi, Patio, Deck, Dock, & Water Views
Dog-friendly cabin right on the lake with lots of space, screened porch, & boats
Exterior

Dog-friendly cabin right on the lake with lots of space, screened porch, & boats

8.6 out of 10, Excellent, (4)
"The Island is lovely. House was not as clean as it could have been. Caretakers were very nice and accommodating. Lake amenities were terrific."
Dog-friendly cabin right on the lake with lots of space, screened porch, & boats
Dog-friendly retreat with porch, kayaks, & amazing views - right on the water
Exterior

Dog-friendly retreat with porch, kayaks, & amazing views - right on the water

8.6 out of 10, Excellent, (7)
"We can't say enough good things about Garden Island and staying in Willow cabin (boathouse). It's all about being next to Lake Champlain. The peace, the beauty, the many ways to play or rest. Relaxing on the screened in porch is awesome in all weather and was our favorite feature. It has a million dollar view that far surpasses most rental homes and definitely is the best on the island. The sandy beach, the dock, the kayaks, the sprawling lawn, the Adirondack chairs offer abundant ways to kick...
Dog-friendly retreat with porch, kayaks, & amazing views - right on the water
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
House (4 Bedrooms) | Interior

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

3.0 star property
10.0 out of 10, Exceptional, (1)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
4 Mi to Sugarbush Resort: Waitsfield Retreat
House (4 Bedrooms) | Interior

4 Mi to Sugarbush Resort: Waitsfield Retreat

3.0 star property
4.0 out of 10, (1)
"A few days before arrival, we were sent an email containing instructions for the property. These instructions were addressed to another individual and dated 2021, which seems to be an indication of the last time the property had any attention. Arrival was fairly smooth, following the instruction sheet. The exterior of the house was somewhat worn, with sections of missing gutter, worn paint, and loose entry steps. Inside, both the garage and in the main living area were cluttered and dusty. It...
4 Mi to Sugarbush Resort: Waitsfield Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

The Waitsfield Inn

The Waitsfield Inn

10/10 Excellent
"Nice older homelike place. There is something charming about it!"
William 2-night trip
Posted 4 hours ago
The Waitsfield Inn

Find out more about Middlebury

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
284
Accommodation
62 Cottages
Lowest Price
NZ$324
Highest Price
NZ$324

Frequently asked questions

What is there to do in Middlebury near my cottage?
Middlebury has enough experiences and activities to keep you occupied for weeks, beginning with National Museum of the Morgan Horse. UVM Morgan Horse Farm, Halpin Covered Bridge and Pulp Mill Covered Bridge are other fantastic attractions. If you're lingering longer, Otter Creek Brewing and Henry Sheldon Museum of Vermont History are great additions to your itinerary.

Explore a world of travel with Expedia

Explore a world of travel with Expedia