Upscale 4BR Cottage • Walk to Middlebury College & Town • Hot Tub • Pet-Friendly

Top rated by guests
Living Area with 65" TV and generous seating.
Kitchen stocked w/Calphalon stainless cookware and all the tools!
Dining room with seating for 8
Spacious and highly stocked kitchen for cooking enthusiasts
4-6 person hot tub with private backyard setting
review stars
10.0Outstanding
(18 Ratings)
"Lisa was great! The cottage was really nice! Super cozy! And the ping pong table was fun! Just be careful that you route the location as Middlebury, Vermont & NOT Middlebury, Connecticut. We flew into..."
Alva M.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(18 Ratings)

House in Middlebury

6 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental



Welcome to The Middlebury Cottage — a rare find in Vermont’s favorite college town. This upscale 4-bedroom, 2-bath home offers modern luxury, historic charm, and unbeatable walkability just steps from Middlebury College, downtown cafés, shops, and scenic Chipman Hill trails.

Perfect for families, alumni gatherings, or groups visiting the college, the cottage combines designer comfort, eco-conscious living, and upscale amenities including a hot tub and pet-friendly accommodations.


🛏 Bedrooms & Baths

Owner’s Suite: King bed, Adirondack peek-a-boo views, premium bedding.

Main-Level Bedroom: Queen + twin bed, convenient for avoiding stairs.

Two Additional Bedrooms: Queen + twin, all with blackout shades & luxury linens.

2 Full Bathrooms: Modern fixtures and spa-like touches.



Living & Dining

Two living areas: 65” smart TV, sectional sofa, starlight projector.

Dining for 8: Elegant table just off the kitchen.

Work-friendly space: Desk + printer for remote work or study.



Chef’s Kitchen

A fully equipped chef-approved kitchen with:

Gas range + oven

Vitamix, Instapot, toaster oven

Calphalon stainless cookware

Full bakeware + glassware sets

3-stage water filtration system for pure coffee, tea, and drinking water



Outdoor & Amenities

Private hot tub + fenced backyard terrace with dining + rocking chairs

Tesla charger in garage

Ping pong table, yoga mats, washer/dryer

Solar-powered with eco-friendly, non-toxic products



Location Highlights

Walk to Middlebury College (12 min)

Downtown shops, cafés, and Town Green (3 blocks)

Middlebury Natural Foods Co-op & Shaws (2 blocks)

Chipman Hill trails with 3 scenic lookouts (next street over)

Amtrak Ethan Allen Express (4 blocks) – direct service to NYC




Why Guests Love The Middlebury Cottage

Upscale, luxury-level comfort in a historic Vermont setting

Perfect for families visiting Middlebury College

Eco-conscious and pet-friendly without sacrificing elegance

Walkable, modern, and designed for memorable gatherings

Amenities at Upscale 4BR Cottage • Walk to Middlebury College & Town • Hot Tub • Pet-Friendly

Non-smoking
Pets allowed

Map of Middlebury


Ratings and reviews

10.0 / 10.0
Outstanding(18 Ratings)
10.0 / 10.0Outstanding·Mar 2025
Lisa was great! The cottage was really nice! Super cozy! And the ping pong table was fun! Just be careful that you route the location as Middlebury, Vermont & NOT Middlebury, Connecticut. We flew into Boston and drove from there. Maps will automatically route you to the nearest “address” and nearest Middlebury, which is in Connecticut, NOT Vermont.
10.0 / 10.0Outstanding·Dec 2024
Great house and location. Everything as described. Was able to easily host Thanksgiving and everyone enjoyed the hot tub.
10.0 / 10.0Outstanding·Oct 2024
Everything was perfect!
10.0 / 10.0Outstanding·May 2024
`Lovely house, close to downtown Middlebury in a quiet neighborhood with plenty of space for friends and family. Aircon in every room made sleeping so comfortable. The house is well-appointed and communication with the properly manager is prompt and excellent.

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Upscale 4BR Cottage • Walk to Middlebury College & Town • Hot Tub • Pet-Friendly. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Upscale 4BR Cottage • Walk to Middlebury College & Town • Hot Tub • Pet-Friendly pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Upscale 4BR Cottage • Walk to Middlebury College & Town • Hot Tub • Pet-Friendly?

We found 2 amenities for this rental. This includes non-smoking, and pets allowed.


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