Middlebury Rentals
From $760 per night (USD)VRBO
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your ideal Middlebury escape—where comfort, style, and location come together with ease. Situated right in th ...
From $760 per night (USD)VRBO
From $241 per night (USD)Expedia
Downtown Middlebury 3 BR Home - Walk Everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 1918 downtown Middlebury home has long been split into a left and right duplex. We have decorated and furnished uni ...
From $241 per night (USD)Expedia
From $1116 per night (USD)VRBO
The Middlebury Cottage · 4 BR Modern Village Home · Hot Tub · Walk to Campus
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to the Middlebury Cottage Right in the heart of Middlebury village, our 1940s cottage is where Vermont history ...
From $1116 per night (USD)VRBO
From $865 per night (USD)VRBO
Great Location! Cozy Two Bedroom Apartment in the Heart of Middlebury
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Boho Chic and freshly redecorated apartment in the heart of Middlebury. Walking distance to campus, the athletic fields ...
From $865 per night (USD)VRBO
From $1695 per night (USD)VRBO
Middlebury, VT In town Recently renovated four bedroom Luxury Home,sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our in-town, walk almost everywhere, home is available for short term rentals during Middlebury College event weekends, ...
From $1695 per night (USD)VRBO
From $499 per night (USD)VRBO
Newly Renovated 3-bedroom house within walking distance to downtown Middlebury
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This Middlebury house boasts 3 inviting bedrooms. With 2 queen beds and 1 full bed, it's the perfect retreat for guests ...
From $499 per night (USD)VRBO
From $197 per night (USD)VRBO
*Downtown Middlebury Waterfall Studio Apartment*
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Downtown Middlebury furnished studio apartment with a picturesque view of Otter Creek waterfalls! This historic 1700s bu ...
From $197 per night (USD)VRBO
From $743 per night (USD)VRBO
Downtown Middlebury River House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy the perfect blend of in-town convenience and serene riverfront living in this newly remodeled home. Floor-to-ceil ...
From $743 per night (USD)VRBO
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The Farmhouse of Middlebury
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
🏡 Welcome to The Farmhouse in Middlebury! Tucked away on a quiet dead-end street yet just steps from Middlebury Colleg ...
Click For PricingVRBO
From $488 per night (USD)Expedia
Purple Door Cottage in the heart of Middlebury!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Purple Door Cottage is located in the heart of Middlebury on a peaceful side street. Completely renovated, AC & heat eve ...
From $488 per night (USD)Expedia
From $359 per night (USD)VRBO
Cozy Pleasant St Apartment in Downtown Middlebury!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome! Whether you’re in town for a weekend getaway or an extended stay, you’ll enjoy quick access to downtown shops, ...
From $359 per night (USD)VRBO