
Vacation rentals in Middlesex
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Top-rated vacation rentals in Middlesex
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Popular amenities for Middlesex vacation rentals
Other great vacation rentals in Middlesex

The Roost - Recharge & Relax
Amazing place. Right off the road but feels very private. It really was like sleeping in the trees. Sandra is a super helpful and friendly host. The house was comfortable and clean, but it still felt like an adventure! My son and I had a blast:)

Perry Pond House
Great place. Nice location.

Cozy Peaceful Cottage
Morgan is the perfect host, providing everything necessary to a magical stay in their remarkable cabin. I had complete privacy and quiet, but knew she was readily available if I had any questions or needs. The cabin itself is a wonder of architecture, with every detail carefully thought out and rendered. There are books galore and CDs, the slipper foot bathtub is amazing, and the back patio offers a peaceful view of trees and meadow. The property is dotted with wonderful sculptures by her husband, Alan. I watched the sun rise and set and walked down the very dark night road to look at the stars. The woods are my favorite place to be, and there was no shortage of local hiking trails. The general store just down the street is staffed by very friendly folks, and I bought a new favorite coffee mug made by a local artisan. In short, my stay was everything I hoped it would be, and I would highly recommend it.

Cozy 1 bed guest suite Sugarwood home
The place was delightful—a very cute getaway without being completely remote. The space was perfect for two people. It had everything you needed, and it was very cozy and spacious. I highly recommend it. Jungwood was extremely communicative and helpful during the stay.

Farmhouse Sunset Studio at Anderbell Acres
My partner and I had a great time at the guest suite. We hope to stay again in the future.

Waterfall Oasis with Large Deck
If you have the opportunity to stay at this amazing home, do it. The bridge leads you to a private and beautiful home that is exactly what you would expect from the pictures. The hosts are friendly, responsive and helpful. The home was the best stocked Airbnb I have ever stayed at. So welcoming and so many thoughtful touches. We used the grill to cook dinner on the deck overlooking the waterfall, watched fireflies in the field in the evening and enjoyed coffee from the living room every morning. We also going Waterbury to be a perfect location for exploring Vermont.

"Stowebury" Apartment
Dan’s place was even better than we expected.! You could tell a lot of thought was put into making the space very comfortable with added touches to make you feel at home. While the space is smaller, it has everything that you would need. We were bummed that it rained on the evening that we planned to use the fire pit but it looked like a nice evening spot to relax. I would highly recommend to others!

Stylish Montpelier 2BR Apt. Walk to town
Lucy is a welcoming and helpful host. The apartment was just perfect; clean, comfortable, nicely decorated and the beds were exceptional! Lucy went the extra mile to have all of the necessary kitchen utensils and it was so to have a washer and dryer right in the apartment. The location was perfect with great walks right out the door.
Quick stats about vacation rentals in Middlesex
Total rentals
150 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Frequently Asked Questions
Do house rentals in Middlesex have a gym?
Absolutely! We offer over 10 house rentals with a gym in Middlesex. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middlesex have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Middlesex. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Middlesex?
Four-legged friends are welcome in Middlesex. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Middlesex have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Middlesex. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Middlesex?
Experience the best of Middlesex with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Middlesex?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with wifi, over 20 homes with self check-in, over 10 homes with a gym, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Middlesex have wifi?
Absolutely! We offer over 70 house rentals with wifi in Middlesex. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Middlesex?
Yes! Work meets play with ease at over 60 vacation rentals in Middlesex featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Rentals with a washer and dryer Middlesex
- Kid-friendly rentals Middlesex
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- Family-friendly rentals Middlesex
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- Rentals with a fire pit Middlesex
- Apartment rentals Middlesex
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