Middlesex Vacation Rentals from CA $126: Short-Term Rentals for 2025

Q: What's the top vacation rental in Middlesex?

Escape 2 Stowe: 5 minutes from village of Stowe : Visitors like this Middlesex vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

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Vacation Rentals in Middlesex

"We had a great time staying at this location. Far away enough to enjoy the peace and quiet but close enough to be able to do a bunch of activities! Would definitely stay here again!"

"Great place to spend time with family and friends. Lots of options to keep everyone entertained (tennis court, indoor kids play area, several pools including heated one, volleyball and basketball court, small coffee shop and restaurant and tons of activities prepared by hotel staff). Want to come back!"

CA $517 total

includes taxes & fees

Aug 4 - Aug 5

One Bedroom w/ 1 King Bed (Pets not allowed) | Living area

"We stay here sometimes a couple times a year always reliable, always a great place to stay. The cabins are a little dated. But you are staying in a cabin in the woods. Definitely stay here again which I plan on doing in the future. So many things to do in Waterberry and in Stowe. This place a must stay. "

Condo, 2 Bedrooms (Standard) | Private kitchen

"Great condo and excellent proximity to sugarbush. 10/10 would rent again"

CA $280 total

includes taxes & fees

Jul 13 - Jul 14

"We had a wonderful stay- plenty of space for our family of 4. Great layout, clean, and the amenities were helpful and convenient. Private feel, but still very close to Stowe mountain and downtown. "

"This condo was so comfortable and clean for a long weekend away. And it is so close to the center of town!"

CA $436 total

includes taxes & fees

Jul 8 - Jul 9

"Very nice house. "

CA $340 total

includes taxes & fees

Jul 24 - Jul 25

"The hosts were super communicative and accommodating to everything we needed, even going so far as to give us a tour of the property when we arrived late at night. The space is super cozy (we stayed during a snow showers and very cold weather) and we loved being able to relax in the super modern and clean living space while being able to feed all the wonderful goats just outside. Being introduced to each goat on a first name basis and being told about their personality was so funny,. We will...

CA $177 total

includes taxes & fees

Aug 5 - Aug 6

"close to grocery store and the town. Arron is very responsive ."

CA $324 total

includes taxes & fees

Jul 7 - Jul 8

"The place was clean and quiet. Beds were comfortable and kitchen was perfect size for preparing lunch and dinner. 1 minute drive to downtown Stowe!"

CA $436 total

includes taxes & fees

Jul 8 - Jul 9

"A very cozy and relaxing stay. A lot of thought and care was put into the tiny timber and it shows! Very friendly and responsive hosts, they even have a YouTube playlist where they demo the features of the cabin! 10/10, a wonderful stay."

"Pros: Great location. Nice layout and plenty of room. Cons: Needs updating and basic maintenance."

CA $753 total

includes taxes & fees

Jul 7 - Jul 8

"We enjoyed our stay. It was nice to walk to restaurants and stores."

CA $358 total

includes taxes & fees

Jul 7 - Jul 8

"Stayed for a single overnight to do some skiing at Jay and Stowe. Great property, clean, charming, easy rental. Would stay again!"

CA $509 total

includes taxes & fees

Jul 7 - Jul 8

"The condo was beautiful and very clean. Great communication regarding check in. Just a few miles from the town of Stowe, perfect location for a ski getaway. Beautiful views from the balcony including morning sunrise views. Exceptional stay."

CA $419 total

includes taxes & fees

Jul 7 - Jul 8

"Lights and heat were on when we arrived, super cleaned and comfortable. "

CA $419 total

includes taxes & fees

Jul 7 - Jul 8

"Our stay was amazing a very nice and comfy place the host was very nice and friendly "

"Loved the cabin. Great access to Sugarbush and all the MR valley has to offer. The hosts could not be nicer."

CA $594 total

includes taxes & fees

Jul 10 - Jul 11

CA $295 total

includes taxes & fees

Jul 7 - Jul 8

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Find out more about Middlesex

Everything you need to know about Middlesex vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesex vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex vacation rentals we have selected for you start as low as CA $126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex rentals

At Expedia, we put the best Middlesex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlesex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Middlesex properties

5/5 Excellent

"the property is very unique. The soaker tub was amazing and it was super quiet. Its odd in that to get to our first floor room from the parking lot you have to go down 2 flights of stairs with a lot of twists and turns but its quirky. Breakfast is not much so don't expect much to be served, but the staff is very friendly and easy to help."

A verified traveller stayed at Field Guide Lodge

Posted 18 hours ago

The Lodge at Spruce Peak, a Destination by Hyatt Residence

5/5 Excellent

"The grounds and accomodations are very nice. The complain has to do with the two main restaurants. One can expect based on the beautiful and elegant settings a much better meal experience even more considering the prices. We had dinner at Alpine Hall and room service from Tipsy Trout and we just can't recomend them. It is advisable to seak a nice meal experience elsewhere."

A verified traveller stayed at The Lodge at Spruce Peak, a Destination by Hyatt Residence

Posted 5 days ago

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Frequently asked questions

Can I find vacation rentals in Middlesex?

Yes, we offer vacation rentals close to the most popular attractions in Middlesex, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental in Middlesex?

Escape 2 Stowe: 5 minutes from village of Stowe: Visitors like this Middlesex vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Middlesex?

Expedia has 3 vacation rentals for your stay in Middlesex.

What can I see and do in Middlesex?

Explore the area and family-friendly sights such as Vermont Ski Museum, or get out into nature at a spot like Mad River Valley. Stowe Mountain Resort and Ben and Jerry's Factory are a couple of places you'll find in the larger area.

What are vacation rentals like in Middlesex?

Vacation rentals are privately owned properties you can reserve for several days or longer in Middlesex. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.

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Middlesex Vacation Rentals

Check prices for these dates

Vacation Rentals in Middlesex

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

Smugglers' Notch Resort

Stowe Cabins in the Woods

Bridges Resort

Escape 2 Stowe: 5 minutes from village of Stowe

Modern Condo Surrounded by Nature I Heart of Stowe

Lovely secluded cabin on VAST trail in VT's "Land of Lakes and Ponds"

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

The Annex

Fully Renovated Condo in Heart of Stowe

Welcome to the Tiny Timber an off grid timber framed tiny house in the woods

Ski-adjacent home with hot tub, pool, sauna & gym access

Stowe Escape: Hot Tub, Hikes & Mountain Vibes!

Artist Studio

Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R

Luxury Living Space|Gorgeous Mountain Views

Renovated Condo in Luxury Neighborhood

The Coral Cabin

Stetson Hollow Cabin by Stetson Brook

The Cider Loft

Find out more about Middlesex

Recent reviews of Middlesex properties

Field Guide Lodge

Tälta Lodge, A Bluebird by Lark

Northern Lights Lodge

The Stowe Village Inn

Bluebird Cady Hill Lodge

Outbound Stowe

von Trapp Family Lodge & Resort

Green Mountain Inn

The Lodge at Spruce Peak, a Destination by Hyatt Residence

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Frequently asked questions