Middlesex Vacation Rentals

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Vacation Rentals in Middlesex

Stowe Cabins in the Woods
2.5 star property
8.8 out of 10, Excellent, 246 reviews
"Had such a great time ..cant wait to go back with the family."
Stowe Cabins in the Woods
Smugglers' Notch Resort
3.0 star property
7.8 out of 10, Good, 96 reviews
"Beautiful quiet getaway. "
The price is $304
$356 total
includes taxes & fees
Jun 7 - Jun 8
Smugglers' Notch Resort
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale
9.2 out of 10, Wonderful, 45 reviews
"Great condo that was exceptionally clean and had all amenities we needed for a comfortable stay. Location was perfect for quick access to the mountain and walkable to downtown and bike trail. I would highly recommend to anyone traveling to Stowe!!"
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale
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Lovely mountain home w/shared hot tub & pool, washer/dryer, free WiFi, fireplace
7.8 out of 10, Good, 24 reviews
"everything was great with one exception. There were no pots larger than a 3 quart pan, plenty of coffee cups but only 1 water glass, 6 4oz juice cups and 13 dinner plates, seems odd."
Lovely mountain home w/shared hot tub & pool, washer/dryer, free WiFi, fireplace
New! Vermont modern farmhouse in Stowe Village
10.0 out of 10, Exceptional, 54 reviews
"Our group thoroughly enjoyed our stay. The home was lovely and our hosts (Weston & Amy) clearly anticipated a traveler's needs. You should consider this for your next trip to Stowe!"
New! Vermont modern farmhouse in Stowe Village
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
7.6 out of 10, Good, 11 reviews
"Place was amazing"
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
10.0 out of 10, Exceptional, 32 reviews
"Beautiful cabin. Spotless. More than enough room for two people. Never seen so many stars at night. Did some hiking and relaxing. Fire pit every night. There is a hardware store in Hardwick if the firewood is damp. Not going to have much cell service in surrounding areas so plan accordingly. Wick at the cabin though. Would love to bring family here."
The price is $185
$229 total
includes taxes & fees
Jun 7 - Jun 8
Lovely secluded cabin in Vermont's "Land of Lakes and Ponds"
Newly Renovated Very Clean 2 Bedroom 2 Bath Condo Close to Skiing and Village
10.0 out of 10, Exceptional, 252 reviews
"Condo is immaculate and great location. It was a mile walk to the eclipse party at The Alchemist. Perfect for the eclipse weekend! Highly recommend!"
Newly Renovated Very Clean 2 Bedroom 2 Bath Condo Close to Skiing and Village
Romantic Cabin: Pet Friendly, Wood stove, 1 Bdrm + Loft
10.0 out of 10, Exceptional, 190 reviews
"We enjoyed our stay over the April break. The property was quaint and well looked after. Being able to bring your pet was a huge plus and communication with our host was excellent."
The price is $175
$358 total
includes taxes & fees
Jun 11 - Jun 12
Romantic Cabin: Pet Friendly, Wood stove, 1 Bdrm + Loft
NEW! Studio Loft in Stowe Hollow
10.0 out of 10, Exceptional, 105 reviews
"This property has it all! The accommodations are bright and cheerful and do not lack for any basic needs (coffee, creamer, soap, snacks, etc. and even oatmeal). It appears that the owners have gone to great lengths to ensure your stay is comfortable and relaxing. Thanks so much for being such excellent hosts! Sue S."
The price is $125
$219 total
includes taxes & fees
Jun 16 - Jun 17
NEW! Studio Loft in Stowe Hollow
Artist Studio
9.8 out of 10, Exceptional, 8 reviews
"Very nice one bedroom just as described. Location is perfect - loved how walkable it was!"
The price is $119
$255 total
includes taxes & fees
Jun 6 - Jun 7
Artist Studio
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
9.0 out of 10, Wonderful, 56 reviews
"The apartment was clean and cozy and had all the amenities you could want in a vrbo stay. I loved that it was dog friendly and so close to Stowe - so easy to get there by car or by the bus that stops almost right in front of the lot you park in. My one negative comment is not the VRBO’s fault but I feel it’s necessary to note and remind people searching that the location above the bar does matter. Most nights the music ended early but Saturday night the bartender FORGOT to turn the music off and...
The price is $98
$246 total
includes taxes & fees
Jun 9 - Jun 10
Radiant dog-friendly getaway w/a prime location near Stowe Mountain Resort
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
10.0 out of 10, Exceptional, 26 reviews
"Property has many amenities, including a pool and hot tub. The furniture is very comfortable. We didn’t have children with us but I could see that it is very kid and dog friendly."
The price is $98
$196 total
includes taxes & fees
Jun 6 - Jun 7
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
Welcoming studio w/ full kitchen, futon, partial AC - close to skiing & hiking
8.6 out of 10, Excellent, 37 reviews
"Very fun spot to stay"
The price is $98
$338 total
includes taxes & fees
Jun 7 - Jun 8
Welcoming studio w/ full kitchen, futon, partial AC - close to skiing & hiking
Secluded home surrounded by woodland w/kitchenette, free WiFi - near trails
7.8 out of 10, Good, 37 reviews
"Great value for your money "
Secluded home surrounded by woodland w/kitchenette, free WiFi - near trails
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, 123 reviews
"My wife, dog, and I had a wonderful stay at Jill and John’s cabin. The cabin was clean and comfortable. The hosts were very responsive to our needs. We wouldn’t hesitate to return! Thank you Jill and John!"
The price is $240
$459 total
includes taxes & fees
Jun 6 - Jun 7
Stetson Hollow Cabin by Stetson Brook
The Coral Cabin
9.8 out of 10, Exceptional, 69 reviews
"The cabin gave us everything we needed during our stay. It was comfortable and quiet and the bed was outstanding! The host was friendly and helpful. Would definitely recommend."
The Coral Cabin
Luxury Studio Ski in -Ski out Mnt Mansfield Views, Mountain Golf Course Access
9.8 out of 10, Exceptional, 71 reviews
"Just love this place! It's a little pricey but have thoroughly enjoyed both trips to Stowe for our anniversary the last two years. No complaints!"
Luxury Studio Ski in -Ski out Mnt Mansfield Views, Mountain Golf Course Access
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
9.0 out of 10, Wonderful, 38 reviews
"Perfect condo for 4 or 5 in a pinch. Would definitely stay again."
The price is $67
$319 total
includes taxes & fees
Jun 9 - Jun 10
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub
Dog-friendly cottage on acreage with nearby creek & wood stove
9.0 out of 10, Wonderful, 52 reviews
"The place provided the space we needed for all our family members, and we found all the amenities we needed. It was a great home away from home as we travelled to different sites in Vermont. Thanks"
Dog-friendly cottage on acreage with nearby creek & wood stove
Don't see what you're looking for?
See all available properties in Middlesex
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.

Other types of properties in Middlesex you may be interested in

The Lodge at Spruce Peak, a Destination by Hyatt Residence
4.5 star property
9.0 out of 10, Wonderful, 1,003 reviews
"Wonderful service and facilities"
The price is $229
$310 total
includes taxes & fees
Jun 6 - Jun 7
The Lodge at Spruce Peak, a Destination by Hyatt Residence
Green Mountain Inn
3.5 star property
9.4 out of 10, Exceptional, 1,004 reviews
"Great restaurants, right in the middle of all the stores, I wish I had a recliner to sleep in, The toilet was way to short for older people it needs to be must tall off the floor."
The price is $179
$209 total
includes taxes & fees
Jun 9 - Jun 10
Green Mountain Inn
Best Western Plus Waterbury - Stowe
3.0 star property
9.4 out of 10, Exceptional, 1,000 reviews
"This hotel was great, and popular--their large parking lot was mostly full when I looked the next morning. It's only about a mile and a half from Ben & Jerry's factory tour. The staff was friendly and great--especially Bill, who checked us in. The fitness room was good, although it had machines exclusively, with no dumbells. The indoor pool looked nice too, although we didn't have time to use it. The hot breakfast was very good, as was the conscientious staff member maintaining it. They are...
The price is $134
$146 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Plus Waterbury - Stowe
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.

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Middlesex in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $67 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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?

New! Vermont modern farmhouse in Stowe Village: You might want to consider this vacation home rental near Middlesex, which is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 selection of games 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 Hubbard Park. Ben and Jerry's Factory and Vermont State House 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.

Recent reviews of Middlesex properties
Expedia verified reviews