Middlesex Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Middlesex

Smugglers' Notch Resort

3.0 star property
8.0 out of 10, Very good, (118)
"Absolutely loved how close it was to so many trail running/hiking places. The resort itself was peaceful and the room we had was a great size and complete with kitchen appliances and cookware. Very clean! "
The price is NZ$578
includes taxes & fees
31 Oct - 1 Nov
Smugglers' Notch Resort

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (297)
"Beautiful property. Cozy cabin, nice and quiet. Would stay again"
Stowe Cabins in the Woods

Bridges Resort

3.5 star property
8.2 out of 10, Very good, (13)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is NZ$386
includes taxes & fees
27 Oct - 28 Oct
Bridges Resort

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

2.0 star property
10.0 out of 10, Exceptional, (26)
"Pleasant hosts. My daughter milked s goat! Great night’s sleep."
The price is NZ$332
includes taxes & fees
20 Oct - 21 Oct
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Cozy retreat, great for large groups and family gatherings with hot tub!

10.0 out of 10, Exceptional, (21)
"Great place for everyone to have their privacy but yet be together!"
The price is NZ$1,764
includes taxes & fees
20 Oct - 21 Oct
Cozy retreat, great for large groups and family gatherings with hot tub!

Lakefront Vacation Home on Lake Elmore

9.4 out of 10, Exceptional, (100)
"This is my families second time staying here. We love the views and the space. So cozy and comfortable. We will definitely be back for a third time."
Lakefront Vacation Home on Lake Elmore

Fully Renovated Condo in Heart of Stowe

9.2 out of 10, Wonderful, (21)
"A perfect spot for me, my husband, son and two granddaughters to enjoy an end-of-season ski trip to Stowe! "
The price is NZ$582
includes taxes & fees
29 Oct - 30 Oct
Fully Renovated Condo in Heart of Stowe

Beautifully renovated antique farmhouse on pristine lake.

9.8 out of 10, Exceptional, (207)
"The pond and the pond access are amazing. Love how quiet it is. I wish I had had more time to read out there by the water. Thanks for a wonderful venue and very easy stay."
Beautifully renovated antique farmhouse on pristine lake.

Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub

9.0 out of 10, Wonderful, (55)
"View"
The price is NZ$660
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Home with Free WiFi, Electric Fireplace, & Shared Pool/Hot Tub

Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!

9.8 out of 10, Exceptional, (32)
"Beautiful house, clean, fabulous grounds, excellent location!"
The price is NZ$798
includes taxes & fees
20 Oct - 21 Oct
Beautiful Secluded Maple Corner Cottage Near Curtis Pond! Ski, Swim, Hike, Bike!

Chic 4-bedroom house in Stowe for a memorable getaway

Chic 4-bedroom house in Stowe for a memorable getaway

Conveniently located mountain condo with indoor pool & hot tub - close to skiing

8.4 out of 10, Very good, (35)
"This place was ideal for our stay. It was clean and the manager was very responsive to any questions. The bunk room was perfect for our group!"
Conveniently located mountain condo with indoor pool & hot tub - close to skiing

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

9.2 out of 10, Wonderful, (72)
"Overall a good stay. Would have appreciated a heads up that you couldn’t drink the water. "
The price is NZ$713
includes taxes & fees
21 Oct - 22 Oct
Modern, Comfy & Clean Condo at Mountainside - Pool/HotTub, WIFI, on Mtn R

Cozy 1-bedroom loft apartment in lovely Duxbury

10.0 out of 10, Exceptional, (12)
"Great spot for me and my dog while I visited Stowe! "
The price is NZ$365
includes taxes & fees
15 Oct - 16 Oct
Cozy 1-bedroom loft apartment in lovely Duxbury

Romantic Cabin: Pets OK, Close to Town, Wood stove, 1 Bdrm + Loft, 8 mi. to ski

10.0 out of 10, Exceptional, (216)
"This is our third time staying at Goldilocks Cabin for a ski vacation. The location and amenities are perfect!"
The price is NZ$671
includes taxes & fees
6 Oct - 7 Oct
Romantic Cabin: Pets OK, Close to Town, Wood stove, 1 Bdrm + Loft, 8 mi. to ski

Great Value in Stowe w/kitchenette, free WiFi - near trails

7.8 out of 10, Good, (54)
"We enjoyed our time. It was close to the mountain and very homey. Would stay again! Definitely recommend!"
The price is NZ$514
includes taxes & fees
28 Oct - 29 Oct
Great Value in Stowe w/kitchenette, free WiFi - near trails

Smugglers' Notch Relaxing Mountainside Retreat

9.6 out of 10, Exceptional, (46)
"The location of this property is ideal. It’s within a few minutes walking distance to the ski lift and village center. The rental was clean, comfortable and had a great fireplace. The communication with the owner was amazing; Garrett is extremely responsive, friendly and accommodating. "
The price is NZ$699
includes taxes & fees
8 Oct - 9 Oct
Smugglers' Notch Relaxing Mountainside Retreat

Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

10.0 out of 10, Exceptional, (26)
"Beautiful, quiet, uncluttered, and charming without kitsch. Exactly what we were hoping for. "
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale

8.4 out of 10, Very good, (66)
"Condo was well described and clean- the proximity to Stowe and the grocery store was a plus. We would stay here again!"
Clean & Bright Condo near Slopes & Lakes with Amazing Walkable Locale

Ski House!

The price is NZ$1,005
includes taxes & fees
1 Oct - 2 Oct
Ski House!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlesex Hotel Reviews

Find out more about Middlesex

Find out more about Middlesex

Everything you need to know about Middlesex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlesex holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex holiday rentals we have selected for you start as low as NZ$332 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 holiday 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 holiday.

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 holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middlesex has to offer?

Chic 4-bedroom house in Stowe for a memorable getaway: This holiday home rental outside of Middlesex is located near skiing, and has a garden, a selection of games and a BBQ 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 that you can cook with friends or family.

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 wider area.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.