An aerial view of a rural area with autumn-colored trees, a river, and scattered houses.

Middlesex Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middlesex holiday rentals

A picnic area with a wooden bench, green chairs, and a fire pit.

1. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (27 reviews)
"Cozy loft space with kitchen, bath and plenty of room."
United States
Beatriz
The price is AU$269
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom loft apartment in lovely Duxbury
A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

2. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm
Northfield
9.8 out of 10, Exceptional, (38 reviews)
"This cabin was cute and cozy and very quiet. The hosts had thought of everything a guest might want or need. Wonderful stay."
United States
Kristen
The price is AU$254
includes taxes & fees
10 Nov - 11 Nov
Brand New Cabin On Working Farm
A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

3. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace
Berlin
10.0 out of 10, Exceptional, (6 reviews)
"Nice clean cottage with everything you could need. Easy check in and great communication"
United States
Justin F.
The price is AU$364
includes taxes & fees
12 Nov - 13 Nov
Countryside Cottage with Sauna and Fireplace
A bedroom with a bed, a white sofa, a wooden ceiling, and a painting on the wall.

4. Vintage farmhouse studio with on-site hot tub and mountain views

Vintage farmhouse studio with on-site hot tub and mountain views
Waterbury
9.0 out of 10, Wonderful, (35 reviews)
"Great spot, would stay again!"
United States
Kelly K.
The price is AU$411
includes taxes & fees
10 Nov - 11 Nov
Vintage farmhouse studio with on-site hot tub and mountain views
A two-story red building with a black front door, white trim, and a Christmas wreath.

5. The Cider Loft

The Cider Loft
Waterbury
8.4 out of 10, Very good, (33 reviews)
"It was centrally located for the time we were visiting the area."
United States
Rose
The price is AU$270
includes taxes & fees
11 Nov - 12 Nov
The Cider Loft
A cozy living room with a dark green sofa and a dining area with wooden chairs and a white table.

6. Stowe Cabins in the Woods

Stowe Cabins in the Woods
2.5 star property
Waterbury Center
8.8 out of 10, Excellent, (315 reviews)
"Love the layout of the cabin, felt comfortable and cozy."
United States
Jesus
The price is AU$368
includes taxes & fees
10 Nov - 11 Nov
Stowe Cabins in the Woods
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

7. Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Duxbury
9.8 out of 10, Exceptional, (13 reviews)
"This home was just what we needed to rest our heads while on a long road trip with the family."
United States
Martin H.
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
A red barn with two white garage doors, a triangular roof, and a wreath on the front wall.

8. NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (217 reviews)
"Great stay"
United States
Daniel
The price is AU$270
includes taxes & fees
10 Nov - 11 Nov
NEW! Studio Loft in Stowe Hollow
A modern kitchen with a marble island, stainless steel appliances, and wooden stools.

9. Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain

Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
Waterbury Village Historic District
8.8 out of 10, Excellent, (60 reviews)
"We cancelled our reservation due to some cleanliness issues. The owner was grateful they were brought to his attention and he was very responsive. He indicated they will be addressed. Bedroom is very small. Better for children."
United States
Daniel
The price is AU$701
includes taxes & fees
10 Nov - 11 Nov
Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

10. One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
Barre
9.0 out of 10, Wonderful, (13 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
The price is AU$356
includes taxes & fees
10 Nov - 11 Nov
One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

11. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (53 reviews)
"Excellent Location ! "
United States
Luke A.
The price is AU$530
includes taxes & fees
16 Nov - 17 Nov
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A house with a teal door, a mailbox, and a small garden with mulch, rocks, and a gnome statue.

12. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
Williamstown
10.0 out of 10, Exceptional, (62 reviews)
"My 9 year old daughter loved being able to wake up and swim! The home was beautiful a d we had a great time."
United States
April A.
The price is AU$300
includes taxes & fees
10 Nov - 11 Nov
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A spacious kitchen with wooden cabinets, a large island, and a hanging light fixture.

13. Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
Moretown
10.0 out of 10, Exceptional, (16 reviews)
"Very nice property with lots of amenities, convenient location, and excellent communication with host. "
United States
CAROLYN M.
The price is AU$727
includes taxes & fees
1 Dec - 2 Dec
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
A spacious living area with a wooden ceiling, a dining table with chairs, a sofa, a TV mounted on the wall, and a kitchen area with a sink and cabinets.

14. Luxury Living Space|Gorgeous Mountain Views

Luxury Living Space|Gorgeous Mountain Views
Stowe
9.6 out of 10, Exceptional, (44 reviews)
"There was an issue with the door lock and the host had it fixed within the day, so that was nice."
United States
Daniel
The price is AU$400
includes taxes & fees
10 Nov - 11 Nov
Luxury Living Space|Gorgeous Mountain Views
A room with a sloped ceiling, large windows, two armchairs, a small round table with a plant, and a white door.

15. Renovated Condo in Luxury Neighborhood

Renovated Condo in Luxury Neighborhood
Stowe
9.6 out of 10, Exceptional, (35 reviews)
"Clean, easy check in and good communication "
United States
Patti C.
The price is AU$400
includes taxes & fees
10 Nov - 11 Nov
Renovated Condo in Luxury Neighborhood
A living room with a sofa, a coffee table, a TV, and a ceiling fan.

16. Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views

Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views
3.0 star property
Richmond
The price is AU$324
includes taxes & fees
10 Nov - 11 Nov
Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views
A spacious living room with a large gray sectional sofa, a wooden coffee table, and a dining area with a table and chairs.

17. Updated Rustic Vermont Style Condo in Heart of Stowe

Updated Rustic Vermont Style Condo in Heart of Stowe
Stowe
8.8 out of 10, Excellent, (40 reviews)
"Great place!"
United States
Lori
The price is AU$415
includes taxes & fees
10 Nov - 11 Nov
Updated Rustic Vermont Style Condo in Heart of Stowe
A spacious loft with a high ceiling, skylights, a living area with sofas, a dining table, and a staircase leading to an upper level.

18. Updated vintage farmhouse unit with on-site hot tub near Stowe

Updated vintage farmhouse unit with on-site hot tub near Stowe
Waterbury
9.0 out of 10, Wonderful, (40 reviews)
"The home was comfortable and convenient. The location was excellent."
United States
Amanda J.
The price is AU$723
includes taxes & fees
10 Nov - 11 Nov
Updated vintage farmhouse unit with on-site hot tub near Stowe
A two-story house with a red door, a covered porch, and a well-maintained lawn.

19. Stowe retreat with king bed and futon near Stowe Mountain Resort

Stowe retreat with king bed and futon near Stowe Mountain Resort
West Branch
8.8 out of 10, Excellent, (84 reviews)
"A very nicely designed space over a pub that was a little noisy on a Friday night stay. A Nice overall setting though ."
United States
peter
The price is AU$499
includes taxes & fees
10 Nov - 11 Nov
Stowe retreat with king bed and futon near Stowe Mountain Resort
A modern kitchen with a dining area, featuring a wooden table set for four, a stove, and a sink.

20. Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"

Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
Lower Village
9.2 out of 10, Wonderful, (14 reviews)
"Clean, easy to access and was as described. About a 15 minute drive to Stowe. We enjoyed and would stay again if we return. "
United States
Stephanie A.
The price is AU$457
includes taxes & fees
17 Nov - 18 Nov
Charming 2BR abode: Newly Restored, Full of Light, 2 Min to Stowe Center!"
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.
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Top Middlesex Hotel Reviews

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

10/10 Excellent
"Wonderful place with a great room! Super friendly staff and a 3-4 minute drive to Stowe's Main St."
Nathan 1-night trip
Posted 8 hours ago
Bluebird Cady Hill Lodge

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 favourite 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 depend 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 AU$244 per night. Entering your travel dates in the search wizard might find you 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?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: This holiday home rental outside of Middlesex offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Middlesex?

Expedia has 3 holiday 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. Ben and Jerry's Factory and Vermont State House 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.