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

Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middlesex vacation rentals

A two-story red building with a black front door, white trim, and a Christmas wreath.

1. The Cider Loft

The Cider Loft
Waterbury
8.4 out of 10, Very good, (31 reviews)
"It was centrally located for the time we were visiting the area."
United States
Rose
$232 nightly
The price is $262
Nov 2 - Nov 3
Total with taxes and fees
The Cider Loft
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
$163 nightly
The price is $182
Oct 29 - Oct 30
Total with taxes and fees
Brand New Cabin On Working Farm
A picnic area with a wooden bench, green chairs, and a fire pit.

3. Cozy 1-bedroom loft apartment in lovely Duxbury

Cozy 1-bedroom loft apartment in lovely Duxbury
Duxbury
9.8 out of 10, Exceptional, (25 reviews)
"Place was super cute and they let me bring my dog!"
United States
Sharyn and Kiersten v.
$172 nightly
The price is $192
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1-bedroom loft apartment in lovely Duxbury
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.
$252 nightly
The price is $285
Oct 28 - Oct 29
Total with taxes and fees
Vintage farmhouse studio with on-site hot tub and mountain views
A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

5. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace
Berlin
10.0 out of 10, Exceptional, (5 reviews)
"Nice clean cottage with everything you could need. Easy check in and great communication"
United States
Justin F.
$230 nightly
The price is $260
Nov 2 - Nov 3
Total with taxes and fees
Countryside Cottage with Sauna and Fireplace
A red barn with two white garage doors, a triangular roof, and a wreath on the front wall.

6. NEW! Studio Loft in Stowe Hollow

NEW! Studio Loft in Stowe Hollow
Stowe Hollow
10.0 out of 10, Exceptional, (216 reviews)
"Great stay"
United States
Daniel
$172 nightly
The price is $194
Nov 3 - Nov 4
Total with taxes and fees
NEW! Studio Loft in Stowe Hollow
A stack of firewood on a metal rack outside a building.

7. 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, (61 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.
$190 nightly
The price is $213
Oct 28 - Oct 29
Total with taxes and fees
Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

8. Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
$228 nightly
The price is $255
Oct 28 - Oct 29
Total with taxes and fees
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
A two-story house with a red door, a covered porch, and a well-maintained lawn.

9. 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, (83 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
$315 nightly
The price is $356
Oct 28 - Oct 29
Total with taxes and fees
Stowe retreat with king bed and futon near Stowe Mountain Resort
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, (12 reviews)
"This was a comfortable location for our travels through New England."
United States
Bryan
$225 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
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.
$331 nightly
The price is $374
Oct 28 - Oct 29
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A spacious loft with a high ceiling, skylights, a living area with sofas, a dining table, and a staircase leading to an upper level.

12. 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, (39 reviews)
"The home was comfortable and convenient. The location was excellent."
United States
Amanda J.
$455 nightly
The price is $514
Oct 28 - Oct 29
Total with taxes and fees
Updated vintage farmhouse unit with on-site hot tub near Stowe
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

13. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
$268 nightly
The price is $300
Oct 28 - Oct 29
Total with taxes and fees
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
A wooden deck with a view of a forested mountain range.

14. The Bridges condo with forested views, three pools and two saunas

The Bridges condo with forested views, three pools and two saunas
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
$312 nightly
The price is $350
Oct 28 - Oct 29
Total with taxes and fees
The Bridges condo with forested views, three pools and two saunas
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

15. Light-filled Bridges condo overlooking the mountains, by the free shuttle

Light-filled Bridges condo overlooking the mountains, by the free shuttle
Warren
8.8 out of 10, Excellent, (20 reviews)
"Great location and amenities. "
United States
Scott H.
$283 nightly
The price is $317
Oct 28 - Oct 29
Total with taxes and fees
Light-filled Bridges condo overlooking the mountains, by the free shuttle
A modern kitchen with a marble island, stainless steel appliances, and wooden stools.

16. 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, (59 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
$451 nightly
The price is $510
Oct 28 - Oct 29
Total with taxes and fees
Loaded Kitchen • Sleeps 6, Seats 10 • Walk to Dining • 15 Min to Stowe Mountain
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.

17. 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
$284 nightly
The price is $288
Nov 5 - Nov 6
Total with taxes and fees
Luxury Living Space|Gorgeous Mountain Views
Exterior view of the front of the cabin

18. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Cool little place to stay"
United States
Dulan S.
Beautiful brand new cabin one minute from Sugarbush Resort
A modern kitchen with a dark countertop, two black bowls, a spoon, and a fork.

19. Charming 1-bedroom apartment in Jericho

Charming 1-bedroom apartment in Jericho
Jericho
9.4 out of 10, Exceptional, (25 reviews)
"This was such an amazing stay! This apartment was the perfect size for us for our stay! It was super clean, spacious, adorable, and the host offered so many amenities! We will definitely be staying here again next time we come to Vermont!"
United States
Ashley
$179 nightly
The price is $200
Oct 28 - Oct 29
Total with taxes and fees
Charming 1-bedroom apartment in Jericho
A spacious living room with a wooden floor, a dining area with a table and chairs, a sofa with patterned cushions, and a television on a stand.

20. Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly

Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly
Morristown
9.2 out of 10, Wonderful, (52 reviews)
"Perfect spot for visiting Stowe and Vermont- host was very responsive."
United States
Emma S.
$213 nightly
The price is $241
Nov 3 - Nov 4
Total with taxes and fees
Spacious 2BR Loft · 15 Min to Stowe Mtn Resort · Quiet, Views & Dog Friendly
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

Outbound Stowe

Outbound Stowe

8/10 Good
"Our first room was a lower unit; we could hear every step of the people above us and could hear them talking. The front desk was very understanding when I requested a quieter room. However, our second room was right off the highway, we traded one type of noise for another!"
Laurene 1-night trip
Posted 3 hours ago
Outbound Stowe

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, 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 $194 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.

Explore a world of travel with Expedia

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?

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

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. 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.