Holiday Rentals Middlesex from £134: Find Short-Term Rentals & Holiday Accommodations

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Middlesex holiday rentals

A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

1. Brand New Cabin On Working Farm

Northfield

"The property really is on a working farm. Upon first arrival we were greeted by a flock of ducks. The farm dogs treated us the second day when we returned from dinner. We were able to visit the sheep, cow and chickens during the daylight hours. Step out the front door during the day to enjoy the Mountain View or at night and enjoy the stary sky of Vermont. The inside is brand new and in pristine condition, with lots of space. A full working kitchen, dining table, love seat and entertainment...

Thomas

includes taxes & fees

20 Oct - 21 Oct

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

2. The Cider Loft

Waterbury

Roger

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with a marble island, stainless steel appliances, and wooden stools.

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

Waterbury Village Historic District

Daniel

includes taxes & fees

18 Oct - 19 Oct

A spacious loft with a high ceiling, skylights, a living area with sofas, a dining table, and a staircase leading to an upper level.

4. All-season escape in a vintage farmhouse with updated interior & on-site hot tub

Waterbury

Amanda J.

includes taxes & fees

27 Oct - 28 Oct

A stack of firewood on a metal rack outside a building.

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

Williamstown

Heather

includes taxes & fees

30 Sept - 1 Oct

A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

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

Waitsfield

Luke A.

includes taxes & fees

1 Oct - 2 Oct

An outdoor patio area with wooden tables and benches, a barbecue grill, and a wooden shelter.

7. Lovely cabin nestled in the woods one minute from Sugarbush Resort

Warren

Linnea P.

A room with a sloped ceiling, large windows, two armchairs, a small round table with a plant, and a white door.

8. Renovated Condo in Luxury Neighborhood

Stowe

Patti C.

includes taxes & fees

1 Oct - 2 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Middlesex Hotel Reviews

Best Western Plus Waterbury - Stowe

10/10 Excellent

"Lovely hotel, great location (15mins walk from restaurants tho) , friendly staff, amazing breakfast!"

Outbound Stowe

10/10 Excellent

"We only stayed 1 night but the accommodations were clean and the property was neat. The only thing that was a little inconvenient was the back parking lot was sand /gravel. This got on your shoes and tracked everywhere. The front lot was blacktop, so there wasn't an issue. We did have a nice breakfast buffet that was complimentary. There were plenty of essentials for showering, a big TV, and coffee pot with set ups."

Northern Lights Lodge

10/10 Excellent

"I traveled for business. I confess that I was nervous when I pulled up, because this property looks very retro--think knotty-pine paneling and brass keys for the door locks. I wondered what my room would be like. When I got into my room, I was so pleasantly surprised. It was spotlessly clean, spacious and HOMEY. I enjoyed the comfortable mattress, the hot, made-to-order breakfast, and the friendly family atmosphere. In winter, I could imagine how a young family would absolutely love the heated, indoor pool, game room, and other amenities. The hotel is a blast from the past in the absolute best way possible. My only complaint - while there were lights at all of the entrances and around the parking lot, the parking lot felt quite dark and isolated when I checked in late. That said, I will absolutely return."

Tälta Lodge, A Bluebird by Lark

8/10 Good

"The grounds were beautiful with plenty of places to just hang out. Fire pits at night were a nice touch. There was a cute little porch at the entrance to the room with 2 chairs which we used a lot. My only issue was I had booked a Jr Suite and it was very tiny. No place to put your luggage and the luggage rack was broken. There was a sofa which I guess made it a “suite”. The bathroom was also tiny but had nice towels, robes and toiletries. Also, there is no food except coffee in the morning and they ran out of that. However, across the street was a fantastic family run restaurant, Round Hearth, with a great breakfast."

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, apart-hotels, 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 £134 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?

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middlesex holiday rentals

1. Brand New Cabin On Working Farm

2. The Cider Loft

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

4. All-season escape in a vintage farmhouse with updated interior & on-site hot tub

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

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

7. Lovely cabin nestled in the woods one minute from Sugarbush Resort

8. Renovated Condo in Luxury Neighborhood

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

10. Beautiful brand new cabin one minute from Sugarbush Resort

11. Ski-in/ski-out condo with mountain view, seasonal pool

12. Four Season Condo: ski, hike, golf, mountain bike & seasonal pool

13. Beautiful home located in the Mad River Valley

14. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

15. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

16. Cozy Cabin Retreat

17. Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

18. Vintage farmhouse studio with on-site hot tub - near year-round recreation

19. Luxury Living Space|Gorgeous Mountain Views

20. Artful Lodging & Retreats Civil War Infirmary 2nd Fl'r 3 Bdrm Apt Montpelier VT

Find holiday rentals that suit your style

Top Middlesex Hotel Reviews

Best Western Plus Waterbury - Stowe

Outbound Stowe

Northern Lights Lodge

Bluebird Cady Hill Lodge

Green Mountain Inn

Tälta Lodge, A Bluebird by Lark

Commodores Inn

Smugglers' Notch Resort

Grey Fox Inn

Find out more about Middlesex

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Middlesex

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middlesex holiday rentals

1. Brand New Cabin On Working Farm

2. The Cider Loft

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

4. All-season escape in a vintage farmhouse with updated interior & on-site hot tub

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

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

7. Lovely cabin nestled in the woods one minute from Sugarbush Resort

8. Renovated Condo in Luxury Neighborhood

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

10. Beautiful brand new cabin one minute from Sugarbush Resort

11. Ski-in/ski-out condo with mountain view, seasonal pool

12. Four Season Condo: ski, hike, golf, mountain bike & seasonal pool

13. Beautiful home located in the Mad River Valley

14. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

15. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

16. Cozy Cabin Retreat

17. Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

18. Vintage farmhouse studio with on-site hot tub - near year-round recreation

19. Luxury Living Space|Gorgeous Mountain Views

20. Artful Lodging & Retreats Civil War Infirmary 2nd Fl'r 3 Bdrm Apt Montpelier VT

Find holiday rentals that suit your style

Top Middlesex Hotel Reviews

Best Western Plus Waterbury - Stowe

Find out more about Middlesex

Frequently asked questions

Go further with the Expedia app