A large body of water with a small rocky island in the center.

Middleton Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Middleton holiday rentals

A sauna with wooden walls and benches, a central ventilation system, and a ceiling light.

1. Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
New Durham
9.0 out of 10, Wonderful, (4 reviews)
"Great location in the woods! House was roomy and very comfortable..Host was very accommodating and communicated promptly and thoroughly. Lots of beds for the family!"
United States
Mary T.
The price is AU$814
includes taxes & fees
30 Oct - 31 Oct
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

2. Newly Renovated Cottage 3 on Main Street Alton Bay!

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.6 out of 10, Exceptional, (8 reviews)
"Staff was very freindly"
United States
David
The price is AU$367
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Cottage 3 on Main Street Alton Bay!
A wooden sauna with a glass door, a shower area with shelves, and a red wall with a mirror.

3. Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
9.8 out of 10, Exceptional, (31 reviews)
"Everything was great. Very clean and comfortable! Thank you for a great place to stay. "
United States
Heather K.
The price is AU$332
includes taxes & fees
3 Nov - 4 Nov
Rustic Rose Cottage of Historic West Lebanon
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

4. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Alton
10.0 out of 10, Exceptional, (5 reviews)
"Best communication ever at a VRBO. When I come back, I’m there!"
United States
shaun d.
The price is AU$572
includes taxes & fees
25 Oct - 26 Oct
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Living area

5. Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (63 reviews)
"We loved staying at the Lotus. Every detail exceeded our expectations."
United States
Kim M.
The price is AU$471
includes taxes & fees
29 Oct - 30 Oct
Lotus Spa, your home away from home
A garden with a white pergola, red chairs, and pink flowers.

6. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is AU$254
includes taxes & fees
25 Oct - 26 Oct
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A coastal town with a marina, a large cruise ship docked, and a beach.

7. Siena/Venice waterfront private units (2) with 2 Docks!

Siena/Venice waterfront private units (2) with 2 Docks!
Alton
The price is AU$1,017
includes taxes & fees
23 Nov - 24 Nov
Siena/Venice waterfront private units (2) with 2 Docks!
A modern kitchen with a built-in microwave and oven, a gray sofa with teal cushions, and a view of a snowy landscape through large windows.

8. NEW Lakefront Escape Private Dock & Lake Views

NEW Lakefront Escape Private Dock & Lake Views
Alton
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful location. Lake was beautiful and bedroom was right on the water. Responsive host."
United States
Magdalena P.
The price is AU$657
includes taxes & fees
20 Nov - 21 Nov
NEW Lakefront Escape Private Dock & Lake Views
A sign for Cottages on Main, located at 324 Main Street, with a website address CottagesOnMain.com.

9. Newly Renovated Cottage 8 Main Street Alton Bay!

Newly Renovated Cottage 8 Main Street Alton Bay!
Alton
7.4 out of 10, Good, (6 reviews)
"My bed was broken to the point where I was sleeping at an angle & The couch bed was nasty it had stains and dirt all over it , The bunk beds were like taking a trip to bar heaven it was truly a painful stay"
United States
Eric
The price is AU$531
includes taxes & fees
25 Oct - 26 Oct
Newly Renovated Cottage 8 Main Street Alton Bay!
A cabin with a wooden interior, a gray sofa with yellow cushions, a wooden bench, and a window with a view of trees and a snowy landscape.

10. New Lakefront Home sleeps 14 with dock.

New Lakefront Home sleeps 14 with dock.
Alton
8.6 out of 10, Excellent, (76 reviews)
"Plenty of parking, easy check in, plenty of sleeping areas and sitting areas. "
United States
Caroline M.
The price is AU$1,037
includes taxes & fees
25 Oct - 26 Oct
New Lakefront Home sleeps 14 with dock.
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

11. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is AU$280
includes taxes & fees
30 Oct - 31 Oct
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A modern kitchen with a large island, white walls, and a view of the outdoors.

12. Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Everything was very good and the location was beautiful "
United States
Mark F.
The price is AU$517
includes taxes & fees
7 Nov - 8 Nov
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
A two-story house with a white front porch, a staircase, and a garage.

13. Caretakers -Split level Pet Friendly $50 Fee

Caretakers -Split level Pet Friendly $50 Fee
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"I would stay there again. The caretakers place was just adorable. My stay was very relaxing and the place offered so many activities for children and adults. "
United States
Judith
The price is AU$237
includes taxes & fees
25 Oct - 26 Oct
Caretakers -Split level Pet Friendly $50 Fee
A tent with a bed, two chairs, and a small table on a wooden deck surrounded by trees.

14. Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is AU$265
includes taxes & fees
27 Oct - 28 Oct
Luxury Tent in New Hampshire-Tail-Tuckaway
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

15. Welcome to the Z E N

Welcome to the Z E N
Acton
9.6 out of 10, Exceptional, (20 reviews)
"This place was the perfect retreat!"
United States
Jennifer B.
The price is AU$498
includes taxes & fees
2 Nov - 3 Nov
Welcome to the Z E N
A modern interior with a large sliding glass door leading to an outdoor deck.

16. 7 Mi to Hiking: Waterfront Long Pond Gem!

7 Mi to Hiking: Waterfront Long Pond Gem!
3.0 star property
Barrington
10.0 out of 10, Exceptional, (1 review)
"Well designed and maintained property. We enjoyed the little touches like the automatic nightlights and heater in bathroom. Wish we could have spent more time here but we attended the Deerfield fair. Highly recommended. "
United States
Ronald
The price is AU$807
includes taxes & fees
26 Oct - 27 Oct
7 Mi to Hiking: Waterfront Long Pond Gem!
A lakeside view from a wooden deck with an American flag, surrounded by trees and a clear sky.

17. Waterfront w/ Prvt Dock & Firepit | Sleeps 8

Waterfront w/ Prvt Dock & Firepit | Sleeps 8
Acton
9.0 out of 10, Wonderful, (26 reviews)
"This is our first experience, so we have nothing to compare with, but we liked it very much."
United States
edward k.
The price is AU$851
includes taxes & fees
25 Oct - 26 Oct
Waterfront w/ Prvt Dock & Firepit | Sleeps 8
A dock with a sign prohibiting fires, surrounded by trees and a calm lake.

18. Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
Shapleigh
9.8 out of 10, Exceptional, (41 reviews)
"Great place for a weekend trip! The lake access was easy, and the kayaks/paddle boards were an added bonus. "
United States
Jacob C.
The price is AU$1,296
includes taxes & fees
27 Oct - 28 Oct
Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
A cozy room with a large window, a sofa, a coffee table, and a wicker chair.

19. Locke Lake House

Locke Lake House
Barnstead
10.0 out of 10, Exceptional, (1 review)
"Perfect for our littles, the house is right on the water. Great location, clean house. We told the host we had trouble with AC they came over to install another window unit. My daughter got sick and they answered the phone immediately to suggest a local urgent care. Very responsible, respectful of our privacy and a lovely house. We would stay again."
United States
Jennifer L.
The price is AU$1,031
includes taxes & fees
2 Nov - 3 Nov
Locke Lake House
Property grounds

20. Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is AU$282
includes taxes & fees
27 Oct - 28 Oct
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
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 Middleton Hotel Reviews

Lake Wentworth Inn

Lake Wentworth Inn

10/10 Excellent
"Friendly staff and a clean room."
Glenn 5-night trip
Posted 9 hours ago
Lake Wentworth Inn

Find out more about Middleton

Everything you need to know about Middleton 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 Middleton 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 Middleton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. 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 Middleton 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 Middleton holiday rentals we have selected for you start as low as AU$851 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton 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 Middleton 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 Middleton 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 Middleton. 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 a holiday rental in Middleton?

Yes, there are holiday rentals close to the most popular sights in Middleton, 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 Middleton has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Middleton is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middleton?

Expedia has 9 holiday rentals for your stay in Middleton.

What’s there to see and do in Middleton?

Sunrise Lake and Middleton Park are a couple of lovely local spots to get outside and enjoy nature. While here, King's Park and Moose Mountains Reservation are other places worth a visit.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.