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

Middleton Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Middleton vacation 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.
$532 nightly
The price is $577
Oct 15 - Oct 16
Total with taxes and fees
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A modern kitchen with white cabinets, a microwave, and a stove.

2. Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!

Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Alton
10.0 out of 10, Exceptional, (1 review)
"This is a classic old-style cabin that reminded us of our childhood family trips in the 60’s. It’s not new, but a heck of a lot of fun if you’re in the right head space. Easily walked to town for dinner and to the shore. Clean and had everything we needed."
United States
Christine F.
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

3. 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.
$358 nightly
The price is $388
Oct 15 - Oct 16
Total with taxes and fees
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Living area

4. Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (63 reviews)
"Really nice stay at a cute property. Would go back!"
United States
Christopher D.
$314 nightly
The price is $342
Nov 9 - Nov 10
Total with taxes and fees
Lotus Spa, your home away from home
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.

5. 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.
$564 nightly
The price is $614
Oct 15 - Oct 16
Total with taxes and fees
NEW Lakefront Escape Private Dock & Lake Views
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.

6. 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.
$671 nightly
The price is $731
Oct 15 - Oct 16
Total with taxes and fees
New Lakefront Home sleeps 14 with dock.
A wooden sauna with a glass door, a shower area with shelves, and a red wall with a mirror.

7. 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.
$213 nightly
The price is $232
Nov 3 - Nov 4
Total with taxes and fees
Rustic Rose Cottage of Historic West Lebanon
A coastal town with a marina, a large cruise ship docked, and a beach.

8. Siena/Naples 2 units Sleeps 8 with 2 Docks!

Siena/Naples 2 units Sleeps 8 with 2 Docks!
Alton
8.6 out of 10, Excellent, (4 reviews)
"Excellent property right on the water. Easy walk to downtown. Would book again!"
United States
chris P.
$694 nightly
The price is $756
Oct 15 - Oct 16
Total with taxes and fees
Siena/Naples 2 units Sleeps 8 with 2 Docks!
A wooden cabin interior with a dining table, chairs, a kitchen area with cabinets, and a door with a window.

9. Hiking & Snowmobile Trails On-Site: Alton Retreat!

Hiking & Snowmobile Trails On-Site: Alton Retreat!
Alton
10.0 out of 10, Exceptional, (9 reviews)
"Perfect little spot. Clean, comfy everything you need and then some. Thanks for hosting us."
United States
Matthew M.
$283 nightly
The price is $307
Oct 18 - Oct 19
Total with taxes and fees
Hiking & Snowmobile Trails On-Site: Alton Retreat!
A wooden cabin interior with a dining table, chairs, a kitchen area with cabinets, and a door with a window.

10. Hiking & Snowmobile Trails On-site: Alton Retreat!

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
$277 nightly
The price is $301
Oct 18 - Oct 19
Total with taxes and fees
Hiking & Snowmobile Trails On-site: Alton Retreat!
A garden with a white pergola, red chairs, and pink flowers.

11. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
$163 nightly
The price is $176
Oct 25 - Oct 26
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

12. 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, (7 reviews)
"Staff was very freindly"
United States
David
$216 nightly
The price is $235
Oct 26 - Oct 27
Total with taxes and fees
Newly Renovated Cottage 3 on Main Street Alton Bay!
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

13. 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.
$333 nightly
The price is $363
Nov 2 - Nov 3
Total with taxes and fees
Welcome to the Z E N
A modern kitchen with a large island, white walls, and a view of the outdoors.

14. 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.
$341 nightly
The price is $372
Oct 28 - Oct 29
Total with taxes and fees
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
A modern living room with a grey sofa, a coffee table, and large windows offering a view of the outside.

15. Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake

Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake
Alton
9.0 out of 10, Wonderful, (2 reviews)
Charming Alton Bay Getaway – 1BR Cottage, Pool Access & Walk to Lake
A garden with a white pergola, red chairs, and pink flowers.

16. 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 traveler
$160 nightly
The price is $174
Oct 15 - Oct 16
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A sign for Cottages on Main, located at 324 Main Street, with a website address CottagesOnMain.com.

17. 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
$301 nightly
The price is $328
Oct 18 - Oct 19
Total with taxes and fees
Newly Renovated Cottage 8 Main Street Alton Bay!
A lakeside view from a wooden deck with an American flag, surrounded by trees and a clear sky.

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

Waterfront w/ Prvt Dock & Firepit | Sleeps 8
Acton
9.0 out of 10, Wonderful, (25 reviews)
"Love the area & location on the lake!"
United States
Will M.
$550 nightly
The price is $597
Oct 19 - Oct 20
Total with taxes and fees
Waterfront w/ Prvt Dock & Firepit | Sleeps 8
A tent with a bed, two chairs, and a small table on a wooden deck surrounded by trees.

19. 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
$172 nightly
The price is $187
Oct 15 - Oct 16
Total with taxes and fees
Luxury Tent in New Hampshire-Tail-Tuckaway
A two-story house with a white front porch, a staircase, and a garage.

20. 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
$153 nightly
The price is $166
Oct 22 - Oct 23
Total with taxes and fees
Caretakers -Split level Pet Friendly $50 Fee
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

The Naswa Resort

The Naswa Resort

10/10 Excellent
"Great view. Beach front bar/restaurant. Staff built us a nice fire on the beach for us all to enjoy!!"
Wendy 1-night trip
Posted 19 hours ago
The Naswa Resort

Find out more about Middleton

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

Middleton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleton 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 $597 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 Middleton rentals

At Expedia, we put the best Middleton 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 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 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 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 vacation rental in Middleton?

Yes, there are vacation rentals near the most popular local attractions in Middleton, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Middleton has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This vacation home rental near Middleton is located on a lake and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Middleton?

Expedia has 9 vacation 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 vacation rental in Middleton like?

Vacation rentals are privately owned properties you can book for short or long periods in Middleton. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.