Middleton Holiday Rentals

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Holiday Rentals in Middleton

Fridge, microwave, oven, stovetop
Lakefront home on Ossipee Lake with dock and gorgeous views
9.8 out of 10, Exceptional, (10)
"The property was great and the owner was very responsive. It was everything we needed and looking forward to staying again in the future!"
Lakefront home on Ossipee Lake with dock and gorgeous views
Fridge, microwave, oven, stovetop
Dog-friendly home with a pool table, washer/dryer, firepit & beach access
9.0 out of 10, Wonderful, (4)
"We stayed her with our five kids and a dog. The place had a great game room set away from the living room for our three teenage boys to hang out in and be boys. The girls had the living room so plenty of space when they needed a break from each other. It was pretty expensive tho. Figured it would be nice to have toilet paper, some dishwasher tabs, paper towels...basic stuff that most vrbo homes to start out with. All in all it good stay."
Dog-friendly home with a pool table, washer/dryer, firepit & beach access
Fridge, microwave, oven, stovetop
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
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TV, fireplace, DVD player
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
7.0 out of 10, Good, (12)
"The location is, as advertised, right on Locke Lake which is a quiet community. House was clean when we arrived. Fresh linens were also provided. Comfortable beds! The house has only one shower. Great stay!"
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
Property grounds
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock
9.6 out of 10, Exceptional, (118)
"If you are seeing a concert at Bank of NH pavilion, look no further. Venue is a quick walk (no more then 10 minutes) on a tiny, lit path behind the motel. Steps away from a gorgeous beach with chairs provided. We were so happy we came a day early to enjoy it. Lake view from the balcony. Place was not fancy by any means but very clean and had everything you may need. We will be back!"
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock
Interior
Vrbo Property
7.4 out of 10, Good, (3)
"Great lake access. The house was in a good location. The house needs a little TLC."
Vrbo Property
TV, books, offices
Maine Pondfront Home | Sleeps 22 - Pool + Hot Tub
9.6 out of 10, Exceptional, (4)
"We had a great stay, very spacious house. Great communication with owner. Hot tub was a fun perk. Kids loved the pool table. Plenty of bedrooms and seating for meals. Close to lots of shopping and a theater."
Maine Pondfront Home | Sleeps 22 - Pool + Hot Tub
Fridge, microwave, oven, stovetop
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
10.0 out of 10, Exceptional, (1)
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Fridge, microwave, oven, stovetop
Lakefront home with seasonal dock & deck - close to trails & ocean beaches
8.8 out of 10, Excellent, (40)
"Was in the area for Spring Break and this was a super cute little place. This was a great place to hang out and relax. I wish the weather would have been nicer so we could enjoy the yard and the pond."
Lakefront home with seasonal dock & deck - close to trails & ocean beaches
Interior
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.5 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Indoor pool
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (147)
"Hi Malini, Thank you so much for a wonderful stay! It was exactly what we wanted/needed for the weekend. Cheers, Gabe"
The price is NZ$3,939
includes taxes & fees
3 Jun - 4 Jun
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Exterior
Lovely lakefront home with WiFi, deck, private dock, WiFi, & fireplace - dogs OK
9.2 out of 10, Wonderful, (17)
"We rented the house to celebrate my mother's 60th birthday with a small family vacation and it was perfect! We were able to bring my mom's dog and the four of us had a wonderful and relaxing time. The house was great and is in a great location. The view is even better in person!! The only issue was that the heat was on 55 when we arrived so it took a few hours for the house to warm up - but it did no problem and the electric fireplace helped a bunch! I highly recommend staying here."
Lovely lakefront home with WiFi, deck, private dock, WiFi, & fireplace - dogs OK
Beach nearby, sun-loungers, beach towels
Cozy Lake Retreat: Shell Camp Lake Couples get way. Centrally located
10.0 out of 10, Exceptional, (27)
"Very comfortable and cozy! Super clean!"
The price is NZ$452
includes taxes & fees
16 Jun - 17 Jun
Cozy Lake Retreat: Shell Camp Lake Couples get way. Centrally located
Terrace/patio
Lakefront studio with private dock, fast WiFi & full kitchen - dog-friendly
10.0 out of 10, Exceptional, (23)
"We had an amazing stay. The cottage was nice and the view from the front deck was beautiful. My only criticism is They state towels provided however my husband and I were there for 10 days and there were only 4 bath towels. That is def not enough towels. If there was a washer dryer that would be fine but there is not. So we had to go and buy more towels. Other than that it was wonderful"
Lakefront studio with private dock, fast WiFi & full kitchen - dog-friendly
TV, fireplace, DVD player, table football
Lakeside home with water views, firepit, deck, fireplace, & W/D - dog-friendly
7.0 out of 10, Good, (2)
"Horrible infestation in the basement. A caterpillar was underneath my blanket & it’s hairs got stuck in my skin. Which caused burning, itching, hives $ prickling. My one year old also got some of the hair on him & broke out in hives. When I called customer service, the property manager never got back to me. There was no apology, no nothing. This property shouldn’t be rented out if there’s an infestation. Especially when young children are staying there. It’s been 2 days since the incident & my...
Lakeside home with water views, firepit, deck, fireplace, & W/D - dog-friendly
Beach nearby
Lakefront condo with WiFi, private beach, full kitchen, & outdoor pool
7.8 out of 10, Good, (31)
"The s elk of cigarette smoke was off the charts, but then there weee the little thing d. Likescreen doo falling right off the rails. Klthu m"
Lakefront condo with WiFi, private beach, full kitchen, & outdoor pool
Property grounds
Private Beachfront Family Retreat On Lake Winnipesaukee - Amazing Long Views
9.2 out of 10, Wonderful, (46)
"Excellent property. Pet friendly, great beach. Amazing view. Great outdoor space. Comfortable living arrangements."
Private Beachfront Family Retreat On Lake Winnipesaukee - Amazing Long Views
Fridge, microwave, stovetop, coffee/tea maker
Cute Gilford Cottage w/ Grill - Walk to Marina
9.8 out of 10, Exceptional, (14)
"A well planned vacation home"
Cute Gilford Cottage w/ Grill - Walk to Marina
Property grounds
All-Season Cozy Lakeside Cabin in Northwood, NH- 2 Bdr, great views
9.8 out of 10, Exceptional, (9)
"We absolutely loved our stay. The neighborhood is quiet and beautiful, the water access on the property is lovely, the wood stove is incredibly cozy, and we loved the easy access to Concord and Manchester."
All-Season Cozy Lakeside Cabin in Northwood, NH- 2 Bdr, great views
Fridge, microwave, oven, stovetop
Glass House Getaway- 3 Minutes to Gunstock & Pet Friendly!
10.0 out of 10, Exceptional, (44)
"There’s a sign in the kitchen that says “Our Happy Place.” The rooms were spacious, beds were comfy, we had a nice lunch and dinner prepared from the fully equipped kitchen, dogs can easily access fenced(?) deck from the living room while we all played games(host provided). Coming from the city, we all felt very close to nature because of it’s location and view from kitchen, dining and family room. Even our dog didn’t want to leave the front yard while on a long lead. Megan was the perfect...
Glass House Getaway- 3 Minutes to Gunstock & Pet Friendly!
Don't see what you're looking for?
See all available properties in Middleton
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.

Other types of properties in Middleton you may be interested in

Indoor spa tub
Fireside Inn & Suites Gilford
2.5 star property
8.8 out of 10, Excellent, (547)
"Service was great! Front desk attendant was incredibly responsive and very helpful!"
The price is NZ$234
includes taxes & fees
27 May - 28 May
Fireside Inn & Suites Gilford
Exterior
Best Western Plus Landmark Inn
2.5 star property
7.6 out of 10, Good, (775)
"Skiing "
The price is NZ$229
includes taxes & fees
27 May - 28 May
Best Western Plus Landmark Inn
Standard Room, 2 Queen Beds
Microtel Inn & Suites by Wyndham Dover
2.0 star property
8.0 out of 10, Very good, (1000)
"The Manager was there to help with anything one might need help with."
The price is NZ$211
includes taxes & fees
27 May - 28 May
Microtel Inn & Suites by Wyndham Dover
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middleton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middleton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middleton. Seeing all the best attractions is bound to make you fall in love with Middleton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middleton short-term rentals, that won’t be hard to do.

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?

Lakefront home on Ossipee Lake with dock and gorgeous views : This holiday home rental outside of Middleton is located on the beach, and has a BBQ, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Middleton?

Expedia has 7 holiday rentals for your stay in Middleton.

What’s there to see and do in Middleton?

While exploring the area, visit family-friendly sights like Stand Up Paddleboard NH, or get outside and enjoy nature at Sunrise Lake. In the wider area, you’ll find Lake Winnipesaukee and Mountain Lake.

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.

Recent reviews of Middleton properties
Expedia verified reviews