Middleton Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Middleton

Huttopia Southern Maine

2.5 star property
8.8 out of 10, Excellent, (29)
"I have stayed here several times. It’s a great way to camp without all the fuss. You feel like you’re enjoying nature without having to pack a bunch of essentials. We stayed in a king bedroom with shower and bathroom. Everything you need is there and it’s close to grocery stores. The pond is wonderful. Lately we have been going in either beginning of June or beginning of September however because the costs have definitely increased. It’s really expensive to stay peak season which is my only...
Huttopia Southern Maine

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

9.8 out of 10, Exceptional, (90)
"Great location. Looking to go back in the fall "
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (26)
"The house was perfect for our little family! Very warm house, fireplace worked wonderful! Beds were comfy. Towels/linens were very soft. Home was clean and layout was perfect! "
Cozy, Pet-Friendly Escape Near Lake & Mountains

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (164)
"This home was a perfect setup for our family reunion ski weekend. We thoroughly enjoyed our stay. The pool was the highlight of our nights! Having 2 kitchens was great. We did have some ants come visit us in the pool kitchen everyday of our stay but it didn’t interfere with our fun. Highly recommend a stay at this property!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

2.5 star property
The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

9.6 out of 10, Exceptional, (133)
"We really enjoyed our stay. The condo was comfortable, clean, had everything you needed and was in a great location. We enjoyed walking across the street to the lake and up the hill to go the concert next door. We were also a short drive from Weirs Beach. We had great communication and hope to stay there again."
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

NEW Lakeside Haven: Sleeps12| HotTub |Private Dock

9.2 out of 10, Wonderful, (27)
"A great time with family"
The price is CA $481
CA $942 total
includes taxes & fees
Mar 2 - Mar 3
NEW Lakeside Haven: Sleeps12| HotTub |Private Dock

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.4 out of 10, Very good, (26)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.6 out of 10, Exceptional, (20)
"Overall, I thought the property was excellent, and the property was chosen for an SNHU commencement weekend. It was clear the property was recently renovated, and the downstairs sitting area provided the most space since the weather was rainy and windy. Despite clear instructions on the heating units, it was a little tricky to get the heat running but once we did the bedrooms seemed to be 5 plus degrees hotter than the common sitting areas. We did encounter some ants in the kitchen and I and...
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

10.0 out of 10, Exceptional, (7)
"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Spacious New Hampshire mountain waterfront get away house. Boats & private docks

9.8 out of 10, Exceptional, (38)
"We had a great week with our kids and grandkids! Plenty of sleeping areas, and large living space for all 12 of us. We would have liked to have a bigger (flatter) lawn area for outdoor games, but the lake certainly made up for it. Host was attentive and responsive. We would stay here again. "
Spacious New Hampshire mountain waterfront get away house. Boats & private docks

Stunning Lakefront Winter Getaway! Near Gunstock & Bank of NH Pavilion

10.0 out of 10, Exceptional, (17)
"We absolutely loved the condo. It was very clean, nicely decorated and communication with Kristina was great. Loved the sunsets on the lake from the balcony. We were there for an event at Gunstock and was about 10-15 drive from the condo. Was not a problem for us but there are a lot of stairs as condo is built on 2.5 levels."
Stunning Lakefront Winter Getaway! Near Gunstock & Bank of NH Pavilion

Maine Pondfront Home Sleeps 22 - Pool & Hot Tub

9.8 out of 10, Exceptional, (8)
"Great stay, good host, beautiful view! "
Maine Pondfront Home Sleeps 22 - Pool & Hot Tub

Halfmoon Lake 3BR Home w Game Room, Deck, Dock!

10.0 out of 10, Exceptional, (14)
"Only complaint Hard to see the driveway at night with cars doing 60 mph"
Halfmoon Lake 3BR Home w Game Room, Deck, Dock!

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (15)
"The property was just perfect for my parent’s 30th anniversary getaway!! It had everything they needed, and being right on the lake made everything well worth it. Thank you to the team at Vacanza for the great stay!!"
The price is CA $173
CA $344 total
includes taxes & fees
Feb 3 - Feb 4
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Lakefront, gameroom,Air Conditioner,firepit, kayaks, canoes, frog mat,pedal boat

9.8 out of 10, Exceptional, (20)
"Well appointed, clearly newly updated. Bedrooms were on first and second floors which made it easier for couples, because the bathrooms were not in the bedrooms. It’s a beautiful property that I’m sure is wonderful year round. The only complaint was the garage was so cold we couldn’t utilize it."
Lakefront, gameroom,Air Conditioner,firepit, kayaks, canoes, frog mat,pedal boat

Charming 3 story retreat in the shadows of Lake Winnipesaukee

9.6 out of 10, Exceptional, (18)
"3 families enjoyed our stay at the Tree House! The lay out of the house made it very comfortable for our families to have privacy and plenty of space, while still joining together for meals, games, etc. The kitchen was well stocked. My only suggestion would be to upgrade the pans, etc. We skied and went tubing at Gunstock Mountain. We also went to the Ice Castles in North Woodstock. Wonderful Feb. break...we would recommend this house."
Charming 3 story retreat in the shadows of Lake Winnipesaukee

Deck For Entertaining: Belmont Group Getaway

9.0 out of 10, Wonderful, (67)
"The house was beautiful, enough space for everyone. Kitchen was fully stocked. Plenty of towels for everyone. Beautifully decorated for the holidays. Extremely comfortable beds. We had a great stay, except for the 1st night when the power went out and it was very cold outside. However, the host was very helpful and did everything he could to make the house as comfortable as it can be under the circumstances. He was easy to get in touch with and replied back immediately. I can’t wait to go back...
Deck For Entertaining: Belmont Group Getaway

Charming and spacious lakefront home w/hot tub and pool table!

10.0 out of 10, Exceptional, (44)
"Whatever you need in the kitchen is not only there but also of the best quality. That holds true with the towels (in abundance!) as well. Our teens loved playing pool. Our getaway was in November, so we couldn't take advantage of the lake activities. We had a wonderful Thanksgiving and highly recommend it for family gatherings of many ages."
Charming and spacious lakefront home w/hot tub and pool table!

Stunning lakefront property with beach access, a dock, spacious yard, & W/D

8.0 out of 10, Very good, (5)
"All was great Just heads up, there were two broken knobs in the kitchen from the cabinets. Also, a supper burnt/dirty pan left in the oven Wasn’t sure if should toss, so I left it in the sink soaking today. Thanks so much Kirsten "
Stunning lakefront property with beach access, a dock, spacious yard, & W/D
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.
Don't see what you're looking for?
See all available properties in Middleton
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Middleton you may be interested in

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 6 vacation 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 larger area, you’ll find Merrymeeting Lake and Blueberry Hill.

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.