Middleton Vacation Rentals

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Vacation Rentals in Middleton

Interior
Rustic Rose Cottage of Historic West Lebanon

Cottage in Lebanon

10.0 out of 10, Exceptional, (24)
"Everything about our stay was lovely! Check-in was smooth, the property was gorgeous, and the cottage was full of charm. "
United States
Daniel S.
$231 nightly
The price is $252
Dec 7 - Dec 8
Total with taxes and fees
Rustic Rose Cottage of Historic West Lebanon
House (1 Bedroom) | Interior
Hiking & Snowmobile Trails On-site: Alton Retreat!

Cottage in Alton

3.0 star property
$202 nightly
The price is $217
Dec 23 - Dec 24
Total with taxes and fees
Hiking & Snowmobile Trails On-site: Alton Retreat!
Outdoor dining
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

Vacation Home in New Durham

10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
$398 nightly
The price is $432
Dec 5 - Dec 6
Total with taxes and fees
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
Free WiFi, bed sheets
Lotus Spa, your home away from home

Apartment in Acton

10.0 out of 10, Exceptional, (43)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
$275 nightly
The price is $300
Dec 5 - Dec 6
Total with taxes and fees
Lotus Spa, your home away from home
Exterior
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Cabin in Newfield

2.0 star property
10.0 out of 10, Exceptional, (3)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
$373 nightly
The price is $406
Dec 11 - Dec 12
Total with taxes and fees
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Balcony
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Condo in Gilford

8.4 out of 10, Very Good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
$237 nightly
The price is $257
Dec 14 - Dec 15
Total with taxes and fees
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
$410 nightly
The price is $445
Dec 16 - Dec 17
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Terrace/patio
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"Everything was great!"
United States
Leah F.
$251 nightly
The price is $272
Dec 7 - Dec 8
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Sun loungers, beach towels
Lake view condo, Private Beach, Private concert entrance, pool

Condo in Gilford

9.6 out of 10, Exceptional, (21)
"Great location for seeing concerts."
United States
Kevin Y.
$230 nightly
The price is $249
Dec 11 - Dec 12
Total with taxes and fees
Lake view condo, Private Beach, Private concert entrance, pool
TV
Nothing Fancy Older Apt~Walk to Downtown~ King Bed

Apartment in Dover

$182 nightly
The price is $198
Jan 4 - Jan 5, 2026
Total with taxes and fees
Nothing Fancy Older Apt~Walk to Downtown~ King Bed
1 bedroom
Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Mobile Home in New Durham

6.0 out of 10, (1)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
United States
Cathy M.
$442 nightly
The price is $480
Dec 5 - Dec 6
Total with taxes and fees
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
Interior
Waterfront Home w/ Private Dock

Vacation Home in Epsom

10.0 out of 10, Exceptional, (20)
"The home was very clean and so organized. It felt inviting and warm. It was so easy to check in. We used the passcode that was provided. The kitchen was stocked with everything you would need. We loved our stay and highly recommend for a relaxing getaway with a nice view of the pond."
United States
Kerry B.
$341 nightly
The price is $370
Dec 6 - Dec 7
Total with taxes and fees
Waterfront Home w/ Private Dock
Property grounds
Caretakers Apartment-Split level w/ Wet Room Bath

Apartment in Wolfeboro

10.0 out of 10, Exceptional, (5)
"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
$157 nightly
The price is $170
Dec 5 - Dec 6
Total with taxes and fees
Caretakers Apartment-Split level w/ Wet Room Bath
Private kitchen
Cozy Cottage on a Lake, near Gunstock Mountain

Cottage in Gilmanton

9.0 out of 10, Wonderful, (2)
"We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody "
United States
kim M.
$366 nightly
The price is $397
Dec 7 - Dec 8
Total with taxes and fees
Cozy Cottage on a Lake, near Gunstock Mountain
Fridge, microwave, oven, stovetop
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Vacation Home in Newfield

10.0 out of 10, Exceptional, (22)
"We had the best time. What an amazing house and great location. The lake is perfect and they thought of everything so it felt like home. Would 100% stay here again!"
United States
Jill M.
$711 nightly
The price is $772
Dec 27 - Dec 28
Total with taxes and fees
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard
Fridge, microwave, oven, stovetop
Waterfront | Private Dock | Outdoor Firepit

Vacation Home in Acton

9.6 out of 10, Exceptional, (15)
"Enjoyed the relaxing family time & great fishing! "
United States
Joanna M.
$605 nightly
The price is $657
Dec 7 - Dec 8
Total with taxes and fees
Waterfront | Private Dock | Outdoor Firepit
TV, stereo
Stay in Venice our Modern Steps from the Lake with Dock!

Vacation Home in Alton

10.0 out of 10, Exceptional, (7)
"Very clean and in a great location."
United States
Mark B.
$347 nightly
The price is $378
Dec 7 - Dec 8
Total with taxes and fees
Stay in Venice our Modern Steps from the Lake with Dock!
Exterior
Lake Winnipesaukee Condo - Great for all seasons!

Condo in Gilford

2.0 star property
$249 nightly
The price is $270
Dec 5 - Dec 6
Total with taxes and fees
Lake Winnipesaukee Condo - Great for all seasons!
Beach
NEW Lakefront Escape Private Dock & Lake Views

Apartment in Alton

9.8 out of 10, Exceptional, (10)
"We stayed here because we were in town for a concert in Gilford and it was great! Perfect location, close to the venue and the lake was beautiful. It was lovely waking up to seeing the sparkling water. Would stay again. "
United States
Anna S.
$305 nightly
The price is $332
Jan 4 - Jan 5, 2026
Total with taxes and fees
NEW Lakefront Escape Private Dock & Lake Views
Smart TV, fireplace
Cool New Dover Home

Vacation Home in Dover

10.0 out of 10, Exceptional, (9)
"Very clean and convenient "
United States
Robin D.
$428 nightly
The price is $464
Dec 7 - Dec 8
Total with taxes and fees
Cool New Dover Home
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

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

10/10 Excellent
"Staff was courteous and room was very clean."
Sarah 1-night trip
Posted 2 days ago
TownePlace Suites by Marriott Gilford

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 $451 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.

Explore a world of travel with Expedia

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?

New Lakefront Home sleeps 14 with dock.: This vacation home near Middleton offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals are there in Middleton?

Expedia has 7 vacation rentals for your stay in Middleton.

What’s there to see and do in Middleton?

Middleton Park and Sunrise Lake 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.