Windsor Holiday Rentals from AU$283: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Windsor has to offer?

Private Beach And Mountain Lake Home : This holiday home rental outside Windsor is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Holiday Rentals in Windsor

"We were there in mid July on a hot week. We loved the privacy and how quiet the property was! We spent most days down on the dock, swimming and fishing. The living room has a window that is wall sized and swings open to allow a breeze of the pond which was great in the evening. We did not have any issues with bugs entering the cabin during our stay. The cabin brought back childhood memories of camp and sitting on the deck or by the fire at sunset each day was amazing. We enjoyed drinks by the...

"Treehouse was just as the pictures and description portray. It was clean, quiet and peaceful. My wife and I stayed at the Owl's Nest Treehouse for just a quick one night get away. It was the perfect spot for some quiet time alone and a soak in the hot tub. The check in process was as simple as it gets, and the owners were very responsive to the few questions we asked. For dinner we went to Springfield VT (about a 30 min drive). You can probably find something a little closer, but Alstead...

includes taxes & fees

9 Sept - 10 Sept

"We had a wonderful stay! The house was very clean and comfortable and the area is beautiful!"

"This property was perfect for us. My wife and 2 sons had a fantastic time. We were in New Hampshire for my sons college graduation. It was perfect for us. We had a beautiful weekend on the lake. It could not have been better!! Thank you for the memories!!"

"We LOVED this place! The house was stocked with all of the essentials, including towels and linens. This made traveling there easier. The swimming area was great too!"

"We had the most amazing stay at Leah and Chris’s beautiful home! From the moment we arrived, we were blown away by how clean, spacious, and thoughtfully stocked the house was—it truly had everything we could possibly need and more.Our group of 12 (including young kids and dogs!) had tons of space to spread out comfortably, and every single bed was super cozy. The huge yard was perfect for lawn games, which were conveniently provided, and we spent hours outside enjoying the privacy and peaceful...

includes taxes & fees

9 Sept - 10 Sept

"Great get away on lake Sunapee, great house just a short walk to the lake. Great place to relax and take in the sun set on the dock or grilling on the deck. Well equipped home that is super clean,just a great getaway. "

"Clean cute cabin close to ski area well equipped with good living space. "

"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "

includes taxes & fees

10 Sept - 11 Sept

"The property was great! Very clean and had everything we needed to cook meals and just relax. Lake was nice but it was a little chilly over the weekend. The hosts left some muffins, cookies, fruit and some beverages which was we though was a nice touch."

"great location"

includes taxes & fees

15 Sept - 16 Sept

"This cozy cottage was perfect for our recent visit to visit family in Elkins, NH. It is located a short walk to Pleasant Lake for swimming and boating (in good weather). Steph was so attentive and helpful and provided many wonderful amenities in the cottage. This is our go-to place to stay whenever we visit the area."

"We loved our stay here. House was very tidy, property owner easy to communicate with, and location great right by the lake and mountain. There are also a few nice hikes nearby. "

includes taxes & fees

9 Sept - 10 Sept

"We enjoyed staying here. It was a great condo and had everything we needed. The owners answered all our questions. The area was beautiful. I would stay here again."

"Great cabin about 2 minutes from Mt. Sunapee resort and state park, as well as several lake towns. Beds are extra comfortable and the kitchen has everything we needed. "

includes taxes & fees

11 Sept - 12 Sept

includes taxes & fees

9 Sept - 10 Sept

"We truly enjoyed the chance to escape from a busy city week and relax at Lake Sunapee on their dock, play games in the cottage, and going for a moderate hike on Mt. Kearsarge!"

"This was a great place to disconnect with technology and reconnect with family. We had a great time."

"Came up for our annual golf trip, house was great! Plenty of room for our group. The house had everything we needed, just wish we had better weather to take advantage of the outdoor setup. Would highly recommend if you’re looking for a nice peaceful getaway."

"Absolutely amazing place to stay! The home is spacious, well appointed, and has terrific views of the lake from every room! The entire house was so clean and the setting is quiet. We would definitely stay here again!"

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Top Windsor Hotel Reviews

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

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. 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 Windsor 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 Windsor holiday rentals we have selected for you start as low as AU$283 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor 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 Windsor 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 Windsor 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 Windsor. 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 Windsor?

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

Private Beach And Mountain Lake Home: This holiday home rental outside Windsor is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Windsor?

Expedia has 5 holiday rentals for your stay in Windsor.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Eaton's Magic Morsel, or get out into nature at a spot like Black Pond. In the wider area, you’ll find Windsor Town Hall and Franklin Pierce Homestead.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip.

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Windsor Holiday Rentals

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Holiday Rentals in Windsor

Lakefront Cabin in Beautiful, Quiet Location

Owl's Nest Treehouse

Private Beach And Mountain Lake Home

Quaint Dunbarton Waterfront Cottage

Happy Place On Lake Sunapee - 10 minutes from the ski resort

"Big Sky" Retreat Atop Sunapee / Ski + Lake Life

Charming Lake Sunapee & Mt. Sunapee Ski Cabin

Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

Downtown Hot Tub Escape

Spectacular Log Home with Private Lake Access

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Cozy & bright getaway close to ski mountains and lake

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Inviting Condo w Fire Place & Hot Tub

Chic Farmhouse Decor | Deck w/View

Charming cabin in delightful Greenfield New Hampshire with WiFi access

Lake Sunapee Cozy Cottage - Blodgett Landing

Lakefront Cabin/ 314' Shoreline

Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

Pleasant Lake Escape: 3BR Home with Panoramic Views

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